Vacation Home Rentals By Owner In Bend, OR

$390.93

3-bedroom house near the beautiful Fall River with AC, fireplace and wifi

Bend, Oregon, United States

Escape with the whole family to this peaceful 3 bedroom home near La Pine State Park, nestled in a park-like setting with elk sightings. Enjoy world-class fishing on the Fall River, miles of mountain biking and hiking trails, and easy access to the Deschutes River. Sunriver resort is just a short drive. Winter adventures include snowshoeing, snowmobiling and skiing at Batchlor (28mi). A few summer activities include ATVing, paddle boarding and mountain biking. Come and enjoy the serenity of Elk Hollow

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$264.89

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Private Vacation Home

Lucy Lou - City View, Cute Home, Great Location!

Bend, Oregon, United States

Escape to this charming vacation retreat in Bend, where comfort meets convenience. Enjoy stunning views of Bend and Pilot Butte, with ample space to unwind and relax. Perfectly situated for outdoor adventures and serene relaxation, this home offers all the amenities you need for a memorable stay.brbrInterior:br- **Living Room**: Gather around the stone gas fireplace in the inviting living room, perfect for cozy evenings. Enjoy seamless streaming on the Smart TV equipped with WiFi.br- **Kitchen & Dining**: Cook up a storm in the full kitchen with modern appliances and ample counter space. Enjoy meals together in the adjacent dining room.brbrBedrooms:br- **Primary Bedroom**: Features balcony access with stunning views, and a spacious walk-in closet.br- **Bedroom 2**: Offers comfortable accommodations for guests.br- **Bedroom 3**: Provides additional sleeping space for relaxation.brbrAmenities:br- Two full bathrooms, including a primary en-suite with a luxurious double vanity.br- Smart TV and WiFi for entertainment.br- Outdoor seating on a ground-level patio and a spacious deck with breathtaking views.brbrLocation:brNestled in the heart of Bend, this home is a gateway to hiking, biking, golfing, and the scenic Deschutes River. Enjoy the picturesque surroundings, whether you're an outdoor enthusiast or seeking a peaceful escape.brbrSecurity cameras are installed for your safety but are disabled during your stay for privacy.

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$374.87

/ Nightly

Private Vacation Home

Cozy Canterbury | Dog-friendly oasis in Bend

Bend, Oregon, United States

Looking for relaxation in a peaceful setting that's still close to everything You've come to the right place! brbrSituated on a quiet cul-de-sac, Cozy Canterbury is surrounded by natural beauty making it the perfect getaway from the daily grind. Featuring hardwood floors, thoughtfully furnished rooms, a large deck with gas grill, hot tub and fire table, our home feels like a remote getaway while still being close to all that Bend offers!brbrAll that and dog-friendly, too! (2 dogs max allowed)

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$487.83

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Private Vacation Home

Spacious Stay : 2 Living Rooms + Patio : Sleeps 13

Bend, Oregon, United States

Welcome to your spacious yet cozy home away from home in Bend! Designed with groups in mind, this light-filled retreat features two inviting living rooms and an open-concept layout that makes gathering easy and comfortable.brbrLocated just 2 miles from downtown Bend, enjoy quick access to the top shops, breweries, and restaurants. Even closer, you’ll find a selection of local dining and drink spots within walking distance on the east side — plus Pilot Butte State Park just a short stroll away.

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$492.78

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Private Vacation Home

River Mountain Retreat • 5BR House w/ Dual Masters + Pool, Tennis & River Access

Bend, Oregon, United States

Welcome to the River Mountain Retreat, a uniquely remodeled home, just steps from the Deschutes River! This spacious, family-friendly cabin offers five thoughtfully curated bedrooms, including two king master suites with dedicated workspaces, a fully equipped kitchen with a local Oregon coffee bar, a grand living room with a large fireplace, and a dining table that extends to seat up to 10 guests. Designed with comfort, style, and the guest experience in mind, this home is the perfect base for adventure, rest, and reconnection in Central Oregon.brbrA guest favorite is the stargazing corner, a cozy nook equipped with a telescope and star guides—perfect for enjoying the clear, expansive Oregon night skies. Each bedroom includes generous closet space, and three of the bedrooms—the Forest Room, Ranch Room, and Master Suite—feature smart TVs for added comfort and entertainment.brbrLocated in the peaceful Three Rivers community, guests enjoy access to private riverfront, community docks, a seasonal pool, tennis courts, and pickleball courts. With Sunriver (10 minutes), Downtown Bend (25 minutes), and Mt. Bachelor (25 minutes) nearby, you’ll have endless opportunities for skiing, hiking, rafting, dining, and outdoor exploration.brbrProperty Overviewbrbr- 5 Bedrooms / 3 Bathrooms / Single Level homebr- Two King Master Suites, both with desks/workspacesbr- Sleeps 10 guests comfortablybr- Grand living room with fireplace, games, and entertainment centerbr- Stargazing Corner with telescope and sky guidesbr- TVs in Forest Room, Ranch Room & Master Suitebr- Fully stocked kitchen + local Oregon coffee bar (Nespresso, slow-drip, drip coffee)br- Dining table seats up to 10br- Large closets, USB charging stations and sound machines in every bedroombr- Steps to the Deschutes River (private dock access) br- Access to private docks, pool, tennis & pickleball, fitness centerbr- Family-friendly: Pack ’n Play, high chair, kids’ room, gamesbr- Spacious enclosed patio deck features seating, fire table + bbq grill br- Backyard horseshoes set br- Fast WiFi + smart TVsbr- Free parkingbr- Keyless entry (smart lock) brbrBedroom DetailsbrMaster Suite 1 — King Bed + WorkspacebrNature-inspired retreat featuring a faux fireplace heater, smart TV, ensuite bathroom, large closet, and a dedicated desk—ideal for remote work or quiet moments.brbrSuite 2 Ranch Room — King Bed + Workspacebr- Western-themed suite with smart TV, ensuite bathroom, large closet, and its own desk/workspace.brbrWildflower Bedroom — Queen Bedbr- Soft, bright, and inspired by Oregon’s blooming meadows. Includes a large closet and calming decor.brbrForest Room — Queen Bedbr- Earthy, tranquil, and styled after Oregon’s deep forests. Features a smart TV and a spacious closet.brbrLittle Explorer Den — 2 Twin XL Bedsbr- Designed for kids with a mini library, toys, and plenty of room to play. Includes a full closet, 'Farmer's Market' play space and star-gazing night light. brbrKitchen & Diningbrbr- Fully stocked kitchen for cooking and entertainingbr- Coffee corner with local Oregon coffee, Nespresso machine, slow-pour kit, and drip coffee makerbr- S’mores station for cozy fireside nightsbr- Extendable dining table seats up to 10 guestsbr- Stargazing CornerbrbrA cozy, celestial-inspired nook equipped with a telescope, star maps, and guidebooks. Perfect for exploring clear Oregon skies, enjoying quiet evenings, or introducing kids to astronomy.brbrOutdoor Featuresbrbr- 2-minute walk to river accessbr- Private community docksbr- Large backyard with enclosed deckbr- Fire pit for evening gatheringsbr- Horseshoe game in the backyardbr- Community pool (seasonal), tennis, & pickleballbr- Beautiful starry nights with minimal light pollutionbrbrAmenities IncludedbrbrPlush towelsbrShampoo, conditioner, lotion + hotel style amenities brHair dryers in Master Suite & Ranch RoombrLaundrybrWasher & dryerbrDetergent on shelves abovebrIron & ironing board in the hallway closetbrFamily-FriendlybrPack ’n PlaybrHigh chairbrGames, books & kids’ toysbrbrLocation Highlightsbrbr- Sunriver Village – 10 minutesbr- Downtown Bend – 25 minutesbr- Mt. Bachelor – 25 minutesbr- High Desert Museum – 15 minutesbr- Lava River Cave – 12 minutesbr- Newberry National Volcanic Monument – 20 minutesbrbrPerfect for skiing, mountain biking, hiking, kayaking, and exploring Central Oregon’s natural wonders.brbrGuests have full access to the entire home plus:brbr- Private river accessbr- Community docksbr- Exclusive walking/biking trails br- Seasonal swimming poolbr- Tennis courtsbr- Pickleball courtsbr- Driveway parking for multiple vehicles.brbrAdditional Notes:brbr- Smoke Detector, Carbon Monoxide Detector, Fire Extinguisher (2) on site br- No smokingbrbrHi! We’re Danny and Nicole, a husband and wife duo who loves creating beautiful spaces and unforgettable experiences. As a family of six, we thoughtfully designed River Mountain Escape with comfort, style, and the guest experience in mind. We created this home to be a base for adventure, rest, and reconnection — and we’ve put so much care into the details so your stay feels effortless, welcoming, and memorable from the moment you arrive. DCCA #766182

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$380.52

/ Nightly

Private Vacation Home

Bend - Mt.Views/Hot Tub/Putting Green/Game Room

Bend, Oregon, United States

Welcome to the Mt. View Oasis. Tons of fun indoors or out with hot tub, putting green, corn hole and game room. Not to mention the incredible views of Mt. Bachelor, Broken Top, and Three Sisters.brbrThe updated home is perfect for a family or group of friends looking to get away and enjoy some quality time together. The home provides all you need for a cozy night in, with a pellet stove, games and fully stocked kitchen. Get outside and enjoy the putting green, corn hole, gas fireplace and hot tub. Or just sit on the deck and enjoy the amazing Mt. views! We have converted the garage into a game room with Pop-a-Shot, Ping Pong, Darts, Connect 4 and a TV!! brbrPrimary Bedroom provides a King memory foam bed and En-suite bathroom. Other 2 bedrooms provide Queen memory foam beds and share the second bathroom. One air mattress and pack and play are also provided. brbrThe home has two ductless units, one in the living room area and one in the primary bedroom. These provide heat and air conditioning. The other two bedrooms have wall heaters for heat. Fans are proved for each room. Keeping the bedroom doors open when not in use will help circulate the heat or AC throughout the house.

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$819.23

/ Nightly

Private Vacation Home

20 Aspen Lane - Elegant & Updated & Perfect for Family! SHARC, Hot Tub

Bend, Oregon, United States

Welcome to Sunriver Family Retreat, your ultimate getaway for relaxation and fun. Nestled in the heart of Sunriver, this beautifully updated home invites you to enjoy a cookout on the expansive deck or unwind in the private hot tub, making it the perfect family vacation destination.brbrInteriorbr- Four split-level floors offering a balance of social and private spacesbr- Great Room with vaulted ceilings and a cozy gas fireplacebr- Sparkling kitchen with stainless steel appliances and ample counter spacebrbrBedroomsbr- Luxurious primary suite with deep soaking tub and private balconybrbrAmenitiesbr- Foosball table in the two-car garage for endless entertainmentbr- Modern conveniences like central AC, wet laundry room, and high-speed WiFibr- Pet-friendly for up to 2 dogsbrbrLocationbr- Easy access to hiking and biking pathsbr- Close to SHARC with passes includedbr- Near Woodlands Golf Course, Fort Rock Park, and the Big Deschutes RiverbrbrWith ample space and a charming yard, this property is perfect for families and extended families. Kids can enjoy the neighborhood's roundabout, while adults relax in the secluded hot tub. Enjoy a well-stocked pantry and the prime location, just moments from Sunriver's best attractions. Two cameras are on the property for security: one over the garage facing the driveway and a non-functional one on the roof facing the back deck dining table.

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$653.87

/ Nightly

Private Vacation Home

Winter getaway! Large home on 3+ acres. Family and pet friendly! With hot tub!

Bend, Oregon, United States

Nestled in the heart of Central Oregon, our Tumalo retreat offers the perfect blend of relaxation and adventure. Conveniently located near both Bend and Sisters and just a short drive from the Redmond Airport, this spacious 4 bedroom home comfortably sleeps 11-14 guests, making it ideal for family reunions, multiple families, and special gatherings. This 3500 sq ft home includes indoor/outdoor living, a 1300 sq ft great room and 800 sq ft master bedroom. The 3+ acres of property offers plenty of space to explore, featuring a private swimming pond, outdoor dining areas, multiple patios to relax and wide-open spaces to unwind. For adventure seekers, world-class skiing and snowboarding at Mt. Bachelor are just 40 minutes away, and the Deschutes River is nearby for floating, paddleboarding, and fishing. After a day of exploring, head into Bend to experience its amazing restaurants, craft breweries, and vibrant downtown scene. Whether you’re looking for outdoor thrills or a peaceful escape, this home is the perfect base for your Central Oregon getaway.

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$261.67

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Private Vacation Home

Walk to the river, Old Mill, 10 Barrel and more!

Bend, Oregon, United States

Please note this house is not listed on any other websites if you find a listing elsewhere it is not legitimate. brbrLovely 3 bedroom, 3 bath home on Bend's west side. Sunny south facing front yard. Walking distance to almost everything! One block to river access, half block to Good Life Brewing and and 3 blocks to Galveston eateries.brbrPrivate outdoor patio with gas grill, shaded hammock area, sunny front porch, and beautifully landscaped, fully fenced yard.brbrFor more info and photos please visit www.albanybungalow.combrbrWell equipped kitchen for the cook including two ovens and 5 burner Dacor downdraft cooktop. Main living area with comfy furniture, flat screen smart TV, cable and streaming capabilities. Large dining room table seats 8.brbrDownstairs bedroom with King bed and full bathroom.brUpstairs retreat with King bed, Jacuzzi tub, flat screen TV and large walk-in closet. 3rd bedroom with Queen bed and full bathroom. brbrLoft area with TV and eurolounger offering the possibility of two to sleep in loft area. Kids will enjoy watching TV in the loft! Loft area is open to the downstairs so we recommend it more for a place for kids to sleep--there is probably not enough privacy for adults.brbrTwo-car attached garage available for parking as well as easy gear storage for bikes, skis, boards, floating toys, etc.brbrWe want to be good neighbors--all guests must comply with the City of Bend's Good Neighbor Guidelines.brbrShort Term Rental Operating License Good Neighbor GuidelinesbrThe Good Neighbor Guidelines (GNG) were created to educate Short Term Rental (STR) owners and tenants/guests on the importance of being a good neighbor. Welcome neighbors! Be nice, you’re in Bend!br1. 24-Hour Contact Information. If at any time you have concerns about your stay or in regards to your neighbors, please call the 24-hour contact number listed in the rental lease agreement or posted in the unit. In the event of an emergency, please call 911.br2. General Respect for Neighbors. Be friendly, courteous, and treat your neighbors like you want to be treated. Respect your neighbors and their property.br3. Noise. Be considerate of the neighborhood and your neighbor’s right to the quiet enjoyment of their home and property, especially after 10 p.m.br4. Maintenance of Property. Be sure to pick up after yourself and keep the property clean, presentable and free of trash.br5. Garbage Disposal. Place trash and recycling containers at the appropriate place and time for pickup. Return trash and recycling containers to the designated location within 12 hours after pickup. Cigarette butts should be properly extinguished and disposed of in the garbage.br6. Parking & Traffic Safety. Refer to the parking diagram posted in the unit and park on-site whenever possible. Do not park on lawns or in a manner which blocks driveways, sidewalks, alleys or mailboxes. Drive slowly through neighborhoods and watch for pedestrians and children playing.br7. Pets (if allowed). Promptly clean-up after your pets. Prevent excessive and prolonged barking, and keep pets from roaming the neighborhood. Control aggressive pets, and be sure to abide by the local leash laws. Store pet food indoors and in a secure container to reduce the likelihood of unwanted pest problems.br8. Tenant/Guest Responsibility. Approved guests and visitors are expected to follow the Good Neighbor Guidelines. Be sure to read your rental agreement for additional terms and restrictions which may include consequences for violating the Good

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$406.84

/ Nightly

Private Vacation Home

8 Umpqua - Golf Course Views, Private Hot Tub, AC, Ping Pong

Bend, Oregon, United States

Welcome to 8 Umpqua Ln, an exceptional Sunriver getaway set beside the 16th hole of the Woodlands Golf Course. This spacious 4-bedroom, 3-bathroom, 1,935 sq. ft. home features a unique reverse-living design that showcases panoramic views and provides the perfect balance of comfort, privacy, and style.brbrInteriorbrThe reverse-living layout maximizes the stunning fairway scenery. Upstairs, enjoy an inviting living room with a wood-burning fireplace, ideal for cozy evenings. The open-concept kitchen and dining area offers plenty of space for cooking, gathering, and entertaining.brbrBedroomsbrThoughtfully arranged for comfort and privacy:brbrUpstairs – Bedroom 1: King bed with Jack-and-Jill bathroom accessbrLower Level – Bedroom 2: Two twin bedsbrLower Level – Bedroom 3: King bed with hallway bathroom accessbrLower Level – Bedroom 4: Queen bed with ensuite bathroom and patio accessbrbrAmenitiesbrPrivate outdoor hot tubbrFully equipped kitchenbrWasher and dryerbrGarage accessbrEverything you need for a relaxing and convenient stay—whether you're here to golf, bike, ski, or simply unwind.brbrLocationbrSet directly on the picturesque 16th hole of the Woodlands Golf Course, this home offers easy access to Sunriver's countless outdoor adventures. From scenic bike rides to world-class skiing and golfing, you'll be surrounded by the best of Central Oregon's natural beauty.brbrExperience comfort, views, and convenience in one premier home. Book your stay at 8 Umpqua Ln and enjoy an unforgettable Sunriver escape.

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$267.41

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Private Vacation Home

Next to 600 Acres of Public Land! Bend Ranch Home

Bend, Oregon, United States

Dog Friendly w/ Fee | Shared-Wall Home | Epic Sunsets | Quiet Respite or Romantic RetreatbrbrEffortlessly unwind at this Bend vacation rental, where airy living meets sweeping mountain views and crisp High Desert skies. Nestled on 10 acres with 2 open horse stalls and 3 fenced acres for horse turnout, this cozy home is ideal for equestrians and adventurers. Explore scenic trails, fish in the Deschutes, or chase powder at Mt. Bachelor, then return to your serene home. Book your escape today!brbr-- THE PROPERTY --brbr718206brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2 1 queen bedbr- Bedroom 3: 1 twin bunk bedbr- Living Room: 1 full futonbrbrOUTDOOR LIVINGbr- Deck w/ seatingbr- Gas grill (propane provided)br- 10-acre plot w/ 3 fenced acres for horse turnoutbr- Mountain viewsbr- 2 open horse stalls (pre-arrangements required for guest use)brbrMAIN FEATURESbr- Sunroom w/ treadmill, stationary bike & exercise equipmentbr- Smart TV w/ cablebr- Board games & booksbr- Dining tablebrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Microwave, toaster, blenderbr- Keurig coffee makerbr- Ice maker, cooking basics, spicesbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFibr- Washer & dryerbr- Central A/C & heating, ceiling fansbr- Linens/towels, complimentary toiletriesbr- Iron/board, hair dryerbr- Keyless entrybrbrFAQ br- Pet fee (paid pre-trip) br- Homeowner w/ dogs on-site (shared wall, separate unit)br- Farm animals on-sitebrbrACCESSIBILITYbr- Single-story home, 6 steps to enterbrbrPARKINGbr- Garage (1 vehicle)br- Gravel driveway (2 vehicles)br- RV/horse trailer parking allowed on-sitebrbr-- THE LOCATION --brbr- Direct access to 600+ acres of public land w/ biking, hiking & horseback riding trailsbr- 7-8 miles to Old Mill District & Bend's downtown area: restaurants, breweries, events & shoppingbr- 8 miles to Deschutes River Trail & Farewell Bend Parkbr- 8 miles to High Desert Museumbr- 21 miles to Tumalo Fallsbr- 27 miles to Mt. Bachelor Ski Resortbr- 22 miles to Redmond Municipal Airport & 164 miles to Portland Int'l 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/ $35 fee (+ fees & taxes, dogs only, 2 max) br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 6 steps to enterbr- The homeowner lives with their dogs on-site, in a completely separate unit that shares a common wall, and may be present during your staybr- This property has farm animals, including goats and chickens, on-sitebr- If interested in boarding horses on-site, please reach out to the Guest Contact as soon as possible after booking to make arrangements

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$272.38

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Private Vacation Home

Private cabin, hot tub, dogs welcome, close to river & mountains

Bend, Oregon, United States

Come enjoy our house in the woods. Minutes to the river, hiking & biking right out the front door. Great home close to all Sunriver & Bend has to offer.brMt Bachelor resort is 18 minutes away! Avoid the downtown Bend traffic & enjoy more time on the hill - ski, snowboard, or hit the bike trails.brbrPlenty of bikes in the garage for people of all ages to enjoy the endless nearby trails & a few sleds!brFully fenced backyard for your dogs! No cats, pleasebrbrThis home is not in Sunriver proper.brbrThe spacebrWe have been renovating the house since we purchased it in 2020! Our newest project has been a new huge deck!brbrPrimary bedroom & bath - large king-size bed, room darkening curtains, beautiful oversized chandelier giving the space a moody vibe. The attached primary bathroom has a large walk-in shower and walk-in closet. The primary bedroom has a desk, and desk chair including a laptop stand. Portable air conditioner in summer months (May-Sept).brbrSecondary bedroom - New queen memory foam mattress, room darkening curtains, closet space, drawer storage in both nightstands and includes a small 3-drawer dresser. Fan stored in the closet.brbrBunk room - One set of bunk beds and a day bed with a trundle bed. The pack-n-play and baby gate are stored in the closet of this room. We have some kids' books and toys also in this room stored in the cubbies below the TV. Room darkening curtains. This room is on our renovation schedule for 2023!brbrBathroom - Our moody yet bright main bathroom has a tub and shower combo. We provide a hair dryer with a diffuser attachment, hair straightener, and curling iron in the bathroom vanity. Plenty of towels, wash clothes, and hand towels for your stay. Shampoo, conditioner, and body wash (travel size) are provided for your stay. If you are staying longer than a few days please plan accordingly.brbrBackyard - Enjoy your time on our brand new deck (completed Oct 2022), brand new hot tub (March 2024) on our comfy outdoor furniture. Grass backyard for yard games and relaxing and firepit to enjoy in the nonfire season months! The backyard is fully fenced for your kiddos and dogs to enjoy. There is privacy along the back and side fence where the hot tub is located.brGuest accessbrGuests have dedicated parking at our home on the private driveway and in front of the home on the street. Which is necessary for games of horse and family basketball on our hoop in the driveway.brOther things to notebrNo Smoking.brNo Cats.brbrHouse is located in DRRW, 3 miles from Sunriver Village, not in Sunriver proper.

3

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2

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8

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$797.85

/ Nightly

Private Vacation Home

Westside Paradise - Hottub, Home Theater & Pool!

Bend, Oregon, United States

*THIS HOME SLEEPS 9 PEOPLE - IN ORDER TO HAVE A TOTAL OF 13 GUESTS, YOU WILL NEED TO BOOK THE GUESTHOUSE! PLEASE INQUIRE! :)brbr*HEATED POOL IS AVAILABLE UPON REQUEST FOR $75/day FOR THE COLDER MONTHSbrbr*OWNER OCCUPANCY IN GUESTHOUSE WHEN ITS NOT BEING RENTEDbrbrbrThe Marken Backyard Oasis is a special property made to create memories! brbrCome spend a week skiing Mt Bachelor and enjoying all that Bend has to offer!brbr1 king bed with bathroombr2 queensbrMovie room with triple bunk bedbrbrLarge open kitchen for cooking up amazing meals brPool table and gamesbrLarge backyard with heated pool (upon request) and hottubbrSonos surround sound!brMovie theater room with 3 tier bunk bedbrbrbrMore than 9 guests Ask about our guesthouse add-on!brbrbrWe offer cozy backyard furniture and fireplacebrbrInside this modern home you will find a full kitchen, living room, and table that seats 6, as well as many renovations & upgradesbrbrbrWe offer:br2 and a half bathrooms, one tub!brWiFibrWasher & dryerbrSmart TV & movie projector!!brKitchen cooking essentialsbrMr coffee espresso machine & french press!brCanoe availablebrRiver tubes to float the Deschutes!brbrEV charger upon request!brCanoe and river floats available!brbr----IMPORTANT INFO----brOwner does live on site in guest house when it's not rented! You will most likely not see him, but he is available if you need anything during your stay!brbrHeated pool is available at a rate of $75/day! Please let us know in your booking message f you would like access to this feature!brbrbrYou’re just minutes from:brDowntown Bend restaurants & shoppingbrOld Mill DistrictbrRiver trailsbrBreweries & coffee shopsbrMt. Bachelor (quick day-trip!)brScenic hikes + family-friendly parks

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$168.33

/ Nightly

Private Vacation Home

Art Collector's Sophisticated NW Crossing Home

Bend, Oregon, United States

If you care about interior design, good light, and how a space feels, you'll love this home! Beautifully furnished with selected antiques, oriental rugs, and original art with vaulted ceilings in every room. Located in a cottage community that is walking distance to NW Crossing's fun restaurants and new Market Hall food pavilion. brbrThe living area gets beautiful south and west light. There is a gas fireplace with an original oil landscape from a well known artist hanging above it. Antiques, oatmeal linen draperies (not installed when I took a few of the pics), and artistic lamps round out the decor of this warm and inviting space. The dining area opens onto a patio with a bar-b-que and bistro set, and the antique gate leg dining table seats 6. Just above the opening to the kitchen is a collection of 19th century Chinese blue and white porcelains. brbrThe kitchen has plenty of cabinet space, Kitchen-Aid stainless steel appliances with gas range, and everything you need to set a beautiful table. Just off the kitchen, leading to the single car garage, is the laundry room with stacked front-loading washer and dryer and good cabinet space. brbrThe primary bedroom has a king size Beauty Rest mattress with fine linens and a view of the gardens. There is an en-suite bathroom and walk in closet. Custom draperies and pillows, a large mixed media painting, collected art, towering gray blue headboard, and plush oriental rug make this room feel elegant and dramatic. brbrThe second bedroom is set up as an office with a single daybed with a trundle single bed and can sleep 2 people comfortably. The desk is the perfect spot to enjoy the morning light and catch up on email. There is an en-suite bath, and the large opening with barn door connects this bright room to the dining area. brbrThe Commons, where the house is located, is a collection of charming Craftsman cottages with beautiful landscaping and BBQ and fire pit area. Each house has a generous porch that looks onto the well landscaped open space, which leads to impromptu conversations and gatherings. It's a friendly neighborhood with active adults, about half of whom are retired. brbrTo make it all the better, the Commons is right on the NW Crossing foot path, which leads to the main NW Crossing shopping and dining area with the new market hall.brbrThere is high speed internet and a Smart TV for all your streaming needs.

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$411.27

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Private Vacation Home

Luxury open concept Vacation Home. Close to downtown ,Old Mill trails & parks.

Bend, Oregon, United States

Welcome, to Hollow Pines Estates, this vacation home is a spacious , fun home in Bend's South East side quiet neighborhood. Only 3.3 miles to downtown and the Old Mill District. Yet conveniently located next to nearby eateries and Pilot Butte State Park . With plenty of outdoor activities located a stone throw away.br This fabulous home has an open floor plan with high ceilings, two stories fully furnished for comfort. Plenty of windows providing a warm natural lighting atmosphere. A large open kitchen and dinning room . Each floor has a gas fireplace to cozy up to and relax. This home is ideal for 2 families, an extended family get away with kids , or 4 couples. Raised three boys in this home, lots of fun things to do with them in the area. Park close by on Reed-market rd. brbrThis vacation home has a lovely Master Suite , graces the first floor, king size bed with a private bath , jet tub . The upstairs has a large room with sofa futon and a Queen Bed , with a fold out bed in the closet. This room has a walk in closet set up with children play items. A second and third bedroom is furnished with comfortable Queen beds and sitting chairs. brThis open floor plan ideally melds the living, kitchen and dining room areas. High vaulted ceilings and windows create a light, spacious, pleasing aesthetics with comfort. The gorgeous kitchen is fully stocked and beautifully appointed,dining room table that seats 12 when add extra bench . The dinning-room has a sliding door giving easy access for outdoor grilling.brbrEnjoy your time in the yard sitting by the fire-pit, viewing the flowered landscape, listening to the surrounding aspen trees, at night gazing at the stars.br For 4th of July the home is situated that one can watch the fireworks from the yard.brLots of near by winter and summer fun! Enjoy skiing at Mt Bachelor or Hoodoo . Lots of bike and walking trails just minutes away . This home is perfect for family’s or adult gathering .area

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$294.2

/ Nightly

Private Vacation Home

Cozy Pet-Friendly Cottage Near Downtown Bend

Bend, Oregon, United States

Summary:brbrBook direct with Central Oregon Vacation Homes! Beautiful Cottage in Heart of Westside Bend, near Drake Park and the Deschutes River. Welcome to Ogden Street Cottage! This classic 2 bedroom, 1 bath Cottage is located on a quiet street on the desirable westside of Bend. Easily walk to coffee, breakfast, lunch, and dinner or pick up some local groceries at that farmers market on Wednesdays and cook in the fully stocked kitchen.brbrbrbrThe Space:brbrOgden Street Cottage – Westside Bend Charmer | Pet-Friendly, Walkable, & Full of Local FlavorbrbrbrbrWelcome to Ogden Street Cottage, a cozy and stylish 2-bedroom retreat located on a quiet street in Bend’s sought-after Westside neighborhood. Just a block from local favorites like Newport Market, Spork, Backporch Coffee, and Chow, this classic cottage is perfect for a small family, couples' getaway, solo traveler, or working vacation.brbrbrbrHome Features:brbr-2 bedrooms + 1 full bath – sleeps up to 4 comfortablybrbr-King bed in the spacious primary bedroom with a Smart TVbrbr-King bed in the second bedroombrbr-New mattresses for added comfortbrbr-Fully stocked kitchen with a gas cooking stove and everything you need to cook or reheatbrbr-Comfortable living room with cozy furnishings and a Smart TV for streamingbrbr-Central A/C and heat for year-round comfortbrbr-Fast Wi-Fi, ideal for working remotely or staying connectedbrbr-Dining area and open living space perfect for relaxing after a day exploringbrbrbrbrOutdoor Living:brbr-Small shaded front patio – ideal for your morning coffee or evening glass of winebrbr-Fully fenced yard so your pups can play safely while you relaxbrbr-Gas BBQ grill and utensils provided for casual meals at homebrbrbrbrPet-Friendly:brbr-Welcoming for up to 2 dogsbrbr-Fenced yard, dog bowls, and nearby walking paths for easy outingsbrbrbrbrLocation Highlights:brbr-Walkable to everything – just a block to Newport Market, coffee shops, restaurants, and morebrbr-Stroll to Drake Park and into Downtown Bend for shopping, art galleries, breweries, and wine barsbrbr-Quick drive to Old Mill District, Cascade Lakes, and Mt. Bachelor for year-round adventurebrbrbrbrAdventure Awaits:brbr-Hike Smith Rock, float the Deschutes River, or bike miles of nearby trailsbrbr-Kayak the Cascade Lakes or ski Mt. Bachelor—just 30–40 minutes awaybrbr-Enjoy all of Bend’s festivals, farmers markets, concerts, and scenic beautybrbrbrbrWhy Guests Love It:brbr-Super walkable location near groceries, eats, and local hot spotsbrbr-Cozy home base with modern comfort and charmbrbr-Smart TVs in both the living room and primary bedroombrbr-Pet-friendly with thoughtful touches and a fenced yardbrbrbrbrGuest Access:brbrFull access to the home.brbrbrbrThe Neighborhood:brbrQuiet Westside Bend neighborhood with a walkable score of 88.brbrbrbrOther Things to Note:brbr2 pets are allowed at this home. This home allows pets for a fee of $40 per dog for the stay. If pets are brought into the home without COVH approval or knowledge, there is a fine of $250 per pet.brbrbrbrParking is on the street only. All trailers and recreational vehicles must have the approval of COVH prior to arrival. brbrbrbr[DISCLAIMERS]brbr- No smoking in or outside of this home. Subject to a $500 fine.brbr- IDs and security deposits when applicable will be requested after booking.brbrbrbrInteraction with Guests:brbrOur team is available from 9 am to 5 pm via Airbnb chat, text, phone, or email. Please reach out for emergencies.

Bed

Bath

Sleeps

$691.9

/ Nightly

Private Vacation Home

Caldera Springs, 3 King Suites - Dancing Rock 94

Bend, Oregon, United States

Welcome to your Caldera Springs retreat, a beautifully designed Sunriver-area home made for slow mornings, easy gatherings, and days well spent outdoors. With 2,866 square feet, central air conditioning, three king en suite bedrooms, and thoughtful resort-style comforts, this home gives everyone space to settle in and feel at ease.brbrSpend the morning biking Sunriver’s paved pathways, the afternoon exploring nearby parks and lakes, and the evening gathered around the gas fireplace or soaking in the private hot tub under the Central Oregon sky. Whether you are planning a couples getaway, a family vacation, or a friends’ trip, this home brings comfort, function, and a sense of calm to every part of your stay.brbrThe SpacebrbrThe layout is designed beautifully for groups. Three private king suites, one on the main level and two upstairs, each include a private bathroom and Smart TV, giving every guest a quiet place to recharge.brbrThe open main living area creates a natural place to come together for meals, conversation, and cozy après-adventure evenings by the gas fireplace. Upstairs, the loft with a full-size pullout sofa adds extra sleeping flexibility, while the game room gives guests a casual place to enjoy ping pong, foosball, and time together between adventures.brbrKey FeaturesbrSleeps up to 8 guestsbr2,866 square feetbrCentral air conditioningbr3 king en suite bedrooms with private bathroomsbrSmart TVs in each king suitebrLoft with full-size pullout sofabrPrivate hot tubbrTraeger grillbrGame room with ping pong and foosballbrGourmet kitchen with high-end appliancesbrGas fireplacebrBikes providedbrDog-friendly for up to 2 dogs, fees applybrKitchen & Gathering SpacesbrbrThe gourmet kitchen is designed for real vacation living, with high-end appliances and plenty of space for shared meals. From slow breakfasts before a day outside to easy dinners after exploring Sunriver, the kitchen supports the kind of simple, memorable moments guests come here for.brbrThe main living area and loft offer multiple spaces to gather, unwind, and enjoy time together without feeling crowded.brbrCaldera Springs Amenity AccessbrThis home includes 5 Rental Cards, with access for 2 guests per card, for select Caldera Springs amenities.brGuests may enjoy:brQuarry Pool and Fitness CenterbrDiscovery ParkbrPonderosa ParkbrSable Rock ParkbrLakes and fishing areasbrPaved and barked pathwaysbrTennis courtsbrPickleball courtsbrBasketball courtbrbr***Important note: The Forest House is reserved exclusively for Caldera Springs owners and is not available for guest use.brbrThe LocationbrbrSet in Caldera Springs near Sunriver, this home gives guests access to one of Central Oregon’s most sought-after resort communities. Bike the pathways, spend the day at the pool, explore the lakes and parks, or head out toward Mt. Bachelor, Bend, the Deschutes River, and year-round outdoor recreation.brbrAGE RESTRICTIONS: Guests must be 23 years or older to rent Bennington homes and the person reserving must occupy the home the whole reservation.

Bed

Bath

Sleeps

$319.35

/ Nightly

Private Vacation Home

Cute Westside Craftsman, Walk to Downtown, Large Garage, Cruiser Bikes!

Bend, Oregon, United States

Cute Craftsman Vacation Rental in the quiet River West area two blocks from the Deschutes River at First Street Rapids park. New kitchen countertops, sink and faucet. Although the home has been remodeled over the years, it still maintains the charm of an original lunch box home built by loggers during their lunch breaks in the 1920's. An easy 5 minute walk to downtown or take the river trail for a nice stroll or bike cruise anytime. Enjoy all that downtown has to offer: shops, galleries, restaurants or head out to to Bend's famous breweries or mountain bike trails. The Deschutes River with Drake Park, hiking and biking trails, kayaking and tubing are just a short walk away and Mt. Bachelor ski resort is only a 30 minute drive. Your stay includes the use of two cruiser bikes with helmets and locks, a perfect way to explore the area. In the winter, you'll appreciate the large garage to store your skis, fat bikes, snowshoes and to keep your car ready to go! We also provide riding and hiking maps of the area and would be happy to suggest riding trails that fit your abilities if asked. Bring your kayak and test your skills at First Street Rapids. brbrThe Saginaw home has two bedrooms and two bathrooms so you won't need to share a bathroom-a rare find in original Bend Craftsman homes. brbrAmenities include a washer/dryer, refrigerator, and TV with basic cable. The smart TV also has internet capabilities to access your Netflix, Hulu, Amazon Prime or other subscription services-just log in. Enjoy the Charcoal BBQ and window a/c in the living room during the summer. The master bedroom has a comfortable queen size bed and a private bathroom. The second bedroom has a comfortable queen bed and access to the yard. In the winter months, the beds have down blankets with additional blankets for use if desired. There is a desk in the office area in case you need to bring your work with you. There is free high speed wireless internet available for use during your stay.brbrIn the warm months, enjoy the outside seating area and BBQ. The flower bed is a pleasure when in bloom and the apple tree and cherry tree may have fruit for your enjoyment.brbrThe Saginaw Home is kept immaculately clean for all our guests. Well trained dogs that are kept off the furniture during their stay are welcome with an additional pet fee. brbrPlease check our calendar for available nights. Come be our guests and have fun in Bend!brbrPlease note that this home is a vacation rental only and is never listed for rental on Craigslist. Any listings as such, are scams.

Bed

Bath

Sleeps

$412.85

/ Nightly

Private Vacation Home

Bluebird Day - Pilot Butte Pad: Spacious 3BR home in Bend, ideal for family getaways.

Bend, Oregon, United States

Welcome to Pilot Butte PadbrbrAn adorable Midtown home built in 1952. This three bedroom two bath home has been fully remodeled while maintaining its original charm and fully equipped with modern amenities. Midtown area is another desirable location in Bend. Located one mile from the Deschutes River, downtown and within in walking distance to Pilot Butte State Park. This is a quiet neighborhood with a huge private backyard and a view of Pilot Butte. Close to coffee shops, restaurants, and groceries. brbrThis home features two living spaces each with a TV. One features a dedicated work space. Primary bedroom has a comfy cozy king bed, with down duvets and high thread count sheets. Second and third bedrooms have queen beds. There is a fully equipped gourmet kitchen which includes a breakfast bar that accommodates 4 plus a separate dining area that seats 6. Cozy living room space for those nights that you stay home after a day of adventure. Outside you will find a covered patio with a dining table and a 3 season outdoor patio with space to eat and relax. A gas BBQ to grill those gourmet meals. Enjoy the stars during those summer nights while sitting around the fire pit in the large backyard. brbrCome and explore the majestic outdoors, skiing, mountain biking, hiking, floating the river, food, family, and friends. Central Oregon is a great destination.

3

Bed

2

Bath

7

Sleeps

$151.67

/ Nightly

Private Vacation Home

Adventure Basecamp - Hot Tub - Dog Friendly

Bend, Oregon, United States

Come stay in this thoughtfully designed and updated craftsman house in the heart of Bend near the Old Mill District. Great location with easy access to all the Bend has to offer with close proximity to the trails and mountains. The main level features an open kitchen, dining & living area with a hot tub just outside the slider. With 3 bedrooms, 2.5 baths upstairs this 2000 sq. ft. home s is the perfect setting for all you Bend adventures!

3

Bed

2

Bath

6

Sleeps

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