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 building with a green door and a wooden exterior.

1. 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 €260
includes taxes & fees
18 Oct - 19 Oct
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
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.
The price is €219
includes taxes & fees
19 Oct - 20 Oct
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 €205
includes taxes & fees
29 Oct - 30 Oct
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
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.

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)
"Lovely, clean, peaceful place to stay, and wonderful hosts!"
United States
Veronica M.
The price is €165
includes taxes & fees
21 Oct - 22 Oct
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

5. 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 €268
includes taxes & fees
30 Oct - 31 Oct
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A covered patio area with wooden lattice fencing, stone steps, and a potted plant.

6. 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
The price is €183
includes taxes & fees
19 Oct - 20 Oct
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
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 €278
includes taxes & fees
30 Oct - 31 Oct
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
A modern house with a green door, number 1056, and a small patio with two chairs.

8. 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 €236
includes taxes & fees
29 Oct - 30 Oct
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
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.
Bluebird Day - Aspen Getaway, a cozy 1-bedroom retreat in Bend, OR.
A spacious living area with a wooden floor, a sofa, a dining table, and a kitchen in the background.

10. 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 €257
includes taxes & fees
19 Oct - 20 Oct
Backyard Oasis 8min to Town Fast Wi-fi
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

11. 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 €276
includes taxes & fees
18 Oct - 19 Oct
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A wooden building with a porch, a red door, and a sign that reads "GRAPE WEST ENGLAND."

12. 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.
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

13. 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 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
9.4 out of 10, Exceptional, (110 reviews)
"Really cute place and I would definitely stay here again!"
United States
Krista N.
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
A two-story house with a covered porch, a chimney, and a well-maintained lawn.

15. 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.
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
A spacious kitchen with a granite island, large windows, and a patio area with outdoor furniture.

16. 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 €381
includes taxes & fees
18 Oct - 19 Oct
Relaxing gem on the green! Hot tub! Double Suite!
A house with a front porch, two Adirondack chairs, and a small garden.

17. *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 €358
includes taxes & fees
18 Oct - 19 Oct
*NEW* Downtown Modern Nostalgia, completely updated and convenient
A spacious log cabin interior with a wooden floor, a leather sofa, a dining area, and a kitchen.

18. Lodge Vibes in the City - Large Log Home

Lodge Vibes in the City - Large Log Home
Mountain View
10.0 out of 10, Exceptional, (56 reviews)
"Great place! Would stay again. "
United States
nick c.
Lodge Vibes in the City - Large Log Home
A living room with leather sofas, a wooden coffee table, a patterned rug, a white console table, and a hanging light fixture.

19. 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, (37 reviews)
"Great stay! House as described and clean. Host helpful and responsive. "
United States
Rachel H.
King Bed - Pet Friendly - EV Charger - Emersen’s Place
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

Best Western Bend North

Best Western Bend North

8/10 Good
"I give you 4 stars only because the ice container in the room was full of candy wrap from the guest before us, everything else was fine excellent breakfast, I will use Best Western again"
John 1-night trip
Posted 12 hours ago
Best Western Bend North

Find out more about Bend

Bend Holiday Homes information

Number of reviews
776
Accommodation
2948 Holiday Homes
Lowest Price
€165
Highest Price
€381