Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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, (37 reviews)
"The place was just how it looked with a great friendly vibe!"
United States
Ann F.
The price is ￥19,948
￥41,965 total
includes taxes & fees
Aug 23 - Aug 24
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, (7 reviews)
"We loved this cozy spot to adventure from - so convenient and walkable."
United States
Karen K.
The price is ￥32,020
￥62,058 total
includes taxes & fees
Sep 18 - Sep 19
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
Exterior detail

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, (98 reviews)
"Nice stay for both the hoomans and doggos."
United States
Sheila K.
The price is ￥19,529
￥46,118 total
includes taxes & fees
Sep 14 - Sep 15
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Interior

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)
"Just two for us and was perfect for our family visit. Nice location, great river walk and close to town."
United States
Roger K.
The price is ￥27,403
￥44,414 total
includes taxes & fees
Aug 23 - Aug 24
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Exterior

5. 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, (23 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 ￥16,363
￥41,859 total
includes taxes & fees
Sep 13 - Sep 14
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
Coffee/tea maker, fridge, microwave, oven

6. 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)
"Easy trip with a great location. Perfect if you love your pups and boneyard beer!"
United States
Andy T.
The price is ￥21,464
￥48,639 total
includes taxes & fees
Sep 14 - Sep 15
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
Coffee/tea maker, fridge, microwave, oven

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 ￥26,893
￥58,331 total
includes taxes & fees
Sep 17 - Sep 18
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
Exterior

8. 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)
"Great location. You can walk everywhere "
United States
Anonymous traveler
The price is ￥42,183
￥68,073 total
includes taxes & fees
Sep 17 - Sep 18
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Outdoor dining

9. Bluebird Day - 2 King Beds, Dog Friendly, Walkable!

Bluebird Day - 2 King Beds, Dog Friendly, Walkable!
Mountain View
10.0 out of 10, Exceptional, (11 reviews)
"Our stay was very enjoyable! The home is clean and spacious and located in a quiet neighborhood near many scenic walking trails. Kaitlin was also a very responsive host! We will definitely stay here again next time we are in Bend."
United States
Alexandra T.
The price is ￥17,838
￥49,574 total
includes taxes & fees
Aug 23 - Aug 24
Bluebird Day - 2 King Beds, Dog Friendly, Walkable!
Exterior

10. *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 ￥27,129
￥67,322 total
includes taxes & fees
Aug 23 - Aug 24
*NEW* Downtown Modern Nostalgia, completely updated and convenient
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, (37 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 ￥31,884
￥54,070 total
includes taxes & fees
Aug 24 - Aug 25
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Property grounds

12. 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, (99 reviews)
"Great location, perfectly situated in a quiet neighborhood but close enough to downtown. "
United States
Patrick L.
The price is ￥28,552
￥62,099 total
includes taxes & fees
Aug 23 - Aug 24
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Interior

13. 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 ￥21,543
￥42,679 total
includes taxes & fees
Aug 20 - Aug 21
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Smart TV, fireplace, table tennis, books

14. 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, (35 reviews)
"Great stay! House as described and clean. Host helpful and responsive. "
United States
Rachel H.
The price is ￥22,980
￥55,715 total
includes taxes & fees
Aug 25 - Aug 26
King Bed - Pet Friendly - EV Charger - Emersen’s Place
Coffee/tea maker, fridge, microwave, oven

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

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (52 reviews)
"Loved our stay here!!!"
United States
Simply L.
The price is ￥21,522
￥53,876 total
includes taxes & fees
Aug 30 - Aug 31
King bed - Pet Friendly - Jameson's Place
House | 3 bedrooms

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 ￥29,997
￥58,565 total
includes taxes & fees
Sep 13 - Sep 14
Backyard Oasis 8min to Town Fast Wi-fi
Exterior

17. Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (16 reviews)
"Excellent location and cute old bungalow with easy walking to everything"
United States
Eric N.
The price is ￥31,349
￥70,794 total
includes taxes & fees
Aug 25 - Aug 26
Historic Bungalow in Walkable Old Bend
Smart TV, fireplace, offices

18. 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.
Dog Ok | 5min to Restaurants | Patio
Coffee/tea maker, fridge, microwave, oven

19. Home Centrally Located Near Old Mill Downtown

Home Centrally Located Near Old Mill Downtown
Southern Crossing
10.0 out of 10, Exceptional, (13 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 ￥38,778
￥76,072 total
includes taxes & fees
Aug 23 - Aug 24
Home Centrally Located Near Old Mill Downtown
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

Waypoint Hotel

Waypoint Hotel

10/10 Excellent
"The room was immaculate and decorated creating a warm feeling. I can't speak enough about staff, Welcoming, extremely helpful and friendly in answering questions about restaurants, outdoor activities and much more. I will definitely stay again and again at Waypoint."
Melinda 3-night trip
Posted 1 hour ago
Waypoint Hotel

Find out more about Bend

Bend Vacation Homes information

Number of reviews
629
Accommodation
2947 Vacation Homes
Lowest Price
￥41,859
Highest Price
￥76,072

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