Holiday Homes in Bend

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Bend holiday homes

Exterior

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Redmond
10.0 out of 10, Exceptional, (22 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Smart TV, fireplace, books

Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (32 reviews)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
Romantic Resort Home Private Jacuzzi + Plush Robes
1 bedroom, desk, iron/ironing board, travel cot

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, (30 reviews)
"Great stay "
United States
donna t.
The price is €175
includes taxes & fees
19 Apr - 20 Apr
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Exterior detail

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (21 reviews)
"The home was clean and in a great location. "
United States
LesLee W.
The price is €158
includes taxes & fees
20 Apr - 21 Apr
Cozy Downtown Redmond Cottage
Exterior

Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay at the Highland House. We will definitely stay here again. The Home was super clean and we loved the family room with all those amazing windows!! "
United States
allison g.
The price is €421
includes taxes & fees
20 Apr - 21 Apr
Eagle Crest Retreat | 6 Resort Passes Included
1 bedroom, WiFi

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, (96 reviews)
"Great location! Cute little bungalow. "
United States
Andy T.
The price is €227
includes taxes & fees
18 May - 19 May
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Fridge, microwave, oven, stovetop

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
10.0 out of 10, Exceptional, (3 reviews)
"We loved this cozy spot to adventure from - so convenient and walkable."
United States
Karen K.
The price is €219
includes taxes & fees
19 Apr - 20 Apr
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.
Smart TV

Gather! A Welcoming Home - King Beds - Pool Table!

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (28 reviews)
"Great home! Very spacious and in a beautiful neighborhood! We enjoyed our stay!"
United States
Erica R.
The price is €268
includes taxes & fees
19 Apr - 20 Apr
Gather! A Welcoming Home - King Beds - Pool Table!
Property grounds

Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (32 reviews)
"Nice place to stay between day trips"
United States
Peter S.
The price is €217
includes taxes & fees
19 Apr - 20 Apr
Downtown Sisters Suite - HOT TUB - Dog Friendly
Interior

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, (79 reviews)
"We loved staying in this clean, adorable house. The location was great!"
United States
Erin A.
The price is €288
includes taxes & fees
19 Apr - 20 Apr
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
Paper towels, dining tables

Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.8 out of 10, Exceptional, (19 reviews)
"Location was nice being close to everything and the property was very inviting. If i come again, i would stay again if available = )"
United States
Sheila
The price is €431
includes taxes & fees
15 May - 16 May
Spacious downtown pad - billiards/ping pong/sauna
Fridge, microwave, oven, stovetop

Walk to Downtown Sisters - DOG Friendly - Updated!

Walk to Downtown Sisters - DOG Friendly - Updated!
Sisters
9.4 out of 10, Exceptional, (49 reviews)
"The property was exactly as described and we had a lovely time at the Sisters Folk Festival!"
United States
jeff c.
The price is €287
includes taxes & fees
22 Apr - 23 Apr
Walk to Downtown Sisters - DOG Friendly - Updated!
Exterior

Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (7 reviews)
"Super cute cottage, great walkable location. Very pet friendly. "
United States
Danielle C.
The price is €277
includes taxes & fees
24 Apr - 25 Apr
Historic Bungalow in Walkable Old Bend
Property grounds

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, (76 reviews)
"Lovely place!"
United States
Mary Ellen M.
The price is €231
includes taxes & fees
19 Apr - 20 Apr
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Exterior

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, (21 reviews)
"Wonderful accommodations in a great location!"
United States
Caroline W.
The price is €215
includes taxes & fees
19 Apr - 20 Apr
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
Outdoor dining

Hillside Haven: Tranquil NW Studio Near the River

Hillside Haven: Tranquil NW Studio Near the River
River West
10.0 out of 10, Exceptional, (21 reviews)
"Great place super close to the river and to downtown. Would pick this place again over others!"
United States
Rylie M.
The price is €136
includes taxes & fees
19 Apr - 20 Apr
Hillside Haven: Tranquil NW Studio Near the River
Exterior

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, (39 reviews)
"Perfect location and place."
United States
Braden M.
The price is €203
includes taxes & fees
20 Apr - 21 Apr
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Exterior

Cozy cottage with river access and great outdoor adventures

Cozy cottage with river access and great outdoor adventures
La Pine
8.4 out of 10, Very good, (20 reviews)
"Was a great stay. Great for rustic getaway. "
United States
Kim F.
The price is €108
includes taxes & fees
21 Apr - 22 Apr
Cozy cottage with river access and great outdoor adventures
Outdoor spa tub

Beautiful | Hot Tub | Pet Friendly | Fenced

Beautiful | Hot Tub | Pet Friendly | Fenced
Sisters
9.6 out of 10, Exceptional, (45 reviews)
"Excellent location, clean property and good communication with the host. Thanks for the stay!"
United States
Joel S.
The price is €322
includes taxes & fees
19 Apr - 20 Apr
Beautiful | Hot Tub | Pet Friendly | Fenced
Outdoor dining

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Redmond
9.8 out of 10, Exceptional, (17 reviews)
"Very responsive host. Love the unit. Anything I thought I might need. I found in the cupboards. Loved the tub in the master. And enjoyed watching the set while we sat in the hot tub. Fire was great. Cozy and relaxing. Loved it!! "
United States
Annette C.
The price is €276
includes taxes & fees
22 Apr - 23 Apr
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
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

Juniper Preserve

Juniper Preserve

10/10 Excellent
"This is the perfect place to relax and just enjoy the scenery"
Adirah 2-night trip
Posted 2 hours ago
Juniper Preserve

Find out more about Bend

Bend Holiday Homes information

Number of reviews
651
Accommodation
2936 Holiday Homes
Lowest Price
€108
Highest Price
€431