Book Holiday Homes in Bend

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Bend

NW Hartford | 3 Bed, 1 Bath

NW Hartford | 3 Bed, 1 Bath

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Drake Park.
Opens in a new windowNW Hartford | 3 Bed, 1 Bath
3 Killdeer - Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens

3 Killdeer - Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens

Sunriver OR
Located in Bend (Sunriver), this vacation home is within a 5-minute drive of The Village and Sunriver Resort Golf Course.
Opens in a new window3 Killdeer - Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens
Sequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC

Sequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC

Sunriver OR
With a stay at this vacation home in Bend (Sunriver), you'll be within a 5-minute drive of The Village and Sage Springs Club & Spa.
Opens in a new windowSequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC
Save an average of 15% on thousands of hotels when you're signed in
NW Hawthorne | 2 Bed, 1 Bath

NW Hawthorne | 2 Bed, 1 Bath

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Downtown Bend Business Association.
Opens in a new windowNW Hawthorne | 2 Bed, 1 Bath
NW McCann | 2 Bed, 1 Bath

NW McCann | 2 Bed, 1 Bath

Bend OR
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Deschutes River.
Opens in a new windowNW McCann | 2 Bed, 1 Bath
Sensational Designer's Townhouse in the heart of Eagle Crest.

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

Redmond OR
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Opens in a new windowSensational Designer's Townhouse in the heart of Eagle Crest.
NW Trenton Treehouse | River West | Pet (dog) Friendly

NW Trenton Treehouse | River West | Pet (dog) Friendly

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 10-minute drive of Old Mill District and Central Oregon Community College.
Opens in a new windowNW Trenton Treehouse | River West | Pet (dog) Friendly
View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.

View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.

Sisters OR
A stay at this vacation home places you in the heart of Sisters, within a 10-minute walk of Makin' It Local and Village Green Park.
Opens in a new windowView stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.
6 Otter - 1 min walk to SHARC + Passes Included, Hot Tub, Wood Burning Fireplace

6 Otter - 1 min walk to SHARC + Passes Included, Hot Tub, Wood Burning Fireplace

Sunriver OR
With a stay at this vacation home in Bend (Sunriver), you'll be within a 5-minute drive of The Village and Sunriver Resort Golf Course.
Opens in a new window6 Otter - 1 min walk to SHARC + Passes Included, Hot Tub, Wood Burning Fireplace
Don't see what you're looking for?
See all available properties in Bend
View all properties
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
2936 Holiday Homes
Lowest Price
AU$202
Highest Price
AU$250
Popular accommodation
NW Hartford | 3 Bed, 1 Bath, 3 Killdeer - Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens, Sequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC, NW Hawthorne | 2 Bed, 1 Bath, NW McCann | 2 Bed, 1 Bath, Sensational Designer's Townhouse in the heart of Eagle Crest. , NW Trenton Treehouse | River West | Pet (dog) Friendly, View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters., 6 Otter - 1 min walk to SHARC + Passes Included, Hot Tub, Wood Burning Fireplace

Top trending hotels in Bend

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$235 per night from 30 Mar to 31 Mar
AU$235
30 Mar - 31 Mar
includes taxes & fees
In the heart of Bend, Riverhouse Lodge is within a 5-minute drive of Blockbuster and River's Edge Golf Course.
Opens in a new windowRiverhouse Lodge
Hotel Peppertree Bend, BW Premier Collection

Hotel Peppertree Bend, BW Premier Collection

3.5 out of 5
1082 SW Yates Dr Bend OR
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 25 Mar to 26 Mar
AU$202
25 Mar - 26 Mar
includes taxes & fees
With a stay at Hotel Peppertree Bend, BW Premier Collection in Bend (Century West), you'll be within a 5-minute drive of Deschutes River and Deschutes ...
Opens in a new windowHotel Peppertree Bend, BW Premier Collection
Sunriver Resort

Sunriver Resort

4 out of 5
17600 Center Drive Bend OR
The price is AU$250 per night from 30 Mar to 31 Mar
AU$250
30 Mar - 31 Mar
includes taxes & fees
With a stay at Sunriver Resort in Bend (Sunriver), you'll be steps from Sunriver Resort Golf Course and 3 minutes by foot from The Cove.
Opens in a new windowSunriver Resort
Save an average of 15% on thousands of hotels when you're signed in
Campfire Hotel

Campfire Hotel

3 out of 5
721 NE 3rd Street Bend OR
Fully refundableReserve now, pay when you stay
In the heart of Bend, Campfire Hotel is within a 5-minute drive of Pilot Butte State Park and Tower Theater.
Opens in a new windowCampfire Hotel
Don't see what you're looking for?
See all available properties in Bend
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.