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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 $141
CA $325 total
includes taxes & fees
Oct 18 - Oct 19
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A building with a green door and a wooden exterior.

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 $174
CA $412 total
includes taxes & fees
Oct 18 - Oct 19
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A room with a wooden ceiling, a large window with a view of trees, a flat-screen TV, a dark-colored sofa, and a wooden bench.

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)
The price is CA $125
CA $259 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
A modern house with a green door, number 1056, and a small patio with two chairs.

4. 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 $146
CA $376 total
includes taxes & fees
Oct 18 - Oct 19
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.

5. 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 $160
CA $395 total
includes taxes & fees
Oct 18 - Oct 19
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

6. 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 $166
CA $485 total
includes taxes & fees
Oct 14 - Oct 15
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

7. 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 $162
CA $419 total
includes taxes & fees
Oct 14 - Oct 15
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a bar area with stools.

8. 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 $150
CA $420 total
includes taxes & fees
Oct 13 - Oct 14
Newly renovated and 3 minute walk to the center of downtown!
A wooden building with a porch, a red door, and a sign that reads "GRAPE WEST ENGLAND."

9. 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 $184
CA $407 total
includes taxes & fees
Nov 8 - Nov 9
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
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 $182
CA $421 total
includes taxes & fees
Oct 14 - Oct 15
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.

11. Home Centrally Located Near Old Mill Downtown

Home Centrally Located Near Old Mill Downtown
Southern Crossing
10.0 out of 10, Exceptional, (17 reviews)
"My wife, dog, and I had an excellent stay. The place was very conveniently located, very clean, modern, and functional. Would definitely stay here again next time we’re in Bend."
United States
Tim S.
The price is CA $162
CA $444 total
includes taxes & fees
Oct 18 - Oct 19
Home Centrally Located Near Old Mill Downtown
A house with a white exterior, a trailer, and a car parked near a body of water with reflections.

12. Cozy cottage with river access and great outdoor adventures

Cozy cottage with river access and great outdoor adventures
La Pine
8.8 out of 10, Excellent, (34 reviews)
"The cottage was very comfortable, not as clean as I wished but ok. The kitchen needs dish rags and drying towels, only having sponges was not what I would have liked."
United States
Anna
The price is CA $103
CA $183 total
includes taxes & fees
Oct 13 - Oct 14
Cozy cottage with river access and great outdoor adventures
A single-story mobile home with a front deck, a small attached garage, and a satellite dish.

13. 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, (54 reviews)
"Great location and amazing property!"
United States
Kim b.
The price is CA $109
CA $437 total
includes taxes & fees
Oct 13 - Oct 14
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A spacious kitchen with a granite island, large windows, and a patio area with outdoor furniture.

14. 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 $161
CA $639 total
includes taxes & fees
Oct 18 - Oct 19
Relaxing gem on the green! Hot tub! Double Suite!
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
Backyard Oasis 8min to Town Fast Wi-fi
A kitchen with a large island, bar stools, a stainless steel refrigerator, and wooden cabinets.

16. King bed - Pet Friendly - Jameson's Place

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (54 reviews)
The price is CA $167
CA $447 total
includes taxes & fees
Oct 26 - Oct 27
King bed - Pet Friendly - Jameson's Place
A wooden gate with a wooden archway leading to a house with a wooden door and a window.

17. Walk to downtown and Amphitheater

Walk to downtown and Amphitheater
River West
9.4 out of 10, Exceptional, (42 reviews)
"Love how pet friendly everything was, made the stay very welcoming :)"
United States
Sierra S.
The price is CA $200
CA $418 total
includes taxes & fees
Nov 8 - Nov 9
Walk to downtown and Amphitheater
A house with a front porch, two Adirondack chairs, and a small garden.

18. *NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (48 reviews)
"Nice property 6 blocks from downtown."
United States
Lynn B.
The price is CA $242
CA $601 total
includes taxes & fees
Oct 13 - Oct 14
*NEW* Downtown Modern Nostalgia, completely updated and convenient
A living room with a brown leather sofa, a coffee table, and a lamp. There is a window with a view of a tree and a house.

19. Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River

Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (70 reviews)
"Great property, location is amazing. Walk to downtown, old mill and loads of pubs, resturaunts, services from 5 to 20 min away. Easy bikable location too.Highly recommend"
United States
Peter K.
The price is CA $212
CA $499 total
includes taxes & fees
Nov 1 - Nov 2
Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River
A living room with leather sofas, a wooden coffee table, a patterned rug, a white console table, and a hanging light fixture.

20. 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, (37 reviews)
"Great stay! House as described and clean. Host helpful and responsive. "
United States
Rachel H.
The price is CA $167
CA $447 total
includes taxes & fees
Oct 26 - Oct 27
King Bed - Pet Friendly - EV Charger - Emersen’s Place
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

Hotel Peppertree Bend, BW Premier Collection

Hotel Peppertree Bend, BW Premier Collection

10/10 Excellent
"The room is very clean and spacious. Beds are comfortable enough for sleeping. Breakfast was good as well."
Nancy 1-night trip
Posted 2 hours ago
Hotel Peppertree Bend, BW Premier Collection

Find out more about Bend

Bend Vacation Homes information

Number of reviews
611
Accommodation
2955 Vacation Homes
Lowest Price
CA $183
Highest Price
CA $639

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