Book Holiday Homes in Sisters

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Featured Holiday Homes in Sisters

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 tennis courts, patios, and air conditioning. Popular attractions Eagle Ridge Sports Center and Spa and Juniper Trailhead ...
Sensational Designer's Townhouse in the heart of Eagle Crest.
Bluebird Day - Kokanee Cottage

Bluebird Day - Kokanee Cottage

Bend
Stay at this vacation home in Bend. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Bend Whitewater Park and Deschutes Brewery ...
Bluebird Day - Kokanee Cottage
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Bend
Stay at this vacation home in Bend. Enjoy furnished patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions Old Mill District and ...
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
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3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub,  Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

sisters
Book a stay at this family-friendly vacation home in Sisters. Enjoy an outdoor pool, a fitness center, and patios. Popular attractions Glaze Meadow Golf Course ...
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

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

Bend
Book a stay at this ski vacation home in Bend. Enjoy free WiFi, a water park, and ski-in/ski-out access. Popular attractions Des Chutes Historical Museum and ...
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Bend
Book a stay at this family-friendly vacation home in Bend. Enjoy furnished patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions ...
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck
Amazing West Side - 2 King Suites - Walk Everywhere    8 Person Hot Tub

Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub

Bend
Book a stay at this family-friendly vacation home in Bend. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Drake Park and Deschutes ...
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

Bend
Stay at this vacation home in Bend. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Old Mill District and Bend Factory Stores are located ...
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!
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
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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.

Sisters 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 Sisters vacation homes are the perfect way for you to wing it.

Holiday houses in Sisters 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 Sisters 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 Sisters adventures, obvs.

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

Sisters Holiday Homes essential information

Accommodation
1096 Holiday Homes
Lowest Price
NZ$250
Highest Price
NZ$525
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Bluebird Day - Kokanee Cottage, Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly, 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome, Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo, Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck, Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub, 3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Top trending hotels in Sisters

FivePine Lodge & Spa

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is NZ$525 per night from 7 Mar to 8 Mar
NZ$525
includes taxes & fees
7 Mar - 8 Mar
Stay at this 4-star spa hotel in Sisters. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
FivePine Lodge & Spa
GrandStay Hotel & Suites

GrandStay Hotel & Suites

3 out of 5
1026 W Rail Way, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is NZ$316 per night from 7 Mar to 8 Mar
NZ$316
includes taxes & fees
7 Mar - 8 Mar
Stay at this 3-star business-friendly hotel in Sisters. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
GrandStay Hotel & Suites
Best Western Ponderosa Lodge

Best Western Ponderosa Lodge

2.5 out of 5
790 W Barclay Drive, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is NZ$292 per night from 7 Mar to 8 Mar
NZ$292
includes taxes & fees
7 Mar - 8 Mar
Book a stay at this spa hotel in Sisters. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Best Western Ponderosa Lodge
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Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail, P.O. Box 938, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is NZ$250 per night from 7 Mar to 8 Mar
NZ$250
includes taxes & fees
7 Mar - 8 Mar
Stay at this hotel in Sisters. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sisters Inn And Suites
Don't see what you're looking for?
See all available properties in Sisters
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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.