Book Holiday Homes in Bend

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Featured Holiday Homes in Bend

Bend River Retreat

Bend River Retreat

4 out of 5
Bend
Book a stay at this family-friendly vacation home in Bend. Enjoy a pool table, balconies, and cable/satellite TV service. Popular attractions Hayden Homes Amphitheater ...
Bend River Retreat
Airy house with SHARC passes, hot tub, game room, fireplace, central AC & bikes

Airy house with SHARC passes, hot tub, game room, fireplace, central AC & bikes

Sunriver
Stay at this vacation home in Bend. Enjoy tennis courts, patios, and cable/satellite TV service. Popular attractions Sage Springs Club & Spa and The Village ...
Airy house with SHARC passes, hot tub, game room, fireplace, central AC & bikes
Sensational Designer's Townhouse in the heart of Eagle Crest.

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

Redmond
Stay at this vacation home in Redmond. Enjoy a fitness center, tennis courts, and patios. Popular attractions Eagle Ridge Sports Center and Spa and Juniper Trailhead ...
Sensational Designer's Townhouse in the heart of Eagle Crest.
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 Walk To Downtown & The Last Blockbuster from recently renovated home

Walk To Downtown & The Last Blockbuster from recently renovated home

Bend
Book a stay at this family-friendly vacation home in Bend. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Old Mill District and ...
Walk To Downtown & The Last Blockbuster from recently renovated home
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne
Stay at this vacation home in Terrebonne. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Steelhead Falls and Crooked River Ranch Golf Course ...
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Bluebird Day - Star Cottage

Bluebird Day - Star Cottage

Bend
Stay at this vacation home in Bend. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Old Mill District and Hayden Homes Amphitheater ...
Bluebird Day - Star Cottage
Perfect Family Getaway HotTub - sleeps 10

Perfect Family Getaway HotTub - sleeps 10

Redmond
Book a stay at this golf vacation home in Redmond. Enjoy private hot tubs, a fitness center, and tennis courts. Popular attractions Eagle Ridge Sports Center ...
Perfect Family Getaway HotTub - sleeps 10
50% OFF!  Spring Break Dates / Luxury 7 BR Home / Hot Tub / SHARC / Wi Fi

50% OFF! Spring Break Dates / Luxury 7 BR Home / Hot Tub / SHARC / Wi Fi

Sunriver
Book a stay at this family-friendly vacation home in Bend. Enjoy free WiFi, a water park, and tennis courts. Our guests praise the property condition in our ...
50% OFF! Spring Break Dates / Luxury 7 BR Home / Hot Tub / SHARC / Wi Fi
Stay Steps from the Deschutes River & Drake Park, Old Bend's charm awaits you.

Stay Steps from the Deschutes River & Drake Park, Old Bend's charm awaits you.

Bend
Book a stay at this family-friendly vacation home in Bend. Enjoy a water park, patios, and cable/satellite TV service. Popular attractions Hayden Homes Amphitheater ...
Stay Steps from the Deschutes River & Drake Park, Old Bend's charm awaits you.
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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
2700 Holiday Homes
Lowest Price
NZ$105
Highest Price
NZ$221
Popular accommodation
Bend River Retreat, Airy house with SHARC passes, hot tub, game room, fireplace, central AC & bikes, Sensational Designer's Townhouse in the heart of Eagle Crest. , Walk To Downtown & The Last Blockbuster from recently renovated home, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace, Bluebird Day - Star Cottage, Perfect Family Getaway HotTub - sleeps 10, 50% OFF! Spring Break Dates / Luxury 7 BR Home / Hot Tub / SHARC / Wi Fi, Stay Steps from the Deschutes River & Drake Park, Old Bend's charm awaits you.

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 NZ$219 per night from 20 Apr to 21 Apr
NZ$219
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3.5-star business-friendly resort in Bend. Enjoy free parking, an outdoor pool, and breakfast (surcharge). Our guests praise the restaurant and ...
Riverhouse Lodge
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 NZ$105 per night from 20 Apr to 21 Apr
NZ$105
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Days Inn by Wyndham Bend
La Quinta Inn by Wyndham Bend

La Quinta Inn by Wyndham Bend

2.5 out of 5
61200 S Highway 97, Bend, OR
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 27 Apr to 28 Apr
NZ$162
includes taxes & fees
27 Apr - 28 Apr
Book a stay at this business-friendly hotel in Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
La Quinta Inn by Wyndham Bend
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Campfire Hotel

Campfire Hotel

3 out of 5
721 NE 3rd Street, Bend, OR
Fully refundableReserve now, pay when you stay
The price is NZ$221 per night from 8 Apr to 9 Apr
NZ$221
includes taxes & fees
8 Apr - 9 Apr
Stay at this hotel in Bend. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the bar in our reviews. Popular attractions Old ...
Campfire Hotel
Don't see what you're looking for?
See all available properties in Bend
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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.

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