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

Bend Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Bend vacation homes

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

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

Walk to River, Downtown, Concerts · Old Bend Cottage
Old Bend
9.0 out of 10, Wonderful, (16 reviews)
"Great place close to the river, shops, and restaurants. Loved the old Bend charm and the modern amenities. Will definitely stay here again."
United States
Jennifer B.
The price is CA $104
CA $328 total
includes taxes & fees
Oct 31 - Nov 1
Walk to River, Downtown, Concerts · Old Bend Cottage
A single-story house with a green door, a small porch, and a brick entrance.

2. 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, (47 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 $165
CA $330 total
includes taxes & fees
Nov 1 - Nov 2
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

3. 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 $436 total
includes taxes & fees
Oct 31 - Nov 1
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

4. 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 $138
CA $321 total
includes taxes & fees
Nov 8 - Nov 9
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A hallway with a wooden ceiling, a large window, a television, a sofa, a plant, and a rug.

5. 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 $254 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
A building with a green door and a wooden exterior.

6. 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 $429 total
includes taxes & fees
Nov 5 - Nov 6
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
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 $128
CA $278 total
includes taxes & fees
Nov 2 - Nov 3
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
A two-story wooden house with a porch, outdoor seating, and a fenced garden.

8. 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 $156
CA $331 total
includes taxes & fees
Nov 1 - Nov 2
Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend
A house with a covered porch, steps leading to the front door, and a well-maintained garden.

9. 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, (218 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 $203
CA $702 total
includes taxes & fees
Nov 19 - Nov 20
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
A covered porch with a blue door, a small table, and a metal railing.

10. 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, (112 reviews)
"Really cute place and I would definitely stay here again!"
United States
Krista N.
The price is CA $187
CA $463 total
includes taxes & fees
Oct 31 - Nov 1
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
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)
"Wonderful accommodations in a great location!"
United States
Caroline W.
The price is CA $143
CA $390 total
includes taxes & fees
Oct 31 - Nov 1
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A spacious kitchen with dark wooden cabinets, stainless steel appliances, and a large island.

12. 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 $409 total
includes taxes & fees
Oct 31 - Nov 1
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A two-story wooden house with a front porch, number 104, and a small garden area.

13. 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 $201
CA $518 total
includes taxes & fees
Nov 10 - Nov 11
Historic Bungalow in Walkable Old Bend
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

14. 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 $170
CA $486 total
includes taxes & fees
Nov 2 - Nov 3
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

15. 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 $427 total
includes taxes & fees
Nov 4 - Nov 5
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a bar area with stools.

16. 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 $164
CA $412 total
includes taxes & fees
Nov 2 - Nov 3
Newly renovated and 3 minute walk to the center of downtown!
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

17. 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 $107
CA $424 total
includes taxes & fees
Nov 1 - Nov 2
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A wooden cabin with a hot tub, patio furniture, and a covered outdoor area with a grill.

18. Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court

Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
Bend
10.0 out of 10, Exceptional, (154 reviews)
"If you are looking for peace and tranquility, this is it!"
United States
Bruce
The price is CA $180
CA $451 total
includes taxes & fees
Nov 2 - Nov 3
Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
Interior

19. Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home

Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Orchard District
9.8 out of 10, Exceptional, (18 reviews)
"Awesome and extremely peaceful stay.......thank you and cheers....."
United States
Sara T.
The price is CA $153
CA $324 total
includes taxes & fees
Nov 1 - Nov 2
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
A wooden building with a porch, a red door, and a sign that reads "GRAPE WEST ENGLAND."

20. 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 $180
CA $401 total
includes taxes & fees
Nov 8 - Nov 9
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bend Hotel Reviews

My Place Hotel - Bend, OR

My Place Hotel - Bend, OR

8/10 Good
"Bed mattress was worn to point springs were poking me when laying down, noise from elevator lobby kept waking me up"
Jerrold 1-night trip
Posted 2 hours ago
My Place Hotel - Bend, OR

Find out more about Bend

Bend Vacation Homes information

Number of reviews
1,074
Accommodation
2703 Vacation Homes
Lowest Price
CA $254
Highest Price
CA $702

Explore a world of travel with Expedia