Home Vacation Rentals By Owner In Sheridan, WY

Showing 60 Of 106 Vacation Rentals
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Exceptional(27)

$113.94

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Apartment

Cozy Modern Farmhouse Apartment

Sheridan, Wyoming, United States

One bedroom apartment in the heart of Sheridan. Close to many restaurants and shopping. Only a couple minutes from downtown, Kendrick Park, and the Sheridan County Airport. The apartment consists of one bedroom with an attached full bath, a living room, a dining room, and a full kitchen. The larger couch is a pull-out that can sleep 2 and a small child could even sleep on the smaller couch.
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$176.04

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The Bishop | Remodeled 1957 Home Near Downtown Sheridan WY | Sleeps 6 | King + Full + Twin + Sofa | BBQ Deck | In-Unit Laundry | Wyo Stays Concierge | Bighorn Mountain Base

Sheridan, Wyoming, United States

Summary:brbrSome houses are just houses. The Bishop is not one of them.brbrbrbrBuilt in 1957 — the same year Wyoming State Engineer Loren Clark Bishop retired and convinced the state legislature to fund him to document every historic fort, trail, and road in Wyoming — this home on Wyoming Avenue carries the quiet authority of a place that knows what it is.brbrbrbrThe renovation is real. New luxury vinyl plank floors run wall to wall. The kitchen was reimagined from the ground up: live-edge cedar peninsula, butcher block counters that stretch across an L-shaped run, a stainless farmhouse sink, and a gas range beneath a pro-grade hood. The bathroom is designed — a rectangular vessel sink on a floating dark marble vanity, a black-framed mirror, and a black-and-white tree shower curtain that photographs like art. The laundry room has a full Maytag washer and dryer and opens directly to the back deck through a glass door.brbrbrbrYou sleep six comfortably: a king in the primary bedroom, a full and a twin in the second bedroom, and a sofa for the overflow. Two bedrooms have wall-mounted smart TVs. The living room has a third. The kitchen has a dining table for four. The back deck has a gas BBQ grill.brbrbrbrYou're walkable to downtown Sheridan — Main Street's restaurants, coffee shops, The Mint Bar, the WYO Theater — and 45 minutes from the Bighorn National Forest.brbrbrbrManaged exclusively by Wyo Stays with full concierge service: private chef, Tesla rental, grocery pre-stocking, adventure planning, and more on request.brbrbrbrThis is the Wyoming stay you'll tell people about. Message us — we'll make it exactly what you imagined.brbrbrbrThe Space:brbrWalk through that cedar-paneled entrance and the renovation reveals itself immediately. What was a modest 1957 house is now a home with a point of view — the kind of renovation that kept what mattered and upgraded everything that needed it.brbrbrbrNew luxury vinyl plank floors run throughout every room, warm and continuous, so the whole home feels cohesive rather than patchwork. The open-concept living and kitchen area is genuinely spacious — room enough to actually gather here, not just pass through. And the kitchen itself is the kind of space that earns its own mention in reviews.brbrbrbrThe home sleeps six across four sleeping configurations: a king in the primary bedroom, a full and twin in the second bedroom, and a sofa in the living room for the sixth guest. Two bedrooms have wall-mounted smart TVs — the primary also has access to the hall bathroom, and the second bedroom is set up for flexibility.brbrbrbrLIVING ROOMbrbrThe heart of the home. The open-concept layout flows directly into the kitchen and dining area, so your group naturally finds itself here whether you're cooking, watching the game, or just winding down after a day in the Bighorns. The sectional sofa for your sixth guest — fully set up with linens on arrival.brbrbrbrLarge sectional sofa — sleeps 1–2 guestsbrbrWall-mounted smart TV with Netflix, Hulu, Disney+ and streaming appsbrbrCoffee table, reading area, open and inviting layoutbrbrNew LVP flooring — warm, clean, and continuous throughoutbrbrDirect flow to kitchen/dining area — open conceptbrbrBaseboard heating — warm and even throughout Wyoming wintersbrbrbrbrKITCHENbrbrThe renovation saved its best work for here. This is not a basic STR kitchen — it's a space where you'll actually want to cook. The live-edge cedar peninsula anchors the room. Butcher block counters wrap the full L-shape. The farmhouse sink is stainless and deep. The gas range has a pro-grade hood overhead. Open shelving keeps everything visible and accessible. There's a dining table for four beside a wall clock that's become one of the listing's personality pieces.brbrGas range with stainless pro-grade range hoodbrbrFrigidaire refrigerator, stainless dishwasher, microwavebrbrLive-edge cedar peninsula with butcher block counter — the centerpiecebrbrStainless farmhouse sink with black matte faucetbrbrOpen floating shelving — glassware, plates, and cookware accessiblebrbrCoffee maker, full cookware, utensils, and pantry staples providedbrbrDining table with iron chairs — seats 4brbrSculptural gold pendant light over dining areabrbrClean, white shaker cabinetry with black hardware throughoutbrbrbrbrbrbrBEDROOM 1 — PRIMARY (King)brbrThe primary bedroom is anchored by a reclaimed wood bed frame — whitewashed and textural, the kind of piece that makes a room feel intentional rather than assembled. A king bed. A warm walnut nightstand with a reading lamp. Natural light through a framed window. Clean white walls. This is where you sleep well.brbrKing bed — reclaimed whitewashed wood framebrbrHotel-quality white bedding and layered pillowsbrbrWarm walnut nightstand with reading lampbrbrFramed window with natural lightbrbrWall-mounted smart TV — Wyoming mountain landscape screensaverbrbrCloset with ample storagebrbrDirect hall access to the full bathroombrbrbrbrBEDROOM 2 — GUEST ROOM (Full + Twin)brbrThe second bedroom is set up for flexibility — a full bed and a twin in the same room, making it ideal for families, friends traveling together, or any group that needs the beds to work harder than usual. A wall-mounted smart TV and closet storage round it out.brbrFull bed — clean white bedding, quality linensbrbrTwin bed — perfect for a child, solo traveler, or overflowbrbrWall-mounted smart TV with streaming appsbrbrCloset storage for both guestsbrbrClean white walls, LVP flooring, natural lightbrbrbrbrBATHROOM — Fully RemodeledbrbrThe bathroom is the renovation's most memorable room. A rectangular white vessel sink floats on a dark marble vanity. The faucet is matte black. The mirror is oversized and black-framed. The shower curtain — a black-and-white tree silhouette on white — is the kind of detail that ends up in photos. Built-in linen shelving holds plush white towels. This is a bathroom you'll take a picture of.brbrRectangular white vessel sink — floating dark marble vanitybrbrBlack matte tall faucet — modern and cleanbrbrLarge black-framed rectangular mirrorbrbrTub/shower combo with artistic black-and-white tree shower curtainbrbrBuilt-in linen shelving with plush white towels providedbrbrHair dryer, quality toiletries, artisan soapbrbrBlack tile floor — dramatic and intentionalbrbrbrbrLAUNDRY ROOMbrbrA proper dedicated laundry room — not a closet, not a stackable afterthought. Full-size Maytag washer and dryer side by side. The room opens directly to the back deck through a glass door, so you can throw a load in after a muddy Bighorn hike and be back outside with a cold drink in minutes.brbrFull-size Maytag washer and dryer — side by sidebrbrDetergent, dryer sheets, and iron providedbrbrGlass back door opening directly to the deck — best feature of the roombrbrBright, clean, and dedicated — not an afterthoughtbrbrbrbrBACK DECK & BBQbrbrThe back deck is where the Bighorn Mountains feel real. Step out through the laundry room glass door and you're on a private wood deck with a gas BBQ grill, outdoor seating, and enough yard to spread out. On a clear Wyoming evening — which is most evenings — this is where your group ends up after dinner.brbrPrivate back deck with gas BBQ grill brbrOutdoor seating — deck chairs and tablebrbrAmple private yard — room for lawn games or just breathingbrbrAccessed through laundry room glass door or side yardbrbrbrbrbrbrExceptional Guest Services — Wyo Stays ConciergebrbrbrbrAt Wyo Stays, we go beyond simply providing a place to stay. We offer unique, personalized services to make your visit unforgettable.brbrPrivate Transportation: Seamless transfers between the airport and your vacation rental.brbrCulinary Delights: Enjoy meals prepared by a private chef, bringing the flavors of Wyoming to your table.brbrOutdoor Adventures: Bike rentals to explore Wyoming's stunning landscapes.brbrCelebration Planning: Unique experiences for birthdays, anniversaries, and special occasions.brbrProfessional Cleaning: Mid-stay cleaning services for your convenience.brbrGrocery Delivery: Have your vacation rental stocked with everything you need before you arrive.brbrConcierge Service: On-call assistance to make sure your stay is smooth and stress-free.brbrbrbrAdditional Optional Enhancements:brbrTesla rental for exploring Wyoming in style.brbrAccess to sensory deprivation therapy for deep relaxation.brbrPilates and massage sessions for health and rejuvenation.brbrDay passes to a local gym for fitness enthusiasts.brbrbrbrRediscover Hospitality. Break Away From the Ordinary.brbrAvailability may vary. Send us a message with any questions or special requests!brbrbrbrGuest Access:brbrThe entire property is yours — both bedrooms, the full remodeled bathroom, kitchen, living room, dedicated laundry room, and the private back deck and yard. There are no shared spaces, no adjacent units, no neighbors on the other side of a wall who will hear your 6 AM alarm. Just your group in a home built to handle it.brbrbrbrCheck-in is keyless. Your personal door code arrives before you do — no key pickup, no coordinating arrival windows. Pull up whenever you're ready. The code deactivates automatically at checkout.brbrSleeping six feels comfortable here, not cramped. The king in the primary, the full and twin in the second bedroom, and the pull-out sofa in the living room give everyone a real place to land. If your group needs anything adjusted before arrival — grocery pre-stock, a specific setup, an early check-in — message us. That's what we're here for.brbrbrbrThe Wyo Stays team is responsive and human. A real person responds when you message.
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$549.32

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Cabin

Waterfront Cabin w/ Bighorn Mountain Views!

Sheridan, Wyoming, United States

Pet Friendly w/ Fee | Close to Hiking & Fishing | Patio + GrillbrbrEmbark on a true Western adventure in the Cowboy State at this Sheridan vacation rental! Nestled on Little Goose Creek, this charming 3-bedroom, 1-bath home is ideal for outdoor exploration and quiet evenings. Explore hiking trails in the beautiful Bighorn National Forest, browse shops in historic downtown Sheridan, or say hi to the resident bison in Kendrick Park! Later, cozy up in the living room with loved ones.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bed, 1 twin bunk bedbr- Bedroom 2: 1 queen bed, 1 twin bunk bedbr- Bedroom 3: 1 king bedbrbrOUTDOOR LIVINGbr- Furnished patio, outdoor diningbr- Gas grill, fire pitbr- Creek accessbr- Mountain viewsbrbrINDOOR LIVINGbr- Board games, booksbr- Gas stovebr- Open floor plan w/ vaulted ceilingsbr- Dining table, dishes & flatwarebrbrKITCHENbr- Electric stove, oven, dishwasher, microwavebr- Keurig coffee maker, espresso machine, blender, toasterbr- Cooking basics, spicesbr- Trash bags/paper towelsbrbrGENERALbr- Electric heatingbr- Washer & dryer, laundry detergent, iron/boardbr- Linens, towels, hair dryerbr- Free WiFibrbrFAQbr- No A/Cbr- Pet fee (paid pre-trip)br- 1 Ring doorbell security camera (facing out)brbrACCESSIBILITYbr- 2-story home, small exterior steps requiredbr- Bedroom & bathroom on 1st floorbrbrPARKINGbr- Driveway (4 vehicles)br- Trailer parking availablebrbr-- THE LOCATION --brbr- Waterfront setting with Bighorn Mountain views & direct access to Little Goose Creekbr- 5 miles to Downtown Sheridan shops, restaurants & attractionsbr- 6 miles to Trail End State Historic Site, Kendrick Parkbr- 26 miles to Mikesell-Potts Recreation Area & Lake De Smetbr- 34 miles to Bighorn National Forestbr- 136 miles to Billings-Logan International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $100 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story cabin requires small exterior steps for access. There are 2 bedrooms and 1 bathroom on the 1st floorbr- This property does not offer air conditioningbr- Your safety matters. This property features a Ring doorbell security camera located on the front door facing outward. It does not look into any interior spaces. The camera records audio and video when activated by motion
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Sleep 10

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Exceptional(23)

$219.27

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Private Vacation Home

Close to everything! Comfortable and cozy home on a quiet street. Pet friendly.

Sheridan, Wyoming, United States

Comfortable, cozy two bedroom, two bath home on a quiet street with easy access to everything. Walking distance to parks. restaurants, and shopping plus a wonderful back yard with a deck, table & chairs for dining outside, grill & firepit.
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Exceptional(15)

$205.29

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Mobile Home

A home in the country

Sheridan, Wyoming, United States

Beautiful 3 bedroom with 2-bathroom, Full kitchen where you can cook and also Barbecue grill. Large lawn in front of the house, shade trees and it's a quiet neighborhood where you would feel comfortable relaxing. Its ten minutes from Sheridan and it has a beautiful view of the mountains. Two museums' with in 6 miles. Two miles to the bar with a lovely restaurant and a peaceful atmosphere.
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Exceptional(17)

$103.61

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Apartment

Cozy One Bedroom Apartment in Sheridan

Sheridan, Wyoming, United States

Cozy one bedroom apartment in the heart of town. Close to many restaurants and shopping. Only a couple minutes away from downtown, Kendrick Park, and the Sheridan Airport. Come enjoy your trip to Sheridan with us.
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Exceptional(10)

$266.68

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Private Vacation Home

Cozy, quiet 3bdrms ,2bath, 2acres. Dog frndly with fee

Sheridan, Wyoming, United States

Unwind in Sheridan at this welcoming house. With 3 cozy bedrooms including a king, 3 queen beds a futon couch and an oversized recliner that turns into a single bed. Guests can relax in comfort, enjoy the convenience of wood burning stove in the heart of the Bighorn mountains. Plenty of parking for your camper ( camper fee) 4wheelers and trailer. 15 minute drive to Red Grade, Bighorn mountain snowmobiling, hiking, fishing, camping, 4wheel riding. This house has 2 stairs to get in the house, we also have a ramp but please know we don’t advertise this property as handicap accessible. Dogs are allowed, $30per dog. This is a Manufactured home. We have 3 exterior surveillance camera.fyi, we have chickens that are cage up in the backyard fence off from the main front yard.
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Sleep 7

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Exceptional(44)

$235.41

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Private Vacation Home

Quiet, newer construction town home near the walking path network in Sheridan.

Sheridan, Wyoming, United States

Convenient, charming townhome with back patio, guest WIFI. Can sleep up to 8 guests. Close to food, entertainment, and attractions in Sheridan. Situated near the airport and within a few minutes of Powder Horn Golf Community.
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Exceptional(13)

$291.39

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Private Vacation Home

Renovated craftsman bungalow two blocks to historic downtown Sheridan and just a block from the M&M Ice Arena

Sheridan, Wyoming, United States

Escape to our elegantly renovated craftsman bungalow in Sheridan, just a 2-block walk from historic downtown! This charming home blends period character with modern comforts, comfortably sleeping up to 8 guests. Features include a fully equipped kitchen, cozy electric fireplace, and flexible sleeping arrangements. Perfect for families or groups seeking a memorable Sheridan adventure.brbrbrbrbrWe prioritize your privacy and offer a contactless, self-check-in experience. While we will not be present at the property during your stay, we are readily available and happy to assist with any questions or recommendations. Please feel free to reach out to us at any time.brbrQuiet residential neighborhood. Elementary school nearby.brLocated in a quiet residential community down the street from the Whitney Ice Rink at the M&M Center, and two blocks from Sheridan's historic Main Street shopping district filled with restaurants, breweries and eclectic shops, art galleries, and the Wyo Theater, you are perfectly located to enjoy the best of Sheridan. Host a bridal party, attend a wedding or a hockey tournament next door, visit our local museums, or head into the mountains for the day. Return to comfortable leather and plush seating, high-speed internet, a Roku Smart TV to access your favorite subscriptions, peruse the owners' local and regional collection of books and art, and know that years of special memories and family history in this home informed a careful collected redesign of the space for years of enjoyment for visitors to our community.brbrYou will have private access to the entire home for the duration of your stay. This includes all bedrooms, the living room, kitchen, and bathroom. The only exceptions are a locked storage and utility room in the basement and the detached garage, which are reserved for owner use. Your host will contact you with seamless self-check-in details prior to your arrival.brbrbrbrbrRoom for 6, up to two twin beds more in basement sleeping space if you have overflow. brbrThe bungalow is located on a quiet residential street with sidewalks, just around the corner from the hockey and skate rink, a church, private elementary school, and a couple blocks from Main St. There is plenty of street parking or in the driveway.brbrFor your security and peace of mind, the exterior of the home is equipped with safety features. Please note:brbrAn exterior Ring camera (motion-activated) is located near the front door.brA second exterior Ring camera (motion-activated) is on the garage, facing the back door.brThese cameras are used for security purposes and to verify the number of guests and pet declarations. There are no cameras inside the home.brThree motion-activated lights are also fitted on the exterior for visibility and safety after dark.
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Exceptional(20)

$244.65

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Panorama | Sweeping Bighorn Mountain Views | Spacious 3-Bedroom Walk-Out Retreat | Renovated Spa Bathroom | Western Living Room with Log Accents | Sheridan Wyoming Vacation Rental

Sheridan, Wyoming, United States

Summary:brbrThere are places you rent, and places you remember. This is the second kind.brbrbrbrPerched above the Sheridan Valley on a quiet hillside, this spacious walk-out retreat gives you panoramic views of the Bighorn Mountains from the moment you open your eyes in the morning. Not from a hotel window. From your own sofa, your own patio, your own coffee cup — with mule deer wandering through the yard and pheasants crossing the ridge at dusk.brbrbrbrThe living spaces are wide-open, warm, and full of character — log-accented walls, Western artwork, a stone hearth nook, and windows that frame the kind of scenery people drive thousands of miles to see. The kitchen is fully loaded with granite counters and stainless appliances. And the bathroom It was fully renovated — tiled walk-in glass shower, mosaic tile counters, solid wood vanity. Guests consistently call it a highlight. - Please note it is accessed through the primary bedroom. brbrbrbrThree bedrooms sleep your group comfortably: a spacious master suite with the en-suite bathroom, a cozy queen room with warm furnishings, and a flex room with a daybed — perfect for the kids or a solo traveler who just needs a quiet space.brbrbrbrThis is your basecamp for the Bighorns, your front-row seat to Wyoming wildlife, and one of the most genuinely comfortable retreats in Sheridan County. Managed by Wyo Stays — Sheridan's premier short-term rental company. brbrbrbrWe're here before, during, and after your stay. Send us a message anytime.brbrbrbrWe are where Wyoming Stays. We are Wyoming StaysbrbrbrbrThe Space:brbrThis is a walk-out lower-level retreat with its own private entrance — you come and go on your own schedule, completely independent. The space is much larger than it photographs: wide-open common areas, a full kitchen, and three private bedrooms spread across a thoughtful layout.brbrbrbrA few things worth knowing before you book — because we believe transparency makes for better stays:brbrThis is a walk-out lower-level apartment. The living areas sit at ground level with patio access and big windows framing the valley view. The bedrooms are interior rooms — comfortable, quiet, and well-appointed, but without exterior windows that look out to the mountains. For guests who prioritize peaceful sleep in a quiet room, this is actually a feature. For guests expecting mountain views from their pillow, the living room and patio are where you'll want to spend your mornings.brbrThe bathroom is en-suite to the master bedroom. It's a beautifully renovated full bathroom with a tiled glass shower and wide vanity — and it's the home's one bathroom. Families love this setup. Groups of unrelated adults should know it means routing through the master to reach it. We share this upfront so your experience exceeds every expectation.brbrbrbrThe on-site owners live in the upper level of the home. They are warm, kind, and deeply respectful of guest space. Dozens of guests have noted they were completely unaware anyone was home upstairs. You have your own entrance, your own space, and your full run of everything below.brbrbrbrRoom-by-Room Breakdown:brbrMain Living Room — Log-Accented Walls, Panoramic ViewsbrbrWarm knotty pine log accent walls throughout the main living areabrbrTwo full sofas + leather recliner — seating for the whole groupbrbrFlat-screen Smart TV with streamingbrbrLarge picture windows framing the Sheridan Valley and Bighorn MountainsbrbrWide-plank LVP flooring, area rugs, Western artworkbrbrSpacious, open layout — genuinely comfortable for larger groupsbrbrStone Hearth Den — Western Character NookbrbrHand-laid stone hearth/stove — the soul of the spacebrbrAntique saddle, bridle, and lariat wall art — authentic Wyoming decorbrbrDrop-leaf farm table with bar stoolsbrbrSeparate seating area off the main living roombrbrPerfect for evening wind-downs and slower morningsbrbrFull Kitchen — Granite + StainlessbrbrGranite countertops throughoutbrbrStainless French door refrigerator with water and icebrbrElectric range, oven, and stainless microwavebrbrStainless dishwasherbrbrFull cookware, utensils, coffee maker, toaster, and bakewarebrbrEverything you need to cook real meals — guests do it constantlybrbrMaster Bedroom — Spacious Suite with En-Suite BathbrbrKing bed with solid pine frame and quality linensbrbrWarm earth-tone bedding with decorative pillowsbrbrAntique dresser with full-length mirrorbrbrWrought iron coat rackbrbrSide table and lampbrbrPrivate door to the renovated en-suite bathroombrbrQuiet interior room — excellent for sleepbrbrGuest Bedroom — Queen with Warm FurnishingsbrbrQueen bed with iron-frame headboardbrbrWarm gold and cream bedding with layered pillowsbrbrSolid wood dresserbrbrSmall hopper windowbrbrQuiet and private — great for couples or solo guestsbrbrFlex Room — Daybed / Third Sleeping SpacebrbrPull-out daybed / trundle — sleeps 1-2brbrFramed travel artwork on the wallsbrbrCozy, quiet room — ideal for kids or a solo travelerbrbrLower-level interior roombrbrRenovated Bathroom — Spa-Quality FinishbrbrFully renovated — not an afterthoughtbrbrLarge walk-in glass shower with rain head and full tile surroundbrbrPebble tile shower floorbrbrWide mosaic tile countertopbrbrSolid dark wood vanity with ample storagebrbrLarge tri-panel mirror above vanitybrbrRecessed lightingbrbrLocated en-suite to the master bedroombrbrFresh towels and starter toiletries providedbrbrPrivate Walkout PatiobrbrDirect walkout access at ground levelbrbrUnobstructed panoramic view of the Sheridan Valley and Bighorn MountainsbrbrPatio seating for morning coffee, afternoon reading, evening stargazingbrbrWildlife sightings right in the yard: mule deer, pheasant, wild turkeybrbrString lights overhead — magical at duskbrbrbrbrbrbrbrbrExceptional Guest Services — Wyo Stays ConciergebrbrExceptional Guest Services — Wyo Stays ConciergebrbrbrbrAt Wyo Stays, we go beyond simply providing a place to stay. We offer unique, personalized services to make your visit unforgettable:brbrbrbrPrivate Transportation: Seamless transfers between the airport and your vacation rental.brbrCulinary Delights: Enjoy meals prepared by a private chef, bringing the flavors of Wyoming to your table.brbrOutdoor Adventures: Bike rentals to explore Wyoming's stunning landscapes.brbrCelebration Planning: Unique experiences for birthdays, anniversaries, and special occasions.brbrProfessional Cleaning: Mid-stay cleaning services for your convenience.brbrGrocery Delivery: Have your vacation rental stocked with everything you need before you arrive.brbrConcierge Service: On-call assistance to make sure your stay is smooth and stress-free.brbrbrbrAdditional Optional Enhancements:brbrTesla rental for exploring in style.brbrA traditional kava experience to unwind and connect.brbrAccess to sensory deprivation therapy for deep relaxation.brbrPilates and massage sessions for health and rejuvenation.brbrDay passes to a local gym for fitness enthusiasts.brbrbrbrRediscover Hospitality. Break Away From the Ordinary.brbrAvailability may vary. Send us a message with any questions or special requests!brbrbrbrGuest Access:brbrYou have full, exclusive use of the entire lower-level apartment — all three bedrooms, the full living area, kitchen, stone hearth den, bathroom, and private walkout patio.brbrbrbrEntry is via a private lower-level entrance with keypad access. Your unique code will be provided in your pre-arrival message. Check-in is fully self-guided so you can arrive on your own schedule.brbrbrbrWhat's yours:brbrAll three bedrooms and living spacesbrbrFull kitchen with all appliances and cookwarebrbrStone hearth den and main living roombrbrPrivate walkout patio with the valley viewbrbrDedicated on-site parkingbrbrbrbrA note on the driveway: the property uses an unpaved driveway — compact and accessible in any standard vehicle. We've made sure it's clearly marked so there's no confusion day or night. Just follow your arrival instructions and you'll pull right in.brbrbrbrThe upstairs level is a separate private residence. You'll have no reason to go up there, and the owners have no reason to come down. Think of them as exceptionally good neighbors.brbrbrbrThe Neighborhood:brbrPerched above the Sheridan Valley with one of the most talked-about views in Sheridan County, 75 Dee Drive puts you above it all — literally — while keeping you minutes from everything.brbrbrbrSheridan, Wyoming is one of the most genuinely great small cities in the American West. Real cowboy culture. A thriving Main Street with acclaimed restaurants, craft breweries, boutique shops, the legendary WYO Theater, and a polo club that's been operating since 1890. You're 8 minutes from all of it, sitting on a hillside with 180 degrees of Bighorn Mountain panorama.brbrbrbrWhat's nearby:brbrDowntown Sheridan: 8 minutes — dining, shopping, WYO Theater, craft beerbrbrBighorn National Forest: 25-40 minutes — hiking, fishing, scenic drivesbrbrPowder Horn Golf Resort: 5 minutes — one of Wyoming's finest coursesbrbrSheridan Regional Airport (SHR): 12 minutesbrbrTrail End State Historic Site: 10 minutesbrbrTongue River Canyon fly fishing: 30 minutesbrbrBuffalo, WY and I-90 junction: 35 minutes southbrbrBig Horn Equestrian Center: 20 minutesbrbrbrbrThe views were truly spectacular — we loved waking up each morning to the stunning mountain scenery! — William, DenverbrbrbrbrGetting Around:brbrA personal vehicle is the best way to experience the Sheridan region — the wide-open spaces are the whole point. Ample parking on-site.brbrbrbrDowntown Sheridan: 8 minbrbrGrocery (Walmart, Albertsons, Smith's): 10 minbrbrBighorn National Forest trailheads: 25-40 minbrbrSheridan Regional Airport (SHR): 12 minbrbrI-90 interchange: 10 minbrbrbrbrWyo Stays offers private airport transfers and Tesla rentals for guests who want to explore Wyoming in style. Send us a message for availability.
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Exceptional(29)

$382.18

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Private Vacation Home

Fully remodeled corner home, 3 blocks from Main Street and across from the park.

Sheridan, Wyoming, United States

The Jefferson house in Sheridan. brbrThank you for looking at our home! We rebuilt this house specifically for short term stays and believe everything you need to have a comfortable and relaxing stay has been thought through and provided. We hope that you will love what it has to offer you, your family, and friends.brbrWhen we envisioned the Jefferson home, we wanted to have a large, (2300 Square foot ) home, where individuals could really rest and fully enjoy their time in beautiful Sheridan County. The home is easy entry with key code. The kitchen is fully stocked and equipped with a 5 foot wide refrigerator freezer, an under-mount microwave drawer, one touch faucet, full size oven, full dishwasher and 30 one touch electric stove. For coffee, there is both a Keurig and coffee pot. Instant hot water is supplied for tea lovers as well, at the kitchen sink.brbrThe rear blinds to the back of the home are one touch operated and can be easily raised and lowered by the touch of your finger. Both the fireplaces in the living room and in the basement bedroom are electric, and can be turned on with a flick of a switch and then a press of the power button located on the right of the fireplaces. brbrThe house has a whole house water filtration system and then a R.O. system as well at the main level kitchen sink that again, provides instant hot/cold water as well as cold and filtered water to the refrigerator ice maker. brbrThe home was built with little to no VOC (volatile organic compounds) and most furniture is rated with a CertiPUR-US® certification including all the beds. brbrLocated in Old Town Sheridan Wyoming, just 6 minutes off interstate 25, the property sits on the corner at 256 S. Jefferson Street and S. Whitney. You will find all the parking you need on both sides of Whitney street, which is a very quiet area. Directly across the street from the home is the local sled hill and town park with steps leading up to the top. There is great wintertime fun watching from the house as kids fly down the hill and/or get your sled out and participate! The home is 3 blocks from historic Main Street which offers historic buildings, great coffee shops, bars, restaurants, art displays and shops. Also, every Thursday in the summer is farmers market at the Whitney Commons, and every 3rd Thursday, Main Street is closed in the afternoon to traffic for a street festival. brbrThe home is also just 4 blocks from Kendrick Park which offers walkways along Little Goose Creek, playgrounds, elk and buffalo area, a community pool and plenty of wildlife almost anywhere you go. The Park also has a band shell hosting bands as well as theater events through the summer months. Don’t forget to stop by the historic ice cream shop there in the park as well. There are also miles and miles of walking/bicycle trails in and around Sheridan. brThere is an additional apartment above the house which is described in VRBO as The Jefferson Suite # 3865400 if you need more room for guests.brbrLocated just a short drive from the Big Horn mountains, you will find wide empty spaces of wilderness with breathtaking views in all directions. one of our favorite parts of The Jefferson home is that the house is situated completely away from the clamor of noise and traffic of Main Street. It is a restful and peaceful location where guest can enjoy days of activities and later relax in a home that has been truly designed to offer the highest amenities of a home to our guests. Be on the lookout for deer and turkeys as they can be in the yard at almost any time as well.br br HISTORY: Jefferson house, to the best of our knowledge, was a coal miners’ home, and was built in 1906. When we purchased the house, the entire foundation was sitting directly on the ground. Through 2 ½ years of complete and total restoration and additions, we completed the transformation of this very special home on January 26th, 2024. The Jefferson house main level and basement, not including the 600 square foot, apartment above is again 2,300 square feet and is much larger than you think when you see it from the outside. brbrAlthough tearing down the home and starting new would have been a less expensive proposition, we chose to keep much of the original shape of the old home. Through the adding of multiple I beams and additions to the home both front, back, and basements, we found a treasure trove of artifacts that span the time periods of this old place. Tearing walls apart and opening floors, we found so much history. From toys, hand artwork, clothing, magazines and books to newspapers during prohibition speaking of arrests in town, while an empty Sheridan whiskey bottle was lying next to the paper. As you can imagine, we loved learning more about this home and the rich history it had stored inside of its walls.brbrWe hope you get a chance to create your own history here, where modern convenience is integrated with old west Sheridan style.
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$436.82

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Country House

Retreat in Quiet Comfort nestled in at the base of the Big Horn Mountains

Sheridan, Wyoming, United States

The Foremans' House has been home to decades of ranch foreman and their families while they were managing Canyon Ranch. It is one of the original houses on the ranch and has been recently updated. The view from deck looks straight up Little Goose Canyon with acres of green hayfields reaching up to the mountain.brbrThe house is comfortably furnished with a feeling of shabby chic elegance. Each bedroom has special attention paid to the high comfort of the beds and the quality of the linens. You can be assured to have one of the best night's sleep you've ever had as you have a heavenly rest complimented by cool fresh mountain air.brbrThe kitchen is newly renovated and completely modern featuring a gas stove and a great view into the canyon. No matter what room you spend time in the Foreman's house is one of those rare homes where you can have a bit of luxury mixed with cool mountain air that has provided decades of comfort to many families over the years.br
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$242.95

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Private Vacation Home

The Hideaway

Sheridan, Wyoming, United States

Hidden away a short 5 block walk from Sheridan's downtown, the Hideaway is in the perfect location for your stay. This stand alone structure is fully furnished and prepared to be your home away from home. Kendrick park and Scoops ice cream stand are a short 1.5 block walk when looking for a cool treat or something fun for the kids to do. All new furnishing and a fresh concept are ready for you arrival. brbrThe spacebrWe're worked hard to get this space ready for you. Everything is new and the interior is designed by Yancy Bonner of Yancy Interiors + Home. You can book your stay with confidence. It's a warm cozy space ready to be homebase for your adventures, or your spot to snuggle up for a retreat and downtime.brbrSecurity cameras/audio recording devicesbrWe have one security camera on the front of The Hideaway above the entry door. It is connected to a motion light. It will be on during your stay.brbrGuest accessbrGuest parking is a free single spot located directly in front of the entrance. For extra vehicles or trailers, there is additional free parking out front on West Loucks Street.
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$333.17

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Private Vacation Home

Amenities Galore Sweet Li’l Bungalow in Sheridan

Sheridan, Wyoming, United States

Beautiful front porch invites you into the living room of this freshly renovated craftsman w/ fireplace, built-in bookcases & glass cupboards in sunlight filled dining rm, charming kitchen w/ bar seating, main floor en suite, and laundry upstairs in mudroom. Additional bedroom, bathroom & cozy den located downstairs (steep stairs). Large screened back porch overlooking lovely fenced back yard. Street parking (or garage available w/ advance notice for longer term stays & addtl fee).brbrI am happy to assist with planning for excursions or entertainment in the Sheridan area. Please let me know how I can help.brbrThe cottage is in the quiet Residence Hill neighborhood. Please drive slowly and with caution for children and pedestrians. The historic downtown, library, aquatic center and city park are a short lovely walk through historic neighborhoods.brbrSweet little cottage with freshly updated kitchen and bathrooms. Picture subway tile, updated fixtures, lighting and butcher block countertops. Stylish vibe, contemporary decor and Persian rugs throughout.brbrThe cottage is located in a quiet and friendly neighborhood. Neighbors will notice discourteous behavior and loud, inconsiderate noise. Please show respect during your stay.
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Exceptional(14)

$215.46

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Private Vacation Home

Cozy home with fenced yard and pet friendly.

Sheridan, Wyoming, United States

A fully furnished cozy home with a fenced yard for your four legged friends. This home gives you a rural feeling with the close conveniences to historic downtown Sheridan, hospital, VA, and fairgrounds. Room to relax and enjoy.
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$283.96

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Apartment

Escape to a modern 3 BD, 2 BD home for 6! This bright, pet-friendly retreat features a jacuzzi bathub, 2 dedicated workspaces, & a fully equipped kitchen. Enjoy the private deck, firepit, and BBQ and close proximity to walking paths.

Sheridan, Wyoming, United States

Escape to our modern, spacious 3-bedroom home, perfect for families or groups. Enjoy a fully equipped kitchen, a cozy living area with an electric fireplace, and a luxurious primary suite with a jetted jacuzzi tub. Relax on the private deck, gather around the firepit, or work from the dedicated office space. This bright, clean home comfortably accommodates up to 6 guests and offers a perfect blend of comfort and convenience.brbrWe believe in giving our guests complete privacy to enjoy their stay. The home is set up for a seamless self-check-in and you will have the entire space to yourselves. While we will not be present during your stay, we are always available and happy to assist via the messaging app or phone should you need anything at all.brbrThe home is located near a paved walking/biking path, Mavrakis pond, the hospital, fairground and VA. It is just a few minutes drive to historic downtown Sheridan.brbrGuests will have full and private access to the entire home. This includes:br All three bedrooms and bathrooms.br The open-concept kitchen and living areas.br The private outdoor deck and yard with firepit and BBQ.br Convenient self-check-in with a keyless entry system.brParking is included, with space available in the private garage and on the driveway.brbrWelcome to your modern and spacious home away from home! This clean, bright, and beautifully appointed space is designed for your comfort and relaxation.brbrLiving & Kitchen:br Open-concept living area with a comfortable sofa and large-screen TV.br Cozy electric fireplace for relaxing evenings.br Fully equipped kitchen with stainless steel appliances and a large island.br Fridge with a water dispenser and icemaker, plus a separate mini-fridge for beverages.brbrBedrooms & Bathrooms:br Primary Suite: A private retreat with a large-screen TV, spacious walk-in closet, and a luxurious en suite bathroom featuring a jetted jacuzzi tub and a separate walk-in shower.br Second Bedroom: Features a comfortable queen bed and a private en suite bathroom.br Third Bedroom: Includes a cozy double bed and a dedicated desk, creating a perfect workspace.brbrOutdoor Living:br Private deck with outdoor seating and an umbrella.br Firepit with complimentary firewood provided.br BBQ grill available for guest use.brbrAmenities:br High-speed Wi-Fi for streaming and remote work.br In-unit washer and dryer.brFamily-Friendly: Children's play tipi, toys, and board games. A high chair and travel pack n' play are available upon request.brbrYou will probably want to drive most places, but the distance to the paved walking path is not far from the house. Ride your bikes to the paved area at 8th and Highland Avenue, which will connect you to more parks and pathways around Sheridan. A link can't be provided here, but Google Sheridan Parks and Pathways for a trail guide. brbrSecurity: For your safety and security, an exterior security camera is located on the premises and monitors the property's entry. There are no cameras inside the home.brAccess Code: Your entry code will be provided with check-in instructions sent the morning of your arrival.
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$171.79

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Apartment

Cute & Cozy Lower Level Apartment in Sheridan

Sheridan, Wyoming, United States

Giant spruce trees shade this cute bungalow. Park offstreet in front of garage & conveniently access the DOWNSTAIRS APARTMENT thru the back door. Enter the shared mud/laundry rm, then your private locked entry door & DOWNSTAIRS into the kitchenette w/ the den around the corner. Lots of light from 3 large casement windows brighten the cozy LOWER-LEVEL space. Keep it simple w/ basics in the microwave, air fryer/toaster oven, or grill up in the fenced backyd w/ a local brew on screened back porch.brbrI love being a host. Please let me know if I can be of assistance. I am happy to help.brbrThis cozy Craftsman bungalow is located in the quiet and historic Residence Hill neighborhood just a few blocks and a short walk from downtown Sheridan.brIt has the quiet low traffic pace of a cul-de-sac -- mostly only residents drive through the 4 block long neighborhood.brbrYou'll have easy back door access to the home when you park right in front of the garage. The side gate will take you to the screened porch and up to the back door. If there is a separate reservation for the UPSTAIRS level, then the laundry room and back door with access to the screened porch, patio and backyard might be SHARED. Enjoy the lovely view of the fenced back yard and birdfeeders from the table or futon on the screened back porch or patio furniture, perfect spots for your morning coffee. If there is a separate reservation for the upstairs, then the laundry room and back door with access to the screened porch, patio and backyard might be shared.brbrThis is such a cute house, upstairs and down. If you want more space, let me know and, depending on availability, we can possibly arrange a reservation for the whole home. If not, you'll have the DOWNSTAIRS LEVEL, filled with art, color, cozy furnishings, and thoughtful updates throughout.brbrThis is a quiet residential neighborhood. Folks park in their driveways, or on the street directly in front of their property. Please be courteous and mindful of the neighbors by parking in front of the garage in the alley without blocking the alley or directly in front of the cottage (or if you have reserved access to the whole house).brbrGarbage pickup is in the large greenish/black bin in the alley EVERY THURSDAY. Recycling includes everything BUT plastic bags, styrofoam and glass EVERY OTHER Thursday from the smaller blue bins in the alley. Glass can be taken to the recycling center or left for me to pick up and recycle. Plastic bags can be bundled and taken to recycle at Walmart or Albertson's grocery store.brSprinklers will run either late at night or early in the morning during summer months. You will find the sidewalk shoveled in expectation of your arrival, and a shovel will be available for you to use if needed throughout your stay.
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$209.69

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Apartment

Western Elegance: Downtown Sheridan Base

Sheridan, Wyoming, United States

Summary:brbrDiscover Western Elegance at our downtown Sheridan base, where historic charm meets modern comfort. Managed by Wyo Stays, this exclusive retreat is designed for those who seek a unique Wyoming experience. Located in the heart of historic downtown Sheridan Wyoming, our property offers easy access to local culture, dining, and the serene beauty of the West. Perfect for adventure seekers and relaxation enthusiasts alike, enjoy a stay that’s as captivating as the landscape that surrounds it.brbrbrbrThe Space:brbrOur downtown suite is a blend of western heritage and contemporary design. Featuring a spacious bedroom, a fully equipped kitchen, and a cozy living area, it’s the perfect setting for your Sheridan adventure. The interior is adorned with locally sourced decor and art, paying homage to Wyoming's rich history and vibrant culture. The Western Stars twinkle above, creating an inviting atmosphere for relaxation and socializing. Within the living room, you'll have access to a comfy queen-sized sleeper sofa for any extra guests. brbrbrbrThis is great for couples, solo travelers, digital nomads, or a small group, as our next-door units can be rented together with this if available! brbrbrbrYou’ll be close to everything in the Sheridan area, but private enough in this apartment stay to enjoy a relaxing Wyoming retreat!brbrbrbrExceptional Guest ServicesbrbrAt Wyo Stays, we go beyond simply providing a place to stay. We offer unique, personalized services to make your visit unforgettable:brbrbrbrPrivate Transportation: Seamless transfers between the airport and your vacation rental.brbrCulinary Delights: Enjoy meals prepared by a private chef, bringing the flavors of Wyoming to your table.brbrOutdoor Adventures: Bike rentals to explore Wyoming’s stunning landscapes.brbrCelebration Planning: Unique experiences for birthdays, anniversaries, and special occasions.brbrProfessional Cleaning: Mid-stay cleaning services for your convenience.brbrGrocery Delivery: Have your vacation rental stocked with everything you need before you arrive.brbrConcierge Service: On-call assistance to make sure your stay is smooth and stress-free.brbrbrbrAdditional Optional Enhancements:brbr- Tesla rental for exploring in style.brbr- A traditional kava experience to unwind and connect.brbr- Access to sensory deprivation therapy for deep relaxation.brbr- Pilates and massage sessions for health and rejuvenation.brbr- Day passes to a local gym for fitness enthusiasts.brbrbrbrElectric vehicle charging is available on-site for guest use.brbrbrbrRediscover Hospitality. Break Away From the Ordinary.brbrAvailability may vary. Send us a message with any questions or special requests!brbrbrbrGuest Access:brbrGuests will have full, private access to the entire unit, including all amenities and conveniences. This includes a private entrance, on-site parking, high-speed Wi-Fi, and modern appliances. There will be a code provided to you to access the lockbox and gain access to the unit.brbrbrbrThe Neighborhood:brbrNestled in the heart of historic downtown Sheridan, you're steps away from the best the town has to offer. Explore charming boutiques, art galleries, and local museums. Indulge in the culinary delights of nearby restaurants and cafes. The famed WYO Theater and annual rodeo events are within walking distance, offering a glimpse into Sheridan's vibrant community and western heritage.brbrbrbrHave any questions Wyo Stays is here to help! Just send us a message, and we will get you guided in the right direction. We can typically even get you some special deals with local businesses!brbrbrbrGetting Around:brbrThe central location of Western Elegance allows for easy exploration of Sheridan on foot. Bike rentals are available through Wyo Stays for a leisurely tour of the town. For adventures further afield, such as the Bighorn National Forest or other natural attractions, a car rental is recommended, also available through Wyo Stays. At times, we have a 2021 Tesla fully charged and ready for you! brbrbrbrPublic transportation and ride-sharing services offer convenient options for getting around.brbrbrbrOther Things to Note:brbrAs part of the Wyo Stays portfolio, guests can expect exceptional service and local insights to enhance their stay. We're committed to providing a clean, safe, and welcoming environment. Additional services include personalized recommendations for tours and activities, ensuring a truly memorable Sheridan experience. Whether you're here to soak in the local culture or explore the rugged landscapes, Western Elegance is your gateway to the best of Wyoming.brbrbrbrThe Outhouse - The building this unit is in is called The Western This is a historic and unique building. Upon the redesign of this unit our options for the bathroom were limited. We are open to feedback on this, but please note that it is on our roadmap to make improvements. There's nothing wrong with it; we just feel we will be able to make it match the overall experience better in the future through design. We thank you in advance for your understanding. brbrbrbrPlease note that the neighbors are incredibly friendly. You are staying in a very safe and friendly neighborhood, and you will have 100% privacy and your own suite.brbrbrbrPlease note that this house has been thoroughly disinfected after each guest for your comfort and safety, with all CDC recommended guidelines followed strictly. Should you have any issues with this please contact us immediately upon check in.brbrbrbrFor parking at this property you may park in the lot behind the unit (to the right of the front door) or on the street in front of the apartment. brbrbrbrIf you have a trailer there you may park it down the street, just please be mindful of the neighbors. brbrbrbrAn electric vehicle charger is available on-site and can be accessed through the alleyway.brbrbrbrBe SURE the neighbors have a clear line of sight out of their driveways, thank you! brbrbrbrThe street parking is shared with other homes.brbrbrbrInteraction with Guests:brbrWhile you'll enjoy full privacy as our cherished guest, please know that my support and assistance are just a message away. I'm dedicated to making your stay seamless and memorable. Whether you need immediate recommendations, directions, or simply wish to know more about what Sheridan has to offer, I'm here to ensure you feel completely at home. Reach out anytime through the app for a prompt and friendly response.brbrbrbrCome visit us at Local Nakamal for a drink on us! Local Nakamal is Wyoming's premier Kava bar & social lounge, we have pool, darts, events, and more! brbrbrbrMoreover, if you find yourself enchanted by Sheridan's charm and ponder the idea of making it your home, or if you're curious about more hidden gems in our area, don't hesitate to ask. brbrbrbrAs part of the Wyo Stays family, we're not just your hosts; we're your local guides and advocates, excited to share our love for this region. brbrbrbrInterested in exploring real estate opportunities or local experiences further We're here to offer our expertise and assist in any way we can. brbrbrbrLet us help you discover all the reasons why we're so passionate about life here in Sheridan.
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$179.85

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Private Vacation Home

Architect's upscale home near HIstoric Downtown

Sheridan, Wyoming, United States

We designed this home 10 years ago for family and visiting friends. Located 4 blocks from Sheridan's historic Main Street; 3 blocks from our enormous YMCA and its brand-new aquatic center; and directly across the street from one of the pedestrian entries to the lovely Kendrick Park along Big Goose Creek... the home is a quiet place located in the midst of the town's bustle yet with a view of the Big Horns!brbrThe house is set well back from the street with a large attached two-car garage at the rear, and a private patio off the lower level on the east side. Most of our trees are fenced because the mule deer that live in the adjacent woods use the yard as a thoroughfare to the creek, eating what they like on the way. Pheasants, turkeys, and rabbits are also frequently seen.brbrMinimum rental period is relatively long because this is a place to settle into and enjoy; perhaps acting as a home base for exploring the many wonders of northern Wyoming.brHigh ceilings, original artwork , and quality finishes make the home particularly gracious.brbrFinishes include bamboo flooring in the living room, solid oak trim throughout, and custom-made copper bar and dining table.
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$231.65

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Cabin

Cedar & Stone Cabin

Sheridan, Wyoming, United States

Escape to this modern, cozy cabin in beautiful Sheridan, Wyoming. Thoughtfully designed for comfort and style, it sleeps 4 and features a private sauna, backyard fire pit, and inviting atmosphere. Just minutes from downtown and the stunning Bighorn Mountains, it’s the perfect blend of relaxation and adventure. Whether you're sipping coffee at sunrise or unwinding under the stars, this peaceful retreat offers a stay you won't forget.
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Home Rent a place that suits your needs

Private vacation home

Private vacation home

View 43 Private vacation home

Home Most popular vacation rentals in Sheridan

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Exceptional(9)

$502.85

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Cabin

Charming Log Cabin

Sheridan, Wyoming, United States

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$567.32

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Hotel

Nelson Inn - The Four Top, 102

Sheridan, Wyoming, United States

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$563.03

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Experience historic downtown Sheridan from our luxurious 2-bed, 2-bath loft in an 1892 building.

Sheridan, Wyoming, United States

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$519.80

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Private vacation home

3 bedroom guest house with mountain views in Big Horn, Wyoming

Sheridan, Wyoming, United States

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Sleep 12

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$519.75

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Private vacation home

3BR luxury condo w/ cozy fireplace - Perfect for holiday groups near the hospital & fairgrounds.

Sheridan, Wyoming, United States

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Exceptional(9)

$441.50

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Nelson Inn - Unit 3: The Industrial

Sheridan, Wyoming, United States

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Sleep 4

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$441.50

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Nelson Inn - The Four Top, 202

Sheridan, Wyoming, United States

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$441.50

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Hotel

Nelson Inn - The Four Top, 101

Sheridan, Wyoming, United States

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$574.57

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Private vacation home

Historic downtown, 2-units

Sheridan, Wyoming, United States

Bed 4

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Bath 2

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Sleep 16

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$456.71

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Cabin

Big Horn Hideaway House: 4 bedrooms, 100-mile view

Sheridan, Wyoming, United States

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Bath 3

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Sleep 10

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