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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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, (41 reviews)
"Great stay "
United States
donna t.
The price is CA $139
CA $318 total
includes taxes & fees
Oct 26 - Oct 27
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A compact hotel room with a kitchenette, a dining area, and a bathroom.

2. 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 $171
CA $405 total
includes taxes & fees
Nov 5 - Nov 6
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A spacious living area with a high ceiling, wooden beams, and a fireplace. There is a sofa, a coffee table, and a television mounted on the wall.

3. Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
River West
10.0 out of 10, Exceptional, (43 reviews)
"Great host and quick walk to downtown!"
United States
jeremy h.
The price is CA $121
CA $253 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
A hotel room with a bed, a mirror, a nightstand, and a door leading to a bathroom.

4. 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, (14 reviews)
"Responsive host and great location"
United States
Maureen K.
The price is CA $159
CA $413 total
includes taxes & fees
Oct 25 - Oct 26
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A two-story wooden house with a front porch, number 104, and a small garden area.

5. Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (20 reviews)
"Amazing location, would definitely recommend."
United States
Matthew U.
The price is CA $202
CA $519 total
includes taxes & fees
Nov 10 - Nov 11
Historic Bungalow in Walkable Old Bend
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

6. 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 $170
CA $403 total
includes taxes & fees
Oct 25 - Oct 26
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
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, (42 reviews)
"Small but cute and everything you need for a couple staying for a few days!"
United States
Anonymous traveller
The price is CA $210
CA $385 total
includes taxes & fees
Nov 6 - Nov 7
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
A modern house with a green door, number 1056, and a small patio with two chairs.

8. 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)
"Wonderful accommodations in a great location!"
United States
Caroline W.
The price is CA $144
CA $369 total
includes taxes & fees
Oct 25 - Oct 26
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A two-story wooden house with a porch, outdoor seating, and a fenced garden.

9. Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend

Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend
Old Bend
10.0 out of 10, Exceptional, (3 reviews)
"Location, location, location. Stone's Throw Bungalow is in walking distance to everything in Bend (e.g., downtown, Hayden Homes Amphitheater, etc.). The bungalow itself was very clean, had everything we needed (full kitchen), parking spot, etc. I would highly recommend staying to anyone passing through Bend!"
United States
Nicholas K.
The price is CA $140
CA $308 total
includes taxes & fees
Oct 25 - Oct 26
Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend
A spacious kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

10. Fantastic Location! Directly above river w/a 5 minute walk to downtown.

Fantastic Location! Directly above river w/a 5 minute walk to downtown.
River West
10.0 out of 10, Exceptional, (87 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
The price is CA $163
CA $477 total
includes taxes & fees
Oct 28 - Oct 29
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A house with a covered porch, steps leading to the front door, and a well-maintained garden.

11. Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~

Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Old Bend
10.0 out of 10, Exceptional, (217 reviews)
"Property was beautiful, decor and floor plan exceeded our expectations, so many amenities in close walking distance."
United States
Judy C.
The price is CA $206
CA $709 total
includes taxes & fees
Nov 19 - Nov 20
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a bar area with stools.

12. Newly renovated and 3 minute walk to the center of downtown!

Newly renovated and 3 minute walk to the center of downtown!
River West
9.6 out of 10, Exceptional, (17 reviews)
"Perfect location for enjoying downtown Bend."
United States
Kelly K.
The price is CA $147
CA $413 total
includes taxes & fees
Oct 25 - Oct 26
Newly renovated and 3 minute walk to the center of downtown!
A spacious kitchen with dark wooden cabinets, stainless steel appliances, and a large island.

13. 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, (9 reviews)
"Great property and location!"
United States
Patrick W.
The price is CA $157
CA $388 total
includes taxes & fees
Nov 5 - Nov 6
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A wooden building with a porch, a red door, and a sign that reads "GRAPE WEST ENGLAND."

14. West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River

West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (80 reviews)
"Great stay-walkable location, charming home with great fenced backyard and outdoor space. Will definitely stay again!"
United States
Paula M.
The price is CA $181
CA $401 total
includes taxes & fees
Nov 8 - Nov 9
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
A spacious living area with a wooden floor, a sofa, a dining table, and a kitchen in the background.

15. Backyard Oasis 8min to Town Fast Wi-fi

Backyard Oasis 8min to Town Fast Wi-fi
2.0 star property
Mountain View
The price is CA $164
CA $403 total
includes taxes & fees
Oct 26 - Oct 27
Backyard Oasis 8min to Town Fast Wi-fi
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

16. Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Redmond
9.8 out of 10, Exceptional, (55 reviews)
"Great location and amazing property!"
United States
Kim b.
The price is CA $110
CA $433 total
includes taxes & fees
Oct 26 - Oct 27
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A kitchen with dark wooden cabinets, a stainless steel sink, and a marble countertop.

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

***NEW*** Charming home located in Downtown Bend!
River West
9.8 out of 10, Exceptional, (9 reviews)
"5 stars"
United States
Angelica L.
The price is CA $202
CA $616 total
includes taxes & fees
Oct 26 - Oct 27
***NEW*** Charming home located in Downtown Bend!
A spacious kitchen with a granite island, large windows, and a patio area with outdoor furniture.

18. Relaxing gem on the green! Hot tub! Double Suite!

Relaxing gem on the green! Hot tub! Double Suite!
Century West
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location and facility"
United States
Gritters F.
The price is CA $130
CA $594 total
includes taxes & fees
Oct 25 - Oct 26
Relaxing gem on the green! Hot tub! Double Suite!
A two-story house with a covered porch, a chimney, and a well-maintained lawn.

19. Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown

Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
Old Bend
10.0 out of 10, Exceptional, (45 reviews)
"Location was great, being able to walk downtown and drake park was great. We usually stay on the west side when visiting family but this location was even better. The house had tasteful updates without losing the charming feel. We will look to rent here first when visiting family next."
United States
Tyler S.
The price is CA $199
CA $478 total
includes taxes & fees
Oct 25 - Oct 26
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
A covered porch with a blue door, a small table, and a metal railing.

20. 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, (111 reviews)
"Really cute place and I would definitely stay here again!"
United States
Krista N.
The price is CA $163
CA $433 total
includes taxes & fees
Oct 25 - Oct 26
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
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

Waypoint Hotel

Waypoint Hotel

8/10 Good
"The motel was almost perfect, it was decently priced, close by to almost everything, beds were comfortable, the space had everything we needed, including Mini Fridge and everything. However, the air conditioning was a little bit of a nightmare because there was no way to control it or have any control over how long we can keep it on no matter how low it will make the temperature the air-conditioning will turn on for like five minutes at a time and then be off for like an entire hour and it was like that I think, especially during the night at night time when we near the air conditioning, the most it was just not turn on and we almost asked to switch rules, but we’re afraid that the other ones will have the same issue or the same type of very outdated air conditioner. And then in between our stay, couple of nights were kind of cold, so we thought we were not gonna have that problem anymore but then again it got a little warm after that and yeah, the air-conditioning was definitely a negative because it’s really hard for me to sleep when it’s not very cold in the room. The funny thing is that we would notice that in the morning all of a sudden the air conditioning would start working more and getting the room actually cold, but then at nighttime it will go back to the same annoyance. Other than that, everything else was great staff was great and we had a great time!"
Francesca 10-night trip
Posted less than an hour ago
Waypoint Hotel

Find out more about Bend

Bend Vacation Homes information

Number of reviews
896
Accommodation
2703 Vacation Homes
Lowest Price
CA $253
Highest Price
CA $709

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