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 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)
"Perfect location and hugely responsive host."
United States
Anonymous traveller
The price is CA $154
CA $412 total
includes taxes & fees
Oct 30 - Oct 31
Walk to River, Downtown, Concerts · Old Bend Cottage
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

2. 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 27 - Oct 28
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A compact hotel room with a kitchenette, a dining area, and a bathroom.

3. 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
Oct 28 - Oct 29
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A hallway with a wooden ceiling, a large window, a television, a sofa, a plant, and a rug.

4. 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 two-story house with a covered porch, a chimney, and a well-maintained lawn.

5. 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)
"Great location and perfect for 1or 2 people."
United States
Mike L.
The price is CA $199
CA $478 total
includes taxes & fees
Oct 27 - Oct 28
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
A hotel room with a bed, a mirror, a nightstand, and a door leading to a bathroom.

6. 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 30 - Oct 31
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.

7. 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 house with a covered porch, steps leading to the front door, and a well-maintained garden.

8. 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 $703 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.

9. 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 $149
CA $414 total
includes taxes & fees
Oct 29 - Oct 30
Newly renovated and 3 minute walk to the center of downtown!
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, (111 reviews)
"Really cute place and I would definitely stay here again!"
United States
Krista N.
The price is CA $188
CA $464 total
includes taxes & fees
Oct 31 - Nov 1
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
A spacious kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

11. 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 $476 total
includes taxes & fees
Oct 28 - Oct 29
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
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 $388 total
includes taxes & fees
Oct 28 - Oct 29
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A modern house with a green door, number 1056, and a small patio with two chairs.

13. 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 27 - Oct 28
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

14. 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
Nov 3 - Nov 4
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
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 28 - Oct 29
Backyard Oasis 8min to Town Fast Wi-fi
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

16. 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 $180
CA $347 total
includes taxes & fees
Nov 6 - Nov 7
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
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 $429 total
includes taxes & fees
Oct 27 - Oct 28
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

18. Gather! A Welcoming Home - King Beds - Pool Table!

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (36 reviews)
"Easy and simple one night stay"
United States
Mark T.
The price is CA $181
CA $448 total
includes taxes & fees
Oct 29 - Oct 30
Gather! A Welcoming Home - King Beds - Pool Table!
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 $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
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

Trailhead Lodge

Trailhead Lodge

10/10 Excellent
"Awesome place to stay! Wish the check out was a little later so we could go in the hot tub but the place was super clean and cozy. Was nice being a few minutes into town and about 15minutes to Mt. Bachelor!"
Alissa 1-night trip
Posted 7 hours ago
Trailhead Lodge

Find out more about Bend

Bend Vacation Homes information

Number of reviews
914
Accommodation
2703 Vacation Homes
Lowest Price
CA $253
Highest Price
CA $703

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