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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Bend vacation homes

1 bedroom, desk, iron/ironing board, travel crib

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 $318 total
includes taxes & fees
Sep 21 - Sep 22
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Coffee/tea maker, fridge, microwave, oven

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 $387 total
includes taxes & fees
Sep 22 - Sep 23
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
Coffee/tea maker, fridge, microwave, oven

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, (12 reviews)
"Responsive host and great location"
United States
Maureen K.
The price is CA $167
CA $418 total
includes taxes & fees
Sep 23 - Sep 24
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
Exterior detail

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 $171
CA $404 total
includes taxes & fees
Oct 4 - Oct 5
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Coffee/tea maker, fridge, microwave, oven

5. Home Centrally Located Near Old Mill Downtown

Home Centrally Located Near Old Mill Downtown
Southern Crossing
10.0 out of 10, Exceptional, (16 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 $175
CA $457 total
includes taxes & fees
Sep 24 - Sep 25
Home Centrally Located Near Old Mill Downtown
Interior

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 $180
CA $499 total
includes taxes & fees
Oct 14 - Oct 15
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
Interior

7. ***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 $599 total
includes taxes & fees
Sep 21 - Sep 22
***NEW*** Charming home located in Downtown Bend!
Property grounds

8. 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
Coffee/tea maker, fridge, microwave, oven

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 $188
CA $426 total
includes taxes & fees
Sep 22 - Sep 23
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
Exterior

10. Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (19 reviews)
"Amazing location, would definitely recommend."
United States
Matthew U.
The price is CA $228
CA $560 total
includes taxes & fees
Sep 21 - Sep 22
Historic Bungalow in Walkable Old Bend
Property grounds

11. 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 $185
CA $347 total
includes taxes & fees
Oct 20 - Oct 21
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Coffee/tea maker, fridge, microwave, oven

12. Newly renovated and 3 minute walk to the center of downtown!

Newly renovated and 3 minute walk to the center of downtown!
River West
9.4 out of 10, Exceptional, (16 reviews)
"Perfect location for enjoying downtown Bend."
United States
Kelly K.
The price is CA $180
CA $455 total
includes taxes & fees
Sep 21 - Sep 22
Newly renovated and 3 minute walk to the center of downtown!
Smart TV, fireplace, table tennis, books

13. 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 $443 total
includes taxes & fees
Sep 21 - Sep 22
King Bed - Pet Friendly - EV Charger - Emersen’s Place
Exterior

14. 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 $143
CA $365 total
includes taxes & fees
Oct 5 - Oct 6
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
Exterior

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
Sep 21 - Sep 22
*NEW* Downtown Modern Nostalgia, completely updated and convenient
Terrace/patio

16. 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 $180
CA $364 total
includes taxes & fees
Sep 24 - Sep 25
Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend
Exterior

17. 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 $252
CA $446 total
includes taxes & fees
Oct 7 - Oct 8
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Coffee/tea maker, fridge, microwave, oven

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

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (54 reviews)
"Loved our stay here!!!"
United States
Simply L.
The price is CA $182
CA $465 total
includes taxes & fees
Oct 4 - Oct 5
King bed - Pet Friendly - Jameson's Place
Smart TV

19. 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 $442 total
includes taxes & fees
Sep 23 - Sep 24
Gather! A Welcoming Home - King Beds - Pool Table!
Property grounds

20. 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, (151 reviews)
"Great location and was really peaceful and quiet."
United States
Laura D.
The price is CA $216
CA $497 total
includes taxes & fees
Sep 21 - Sep 22
Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
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

Pine Ridge Inn

Pine Ridge Inn

10/10 Excellent
"Very clean and comfortable stay. Room was very large with great balcony."
Kairin 1-night trip
Posted 4 hours ago
Pine Ridge Inn

Find out more about Bend

Bend Vacation Homes information

Number of reviews
745
Accommodation
2955 Vacation Homes
Lowest Price
CA $318
Highest Price
CA $599

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