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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Bend holiday rentals

Interior
Sunriver Resort

Condo resort in Sunriver

Sunriver Resort
4.0 star property
9.0 out of 10, Wonderful, (1080)
"Absolutely wonderful vacation! A huge thank you to Lance for everything!!"
United States
Jarred
The price is 3.528.622 ₫
4.559.332 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunriver Resort
View from room
Crooked River Ranch Cabins

Cabin in Terrebonne

Crooked River Ranch Cabins
3.0 star property
9.6 out of 10, Exceptional, (205)
"Everything was perfect!"
United States
Micky
The price is 2.204.309 ₫
2.369.633 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Crooked River Ranch Cabins
House (3 Bedrooms) | Interior
Eagle Crest Retreat w/ Great Wifi & Resort Access!

Cottage in Redmond

Eagle Crest Retreat w/ Great Wifi & Resort Access!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
United States
susan
The price is 3.054.628 ₫
11.016.411 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Banquet hall
The Pines at Sunriver

Condo in Sunriver

The Pines at Sunriver
3.0 star property
9.4 out of 10, Exceptional, (422)
"The room was amazing and spacious! Property and pool was amazing! Some of the pots and pans were a little beat up. "
United States
Nick
The price is 3.131.485 ₫
3.428.976 ₫ total
includes taxes & fees
24 Dec - 25 Dec
The Pines at Sunriver
House, 3 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

Apartment in Summit West

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
3.0 star property
10.0 out of 10, Exceptional, (3)
"The Quilty of the condo. Beds were very comfortable. "
United States
Steve
The price is 4.446.495 ₫
12.341.568 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
House (3 Bedrooms) | Interior
Family-friendly Redmond Getaway: Walk to Dtwn

Cottage in Redmond

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
The price is 4.815.645 ₫
12.524.361 ₫ total
includes taxes & fees
23 Jan - 24 Jan 2026
Family-friendly Redmond Getaway: Walk to Dtwn
Full-sized fridge, microwave, oven, stovetop
Wall Street Suites

Aparthotel in River West

Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (282)
"Loved this place!!!!"
United States
Lisa
Wall Street Suites
Condo, Multiple Beds (Abbot House - Unit 8) | Pool
Abbot House Condo 8

Condo in Sunriver

Abbot House Condo 8
3.5 star property
The price is 3.791.952 ₫
14.765.639 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Abbot House Condo 8
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

Sunriver Resort

Sunriver Resort

10/10 Excellent
"Absolutely wonderful vacation! A huge thank you to Lance for everything!!"
Jarred 3-night trip
Posted 2 days ago
Sunriver Resort

Frequently asked questions

Can I find a holiday rental in Bend?

Yes, there are holiday rentals in Bend close to High Desert Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Bend. Make sure to also enjoy the scenic riverfront and lively breweries during your holiday.

How many holiday rentals will I find in Bend?

Expedia has 2548 holiday rentals for your stay in Bend.

What’s there to see and do in Bend?

High Desert Museum and Sunriver Homeowners Aquatic & Recreation Center are a couple of the family-friendly sights, whereas cultural attractions include Tower Theater and Hayden Homes Amphitheater. While here, Deschutes River and Drake Park are other places worth a visit.

What’s a holiday rental in Bend like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bend. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip.