Bend Holiday Rentals

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Holiday Rentals in Bend

Fireplace
Sunriver Resort
4.0 star property
9.0 out of 10, Wonderful, (897)
"Enjoyed our stay, very affordable in the off season."
The price is NZ$452
includes taxes & fees
29 May - 30 May
Sunriver Resort
Exterior
The Pines at Sunriver
3.0 star property
9.2 out of 10, Wonderful, (330)
"Wonderful check in and beautiful property. The room exceeded our expectations. Will definitely stay here again!"
The price is NZ$222
includes taxes & fees
30 May - 31 May
The Pines at Sunriver
Full-sized fridge, microwave, oven, stovetop
Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (205)
"We appreciated the large kitchen and proximity of parking to our door. No long walk down a dark hall. Great location close to downtown and the river. Would have been great if the heat was on in the room prior to check in (it was close to freezing and took a bit to warm up). Appreciated the pup friendly items and the coffee/tea/cocoa in the kitchen. "
The price is NZ$521
includes taxes & fees
28 May - 29 May
Wall Street Suites
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Exterior
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
9.8 out of 10, Exceptional, (31)
"My dog and I stayed for two nights and it was great. The condo is right next to the river and a trail that goes along the river. Pioneer park is also about a block away and was great for quick potty walks for my dog. Close to downtown and all the shops and restaurants."
The price is NZ$357
includes taxes & fees
2 Jun - 3 Jun
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
Exterior
Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub
9.4 out of 10, Exceptional, (18)
"We had kids aged 1-8 and this property was perfect for them, especially since it was cold and rainy on our days. Our only disappointment was finding out that there was an EXTRA fee per day to have the pool heated to a usable temperature. We had assumed if we rented a property with a pool that we’d be able to enjoy it without paying more money."
Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub
Fridge, microwave, oven, stovetop
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
9.6 out of 10, Exceptional, (64)
"Great cozy weekend getaway with your partner! 8mins from downtown and close to everything. Nice quiet, safe neighborhood. Definitely recommend (:"
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
Property grounds
West Side, Walk to Newport and Downtown, Bocce Ball Court
9.6 out of 10, Exceptional, (47)
"Well stocked kitchen!!"
West Side, Walk to Newport and Downtown, Bocce Ball Court
Aerial view
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
9.6 out of 10, Exceptional, (45)
"Great rooms, enjoyed the pool and hot tub and the easy access to the riverside walking paths!"
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Pool
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
9.2 out of 10, Wonderful, (13)
"We thoroughly enjoyed our stay at this propoerty. It was exactly as advertised and was very convenient to everywhere. We would definitley stay there again when we visit our family in Bend!"
The price is NZ$314
includes taxes & fees
30 May - 31 May
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Property grounds
Exceptional Home Near Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
9.8 out of 10, Exceptional, (159)
"Nice location, close to activities, everything you need for a great vacation."
Exceptional Home Near Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
Aerial view
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
9.4 out of 10, Exceptional, (26)
"The location for walking is great - easy walk into town or out into nature. Only recommendations would be to replace the mattress on the bed - not very comfortable and an extra blanket for the trundle bed - a half quilt and a throw not enough. Otherwise the room has everything needed for a few days or even weeks."
The price is NZ$619
includes taxes & fees
7 Jun - 8 Jun
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Fridge, microwave, oven, stovetop
Gorgeous! Fenced Yard, AC, Convenient Location
10.0 out of 10, Exceptional, (9)
"This property is lovely and exactly as pictured. The place is very homey with comfortable beds and so many board games. My niece really enjoyed Operation. Communication with the property was immediate and super friendly. I would definitely stay again."
Gorgeous! Fenced Yard, AC, Convenient Location
Property grounds
Riverside condo with balcony - near parks, breweries, shops, & dining
9.6 out of 10, Exceptional, (44)
"Close to downtown and River walk"
The price is NZ$430
includes taxes & fees
3 Jun - 4 Jun
Riverside condo with balcony - near parks, breweries, shops, & dining
Fridge, microwave, oven, stovetop
Biking trail right out the back door! Come for the fresh air!
9.4 out of 10, Exceptional, (115)
"This was like a beautiful home away from home. Better than the pictures depict. Would always seek to return again."
The price is NZ$522
includes taxes & fees
29 May - 30 May
Biking trail right out the back door! Come for the fresh air!
Exterior
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks
9.4 out of 10, Exceptional, (17)
"We had a great weekend stay at this property. The check-in and check-out processes were flawless. The neighborhood was quit and it’s close to downtown. The home is super clean and the kitchen is well stocked. Perfect for a quick weekend getaway!"
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks
Fridge, microwave, oven, stovetop
Pool Table, Gourmet Kitchen, Outdoor Living
9.4 out of 10, Exceptional, (59)
"The home worked well for our stay. The furniture was comphy and the kitchen was stocked well with supplies. The pool table was a lot of fun and the backyard was great. The management team was quick to respond with support. The alarm was a problem and the bathroom floors were dirty, left over hair and debris. No shampoo or soap was left for us. The master bedroom didnt not have any window covers the first night. The management team was quick to bring them over the next day but they were broken....
Pool Table, Gourmet Kitchen, Outdoor Living
Fridge, microwave, oven, stovetop
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
9.6 out of 10, Exceptional, (46)
"My buddies and I enjoyed our stay here for a long ski-trip weekend. The house was everything as advertised, clean, and convenient. The location is great, we walked to several breweries and the local food truck lot. Definitely recommend!"
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
Exterior
Exceptional 6 BR Home Near Village / Best Rates / Sleeps 14 / Hot Tub / SHARC
9.8 out of 10, Exceptional, (132)
"We all enjoyed staying in such a beautiful home and having bikes available for after a long day of conferences was a added plus for us!"
Exceptional 6 BR Home Near Village / Best Rates / Sleeps 14 / Hot Tub / SHARC
Fridge, microwave, oven, stovetop
Charming dog-friendly cabin with hot tub,pool, & SHARC passes
9.0 out of 10, Wonderful, (177)
"Great ski cabin, super close to Sun River and Mt Bachelor. The cabin is smaller than the pictures suggest, but it was perfect for 2 adults and 2 teenage boys. The hot tub was perfect for after a day on the hill."
The price is NZ$685
includes taxes & fees
29 May - 30 May
Charming dog-friendly cabin with hot tub,pool, & SHARC passes
Fridge, microwave, oven, stovetop
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
9.8 out of 10, Exceptional, (90)
"This property would be great for families. It was a little much for just the two of us."
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
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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.

Other types of properties in Bend you may be interested in

Serves lunch, dinner and happy hour
Riverhouse on the Deschutes
3.5 star property
8.4 out of 10, Very good, (1248)
"Only complaint, LOTS of door slamming. Otherwise, fine."
The price is NZ$316
includes taxes & fees
23 Jun - 24 Jun
Riverhouse on the Deschutes
Lobby sitting area
Campfire Hotel
3.0 star property
9.0 out of 10, Wonderful, (1023)
"This place was fantastic, the only reason it is 4/5 was the area behind the hotel had a lot of police activity and transients. "
The price is NZ$306
includes taxes & fees
29 May - 30 May
Campfire Hotel
Exterior detail
Bend Inn & Suites
2.0 star property
8.0 out of 10, Very good, (983)
"Bend, Or was a stopover from the Idaho mountains to the Oregon coast. Pleasant and fairly quiet for being on busy 3td st. Also not far from a couple of the 9-10 dog parks. Very outreaching city that has grown immensely to over a hundred thousand. Just a nice place to visit."
The price is NZ$163
includes taxes & fees
29 May - 30 May
Bend Inn & Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bend holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bend. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bend. Seeing all the best attractions is bound to make you fall in love with Bend. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bend short-term rentals, that won’t be hard to do.

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 2621 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 Theatre 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.

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