Holiday Rentals in Bend

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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)
"Overall everything was great. Any minor issues were resolved immediately. Great service. House was very convenient to local restaurants."
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, (203)
"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 €188
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
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
Fridge, microwave, oven, stovetop
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
9.8 out of 10, Exceptional, (87)
"We had a great time. Everything was what we wanted including the hot tub. The kitchen was fully loaded with anything you could need. The neighborhood is in walking distance of a lot of delicious restaurants."
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
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 €320
includes taxes & fees
14 May - 15 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 €235
includes taxes & fees
30 May - 31 May
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Dining
"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!
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
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
Fridge, microwave, oven, stovetop
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
9.6 out of 10, Exceptional, (63)
"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
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Fridge, microwave, oven, stovetop
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
9.6 out of 10, Exceptional, (68)
"We had a great time, the house was nice and check in/out was simple."
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
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 €258
includes taxes & fees
5 Jun - 6 Jun
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub
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
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Pool
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
9.4 out of 10, Exceptional, (11)
"It was clean, check in was easy. It was a good location. You can hear above you alot. Not a big deal in the daytime."
The price is €182
includes taxes & fees
9 May - 10 May
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Pool Table, Gourmet Kitchen, Outdoor Living
Fridge, microwave, oven, stovetop
Pool Table, Gourmet Kitchen, Outdoor Living
9.4 out of 10, Exceptional, (58)
"We rented this home because my daughter and her husband were having their first child and they needed to be close to St Charles. This home was very inviting, great rooms for being together and/or needing some private time. My husband and son in law fell in love with the “man cave” playing pool into the night, and I couldn’t even hear them! Kitchen was well stocked with great cooking equipment. We had told the hosts why we were coming and they left a cute little gift bag for baby and mom. I would...
Pool Table, Gourmet Kitchen, Outdoor Living
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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

Hotel Peppertree Bend, BW Premier Collection
Exterior
Hotel Peppertree Bend, BW Premier Collection
3.5 star property
9.0 out of 10, Wonderful, (1005)
"Arrived for a conference. Staff was very helpful. Good breakfast. Nice pool and hot tub. Great bike storage room. "
The price is €155
includes taxes & fees
15 May - 16 May
Hotel Peppertree Bend, BW Premier Collection
Campfire Hotel
Lobby sitting area
Campfire Hotel
3.0 star property
9.0 out of 10, Wonderful, (1013)
"Fun spot for the price. Lots of great curated details. "
The price is €107
includes taxes & fees
12 May - 13 May
Campfire Hotel
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, (1257)
"Very great location to get to everywhere"
The price is €155
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.

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, apart-hotels, 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 €188 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?

A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage: This highly rated holiday home rental in Bend is located in the city centre, and offers 1 hot tub, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other homes for rent in Bend include Pool Table, Gourmet Kitchen, Outdoor Living and SW Chamberlain Street | 4 Bed, 3 Bath.

How many holiday rentals will I find in Bend?

Expedia has 2616 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.

Recent reviews of Bend properties
Expedia verified reviews

My Place Hotel - Bend, OR

My Place Hotel - Bend, OR

5/5 Excellent
"Great area and very good customer service"
A verified traveller stayed at My Place Hotel - Bend, OR
Posted 20 hours ago
My Place Hotel - Bend, OR