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

Our top choices for Bend holiday homes

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.

1. 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)
"Lovely, clean, peaceful place to stay, and wonderful hosts!"
United States
Veronica M.
The price is AU$281
includes taxes & fees
28 Oct - 29 Oct
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
A single-story house with a green door, a small porch, and a brick entrance.

2. 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, (47 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.
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

3. 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 AU$330
includes taxes & fees
3 Nov - 4 Nov
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
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, (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 AU$409
includes taxes & fees
18 Oct - 19 Oct
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

5. 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, (41 reviews)
"Small but cute and everything you need for a couple staying for a few days!"
United States
Anonymous traveller
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

6. 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, (14 reviews)
"Responsive host and great location"
United States
Maureen K.
The price is AU$421
includes taxes & fees
3 Nov - 4 Nov
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.

7. 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 AU$394
includes taxes & fees
3 Nov - 4 Nov
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A modern kitchen with a gas stove, stainless steel appliances, and a granite countertop.

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.
The price is AU$407
includes taxes & fees
18 Oct - 19 Oct
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
A modern house with a green door, number 1056, and a small patio with two chairs.

9. 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 AU$377
includes taxes & fees
31 Oct - 1 Nov
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
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, (86 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a bar area with stools.

11. 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 AU$415
includes taxes & fees
18 Oct - 19 Oct
Newly renovated and 3 minute walk to the center of downtown!
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

12. 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, (55 reviews)
"Great location and amazing property!"
United States
Kim b.
The price is AU$432
includes taxes & fees
18 Oct - 19 Oct
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A spacious living area with a wooden floor, a sofa, a dining table, and a kitchen in the background.

13. 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 AU$416
includes taxes & fees
18 Oct - 19 Oct
Backyard Oasis 8min to Town Fast Wi-fi
A wooden building with a porch, a red door, and a sign that reads "GRAPE WEST ENGLAND."

14. 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 AU$412
includes taxes & fees
8 Nov - 9 Nov
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
A spacious kitchen with a granite island, large windows, and a patio area with outdoor furniture.

15. 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 AU$602
includes taxes & fees
20 Oct - 21 Oct
Relaxing gem on the green! Hot tub! Double Suite!
Interior

16. 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 AU$339
includes taxes & fees
3 Nov - 4 Nov
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
A two-story house with a covered porch, a chimney, and a well-maintained lawn.

17. Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown

Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
Old Bend
10.0 out of 10, Exceptional, (45 reviews)
"Location was great, being able to walk downtown and drake park was great. We usually stay on the west side when visiting family but this location was even better. The house had tasteful updates without losing the charming feel. We will look to rent here first when visiting family next."
United States
Tyler S.
The price is AU$477
includes taxes & fees
18 Oct - 19 Oct
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
A covered porch with a blue door, a small table, and a metal railing.

18. 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, (110 reviews)
"Really cute place and I would definitely stay here again!"
United States
Krista N.
The price is AU$434
includes taxes & fees
18 Oct - 19 Oct
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
A kitchen with dark wooden cabinets, a stainless steel sink, and a marble countertop.

19. ***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.
***NEW*** Charming home located in Downtown Bend!
A house with a front porch, two Adirondack chairs, and a small garden.

20. *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 AU$588
includes taxes & fees
3 Nov - 4 Nov
*NEW* Downtown Modern Nostalgia, completely updated and convenient
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

8/10 Good
"The room was very clean, comfortable, and spacious. The staff was friendly and helpful. The location was good as well; walkable to restaurants, shops, and the concert venue, all in a beautiful setting."
Kristin 2-night trip
Posted 1 hour ago
My Place Hotel - Bend, OR

Find out more about Bend

Bend Holiday Homes information

Number of reviews
726
Accommodation
2703 Holiday Homes
Lowest Price
AU$281
Highest Price
AU$602