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 $138
CA $316 total
includes taxes & fees
Sep 23 - Sep 24
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

2. 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 $420 total
includes taxes & fees
Sep 24 - Sep 25
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A spacious kitchen with dark wooden cabinets, stainless steel appliances, and a large island.

3. 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 $384 total
includes taxes & fees
Sep 24 - Sep 25
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
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 $406 total
includes taxes & fees
Oct 12 - Oct 13
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

5. 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 $428 total
includes taxes & fees
Oct 7 - Oct 8
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
A modern kitchen with stainless steel appliances, a dining area with a glass table, and wooden shelves with plants.

6. 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 $164
CA $440 total
includes taxes & fees
Sep 24 - Sep 25
Home Centrally Located Near Old Mill Downtown
A covered porch with a blue door, a small table, and a metal railing.

7. 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 $150
CA $412 total
includes taxes & fees
Sep 23 - Sep 24
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

8. 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, (85 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
The price is CA $181
CA $501 total
includes taxes & fees
Oct 14 - Oct 15
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A kitchen with dark wooden cabinets, a stainless steel sink, and a marble countertop.

9. ***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 $189
CA $596 total
includes taxes & fees
Sep 23 - Sep 24
***NEW*** Charming home located in Downtown Bend!
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

10. 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 $175
CA $336 total
includes taxes & fees
Oct 20 - Oct 21
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

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

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (32 reviews)
"The home was absolutely beautiful and I would definitely stay again"
United States
Lori K.
The price is CA $181
CA $444 total
includes taxes & fees
Sep 23 - Sep 24
Gather! A Welcoming Home - King Beds - Pool Table!
A modern house with a green door, number 1056, and a small patio with two chairs.

12. 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 $144
CA $367 total
includes taxes & fees
Oct 5 - Oct 6
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A single-story house with a green door, a small porch, and a brick entrance.

13. 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 $211
CA $394 total
includes taxes & fees
Oct 7 - Oct 8
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
A modern living room with a fireplace, leather sofas, a round coffee table, and a staircase leading to another level.

14. 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 $208
CA $531 total
includes taxes & fees
Sep 23 - Sep 24
Rooftop deck. Walk to downtown&River! Fire pit
A house with a front porch, two Adirondack chairs, and a small garden.

15. *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 $238
CA $590 total
includes taxes & fees
Oct 1 - Oct 2
*NEW* Downtown Modern Nostalgia, completely updated and convenient
A spacious living room with a wooden dining table, a fireplace, and a large window offering a view of the outdoors.

16. Quail Park Haven in NW! King Beds & Hot Tub

Quail Park Haven in NW! King Beds & Hot Tub
Summit West
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was perfectClean, well equipped & quiet, relaxing place to stayOnly one reason to call host & they responded quickly to assist us"
United States
Inez C.
The price is CA $210
CA $418 total
includes taxes & fees
Sep 23 - Sep 24
Quail Park Haven in NW! King Beds & Hot Tub
A living room with leather sofas, a wooden coffee table, a patterned rug, a white console table, and a hanging light fixture.

17. 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 $438 total
includes taxes & fees
Oct 4 - Oct 5
King Bed - Pet Friendly - EV Charger - Emersen’s Place
A large indoor swimming pool with a wooden ceiling and large windows.

18. Creekside Townhouse w/ Patio & Resort Amenities

Creekside Townhouse w/ Patio & Resort Amenities
Redmond
10.0 out of 10, Exceptional, (80 reviews)
"Centrally located for all our golf outings and the place was perfect!"
United States
STAN L.
The price is CA $172
CA $452 total
includes taxes & fees
Sep 23 - Sep 24
Creekside Townhouse w/ Patio & Resort Amenities
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.

19. 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.
The price is CA $177
CA $446 total
includes taxes & fees
Sep 24 - Sep 25
Dog Ok | 5min to Restaurants | Patio
A spacious living area with a wooden floor, a sofa, a dining table, and a kitchen in the background.

20. 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 $193
CA $448 total
includes taxes & fees
Sep 24 - Sep 25
Backyard Oasis 8min to Town Fast Wi-fi
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

Sugarloaf Mt Motel

Sugarloaf Mt Motel

8/10 Good
"Comfy bed, nice shower, great hot breakfast with protein options. Convenient location."
Jennifer 1-night trip
Posted 2 hours ago
Sugarloaf Mt Motel

Find out more about Bend

Bend Vacation Homes information

Number of reviews
719
Accommodation
2955 Vacation Homes
Lowest Price
CA $316
Highest Price
CA $596

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