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

Holiday Homes in Bend

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Bend holiday homes

Private kitchen

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.
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
Private kitchen

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 €245
includes taxes & fees
8 Sept - 9 Sept
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.
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Room

4. 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, (39 reviews)
"Well stocked and very comfortable."
United States
Arden K.
The price is €236
includes taxes & fees
15 Sept - 16 Sept
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Exterior

5. 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.
Historic Bungalow in Walkable Old Bend
Living area

6. 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 €185
includes taxes & fees
9 Sept - 10 Sept
Hillside Haven: Tranquil NW Studio Near the River
Exterior

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

8. 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.
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
Private kitchen

9. Home Centrally Located Near Old Mill Downtown

Home Centrally Located Near Old Mill Downtown
Southern Crossing
10.0 out of 10, Exceptional, (14 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.
Home Centrally Located Near Old Mill Downtown
Interior

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, (84 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
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, (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
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Exterior

12. *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 €370
includes taxes & fees
15 Sept - 16 Sept
*NEW* Downtown Modern Nostalgia, completely updated and convenient
Property grounds

13. 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)
"Great location, perfectly situated in a quiet neighborhood but close enough to downtown. "
United States
Patrick L.
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Living area

14. Rooftop deck. Walk to downtown&River! Fire pit

Rooftop deck. Walk to downtown&River! Fire pit
River West
9.6 out of 10, Exceptional, (20 reviews)
"Great location, clean and comfortable rooms. Would definitely stay again."
United States
B. B.
The price is €379
includes taxes & fees
17 Sept - 18 Sept
Rooftop deck. Walk to downtown&River! Fire pit
Private kitchen

15. 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, (15 reviews)
"Perfect location for enjoying downtown Bend."
United States
Kelly K.
The price is €303
includes taxes & fees
2 Sept - 3 Sept
Newly renovated and 3 minute walk to the center of downtown!
Exterior detail

16. 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, (78 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 €313
includes taxes & fees
9 Sept - 10 Sept
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
Living area

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 €249
includes taxes & fees
23 Sept - 24 Sept
Romantic Resort Home Private Jacuzzi + Plush Robes
Interior

18. Baltimore Bungalow – HOT TUB, Walkable, Pet-Friendly

Baltimore Bungalow – HOT TUB, Walkable, Pet-Friendly
River West
10.0 out of 10, Exceptional, (12 reviews)
"Great spacious property. Great location."
United States
V B.
Baltimore Bungalow – HOT TUB, Walkable, Pet-Friendly
Private kitchen

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

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (53 reviews)
"Loved our stay here!!!"
United States
Simply L.
King bed - Pet Friendly - Jameson's Place
Pool

20. Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Redmond
9.4 out of 10, Exceptional, (18 reviews)
"Nice location. "
United States
Inna
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
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

Dunes Motel

Dunes Motel

10/10 Excellent
"Clean room, comfortable bed and pillows. Good shower and ac worked well. Good for the price."
John 1-night trip
Posted 3 hours ago
Dunes Motel

Find out more about Bend

Bend Holiday Homes information

Number of reviews
703
Accommodation
2948 Holiday Homes
Lowest Price
€185
Highest Price
€379