Search Holiday Rentals in Bend

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Find properties with these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
This weekend
May 10 - May 12

Top Holiday Rentals in Bend

Gorgeous! Fenced Yard, AC, Convenient Location
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
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
Fridge, microwave, oven, stovetop
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
10.0 out of 10, Exceptional, (22)
"Though a short stay of 3 nights. It was easy to find, and in a quiet neighborhood. The house amenities were great, and we will stay again if needed in the future."
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
Lovely, light, bright home in the woods! SHARC passes included! Hot tub!
Interior
Lovely, light, bright home in the woods! SHARC passes included! Hot tub!
10.0 out of 10, Exceptional, (52)
"Our family of 4 stayed and we were all very impressed with the home. The pictures don’t do justice, it’s a gorgeous home. We felt like we were home. Thanks for having bikes available and the hot tub was extremely clean. My son and I enjoyed the foosball even though he lost miserably. We will be sure to book again in the future."
Lovely, light, bright home in the woods! SHARC passes included! Hot tub!
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AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!
Exterior
AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!
10.0 out of 10, Exceptional, (232)
"We’ve stayed multiple times and want to return year after year. It’s a beautiful, quiet and peaceful spot that my family loves."
AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!
Wall Street Suites
Full-sized fridge, microwave, oven, stovetop
Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (204)
"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 £161
includes taxes & fees
12 May - 13 May
Wall Street Suites
Exceptional Home Near Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
Property grounds
Exceptional Home Near Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
9.8 out of 10, Exceptional, (158)
"Close to everything you will need, house well stocked."
Exceptional Home Near Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
SHARC, Wooded View, Huge Deck, Pet Friendly
Fridge, microwave, oven, stovetop
SHARC, Wooded View, Huge Deck, Pet Friendly
9.8 out of 10, Exceptional, (16)
"Nice,clean home. We stayed for a long weekend and enjoyed the wood fireplace."
SHARC, Wooded View, Huge Deck, Pet Friendly
Sunriver Cabin in Great Location near River and Village
TV, DVD player, video library
Sunriver Cabin in Great Location near River and Village
9.8 out of 10, Exceptional, (40)
"Cabin was clean & quiet with a decent bed. I’d bring a few groceries with you as there is no easy access to a store for necessities. A cute little coffee, donut shop near by that has delicious donuts"
The price is £275
includes taxes & fees
16 May - 17 May
Sunriver Cabin in Great Location near River and Village
"Mount Your Blessings"-Upscale condo on edge of downtown
Exterior
"Mount Your Blessings"-Upscale condo on edge of downtown
9.8 out of 10, Exceptional, (15)
"Would stay here again. Great location."
"Mount Your Blessings"-Upscale condo on edge of downtown
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
Exterior
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
9.6 out of 10, Exceptional, (30)
"My friend and I stayed here and were pleasantly surprised by how the place was divvied up, we both had our own bed and our own bathroom. It was very nice."
The price is £196
includes taxes & fees
30 May - 31 May
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
West Side, Walk to Newport and Downtown, Bocce Ball Court
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
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Aerial view
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
9.6 out of 10, Exceptional, (44)
"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!
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
Fridge, microwave, oven, stovetop
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
9.6 out of 10, Exceptional, (45)
"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
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
Property grounds
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
9.6 out of 10, Exceptional, (81)
"Great location, ready-to-go, no fuss rental!"
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aerial view
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
9.6 out of 10, Exceptional, (15)
"comfortable, get location for dogs"
The price is £221
includes taxes & fees
5 Jun - 6 Jun
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Riverside condo with balcony - near parks, breweries, shops, & dining
Property grounds
Riverside condo with balcony - near parks, breweries, shops, & dining
9.6 out of 10, Exceptional, (43)
"Close to downtown and River walk"
The price is £177
includes taxes & fees
15 May - 16 May
Riverside condo with balcony - near parks, breweries, shops, & dining
Stunning Retreat with Huge Hot Tub & Deck | 10 SHARC Passes, 2 Master Suites
Pool
Stunning Retreat with Huge Hot Tub & Deck | 10 SHARC Passes, 2 Master Suites
9.6 out of 10, Exceptional, (171)
"This property is in a good location with a large deck and nice setup for a large group. It has seen some wear from being a rental for a while but overall a good value for the size."
Stunning Retreat with Huge Hot Tub & Deck | 10 SHARC Passes, 2 Master Suites
Comfortable remodeled cabin with entertainment & shared pool - 6 SHARC passes
TV, fireplace
Comfortable remodeled cabin with entertainment & shared pool - 6 SHARC passes
9.6 out of 10, Exceptional, (58)
"The cabin was small, but a perfect size for a family of 4. It was clean and a nice place to stay. There were games and puzzles we could use. It was close to the Village and SHARC. The master bed was very squeeky every time you moved or rolled over, but hopefully that can be fixed."
Comfortable remodeled cabin with entertainment & shared pool - 6 SHARC passes
Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub
Pool
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
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
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."
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
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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

Campfire Hotel
Lobby sitting area
Campfire Hotel
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Love this place "
The price is £98
includes taxes & fees
12 May - 13 May
Campfire Hotel
Hotel Peppertree Bend, BW Premier Collection
Exterior
Hotel Peppertree Bend, BW Premier Collection
3.5 star property
9.0 out of 10, Wonderful, (1004)
"Comfortable and clean. Friendly helpful staff "
The price is £133
includes taxes & fees
16 May - 17 May
Hotel Peppertree Bend, BW Premier Collection
Riverhouse on the Deschutes
Serves lunch, dinner and happy hour
Riverhouse on the Deschutes
3.5 star property
8.4 out of 10, Very good, (1259)
"Beautiful setting on the river. Spacious rooms have been updated, bathrooms are quite nice and we enjoyed a real fireplace in our room. Only small negative is its a ways north of downtown and the Mill District."
The price is £133
includes taxes & fees
12 May - 13 May
Riverhouse on the Deschutes
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.

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.