Bend Vacation Homes

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Our top choices for Bend holiday homes

A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

A kitchen with wooden countertops, a refrigerator, a microwave, and a sink.

A cozy living room with a sofa, a wooden rocking chair, a lamp, and a small table.

A wooden deck with two chairs and a table, a metal bucket with flowers, and a pumpkin.

1. Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

River West

10.0 out of 10, Exceptional, (40 reviews)

10/10

Exceptional

(40 reviews)

"Well stocked and very comfortable."

Arden K.

The price is HK$777

HK$777

HK$1,791 total

includes taxes & fees

24 Sept - 25 Sept

Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

A spacious kitchen with dark wooden cabinets, stainless steel appliances, and a large island.

A modern kitchen with wooden cabinets, a central island, and pendant lighting.

A bedroom with a bed, a nightstand, a window with blinds, a painting, and a wardrobe.

A dining area with a round table set for four, surrounded by black leather chairs. There are plates, glasses, and a small potted plant on the table.

2. Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.

Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.

Old Bend

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"We loved this cozy spot to adventure from - so convenient and walkable."

Karen K.

The price is HK$891

HK$891

HK$2,172 total

includes taxes & fees

5 Oct - 6 Oct

Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.

A modern kitchen with stainless steel appliances, a dining area with a glass table, and wooden shelves with plants.

A modern living room with a flat-screen TV mounted on the wall, a gray sofa, a glass coffee table with a plant, and a patterned rug.

A modern kitchen with grey cabinets, a microwave, stove, and a dining area with a table and chairs.

A living room with a brown leather sofa, a glass coffee table, a patterned rug, and a door leading to a staircase.

3. Home Centrally Located Near Old Mill Downtown

Home Centrally Located Near Old Mill Downtown

Southern Crossing

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"This place was great! Very clean, cute decor and the beds were comfortable! Each bedroom had its own bathroom which was nice. Host was friendly and had clear communication. We will definitely stay here again. "

Rene L.

The price is HK$918

HK$918

HK$2,467 total

includes taxes & fees

24 Sept - 25 Sept

Home Centrally Located Near Old Mill Downtown

A building with a green door and a wooden exterior.

A compact kitchen with a dining table, chairs, a refrigerator, a microwave, and a sink.

A bedroom with a bed, a grey sofa, a patterned ottoman, a TV, and a window with a view of a house.

A neatly made bed with a white duvet, two blue pillows, and a stack of books and two white mugs on the bed.

4. Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

Old Bend

9.6 out of 10, Exceptional, (99 reviews)

9.6/10

Exceptional

(99 reviews)

"We loved staying here! Location was great and we were able to enjoy the walking paths and local shops!"

Abbie L.

The price is HK$969

HK$969

HK$2,268 total

includes taxes & fees

5 Oct - 6 Oct

Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

A waterfall cascading down a rocky cliff surrounded by dense forest.

A bedroom with a bed, a nightstand, a mirror, and a window with blinds.

A small, single-story building with a gabled roof and a number '55' on the front.

5. Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.

Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.

Old Bend

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Responsive host and great location"

Maureen K.

The price is HK$943

HK$943

HK$2,374 total

includes taxes & fees

5 Oct - 6 Oct

Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.

A single-story house with a green door, a small porch, and a brick entrance.

A small, single-story house with a green roof, a front porch with steps, and a brick chimney.

A spacious kitchen with wooden cabinets, a microwave, and a stove. There is a dining area with a table and chairs, and a large window providing a view of the outdoors.

A spacious living room with a brown leather sofa, a coffee table, and a fireplace. There is a dining area with a table and chairs, and a large window with blinds.

6. Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

River West

10.0 out of 10, Exceptional, (44 reviews)

10/10

Exceptional

(44 reviews)

"This place is beautiful and the location was excellent! Our hosts were very attentive and the binder of local information was most appreciated!"

Christine R.

The price is HK$1,177

HK$1,177

HK$2,168 total

includes taxes & fees

7 Oct - 8 Oct

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

A living room with a fireplace, a sofa, a coffee table with decorative items, and a window with blinds.

A patio area with two red Adirondack chairs, a fire pit, and a decorative blue hanging ornament.

A modern kitchen with white cabinetry, a wooden dining table with four chairs, and a hallway leading to a living area with a blue accent wall.

7. Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

Larkspur

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"One of our favorites! The home has been redone and has everything you need for a wonderful stay. Great location with easy access and parking."

Sam

The price is HK$979

HK$979

HK$1,886 total

includes taxes & fees

19 Oct - 20 Oct

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

A kitchen with dark wooden cabinets, a stainless steel sink, and a marble countertop.

A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

A living room with a chandelier, leather sofas, a coffee table, and a large window with a view of greenery.

A kitchen with wooden cabinets, a microwave, and a shelf with artwork.

8. NEW Charming home located in Downtown Bend!

***NEW*** Charming home located in Downtown Bend!

River West

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"Awesome house, high end finishes, easy walk to downtown. Great host! We will be back!"

Terry F.

The price is HK$1,059

HK$1,059

HK$3,319 total

includes taxes & fees

27 Sept - 28 Sept

***NEW*** Charming home located in Downtown Bend!

A covered porch with a blue door, a small table, and a metal railing.

A modern living room with a sectional sofa, a coffee table, a flat-screen TV, and a built-in entertainment unit.

A neatly made bed with a headboard, two bedside lamps, a nightstand, and a window with blinds.

A dining area with a wooden table set for four, a blue wall art piece, and a kitchen in the background.

9. Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

Orchard District

9.4 out of 10, Exceptional, (103 reviews)

9.4/10

Exceptional

(103 reviews)

"Really cute place and I would definitely stay here again!"

Krista N.

The price is HK$840

HK$840

HK$2,301 total

includes taxes & fees

28 Sept - 29 Sept

Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

A spacious living room with a blue sofa, teal armchairs, and a brown sofa.

A square fire pit table with four red chairs around it, set on gravel.

A modern kitchen with a gas stove, stainless steel appliances, and wooden cabinets.

10. Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.

Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.

Old Bend

9.6 out of 10, Exceptional, (15 reviews)

9.6/10

Exceptional

(15 reviews)

"Great location easy to find and access"

kathy b.

The price is HK$1,064

HK$1,064

HK$2,392 total

includes taxes & fees

5 Oct - 6 Oct

Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.

A modern house with a green door, number 1056, and a small patio with two chairs.

A small dining area with a white table and black chairs, a large potted plant, and abstract art on the wall.

A modern house with a bright green door, a patio with a table and chairs, and a well-maintained garden.

A compact kitchen with white cabinets, a microwave, a coffee maker, and a mini-fridge.

11. Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

River West

9.6 out of 10, Exceptional, (25 reviews)

9.6/10

Exceptional

(25 reviews)

"We loved our stay in this tiny house. Quiet neighborhood yet only a block from The Newport Market and Backporch Roasters. Nice to stroll along the river with your coffee.Mattress and pillows excellent and big fluffy towels too.very clean.would love to come back"

Ann C.

The price is HK$804

HK$804

HK$2,040 total

includes taxes & fees

7 Oct - 8 Oct

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

A small, single-story house with a porch, numbered 323, featuring two blue chairs and a small garden area.

A compact kitchen with white cabinets, a wooden dining table, and a small island.

A kitchen with a stove, a kettle, and a framed map on the wall.

A bedroom with a bed, a TV in the corner, a painting on the wall, and a door leading to another room.

12. Walk to River, Downtown, Concerts · Old Bend Cottage

Walk to River, Downtown, Concerts · Old Bend Cottage

Old Bend

9.0 out of 10, Wonderful, (14 reviews)

9.0/10

Wonderful

(14 reviews)

"Perfect location and hugely responsive host."

Anonymous traveller

The price is HK$889

HK$889

HK$2,329 total

includes taxes & fees

24 Sept - 25 Sept

Walk to River, Downtown, Concerts · Old Bend Cottage

A house with a front porch, two Adirondack chairs, and a small garden.

A living room with a sofa, a coffee table, and a lamp.

A dining area with a table and chairs, a ceiling fan, a refrigerator, and a window with curtains.

A living room with a fireplace, a television mounted above it, a sofa, a small table, and a chair.

13. NEW Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient

River West

9.6 out of 10, Exceptional, (46 reviews)

9.6/10

Exceptional

(46 reviews)

"Great location and perfect for our family!"

Kate C.

The price is HK$1,333

HK$1,333

HK$3,291 total

includes taxes & fees

30 Sept - 1 Oct

*NEW* Downtown Modern Nostalgia, completely updated and convenient

A living room with leather sofas, a wooden coffee table, a patterned rug, a white console table, and a hanging light fixture.

A neatly made bed with a patterned throw, two bedside tables with lamps, and a decorative wall piece.

A modern kitchen with wooden cabinets, a central island with bar stools, a dining table with chairs, and a large window with curtains.

A spacious living room with a leather sofa, wooden coffee table, and a dining area with a kitchen in the background.

14. King Bed - Pet Friendly - EV Charger - Emersen’s Place

King Bed - Pet Friendly - EV Charger - Emersen’s Place

Old Farm District

9.8 out of 10, Exceptional, (36 reviews)

9.8/10

Exceptional

(36 reviews)

"Great stay! House as described and clean. Host helpful and responsive. "

Rachel H.

The price is HK$918

HK$918

HK$2,466 total

includes taxes & fees

5 Oct - 6 Oct

King Bed - Pet Friendly - EV Charger - Emersen’s Place

A spacious living area with a wooden floor, a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a ceiling fan.

A covered patio area with a wooden table and chairs, a grill, and a shed in the background.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

A residential house with a sloped roof, a front porch, and a landscaped garden with various shrubs and rocks.

15. Dog Ok | 5min to Restaurants | Patio

Dog Ok | 5min to Restaurants | Patio

Mountain View

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Nice home. Enjoyed our stay. "

Grover K.

Dog Ok | 5min to Restaurants | Patio

A modern living room with a fireplace, leather sofas, a round coffee table, and a staircase leading to another level.

A living room with a fireplace, a sofa, a coffee table, and a window.

A modern interior with a wooden staircase, a living area with a sofa and coffee table, and a view through a glass door.

A round outdoor table with a fire pit in the center, surrounded by chairs.

16. Rooftop deck. Walk to downtown&River! Fire pit

Rooftop deck. Walk to downtown&River! Fire pit

River West

9.8 out of 10, Exceptional, (21 reviews)

9.8/10

Exceptional

(21 reviews)

"Great location, clean and comfortable rooms. Would definitely stay again."

B. B.

The price is HK$1,373

HK$1,373

HK$3,240 total

includes taxes & fees

24 Sept - 25 Sept

Rooftop deck. Walk to downtown&River! Fire pit

A living room with a fireplace, a television, a sofa, and a coffee table.

A covered balcony with two cushioned chairs and a wooden railing.

A modern kitchen with dark cabinetry, a central island with stools, a dining area with a table and chairs, and a fireplace.

A neatly made bed with a white bedspread and a yellow pillow, flanked by two bedside lamps. A framed quote hangs above the bed.

17. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes

Redmond

9.8 out of 10, Exceptional, (41 reviews)

9.8/10

Exceptional

(41 reviews)

"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"

Sue S.

The price is HK$706

HK$706

HK$2,250 total

includes taxes & fees

19 Oct - 20 Oct

Romantic Resort Home Private Jacuzzi + Plush Robes

A cozy living room with a blue sofa, wooden ceiling beams, a vintage coffee table, and a fireplace.

A single-story house with a black door and windows, surrounded by well-maintained lawns and a tree.

A modern kitchen with blue cabinets, stainless steel appliances, and a large window.

A dining area with a wooden table and chairs, a bench, a large painting on the wall, and a view of greenery outside.

18. Heart of Bend-Walkable, Ping Pong, Billards

Heart of Bend-Walkable, Ping Pong, Billards

Orchard District

9.0 out of 10, Wonderful, (29 reviews)

9.0/10

Wonderful

(29 reviews)

"Host was great to work with. "

Josh R.

The price is HK$1,412

HK$1,412

HK$3,310 total

includes taxes & fees

26 Sept - 27 Sept

Heart of Bend-Walkable, Ping Pong, Billards

A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

A dining area with a wooden table, black chairs, a potted plant, and a large wooden wall art piece.

A modern kitchen with a central island, dark cabinetry, and a dining area with a wooden table and chairs.

A golf course with bunkers and a flagstick, surrounded by trees and mountains.

19. Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Redmond

9.4 out of 10, Exceptional, (18 reviews)

9.4/10

Exceptional

(18 reviews)

"Nice location. "

Inna

The price is HK$932

HK$932

HK$2,850 total

includes taxes & fees

24 Sept - 25 Sept

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

A house with a covered porch, a brick pathway, and surrounding greenery.

A porch with a white railing, a hanging flower basket, and a door with a glass panel.

A covered porch with a wooden bench and hanging flower baskets.

A modern kitchen with wooden cabinets, stainless steel appliances, a bar area, and a dining table.

20. Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

Orchard District

10.0 out of 10, Exceptional, (47 reviews)

10/10

Exceptional

(47 reviews)

"Great stay! The house is wonderful and exactly as described. The neighborhood is also very nice. Would 100% recommend!"

Jady C.

The price is HK$1,268

HK$1,268

HK$3,384 total

includes taxes & fees

29 Sept - 30 Sept

Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Bend Hotel Reviews

Riverhouse Lodge

10/10 Excellent

"Can’t wait to go back!!!!"

Kendall 1-night trip

Posted 9 hours ago

Riverhouse Lodge

Super 8 by Wyndham Bend

10/10 Excellent

"The furniture definitely needs some attention other wise everything else was good"

Arnulfo 1-night trip

Posted 15 hours ago

Super 8 by Wyndham Bend

Campfire Hotel

10/10 Excellent

"Excellent amenities."

Ryan 2-night trip

Posted 16 hours ago

Campfire Hotel

Red Lion Inn & Suites Deschutes River Bend

10/10 Excellent

"Great stay"

Victor 2-night trip

Posted 17 hours ago

Red Lion Inn & Suites Deschutes River Bend

Sugarloaf Mt Motel

8/10 Good

"Comfy bed, nice shower, great hot breakfast with protein options. Convenient location."

Jennifer 1-night trip

Posted 20 hours ago

Sugarloaf Mt Motel

Bend Inn & Suites

10/10 Excellent

"I rented for one night. Budget motel but clean and friendly staff. I would stay again"

Elizabeth 1-night trip

Posted 20 hours ago

Bend Inn & Suites

Trailhead Lodge

10/10 Excellent

"Quick, overnight stay and so pleased to see that the new owners are carrying on the vibe of this fun place! Rooms are clean and comfortable, staff were friendly and a joy to visit with. Still the best part of the stay is the property with it’s multiple options of enjoying the outdoors."

Tani 1-night trip

Posted 21 hours ago

Trailhead Lodge

Pine Ridge Inn

10/10 Excellent

"We’ve stayed here a couple times and will continue to come back. A charming cozy property that is ideal for visiting beautiful Bend. Staff is friendly, rooms are large with a cottage style feel, and patios are spacious. Looking forward to our next trip already."

Cameron 2-night trip

Posted 1 day ago

Pine Ridge Inn

Days Inn by Wyndham Bend

8/10 Good

"This place was clean but not very easy to walkabout because it was located in a heavy traffic area. It was quiet at night and the Mex food truck in the parking lot had excellent food."

Kathleen 1-night trip

Posted 1 day ago

Days Inn by Wyndham Bend

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