Vacation Rentals By Owner In Bend, OR

30 day minimum. Fabulous three bedroom, two-and-a-half bath house, 1750 sq. ft. plus garage, on Mt. Washington Dr. a half mile from the Northwest Crossing shopping district in Bend (less than two miles from downtown and on the Mt. Bachelor side of Bend). Adjacent to Phil’s Trail, near Shevlin Park. New flooring, paint, furniture, central AC unit, with a two-car garage. Located in the premier area of Bend, the Westside.brbrCentral AC just added. New washer and dryer. Close to all that Bend has to offer. Walk to Northwest Crossing restaurants and shops. Trail system directly adjacent to 14-house neighborhood. 20 minutes from Mt. Bachelor. Ideal for a family moving to the area and looking to build or purchase. A great, comfortable, stylish home while you explore Bend.

Trailside on the Westside

Bend, Oregon, United States

3

Bed

Bath

6

Sleeps

$249.39

You are on the Deschutes river. Your back door opens to a deck and then to the Deschutes river, there is a dock right outside your back door for access to the river. The townhome is newly remodeled with everything brand new from foundation to ceilings, all of the appliances. Beds are brand new all of the linens absolutely everything in the house is brand new. You will want for nothing when you stay in this townhome it's extremely comfortable & stylish. Winter time come Ski the mountain and play in the snow. Summer time Come float the river kick back and relax. Our back yard deck leads you to the dock and river access for you kayak, canoe our float equipment. There are walking and bike paved through River Meadows our neighborhood resort. Tennis and pickle ball courts, a pool and play ground, exercise room. Extra guest parking just across form our driveway. walk out your front door and go to the pool. Walk off your back deck to get to the river. Awesome location for a great Vacation. 22 mile from downtown Bend Oregon.

River/Ski Home on Deschutes River, 2 bedroom-sleeps 5, 26 miles to Mt. Bachelor.

Bend, Oregon, United States

Bed

Bath

Sleeps

$3622.47

Welcome to Aerie by AvantStay at Discovery Corner, a collection of modern, townhomes nestled Bend's west side in the heart of the growing Discovery West neighborhood. Just a 10-minute drive from Downtown Bend. Aerie is perfectly positioned for adventure and relaxation. These two- and three-bedroom residences offer luxury and comfort, perched above a charming neighborhood plaza reminiscent of a traditional European square where daily needs, local flavors, and community connection come together.brbrThe Aerie Half Buyout consists of 8 units with a total of 20 bedrooms and 12 full bathrooms, accommodating up to 40 guests.brbrLocation Highlights —brWake up to fresh mountain air and start your day with a hot coffee or tea and the famous Ocean Roll from Sparrow Mercado, just steps below your Aerie unit, literally. Then head out to explore miles of Bend's world class hiking and biking trails only minutes away, or enjoy a relaxing float down the Deschutes River. In winter, spend the day carving turns on the slopes at Mt. Bachelor, then return to the comfort of your private retreat at Aerie. The restaurants of NorthWest Crossing, including the Grove, RBC, La Rosa Mexican Kitchen, and Bend Pizza Kitchen, are just a short stroll away, while shopping, craft breweries, and the energy of downtown Bend are only a quick 10-minute drive.brbrModern Living — Each unit at Aerie has been thoughtfully designed with comfort and convenience in mind. Whether you're spending the day outdoors or relaxing indoors, Aerie's one-of-a-kind spaces are equipped with everything you need for a perfect stay, including:br- A private rear balcony with hot tub for unwinding after a day of adventurebr- A spacious front balcony with electric BBQ and outdoor dining furniture, with fully open sliding doors to bring the outside inbr- A fully equipped kitchen stocked with essentials for preparing mealsbr- A cozy living room featuring comfortable sofas and a TV for movie nightsbr- Sleek, modern bathrooms and comfortable bedrooms to rechargebr- In-home laundry and convenient parking to ensure your stay is hassle-freebr- Community plaza downstairs with a firepitbr- Variety of smal retail and dining options downstairs, including Sprrow Mercado, Put A Cork In It wine bar, Annan Salon, Form Pilates and Locavore at Discovery West food marketplace (Coming Soon!). Aerie guests receive complimentart discounts and offers (Discovery Perks) to use at participating businessesbrbrAdditional Information: br- We offer complimentary dog beds and bowls for our furry guests!br- There is limited bike storage located inside the garage, as well as ski and snowboard storage lockers. Guests must provide their own locks.br- Each unit offers one EV outlet in the garage. Guests must bring their own charger. Please reach out for additional information.brbrAerie is also available for large groups or events. With buyout options across multiple units, your entire party can stay in one place while enjoying their private spaces.brbrWhile the layout or design of your unit may vary slightly from the photos, rest assured it will have the same style and include all the amenities shown for a consistent and comfortable stay.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrAlong the Deschutes River in Central Oregon, rugged landscapes and scenic Cascade Mountains invite visitors to embrace endless outdoor adventure. White-water rafting, fishing, mountain biking, road cycling, and rock climbing are great ways to enjoy the warmer months. Come winter, admire the views by mountain on skis, snowboards, or snowshoes. No matter the season, you won't want to miss dining at seasonal restaurants, touring the breweries, and socializing at the cocktail bars downtown.brbrLocal Attractions: Shevlin Park, Phil’s Trail Mountain Biking Complex, The Old Mill District, The Grove Market Hall at NorthWest Crossing, NorthWest Crossing Saturday Farmers Market (June - September), High Desert Museum, Bend Ale Trail, Mt. Bachelor, The Deschutes River Trail, Deschutes National Forest, Deschutes Brewery, Whitewater Park, Tumalo State Park, Pilot Butte Volcano State Scenic Viewpoint, Zydeco Kitchen & Cocktails, Benham Falls, Old Mill District Shopping, Drake Park and Mirror Pond, Bos Taurus Restaurant, Crux Fermentation ProjectbrbrHome Truths: br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- The dumpsters outside of the units are for commercial ground-floor tenants only. There are shared trash and recycling cans located inside the garage for Aerie guests.br- The electric grills must be turned off and unplugged after every use.br- The outdoor lighting at the property automatically turns on at dusk and off at dawn.br- Please note that all 2nd-floor units have 2 flights of stairs to access the main front door, and all 3rd-floor units have 4 flights of stairs. There is no elevator, and the spaces are not ADA-compliant.br- Adjacent commercial and new home construction may be active during workday hours.brbrParking Details: br- Parking is available for your convenience.br- Each unit shares a garage with another unit, so guests must park in the designated parking space within the garage. Each reservation comes with one garage space and one driveway space.brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 28 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.

Sleeps 40! 8 Modern Units/20 BDRs w/ Deck+Hot Tub, 10mins to Downtown & Old Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

$131.67

Walking distance to breweries, food cart lots, the Ild Mill, Down town Bend, and tons of restaurants. One block from the Deschutes river. Ten Barrel down the road. Come experience the good life and all that this amazing town has to offer.

Base Camp for Bend Explorers

Bend, Oregon, United States

Bed

Bath

Sleeps

$348.79

Welcome to the Oak Millhouse! This lovely home is 1 of 2 beautifully restored homes located in the Jefferson Millhouse. This historic bungalow duplex is located just blocks to the river, downtown AND the Old Mill district. You'll love parking your car and walking all over some of the best spots in Bend. This house was upgraded down to the studs with fastidious attention to historic details in 2014. This millhouse was built by an employee the Brooks Scanlon Lumber Mill in 1920. Hickory floors, marble kitchen counters, tile bathroom with clawfoot tub, this is historic at its finest. Coming to Bend with friends Reserve the Fir Millhouse next door for a spectacular spot to stay in the heart of Bend! brbr***We've just completed adding a soundproofing layer to the shared living room and bedroom closet walls as of Dec 2026! The shared wall between these units runs along the living room, bedroom closets and bathrooms. And all portions of the shared wall has been treated with some combination of insulation, mass loaded vinyl, sound absorbing panels and tile. In the bedrooms, the shared wall contains both the bedroom closets for added separation between the units. Both closets have been treated for sound too. A white noise machine and fans are still provided so you can tailor to your exact wants.brbrDOWNTOWN LOCATIONbrAn amazing location on a quiet dead-end street in the heart of Bend. Just a block or so to classic Bend favorites like Jackson's Corner and Active Culture. The beautifully renovated Miller's Landing park, with wading areas, kayak launches and the nearby surf wave, is just 2-3 blocks away. Downtown Bend and Old Mill are easily walkable for dinner downtown or a concert at the amphitheater. This is the location you want for your Bend getaway.brbrHEATING & COOLINGbrThis home is heated and cooled via a wall mounted mini split system in the living room. There are several additional cadet heaters throughout so you can achieve the perfect temperature. You'll find cadets in the bedroom, bathroom, kitchen and dining areas. The gas fireplace is thermostat controlled and keeps the home cozy as well. Fans are also provided if you prefer sleeping with a bit of a breeze. All the restored windows open so you are welcome to let the cool mountain air circulate too. brbrSLEEPING ARRANGEMENT & BATHROOMbrYou'll sleep soundly in the king bedroom with ensuite bathroom. The bed features a king Casper mattress and high thread count linens. There is a wall mounted TV in the bedroom as well as a spacious closet. We also provide a white noise machine and portable fans so you can customize your sleeping experience. The ensuite bathroom is fully restored. The heritage clawfoot tub is freshly refinished and surrounded by lovely period tile work. brbrKITCHEN AND DININGbrThe beautifully reclaimed wood in the kitchen was sourced from a single Oak chinkapin fir tree. You'll find custom cabinets, marble countertops and loads of counter and cupboard space during your stay. The kitchen is magnificent for such a sweet vintage home. The dining area features easy seating for up to 4 and is just adjacent to the backyard. You are welcome to use the propane BBQ in the back yard for preparing your meals as well. brbrON STREET PAID PARKING (Free on Sundays & Holidays)brOn street parking is by permit only and you will need to register your vehicle during your stay. Paid parking is enforced Monday through Saturday, 8 a.m. to 7 p.m., excluding Sundays and holidays. Cost is about $10/day throughout Old Bend. Please use the QR code in the home to register when you arrive. Usually, the street parking spot in front of the Oak Millhouse is available for your use. brbr700+ MBPS WIFI, SMART TVS & WORK DESKbrEnjoy super fast wifi and 2 Smart TVs in the home. There is a dedicated desk and chair in the living room if you need to plug-in and get some work done. brbrSHARED SPACESbrFeel free to relax and enjoy the shared front and back yards. The front yard is definitely shared with the local herd of deer so watch your step in grass in the mornings in case they've stopped by and left you something. The backyard is private and fully fenced, though not separated from the neighboring Millhouse unit. The Millhouse currently has 1 shared propane BBQ in the backyard. We plan to add 2nd BBQ sometime in the future. brbrQUIET HOURSbrThis home is nestled into a quiet residential neighborhood and is not appropriate for loud and late parties. City of Bend quiet hours are from 10pm to 7am and are enforced as are Bend's Good Neighbor Guidelines. Between 10pm-8am, especially when outside enjoying the decks, please keep noise levels very low and be considerate to your neighbors. Thank you for respecting our neighbors and helping everyone enjoy this peaceful retreat in Bend.brbrNO SMOKING/VAPINGbrbrNO PARTIESbrbr• 1 King bedroom, 1 ensuite bath br• Prime Downtown Bend locationbr• Steps from the Deschutes River, Downtown Bend and the Old Millbr• High Speed Internetbr• Two (2) Flat screen TVsbr• Fenced Backyard br• Fully Equipped Kitchenbr• Marble Countertopsbr• Drip Coffee Makerbr• Basic Cooking Oil and Spicesbr• King sized bedbr• 1 full bath with tub and showerbr• Shampoo, Conditioner, and Body Wash providedbr• High thread count linensbr• Well-kept lawnbr• Patio with outdoor seatingbr• Propane BBQ Grillbr• Please request a child's Pack & Play and High Chair prior to your staybr• No smoking/vapingbr• No parties

Cottage

Oak Millhouse - Beautifully restored home in Downtown Old Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

$361.15

Welcome to the Fir Millhouse! This lovely home is 1 of 2 beautifully restored homes located in the Jefferson Millhouse. This historic bungalow duplex is located just blocks to the river, downtown AND the Old Mill district. You'll love parking your car and walking all over some of the best spots in Bend. This house was upgraded down to the studs with fastidious attention to historic details in 2014. This millhouse was built by an employee the Brooks Scanlon Lumber Mill in 1920. Original Fir floors, custom fir cabinets and countertops, tile bathroom with clawfoot tub, this is historic at its finest. Coming to Bend with friends Reserve the Oak Millhouse next door for a spectacular spot to stay in the heart of Bend!brbr***We've just completed adding a soundproofing layer to the shared living room and bedroom closet walls as of Dec 2026! The shared wall between these units runs along the living room, bedroom closets and bathrooms. And all portions of the shared wall has been treated with some combination of insulation, mass loaded vinyl, sound absorbing panels and tile. In the bedrooms, the shared wall contains both the bedroom closets for added separation between the units. Both closets have been treated for sound too. A white noise machine and fans are still provided so you can tailor to your exact wants.brbrDOWNTOWN LOCATIONbrAn amazing location on a quiet dead-end street in the heart of Bend. Just a block or so to classic Bend favorites like Jackson's Corner and Active Culture. The beautifully renovated Miller's Landing park, with wading areas, kayak launches and the nearby surf wave, is just 2-3 blocks away. Downtown Bend and Old Mill are easily walkable for dinner downtown or a concert at the amphitheater. This is the location you want for your Bend getaway.brbrHEATING & COOLINGbrThis home is heated and cooled via a wall mounted mini split system in the living room. There are several additional cadet heaters throughout so you can achieve the perfect temperature. You'll find cadets in the bedroom, bathroom, kitchen and dining areas. The gas fireplace is thermostat controlled and keeps the home cozy as well. Fans are also provided if you prefer sleeping with a bit of a breeze. All the restored windows open so you are welcome to let the cool mountain air circulate too. brbrSLEEPING ARRANGEMENT & BATHROOMbrYou'll sleep soundly in the king bedroom with ensuite bathroom. The bed features a king Casper mattress and high thread count linens. There is a wall mounted TV in the bedroom as well as a spacious closet. We also provide a white noise machine and portable fans so you can customize your sleeping experience. The ensuite bathroom is fully restored. The heritage clawfoot tub is freshly refinished and surrounded by lovely period tile work. brbrKITCHEN AND DININGbrThe beautifully reclaimed wood in the kitchen was sourced from a single Oak chinkapin fir tree. You'll find custom cabinets, marble countertops and loads of counter and cupboard space during your stay. The kitchen is magnificent for such a sweet vintage home. The dining area features easy seating for up to 4 and is just adjacent to the backyard. You are welcome to use the propane BBQ in the back yard for preparing your meals as well. brbrOFF STREET PARKINGbrYour dedicated off street parking is in the driveway of this home. If you need to park on the street for any reason, you will be provided directions to register for this home's free parking permit during your stay. Please follow the directions in the home binder to register your vehicle when you arrive. This is a quiet, dead end street and is not generally suitable for large RVs or trucks towing trailers due to lack of easy turn around. brbr700+ MBPS WIFI, SMART TVS & WORK DESKbrEnjoy super fast wifi and 2 Smart TVs in the home. There is a dedicated desk and chair in the living room if you need to plug-in and get some work done. brbrSHARED SPACESbrFeel free to relax and enjoy the shared front and back yards. The front yard is definitely shared with the local herd of deer so watch your step in grass in the mornings in case they've stopped by and left you something. The backyard is private and fully fenced, though not separated from the neighboring Millhouse unit. The Millhouse currently has 1 shared propane BBQ in the backyard. We plan to add 2nd BBQ sometime in the future.brbrQUIET HOURSbrThis home is nestled into a quiet residential neighborhood and is not appropriate for loud and late parties. City of Bend quiet hours are from 10pm to 7am and are enforced as are Bend's Good Neighbor Guidelines. Between 10pm-8am, especially when outside enjoying the decks, please keep noise levels very low and be considerate to your neighbors. Thank you for respecting our neighbors and helping everyone enjoy this peaceful retreat in Bend.brbrNO SMOKING/VAPINGbrbrNO PARTIESbrbr• 1 King bedroom, 1 ensuite bath br• Prime Downtown Bend locationbr• Steps from the Deschutes River, Downtown Bend and the Old Millbr• High Speed Internetbr• Two (2) Flat screen TVsbr• Fenced Backyard br• Fully Equipped Kitchenbr• Marble Countertopsbr• Drip Coffee Makerbr• Basic Cooking Oil and Spicesbr• King sized bedbr• 1 full bath with tub and showerbr• Shampoo, Conditioner, and Body Wash providedbr• High thread count linensbr• Well-kept lawnbr• Patio with outdoor seatingbr• Propane BBQ Grillbr• Please request a child's Pack & Play and High Chair prior to your staybr• No smoking/vapingbr• No parties

Cottage

Fir Millhouse - Lovely historic cottage in downtown Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

$170.99

Mt. Bachelor Village Ski House 1brUnit 116, 1 Bedroom, 1 bathroom, sleeps 4, Fully RemodeledbrbrOne bedroombrOne bathroombr626 sq. ft.brSleeps 4 comfortablybrQueen suitebrQueen sofa sleeper in living room with a natural gas stove fireplace and brick hearthbrPack n Play portable crib with sheet and blanket on premisesbr37 smart TV endless streaming with guest log in to their favorite showsbrFree dedicated WiFibrAir conditioningbrFully equipped kitchen with granite slab countertopsbrGranite slab breakfast bar for two to fourbrOpen and social floor plan with plenty of lightbrbrAmple open parking in front of condobrCommunity swimming pool (open Memorial through Labor Day)brCommunity hot tub (open year round, until 9 p.m. nightly)brbrCommunity chidlren's poolbrSteps to Deschutes River trail and playgroundbr5-7 minutes by car to downtown Bend OregonbrWalk to downtown and the Old Mill Shopping Center, Hayden Homes AmphitheaterbrSorry, No PetsbrComplimentary locally roasted coffeebrbrMt. Bachelor Village Resort Vacation Rental, Ski House 1, 116brbrSleeps 4 comfortablybrQueen suite with new smart TVbrFull bathroom with shower and tub combinationbr625 Sq. Ft.brSleeps 4 comfortablybrPortable air conditioningbrDedicated FREE Wi-FibrLiving room with cozy natural gas stove fireplace and brick hearthbrBreakfast bar for two to fourbrOpen, social floor plan with plenty of lightbrPatio table with seating for fourbrSmall barbecue grill with propane, utensilsbrCommunity swimming pool (open Memorial through Labor Day)brCommunity hot tub (open year round, until 9 p.m. nightly)brSteps to trailhead of Deschutes River TrailbrSteps to playground, community pool and hot tubbr5-7 minutes by car to downtown Bend OregonbrbrEV Chargers are located behind the convention center in front of River Ridge One.brbrWalk to downtown and the Old Mill Shopping Center, Hayden Homes AmphitheaterbrbrSorry, no petsbrbrEnjoy locally roasted coffeebrbrCentrally located vacation rental condo with a beautiful, open 626 ft. floor plan with plenty of light which sleeps four comfortably in Mt. Bachelor Village Resort in Bend, Oregon. Beautifully updated, warm brick lay wood paneling and brick hearth with a natural gas stove fireplace, granite slab kitchen countertop and breakfast bar, sleek tile bathroom and new interior finishes sets this condo apart from all of the others.brbrQueen bedroom and a full bathroom with shower and tub combination. A fully equipped kitchen with granite slab countertops and breakfast bar for two to four, opens up to a warm and inviting living room with a cozy gas stove fireplace with brick hearth. A comfortable queen sofa sleeper and an easy chair makes this condo a relaxing place to take in the scenic views of the mature Ponderosa Pines. This vacation rental has access to the community pool and hot tub which makes this a peaceful condo for your stay in Bend. EV Chargers are located behind the convention center in front of River Ridge One.brbrEnjoy barbecuing in the evenings with a small barbecue grill with propane provided and seated dining for four facing Ponderosa Pines located off of the living room, allows plenty of light in this vacation rental.brbrReviews boast of home being well appointed, sparkling clean, great location and beautifully appointed with thoughtful touches throughout! Complimentary locally roasted coffee upon arrival.brbrLaundry services are available through Mirror Pond Cleaners (wash and fold) located downtown on NW Franklin Avenue and West Side Coin-Op Laundry located on in the downtown area on NW Columbia Street.brbrSteps to community pool and hot tub.brbrMinutes to downtown by car or walk along the Deschutes River Trail, accessible from within the resort for a romantic stroll along the river with large Ponderosa Pines all along the trail.brbrRoad biking is accessible out the front door to Century Drive, the road that leads to Mt. Bachelor Ski Resort, mountain bike on hundreds of miles of terrain for all levels or just take a casual hike along the Deschutes River with the trailhead just steps away from this vacation rental in Bend, Oregon!brbrEXTRA NOTES:brDirectionsbrbrhttps://maps.app.goo.gl/nADjhCkkEyzge1hx8brbrWe prefer electronic checks or checks and accept Visa, Mastercard or Discover cards.brThe 12.2% lodging tax of rent applies to all reservations as well as cleaning fees.brCheck In is 4 p.m. Check Out is 11 a.m., no early check ins or late check outsbrAn Accidental Damage Protection fee of $69 per reservation (non-refundable) for up to $1,500 accidental damage for accidents that are not consider maliciousbrbrComplimentary locally roasted coffee

Condo

Mt Bachelor Village Resort w pool and hot tub, remodeled

Bend, Oregon, United States

Bed

Bath

Sleeps

$157.33

Luxurious modern living with fantastic views, walkable to shops, restaurants and parks, as well as downtown. Well appointed and stocked kitchen with high end appliances - cook in if you like, walk to restaurants if you don't! Stroll to dog friendly parks blocks away or to Drake park and the river!brbrEntertainment options include smart TV and hi-fi audio streaming. Truly a wonderful home and location - make your stay in Bend the best it can be!

River West Home with Stunning Views - Walk Everywhere!

Bend, Oregon, United States

Bed

Bath

5

Sleeps

$316.57

Welcome to The Annex!brbrOriginally built in 1927 by local builder John Peterson, the structure began as the historic “Delaware Grocery Annex,” serving as part of one of Bend's original neighborhood market districts during the city's early lumber boom era. Once connected to the beloved Delaware Grocery, the building played a meaningful role in the fabric of Old Bend's walkable community culture — long before mixed-use neighborhood living became popular again today.brbrOver the years, the property has been carefully transformed from its former commercial roots into a remarkable private residence while preserving the unique architectural elements that make it truly one of a kind. Its creative adaptive reuse earned national attention when it was featured on HGTV's You Live in What as “The Sargents' Corner Store,” highlighting the home's exceptional conversion into a warm and sophisticated living space. brbrThe recently remodeled residence offers a beautifully curated balance of historic charm and modern functionality. The main family room sports a pool table, large TV, open living space and dining area filled with natural light. The primary suite with king bed is located upstairs with an ensuite bathroom that looks down into the main level of the home. The second bedroom with a queen bed has a walk through area to the third bedroom with a queen bed and full bathroom. From the main level you can also walk downstairs to your own private 1 bedroom and bath with a living room and kitchenette. Ideal for guests, extended family, or a private office. brbrMore than simply a home, this is a chance to live inside a meaningful piece of Bend history — where timeless character, thoughtful design, and the spirit of Old Bend come together in an exceptional and truly memorable property.

Bluebird Day - The Annex Experience a Luxury 30 Day Stay in Bend, OR

Bend, Oregon, United States

Bed

Bath

Sleeps

$620.34

Discover a stunning retreat in the heart of town, just a short stroll from downtown and scenic river trails. This beautifully crafted 2018 home offers a bright, open floor plan perfect for gatherings. Enjoy the luxurious amenities and prime location that make it an ideal choice for families and friends seeking a stylish escape.brbrInteriorbr- Spacious, light-filled open designbr- Upscale kitchen adjoining the great room and dining areabr- Inviting space for entertaining and relaxationbrbrBedroomsbr- Primary King Bedroom with en suite bath and large closetbr- Queen Bedroom 1 on the second floorbr- Queen Bedroom 2 on the second floorbr- Office/Queen bedroom with pull-out sofa on the first floorbrbrAmenitiesbr- Heated garage with EV charger for small vehiclesbr- Long driveway providing ample parkingbr- Air conditioning for comfortbr- Pet-friendly with prior approval and feebr- Jarvis adjustable height sit/stand desk and Capisco Ergonomic Desk Chair in officebr- Loft area with sofa, small pull-out, and TVbrbrLocationbr- Conveniently located 1/4 mile from downtownbr- Close proximity to river trails for outdoor adventuresbrbrThis charming home offers the perfect blend of comfort, convenience, and modern amenities, ensuring an unforgettable stay. Whether you're working remotely or exploring the local sights, this property provides the ideal base for your next getaway.

Hillside Haven - Bend's West Side, Work-from-Home Office, New, Modern, Light, Bright

Bend, Oregon, United States

Bed

Bath

Sleeps

$1210.63

Discover Tetherow’s 4-bedroom plus studio contemporary homes in the Trailhead neighborhood. Features of the Storm King include reverse living (living room and kitchen upstairs), a well-equipped kitchen, a two-car garage with separate studio unit, a deck and patio with a private hot tub, BBQ, and fire pit. You can also find forest trails just down the street.. Enjoy the amenities of Tetherow Resort and the proximity to all the beauty Bend has to offer, 10 minutes to downtown, 20 minutes to the Mt. Bachelor, inspiration in every direction.brbr*After booking on HomeAway, Tetherow will send a 5-digit confirmation number to formalize the reservation*brbr*Please follow this link for Tetherow's golf course closure dates: https://tetherow.com/golf/rates-times-reservations/*brbrSquare footage: 2,592 brBedrooms/Bathrooms: 5/5.5 brBeds: 4 King, 1 Queen, 1 king sofa sleeper in the Living Room brTVs: 2 - Living Room /ADU brOccupancy: 12 brViews: Northwestern views toward the Cascade Range. Southwestern views toward the Paulina Range. brFire pit: Yes brPet Friendly: Yes - Max of 2 pets brHot tub Capacity: 6 people brWasher/Dryer in Unit: Yes br brAs a guest of Storm King 5 at Tetherow Resort, you have access to the following Tetherow amenities and/or services: br· Heated Pool (open year round) br· Recreation Center br· Access and special resort guest rates at Tetherow Golf Course br· 24-hour front desk staff br· Ability to post charges resort-wide to one account br· Free shuttle service to the Old Mill District & downtown Bend br· Tetherow’s site wide, complimentary wifi br· On site maintenance team br· On site housekeeping team br· Snow removal br· Security patrols br· Three on-site restaurantsbrbrThis home may be booked as 1, 2, 3, 4 or 5 bedroom units. Online booking available here for entire home. To book 1 - 4 rooms please contact a reservationist.br

CHEERY + bright ~ plush beds ~ resort amenities ~ BBQ ~Bend/Bachelor ~ wifi ~

Bend, Oregon, United States

Bed

Bath

Sleeps

$396.87

The original 1937 Couch Family farmhouse in Bend, Oregon! The house sits on 15 acres of pasture, ponds, sagebrush and woods, and even has a seasonal creek running through a picturesque ravine. At night, watch the Milky Way from the deck or TV before a cozy fire.brbrOur lovely little farm is a perfect place for folks who want to get away from it all! At the end of a country road and with miles of trails around the corner, it's a nature lover's dream. Walk the pasture, say hello to our sheep, picnic by the creek. You can easily watch the birds, bunnies and deer as you sit on the huge back deck, or bring your own pups and explore the land just outside the front door. Relaxing inside- enjoy the mountain views to the west as you read or play many of our board games in front of the fire.brbrThe house has been recently updated with an attention to detail. On the first floor is a generous master bedroom with a king bed and a small 'star' room with a full sized bed. These two rooms share a 3/4 bath. Upstairs are two generous rooms with queen beds and an office between them. Wifi is fast and plentiful for those who are looking to work from home :). A full Jack-n-Jill bath connects the two rooms, each with own sink area, and washer/dryer can be found here too!brbrGuest accessbrPrivate access. Lock box on door.brbrOther things to note:brbrWe are located just to the east of Tumalo Reservoir:brbr- Downtown Bend is about 20 minutes away.br- Target, Trader Joe's, Starbucks, Pet Smart, some restaurants, etc. is about 10 minutes.br- Tumalo with cafe, pubs, The Bite, gas and convenience store, is about 3 minutes.brbrWe happily host dogs and their humans. Please let us know if you plan to bring your pup/s. There is an extra $50 charge.

Country House

Charming 1930's Farmhouse near Bend, OR

Bend, Oregon, United States

Bed

Bath

Sleeps

$201.81

Relax and Unwind at Seventh Mountain ResortbrEscape to this serene 1-bedroom, 1-bathroom condo, perfect for a family getaway or a couple's retreat. Situated at the scenic Seventh Mountain Resort, this updated condo offers the best of both worlds—just a short drive to downtown Bend, Oregon, and the closest lodging to Mt. Bachelor.brbrStep out onto the back patio and take in the stunning views of the forest, and majestic mountains. Inside, you'll find all the comforts of home, including a fully stocked kitchen, a cozy nook with a desk for work or planning your next adventure, free Wi-Fi, and a DVD player that doubles as a streaming device for Netflix and more. Relax by the fireplace or enjoy the beautiful surroundings from the patio.brbrThe condo comfortably sleeps up to 4 guests, with a king bed in the bedroom and a full Murphy bed in the living area. Located on the second floor, the unit is accessible by a small set of stairs.brbrSeventh Mountain Resort is packed with year-round amenities and activities to keep everyone entertained. Depending on the season, you can enjoy hiking, biking, tennis, pickleball, basketball, and outdoor BBQs. In the winter, try ice skating or cozy up by the firepit for s'mores. The resort also features a restaurant, bar, and market for your convenience.brbrDuring the summer, arrange for a shuttle to take you white-water rafting, and in the winter, enjoy skiing, snowshoeing, or snowmobiling. This condo and its location offer the ultimate base for outdoor adventures and relaxation—come experience the perfect getaway!

Condo

Stunning Views, Closest to Mt. Bachelor, Resort Amenities & Year-Round Fun!

Bend, Oregon, United States

Bed

Bath

Sleeps

$160.73

Enjoy hiking, fishing, kayaking (2 provided) -- you name it in Central OR -- from our peaceful wooded Deschutes River 3-bedroom home.brbrInside:brbr-Cozy living room -- w/pull-out bed & TV w/streaming on fiber WiFibr-Kitchen & dining table which seats up to 8 (w/extensions)br-3 bedrooms: Master, room w/queen, & room w/2 twinsbrbrOutside:brbr-Front porch w/rocking chairs & tablebr-Back patio w/dining table & BBQ br-River 5 min, marina 15 min walkbrbrLocation:brbr-5 min Sun Riverbr-20 min Bendbr-30 min Mt. Bachelorbrbr*Dogs welcome: $15/day/dog + $45 cleaning feebrbrSecurity camera notice:br- There are 3 security cameras on the property; 1 near the garage door covering the driveway, 1 near the front door covering the front yard, and 1 near the back door covering the backyard.

Wooded river retreat near Mt. Bachelor and Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

$366.89

Welcome to Crabapple Cottage in the heart of westside Bend! The first thing you'll notice when you arrive is the enormous heritage crabapple tree in the front yard. Pull into the extra long driveway and relax. You've arrived!brbrThis sweet home is high on modern style while staying true to its vintage roots. Several kayaks and a SUP are provided too. This charming home has 2+ bedrooms (queen, queen) plus a little Harry Potter loft (twin), sleeper sofa (full) and one full bathroom. This is a sweet 2+ bedroom home that sleeps a max of 6 people. Be certain you are comfortable sharing 1 bathroom.brbrDOWNTOWN LOCATIONbrThis is a sweet and lovely residential neighborhood. Welcome to the Westside of Bend. Just a few minutes walk in any direction to some of the best parks, food, shopping, pastries, you name it. This is the heart of the Bend. brbrCrabapple Cottage is only 2 blocks to the pedestrian bridge over Mirror Pond. This is a perfect put-in for kayaking and SUPing. Downtown Bend is just across the bridge. Amble 1 block to Newport Avenue and here you'll find Bend's original gourmet grocer, Newport Market and several nearby shops and restaurants. Wander a few blocks south and you'll be on Galveston Avenue, home of 10 Barrel, The Lot food carts, Sunriver Brewing and lots more! Mt Bachelor is just 20 minutes up the road in the summer. This is the amazing Westside location you've been hoping for your Bend stay! brbrHEATING & COOLINGbrA classic mill cottage, Crabapple Cottage has central heat and window A/C to keep you warm in the winter and cool in the summer. Window or portable A/Cs are placed in Spring in both bedrooms and in the living room. brbrSLEEPING ARRANGEMENTSbrThe 2+ bedrooms (queen, queen, loft twin) and sleeper sofa (full) in the living room provide sleeping for up to 6. Please note that the loft is accessed through the blue bedroom Like usual, sleeper sofas are usually the most comfortable for kiddos or one smaller person. We provide European style bedding for all 4 beds along with extra pillows and blankets. A Pack & Play crib and high chair are also provided.brbrBATHROOM & WASHER DRYERbrThere is one bathroom in this home so please be sure your group is good with sharing. The petite bathroom is clean and sturdy. You'll find cute and sparkling subway tile throughout. Enjoy a combination 4ft cowboy tub and shower. A European style combination washer/dryer is provided, along with detergent for your stay. brbrKITCHEN & DININGbrThe kitchen is fully stocked for the chef. Gas cooking and lots of counterspace make meals easy and fun. Seating for 6 is provided, 4 at the table and 2 at the bar. We always supply basic oils and spices for your use too. You'll find all the expected appliances (drip coffee maker, oven, stove, fridge, dishwasher, microwave, toaster) plus more. brbrSMART TV & FREE WIFIbrA 55 inch screen smart Roku TV in the living room will allow you to stream your subscriptions or watch any of the 350+ free channels. Free 1 gig wifi in the home, too. Upstairs in the Harry Potter Loft you find a 2nd TV with smart Roku, sound system and an Xbox 360 with some games. brbrOUTDOOR SPACES AND SEVERAL RIVER TOYSbrYou'll love having an open front porch where you can relax and watch Bend drift by. There is large, open grassy front yard and backyard. The backyard is fully fenced and perfect for lounging in the sun. The BBQ is just outside the backyard and propane is provided. We have a new patio table on order and we will update this as soon as it arrives. We do ask you to be whisper quiet in the yards after 10pm.brbrThis home also provides several adult floating toys for your stay! There are 2 standard kayaks, 2 sit-on-top kayaks, and a SUP. Please make sure your group is qualified and safe to use the water toys. Adult life jackets are provided. We do not provide kids life jackets or water toys. Please visit Farewell Bend Park for kid safe rentals. Grab a kayak or SUP and walk 2 blocks to the put in at the foot bridge by Pageant Park on Mirror Pond. brbrPARKINGbrFeel free to park in the very long gravel driveway. There is ample room for 3 vehicles if everyone pulls forward. Street parking is free as well.brbrGEAR STORAGEbrThe small storage room attached to the garage is perfect for gear storage. This is a locked storage space and will fit your larger items like bikes and skis. The garage bay is not available at this time.brbrThis is a vibrant and bustling location, especially in the summer. The Mirror Pond float tube take out is just a couple blocks away street in Drake Park. Various festivals and events visit Drake Park during the summer months. Winter time is more serene as the Deschutes River slows and the park has dustings of snow.brbr• 1922 historic bungalow 2 bedroom (queen, queen) with loft (twin) and sleeper sofa (full), 1 tub/shower bathroombr• Sleeps max of 6 with use of the sleeper sofabr• Fantastic Westside Downtown Bend location: Walk Everywhere!br• Newport and Galveston shops are just steps out your door!br• Retro modern interiorbr• Free 1 gig wireless internetbr• 2 Flat screen HD TVs with Roku TVbr• Central heat and window A/Cbr• Fully equipped kitchenbr• Super comfy queen bedsbr• Gas grill and outdoor diningbr• Off street parking for 3 vehicles; on street parking also availablebr• Storage available for your gear in the garage closetbr• No pets allowedbr• No smoking/vaping propertybrbrCity of Bend quiet hours are from 10pm to 8am and are enforced as are Bend's Good Neighbor Guidelines. Thank you for respecting your neighbors and helping everyone enjoy this urban retreat in Bend. Licensed by the City of Bend

Crabapple Cottage - 2 Blocks to Mirror Pond, Water Toys, Great Location

Bend, Oregon, United States

Bed

Bath

Sleeps

$221.37

Surrounded by pine trees, bluejays & herds of deer, and located next to hundreds of miles of mountain biking / hiking trails + bike path to downtown. Prime location for all the outdoor adventures Bend offers, just off Century Dr. which is the road to Mt. Bachelor, Tumalo Mtn, Elk Lake, and hikes galore! We're also 10 mins away from downtown + a short hike to the Deschutes River.brbrThe spacebrbrThe living + dining space is vibrant and full of natural light thanks to the big windows and vaulted ceilings. Lots of sunshine and real plants make the place happy and fun. Large comfy couch, cozy blankets, and a big sitting window where you can read a good book and chill. You have a 50-inch TCL Roku 4K smart TV and high-speed mesh internet for a comedy night.brbrThe bedroom has a comfy bed that is fitted with organic cotton sheets + duvet and we also provide you with super soft organic cotton bath towels. The bedroom also has a 40-inch Samsung 4K smart TV.brbrOur kitchen is fully stocked with coffee and tea. We've thought of all the kitchen gadgets you could need- wine and beer openers, pots + pans, utensils, and even a knife sharpener (can't cook with a dull knife). We have open shelving with lots of dishware and plenty of space for you to store your granola bars and snacks from your venture here.brbrYou'll always park your car in the garage and we made space for you to keep your bikes, skis, and helmets safe inside.brbrWe do share a wall but the space is sound-proofed and you have your own entrance and completely private space. The house is also right next door to a charming neighborhood park which is a nice place to relax during a sunny day.brbrWe appreciate sustainability here so we have a recycling and compost bin for all your fruit and veggie scraps. We also provide soaps and cleaners in aluminum bottles we refill regularly. Gotta love the earth.brbrAll in all, our space provides close proximity to the sports + activities as well as a relaxing retreat for afterward.

Apartment

Private 800 sq. ft. Suite in Nature Right by the Road to Mt. Bachelor Ski Resort

Bend, Oregon, United States

Bed

Bath

Sleeps

$993.56

Welcome to a modern haven nestled in the heart of Bend, Oregon. With five bedrooms and five bathrooms, this spacious retreat comfortably accommodates up to 13 guests, offering a pet-friendly environment for those traveling with their furry friends. Set amidst stunning natural beauty, Cairn is just a short drive from downtown Bend and the slopes of Mt. Bachelor Resort.brbrInteriorbr- Sleek hardwood flooring throughoutbr- Large windows for abundant natural lightbr- Ultra-modern décor with a cozy natural stone fireplacebr- Spacious living area with a semi-circle gray sofa, bright blue armchairs, and bold area rugbr- Vaulted ceilings enhancing opennessbr- Open-concept layout connecting living, dining, and kitchen areasbr- Dining room seating for 10br- Kitchen with gray cabinets, stainless steel appliances, and granite countertopsbrbrBedroomsbr- Upstairs: King master bedroombr- Upstairs: Second bedroom with queen sleeper sofabr- Downstairs: King master bedroombr- Downstairs: Queen master bedroombr- Downstairs: Queen bedroom with twin bunk bedsbrbrAmenitiesbr- Private outdoor hot tubbr- Gas fire pitbr- Upper-level deck for sunrise or sunset viewsbr- Large flat-screen television for streaming entertainmentbrbrLocationbr- 10-minute drive to downtown Bendbr- 20-minute drive to Mt. Bachelor ResortbrbrDiscover a blend of modern luxury and scenic tranquility at Cairn. Whether you're exploring Bend or hitting the slopes, this property promises a memorable getaway. Book your stay today with Arrived to experience all that this beautiful home has to offer. Please note, this home does not have access to Tetherow amenities.

Cairn - Tetherow Executive Retreat, Private Hot Tub, Modern

Bend, Oregon, United States

Bed

Bath

Sleeps

$272.84

Ski House 233 - Meredith LodgingbrbrThis updated condo is perfect for a visit to Bend, whether you favor skiing in winter, water sports, golf and hiking in summer or year-round activities going on downtown. With access to a large outdoor swimming pool and a hot tub as part of Mt. Bachelor Village Resort, you'll have plenty to keep yourself and your guests outdoors enjoying the forest, Deschutes River and abundant wildlife. brbrThe living room, which includes a queen sofa sleeper, has a gas fireplace, large TV as well as a balcony overlooking the forest. The kitchen has all you'll need for informal meals at the dining table. A spacious queen bedroom is just around the corner from the full bath. Upstairs in the loft, you'll find 2 twin beds with a half bath. brbrYou'll enjoy an outdoor dining table on the deck overlooking pines and the occasional deer. This modern condo is perfect for a romantic weekend or small family getaway and has everything you need for a wonderful time in Bend!brbrPROPERTY DETAILS:brbrMAIN LEVEL: ENTRY LEVEL:brbrLiving Room: One Queen Sofa Sleeper, TV/DVDbrDining AreabrKitchen brBedroom 1: One Queen Bed, TVbrHallway: One Full BathroombrbrUpstairs Loft:brTwo 2 BedsbrBathroombrbrGuests booking direct with Mt. Bachelor Village by Meredith gain exclusive access to wonderful amenities in and near the Resort Office. You'll be a welcome guest in the light-filled fireside lounge, with contemporary sofas, TV, and tables for enjoying snacks, drinks, beer, wine and ice cream bars from the office refreshment store. Borrow the Dutch-style cruiser bikes, swim in the seasonal pool, and enjoy the outdoor hot tub year 'round. Enjoy a glass of wine around the firepit in front of the office as the kids roast marshmallows for s'mores between trips to the resort playground. Have a cup of BackPorch drip coffee on us in the office each morning. brbr*Each home is individually owned. Amenities and furnishings are subject to change at any time. For questions on this, please contact our office.brbr**The community pool and hot tubs are managed by Mt. Bachelor Village HOA and not Meredith Lodging. Opening times, closing times and availability are controlled by the HOA and not Meredith Lodging. br****Condo has High Speed Internet at 100 mbps and was validated in April 2022.brbr*Passes for the Mt. Bachelor Village Resort Pool and Hot Tub area are provided in the home. Guests are advised that passes are subject to a meticulous inventory count prior to check-in and immediately after check-out. Any discrepancy in the number of passes or the absence of any passes during the post-stay inventory will result in a charge of $100.00 per missing pass. This charge will be automatically applied to the payment method on file.

Condo

Resort living, 2 Bedroom Condo with Balcony Views, Community Pool and Hot Tub!

Bend, Oregon, United States

Bed

1

Bath

6

Sleeps

$200.94

Soleil (SO-LEH) Bungalow!brbrCome stay for 30 days in this historical, gorgeous, sunny, and bright home. Built in the early 1900's Soleil Bungalow is located in a quiet historical neighborhood on Bend's desirable westside. Cross the bridge over the Deschutes River into Downtown Bend to indulge in local cuisine. Bend Brewing, Wild Rose, and Zydeco are local favorites.brbrThis 3 bedroom, 2 1/2 bathroom home features high quality European style bedding, high thread count linens and clean, fluffy down duvets. The master bedroom, featuring a king bed and master bath, is located on the main level. The second and third bedrooms are located on the second level. The second bedroom has a double bed, the third has two twin beds. brbrThe lower level is a finished daylight basement with a Smart TV and foosball table. The living area is the perfect place to cuddle up with a good book by the decorative fireplace. Large windows flood the fully equipped gourmet kitchen with natural light.brbrLooking to get out of town and up to the mountain Mt. Bachelor Ski Resort is a 30 minute drive from Soleil Bungalow, making it the place to vacation! brbrIf booking for longer then 45 days please give us a call and we can help you with your reservation.

Bluebird Day - Soleil Bungalow, Experience luxury at this spacious 3-bedroom retreat in Bend, OR.

Bend, Oregon, United States

3

Bed