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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Bend vacation homes

A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

1. 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 $166
CA $419 total
includes taxes & fees
Sep 13 - Sep 14
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.

2. 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 $157
CA $383 total
includes taxes & fees
Sep 20 - Sep 21
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A modern living room with a large window, a flat-screen TV, and a wooden coffee table.

3. Hillside Haven: Tranquil NW Studio Near the River

Hillside Haven: Tranquil NW Studio Near the River
River West
10.0 out of 10, Exceptional, (28 reviews)
"This was a very clean place to stay with everything I needed. It was very comfortable and at a reasonable price. Would definately stay here again next time in Bend"
United States
Brian H.
The price is CA $127
CA $257 total
includes taxes & fees
Sep 13 - Sep 14
Hillside Haven: Tranquil NW Studio Near the River
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, (98 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 $170
CA $395 total
includes taxes & fees
Sep 14 - Sep 15
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

5. 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 $172
CA $359 total
includes taxes & fees
Oct 1 - Oct 2
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A two-story wooden house with a front porch, number 104, and a small garden area.

6. Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (16 reviews)
"Wonderful location, delightful, cozy little bungalow."
United States
Wendy M.
The price is CA $179
CA $489 total
includes taxes & fees
Sep 21 - Sep 22
Historic Bungalow in Walkable Old Bend
A modern house with a green door, number 1056, and a small patio with two chairs.

7. Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
River West
9.8 out of 10, Exceptional, (24 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 $143
CA $362 total
includes taxes & fees
Sep 14 - Sep 15
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

8. 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, (38 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 $173
CA $332 total
includes taxes & fees
Sep 15 - Sep 16
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

9. 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 $185
CA $416 total
includes taxes & fees
Sep 23 - Sep 24
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

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, (85 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
The price is CA $179
CA $494 total
includes taxes & fees
Oct 5 - Oct 6
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A house with a front porch, two Adirondack chairs, and a small garden.

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

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (45 reviews)
"Great location and perfect for our family!"
United States
Kate C.
The price is CA $234
CA $582 total
includes taxes & fees
Sep 10 - Sep 11
*NEW* Downtown Modern Nostalgia, completely updated and convenient
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

12. 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 $179
CA $441 total
includes taxes & fees
Sep 13 - Sep 14
Gather! A Welcoming Home - King Beds - Pool Table!
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 $248
CA $437 total
includes taxes & fees
Oct 1 - Oct 2
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
A covered porch with a blue door, a small table, and a metal railing.

14. 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
9.6 out of 10, Exceptional, (100 reviews)
"Lovely home in a great part of Bend! I would highly recommend staying here!"
United States
Monique S.
The price is CA $247
CA $537 total
includes taxes & fees
Sep 13 - Sep 14
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
A wooden cabin with a hot tub, patio furniture, and a covered outdoor area with a grill.

15. 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, (150 reviews)
"Great location and was really peaceful and quiet."
United States
Laura D.
The price is CA $213
CA $483 total
includes taxes & fees
Sep 21 - Sep 22
Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
A spacious living area with a wooden floor, a sofa, a dining table, and a kitchen in the background.

16. 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 $202
CA $453 total
includes taxes & fees
Sep 13 - Sep 14
Backyard Oasis 8min to Town Fast Wi-fi
A living room with a fireplace, a television, a sofa, and a coffee table.

17. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (40 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is CA $123
CA $390 total
includes taxes & fees
Oct 6 - Oct 7
Romantic Resort Home Private Jacuzzi + Plush Robes
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, (12 reviews)
"Excellent location and facility"
United States
Gritters F.
The price is CA $199
CA $667 total
includes taxes & fees
Sep 14 - Sep 15
Relaxing gem on the green! Hot tub! Double Suite!
A modern living room with a stone fireplace, a flat-screen TV, a staircase, and a large window.

19. Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
Mountain View
10.0 out of 10, Exceptional, (23 reviews)
"Great communication with hosts, great house for our needs! "
United States
Heather B.
The price is CA $182
CA $753 total
includes taxes & fees
Sep 22 - Sep 23
Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
A modern house with a wooden exterior, a bright orange door, and a patio area with wicker furniture and a small table.

20. Hot Tub // Fenced Yard // AC // Pet-Friendly in Best Neighborhood in Bend

Hot Tub // Fenced Yard // AC // Pet-Friendly in Best Neighborhood in Bend
Summit West
10.0 out of 10, Exceptional, (25 reviews)
"We had a wonderful stay. The house is as described - clean, comfortable, quiet and well appointed. The house had a great layout and energy. The amenities are a cut above many rental properties, making it a very enjoyable place to stay. We would happily stay again in the future."
United States
Heather J.
The price is CA $251
CA $674 total
includes taxes & fees
Sep 13 - Sep 14
Hot Tub // Fenced Yard // AC // Pet-Friendly in Best Neighborhood in Bend
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

My Place Hotel - Bend, OR

My Place Hotel - Bend, OR

10/10 Excellent
"It was a great place to stay. The location is as good as it gets. You can walk to dining and shopping. The hotel was very clean and quiet."
Kathy 1-night trip
Posted less than an hour ago
My Place Hotel - Bend, OR

Find out more about Bend

Bend Vacation Homes information

Number of reviews
764
Accommodation
2955 Vacation Homes
Lowest Price
CA $257
Highest Price
CA $753

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