Book Holiday Homes in Bend

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Featured Holiday Homes in Bend

Sensational Designer's Townhouse in the heart of Eagle Crest.

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Bend
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen

Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen

Powell Butte
With a stay at this vacation home in Powell Butte, you'll be in the mountains, and 21.3 mi (34.2 km) from Old Mill District and 22 mi (35.5 km) from Hayden Homes ...
Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen
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1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

Bend
The price is AU$376 per night from 6 Aug to 7 Aug
AU$376
6 Aug - 7 Aug
includes taxes & fees
Located in Bend, this vacation home is in a rural location, a 2-minute drive from The Fun Farm and 9 minutes from Tumalo State Park.
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
Today is the unofficial summer start!  Last minute cancellation-Book June 14-19!

Today is the unofficial summer start! Last minute cancellation-Book June 14-19!

Sunriver
Located in Bend (Sunriver), this vacation home is within a 5-minute drive of Fort Rock Park and Sunriver Nature Center.
Today is the unofficial summer start! Last minute cancellation-Book June 14-19!
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Bend
Located in Bend (Southern Crossing), this vacation home is within a 15-minute walk of Old Mill District and Hayden Homes Amphitheater.
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!

Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!

Sunriver
With a stay at this vacation home in Bend (Sunriver), you'll be a 1-minute drive from Fort Rock Park and 5 minutes from Sunriver Nature Center.
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Powell Butte
With a stay at this vacation home in Powell Butte, you'll be next to a golf course, and 21.9 mi (35.3 km) from Old Mill District and 22.7 mi (36.6 km) from Hayden ...
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
Family-Friendly Home with SHARC Passes & Private Hot Tub

Family-Friendly Home with SHARC Passes & Private Hot Tub

Sunriver
Located in Bend (Sunriver), this vacation home is within a 5-minute drive of Fort Rock Park and Sunriver Nature Center.
Family-Friendly Home with SHARC Passes & Private Hot Tub
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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.

Bend Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bend vacation homes are the perfect way for you to wing it.

Holiday houses in Bend let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bend in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bend adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bend with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bend vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Bend Holiday Homes essential information

Accommodation
2925 Holiday Homes
Lowest Price
AU$152
Highest Price
AU$428
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo, Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen, 1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR., Today is the unofficial summer start! Last minute cancellation-Book June 14-19!, Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River, Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!, Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities, Family-Friendly Home with SHARC Passes & Private Hot Tub

Top trending hotels in Bend

Days Inn by Wyndham Bend

Days Inn by Wyndham Bend

2 out of 5
849 NE Third Street, Bend, OR
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 24 Aug to 25 Aug
AU$175
24 Aug - 25 Aug
includes taxes & fees
With a stay at Days Inn by Wyndham Bend, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.
Days Inn by Wyndham Bend
Red Lion Inn & Suites Deschutes River Bend

Red Lion Inn & Suites Deschutes River Bend

2.5 out of 5
15 NE Butler Market Road, Bend, OR
Fully refundableReserve now, pay when you stay
The price is AU$222 per night from 19 Aug to 20 Aug
AU$222
19 Aug - 20 Aug
includes taxes & fees
With a stay at Red Lion Inn & Suites Deschutes River Bend in Bend (Boyd Acres), you'll be a 5-minute drive from Old Mill District and 6 minutes from Hayden Homes ...
Red Lion Inn & Suites Deschutes River Bend
Bend Inn & Suites

Bend Inn & Suites

2 out of 5
437 NE 3rd St., Bend, OR
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 18 Aug to 19 Aug
AU$152
18 Aug - 19 Aug
includes taxes & fees
With a stay at Bend Inn & Suites in Bend (Larkspur), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.
Bend Inn & Suites
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Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
3075 N. Business 97, Bend, OR
Fully refundableReserve now, pay when you stay
The price is AU$428 per night from 11 Aug to 12 Aug
AU$428
11 Aug - 12 Aug
includes taxes & fees
In the heart of Bend, Riverhouse Lodge is within a 5-minute drive of Blockbuster and River's Edge Golf Course.
Riverhouse Lodge
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.