Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

Bend Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Bend vacation homes

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

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)
"Well stocked and very comfortable."
United States
Arden K.
The price is CA $139
CA $320 total
includes taxes & fees
Sep 24 - Sep 25
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A spacious kitchen with dark wooden cabinets, stainless steel appliances, and a large island.

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)
"We loved this cozy spot to adventure from - so convenient and walkable."
United States
Karen K.
The price is CA $158
CA $389 total
includes taxes & fees
Oct 1 - Oct 2
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.

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)
"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. "
United States
Rene L.
The price is CA $160
CA $433 total
includes taxes & fees
Sep 24 - Sep 25
Home Centrally Located Near Old Mill Downtown
A building with a green door and a wooden exterior.

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)
"We loved staying here! Location was great and we were able to enjoy the walking paths and local shops!"
United States
Abbie L.
The price is CA $172
CA $407 total
includes taxes & fees
Oct 12 - Oct 13
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.

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)
"Responsive host and great location"
United States
Maureen K.
The price is CA $167
CA $426 total
includes taxes & fees
Oct 1 - Oct 2
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.

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)
"This place is beautiful and the location was excellent! Our hosts were very attentive and the binder of local information was most appreciated!"
United States
Christine R.
The price is CA $219
CA $405 total
includes taxes & fees
Oct 7 - Oct 8
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

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)
"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."
United States
Sam
The price is CA $170
CA $332 total
includes taxes & fees
Sep 28 - Sep 29
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.

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)
"Awesome house, high end finishes, easy walk to downtown. Great host! We will be back!"
United States
Terry F.
The price is CA $190
CA $603 total
includes taxes & fees
Sep 28 - Sep 29
***NEW*** Charming home located in Downtown Bend!
A covered porch with a blue door, a small table, and a metal railing.

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)
"Really cute place and I would definitely stay here again!"
United States
Krista N.
The price is CA $151
CA $417 total
includes taxes & fees
Sep 28 - Sep 29
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.

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)
"Great location easy to find and access"
United States
kathy b.
The price is CA $189
CA $424 total
includes taxes & fees
Oct 4 - Oct 5
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.

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)
"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"
United States
Ann C.
The price is CA $145
CA $371 total
includes taxes & fees
Oct 6 - Oct 7
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.

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)
"Perfect location and hugely responsive host."
United States
Anonymous traveller
The price is CA $159
CA $415 total
includes taxes & fees
Sep 24 - Sep 25
Walk to River, Downtown, Concerts · Old Bend Cottage
A house with a front porch, two Adirondack chairs, and a small garden.

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)
"Great location and perfect for our family!"
United States
Kate C.
The price is CA $239
CA $586 total
includes taxes & fees
Sep 30 - Oct 1
*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.

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)
"Great stay! House as described and clean. Host helpful and responsive. "
United States
Rachel H.
The price is CA $164
CA $444 total
includes taxes & fees
Oct 6 - Oct 7
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.

15. Dog Ok | 5min to Restaurants | Patio

Dog Ok | 5min to Restaurants | Patio
Mountain View
10.0 out of 10, Exceptional, (24 reviews)
"Nice home. Enjoyed our stay. "
United States
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.

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)
"Great location, clean and comfortable rooms. Would definitely stay again."
United States
B. B.
The price is CA $228
CA $556 total
includes taxes & fees
Oct 23 - Oct 24
Rooftop deck. Walk to downtown&River! Fire pit
A living room with a fireplace, a television, a sofa, and a coffee table.

17. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (41 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is CA $127
CA $400 total
includes taxes & fees
Oct 19 - Oct 20
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.

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)
"Host was great to work with. "
United States
Josh R.
The price is CA $281
CA $614 total
includes taxes & fees
Sep 26 - Sep 27
Heart of Bend-Walkable, Ping Pong, Billards
A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

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)
"Nice location. "
United States
Inna
The price is CA $167
CA $516 total
includes taxes & fees
Sep 25 - Sep 26
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A house with a covered porch, a brick pathway, and surrounding greenery.

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)
"Great stay! The house is wonderful and exactly as described. The neighborhood is also very nice. Would 100% recommend!"
United States
Jady C.
The price is CA $227
CA $615 total
includes taxes & fees
Sep 29 - Sep 30
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

Dunes Motel

Dunes Motel

8/10 Good
"Overall the room was very clean and updated. The property was in a clean and safe location and close to restaurants. The only negative was the mattress was very soft and bed could use updating."
Gaylene 1-night trip
Posted 1 hour ago
Dunes Motel

Find out more about Bend

Bend Vacation Homes information

Number of reviews
639
Accommodation
2955 Vacation Homes
Lowest Price
CA $320
Highest Price
CA $615

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