Bend Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Bend holiday rentals

A fire pit with chairs around it, a red umbrella, and wooden buildings in the background.

1. Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (310 reviews)
"Great! Will come again!"
United States
Wenzhong
The price is NZ$288
includes taxes & fees
30 Nov - 1 Dec
Wall Street Suites
A modern building with large windows and a flat roof.

2. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (384 reviews)
"The place was great and we will be back."
United States
Brian
The price is NZ$136
includes taxes & fees
9 Dec - 10 Dec
Crooked River Ranch Cabins
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering scenic views.

3. Sunriver Resort

Sunriver Resort
4.0 star property
Sunriver
9.0 out of 10, Wonderful, (1,210 reviews)
"Beautiful location and friendly staff."
United States
Janet
The price is NZ$391
includes taxes & fees
20 Nov - 21 Nov
Sunriver Resort
A modern living room with a fireplace, a dining table set for four, and a cozy seating area with a sofa and armchairs.

4. The Pines at Sunriver

The Pines at Sunriver
3.0 star property
Sunriver
9.4 out of 10, Exceptional, (466 reviews)
"We have stayed at The Pines several times and have never been disappointed in the convenience of its location at Sunriver, the cleanliness of the rooms, and the friendliness of its staff."
United States
Kenneth
The price is NZ$254
includes taxes & fees
10 Nov - 11 Nov
The Pines at Sunriver
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

5. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (165 reviews)
"Great location!"
United States
Marc H.
The price is NZ$458
includes taxes & fees
15 Nov - 16 Nov
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A kitchen with wooden cabinets, a microwave, a refrigerator, a stove, and a dining area with a table and chairs.

6. Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
10.0 out of 10, Exceptional, (32 reviews)
"Clean, excellent location, comfortable, worth it!"
United States
Beverly G.
The price is NZ$350
includes taxes & fees
10 Nov - 11 Nov
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
An outdoor patio with a wooden table set for dining, a sofa, and a glass door leading to an interior space.

7. Aerie Residences by AvantStay

Aerie Residences by AvantStay
3.0 star property
Summit West
9.8 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay at Aerie Suites by AvantStay. The location is great—close to everything in Bend but still quiet and relaxing. The beds were very comfortable, and the modern finishes made the space feel fresh and welcoming. It was an easy, stress-free place to unwind and made for a perfect, relaxing weekend away."
United States
Lisa
The price is NZ$803
includes taxes & fees
18 Nov - 19 Nov
Aerie Residences by AvantStay
A brick building with multiple windows and a staircase leading to the entrance.

8. Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.
Southern Crossing
10.0 out of 10, Exceptional, (52 reviews)
"Great location, great host and great stay!"
United States
Jessica C.
The price is NZ$558
includes taxes & fees
11 Nov - 12 Nov
Brick Brownstone Living in the most desired neighborhood in Bend.
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 NZ$448
includes taxes & fees
11 Nov - 12 Nov
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A modern living room with a fireplace, a balcony with curtains, and a dining area with a table and chairs.

10. Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
River West
9.6 out of 10, Exceptional, (49 reviews)
"Rental was clean and affordable on a nice location.Nothing particularly fancy, but worth the price."
United States
Joel H.
The price is NZ$350
includes taxes & fees
10 Nov - 11 Nov
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
A two-story house with green doors and a covered patio area.

11. Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (117 reviews)
"Cute place, great location!"
United States
Kelly
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
A cozy living room with a fireplace, wooden ceiling, and large windows offering a view of trees.

12. Dog friendly at the Seventh Mountain Resort!

Dog friendly at the Seventh Mountain Resort!
Seventh Mountain
9.8 out of 10, Exceptional, (83 reviews)
"Enjoyed my time here, the accomodations were great!"
United States
Emily C.
The price is NZ$427
includes taxes & fees
11 Nov - 12 Nov
Dog friendly at the Seventh Mountain Resort!
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

13. 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)
"Nice place. Good location next to river!"
United States
Todd W.
The price is NZ$390
includes taxes & fees
15 Nov - 16 Nov
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A swimming pool area with a hot tub, lounge chairs, and a rocky landscape.

14. Best Location and layout at 7th Mountain 1024 SF 2 Bed/2 Bath - Pet Friendly

Best Location and layout at 7th Mountain 1024 SF 2 Bed/2 Bath - Pet Friendly
Seventh Mountain
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay!"
United States
Brandon H.
The price is NZ$640
includes taxes & fees
3 Dec - 4 Dec
Best Location and layout at 7th Mountain 1024 SF 2 Bed/2 Bath - Pet Friendly
A room with a large sliding glass door leading to a balcony with a river view.

15. Condo near Downtown Bend - Top-floor with Riverview!

Condo near Downtown Bend - Top-floor with Riverview!
River West
9.4 out of 10, Exceptional, (65 reviews)
"The view and location was amazing, and great for our two dogs also."
United States
Amy B.
Condo near Downtown Bend - Top-floor with Riverview!
A single-story house with a green door, a small porch, and a brick entrance.

16. 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 hallway with a wooden ceiling, a large window, a television, a sofa, a plant, and a rug.

17. 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)
"Great host and quick walk to downtown!"
United States
jeremy h.
The price is NZ$368
includes taxes & fees
10 Nov - 11 Nov
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
A two-story house with green doors and a covered patio area.

18. Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining

Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
Old Bend
9.8 out of 10, Exceptional, (139 reviews)
"Great location and super comfortable, clean home. We've been to Bend a lot, and this was one of our favorite stays."
United States
John H.
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
A small, single-story house with a porch, numbered 323, featuring two blue chairs and a small garden area.

19. Walk to River, Downtown, Concerts · Old Bend Cottage

Walk to River, Downtown, Concerts · Old Bend Cottage
Old Bend
9.2 out of 10, Wonderful, (17 reviews)
"Great place and host. Thank you."
United States
Daniel
Walk to River, Downtown, Concerts · Old Bend Cottage
A wooden deck with two striped umbrellas, a wooden fence, and a house with a dark front door.

20. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (53 reviews)
"Host was great. Was so clean and ready when we got there. Perfect place for 2 people and a dog."
United States
Bonnie H.
The price is NZ$511
includes taxes & fees
10 Nov - 11 Nov
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
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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Find holiday rentals that suit your style

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Find out more about Bend

Everything you need to know about Bend holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bend holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bend holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bend holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bend. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bend holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bend holiday rentals we have selected for you start as low as NZ$136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bend rentals

At Expedia, we put the best Bend holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bend rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bend holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bend. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 scenic riverfront in Bend. Make sure to also enjoy the majestic mountain landscape and lively breweries during your holiday.

What are some of the best holiday rentals that Bend has to offer?

HotTub, Near Old Bend & Downtown | Aerie 2BDR King: This highly rated holiday home rental in Bend offers a balcony, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Bend include Exceptional Home Near SR Village / Hot Tub / SHARC Passes / AC / Wi Fi / Bikes and Timber 12 - Cabin, SHARC Passes + Walkable, Private Hot Tub.

How many holiday rentals will I find in Bend?

Expedia has 2315 holiday rentals for your stay in Bend.

What’s there to see and do in Bend?

High Desert Museum and Bend Rock Gym 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.