Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

Bend Holiday Rentals

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Our top choices for Bend holiday rentals

1. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (301 reviews)
"Such a great place!"
United States
Danika
The price is NZ$197
includes taxes & fees
1 Sept - 2 Sept
Crooked River Ranch Cabins

2. Sunriver Resort

Sunriver Resort
4.0 star property
Sunriver
9.0 out of 10, Wonderful, (1,170 reviews)
"Friendly staff, great food on site"
United States
Gracie
The price is NZ$557
includes taxes & fees
8 Sept - 9 Sept
Sunriver Resort

3. Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (300 reviews)
"We liked the cleanliness, staff and location."
United States
Mustafa
The price is NZ$434
includes taxes & fees
11 Aug - 12 Aug
Wall Street Suites

4. The Pines at Sunriver

The Pines at Sunriver
3.0 star property
Sunriver
9.4 out of 10, Exceptional, (450 reviews)
"Very clean and conveniently located"
United States
Jessica
The price is NZ$407
includes taxes & fees
7 Sept - 8 Sept
The Pines at Sunriver

5. Riverfront Condo - Pet Friendly Near Downtown

Riverfront Condo - Pet Friendly Near Downtown
River West
9.2 out of 10, Wonderful, (76 reviews)
"Great stay! "
United States
Kara P.
The price is NZ$365
includes taxes & fees
13 Aug - 14 Aug
Riverfront Condo - Pet Friendly Near Downtown

6. 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, (148 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is NZ$361
includes taxes & fees
17 Aug - 18 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

7. 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, (34 reviews)
"The place was just how it looked with a great friendly vibe!"
United States
Ann F.
The price is NZ$435
includes taxes & fees
11 Aug - 12 Aug
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

8. Ground level Condo near Downtown Bend

Ground level Condo near Downtown Bend
River West
8.8 out of 10, Excellent, (57 reviews)
"Nice location "
United States
Patrick D.
The price is NZ$316
includes taxes & fees
23 Aug - 24 Aug
Ground level Condo near Downtown Bend

9. Riverfront Condo with Amazing View - Downtown Bend

Riverfront Condo with Amazing View - Downtown Bend
River West
9.0 out of 10, Wonderful, (86 reviews)
"The location by the river was great and the pool and hot tub were also really great. Everything was clean and comfortable. We are already thinking about our next visit back."
United States
Miranda G.
Riverfront Condo with Amazing View - Downtown Bend

10. 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, (46 reviews)
"Enjoyed stay and property was perfect for our needs"
United States
Evie K.
The price is NZ$578
includes taxes & fees
17 Aug - 18 Aug
Brick Brownstone Living in the most desired neighborhood in Bend.

11. 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, (98 reviews)
"Nice stay for both the hoomans and doggos."
United States
Sheila K.
The price is NZ$500
includes taxes & fees
8 Sept - 9 Sept
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

12. 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, (7 reviews)
"We loved this cozy spot to adventure from - so convenient and walkable."
United States
Karen K.
The price is NZ$479
includes taxes & fees
9 Sept - 10 Sept
Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.

13. The French Farmhouse at Midtown Manor - Hot Tub!

The French Farmhouse at Midtown Manor - Hot Tub!
Larkspur
10.0 out of 10, Exceptional, (25 reviews)
"Loved it, would absolutely stay here again next time I'm in Bend. "
United States
Adam R.
The price is NZ$654
includes taxes & fees
23 Aug - 24 Aug
The French Farmhouse at Midtown Manor - Hot Tub!

14. 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)
"Just two for us and was perfect for our family visit. Nice location, great river walk and close to town."
United States
Roger K.
The price is NZ$634
includes taxes & fees
23 Aug - 24 Aug
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

15. Pet Friendly Cottage on the River near Downtown!

Pet Friendly Cottage on the River near Downtown!
River West
9.4 out of 10, Exceptional, (35 reviews)
"The place was so nice that we never wanted to leave!"
United States
Lindsay Y.
The price is NZ$360
includes taxes & fees
12 Aug - 13 Aug
Pet Friendly Cottage on the River near Downtown!

16. Luxury in Bend, OR | Bunk Bed Room close to Nature

Luxury in Bend, OR | Bunk Bed Room close to Nature
Boyd Acres
9.0 out of 10, Wonderful, (51 reviews)
"Lovely stay!"
United States
John S.
The price is NZ$336
includes taxes & fees
7 Sept - 8 Sept
Luxury in Bend, OR | Bunk Bed Room close to Nature

17. 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, (98 reviews)
"Great location, perfectly situated in a quiet neighborhood but close enough to downtown. "
United States
Patrick L.
The price is NZ$551
includes taxes & fees
11 Aug - 12 Aug
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

18. Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC
Century West
9.6 out of 10, Exceptional, (52 reviews)
"Hot tub great; kichen fine; host very helpful, great stay!"
United States
Stewart M.
The price is NZ$573
includes taxes & fees
11 Aug - 12 Aug
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

19. Historic Bungalow in Walkable Old Bend

Historic Bungalow in Walkable Old Bend
Old Bend
10.0 out of 10, Exceptional, (15 reviews)
"Excellent location and cute old bungalow with easy walking to everything"
United States
Eric N.
Historic Bungalow in Walkable Old Bend

20. 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, (83 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
The price is NZ$739
includes taxes & fees
11 Aug - 12 Aug
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
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

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$336 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 majestic mountain landscape in Bend. Make sure to also enjoy the scenic riverfront 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 Cozy Sunriver Gateway: Beautiful Windows, Deck, Games + SHARC and Geary Getaway - Central Location, Private Hot Tub, Fenced Yard, AC.

How many holiday rentals will I find in Bend?

Expedia has 2507 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.