20 Best Sisters Vacation rentals on Holiday Lettings - Cabins

Close

View larger map

Sisters

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

21 Vacation rentals

36

Home accommodation in Sisters

Central Oregon / Sisters

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This comfortable vacation rental in Sisters is a fantastic place to plan your next Central Oregon adventure. Nestled in Tollgate, an authentic western-style community, when you stay here you will have easy access to city businesses, shared amenities such as a pool, plus …see more

from $150 / night

$1050 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from $150 / night

(1) Good 

30

Home rental in Sisters

Central Oregon / Sisters

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This newer craftsman style home is walking distance to Downtown Sisters. From the front porch you can view Black Crater. The upstairs family room has a large screen TV and wonderful skylights adding an abundance of natural light. There is a sleeper sofa in this room. Th …see more

from $87 / night

$609 / week

Book View

from $87 / night

26

Vacation home with shared pool in Sisters

Central Oregon / Sisters

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
You can't beat this practically new home on the west side of Pine Meadow Village. A corner lot with an awesome view of Three Sisters. Relax on our large covered porch and watch the mountains, sunset, and roaming deer. Or just relax in our living room and view it all …see more

from $245 / night

$1550 / week

Book View

Responds fast!
avg. 1 hour 5 minutes

from $245 / night

8

Vacation home rental

Central Oregon / Sisters

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
Spacious family-friendly home located on the 16th fairway of Big Meadow Golf Course. Large open kitchen with granite countertops and bar seating. The dining area adjoins the Great Room where you can dine, play cards or games, or lounge in front of the fireplace. Two be …see more

from $325 / night

$2275 / week

Inquire View

from $325 / night

34

Vacation home in Sisters

Central Oregon / Sisters

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
If you're looking for a peaceful Central Oregon getaway to share with your large group, consider staying at this stunning Sisters vacation rental. Custom built by an architect with experience designing churches, this cathedral-esque home boasts five bedrooms, a loft, a …see more

from $128 / night

$896 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $128 / night

16

Sisters Vacation home rental

Central Oregon / Sisters

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Large 5 bedroom 4 bath home with an additional family room/6th bedroom with pullout sofa sleeper. Most of the home is on the main floor with the 5th bedroom and family room above the garage. You have 2 living rooms, large kitchen/dining room, and a spacious deck that ba …see more

from $420 / night

$2940 / week

Inquire View

from $420 / night

26

Home rental in Sisters

Central Oregon / Sisters

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Retreat to this large, spacious home in Sisters with your family and friends - plus the family dog! You'll have plenty of room to relax, a lovely deck with a gas grill, and a great location near town and lots of outdoor recreation. Located in the quiet Squaw Creek commu …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $99 / night

(2) Excellent 

13

Vacation home in Sisters

Central Oregon / Sisters

4 9 5 nights min

  • 4 bedrooms
  • Sleeps 9
  • 5 nights min
  • Child friendly
  • Air conditioning
Serious Quilters will love this house and location!! We have a 2500 Square feet home with 4 bedrooms and a home office (that easily converts to a 5th bedroom). We can sleep 9 on beds and another 4 on air mattresses. $350/night with a minimum of 4 nights. Great outdo …see more

from $425 / night

$2800 - $3850 / week

Book View

from $425 / night

42

Home rental in Sisters

Central Oregon / Sisters

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
Say hello to a relaxing, laid-back Central Oregon getaway when you stay at this secluded Sisters vacation rental. Nestled on five acres just outside the city limits, this home boasts a private hot tub and a wood-burning fireplace in addition to convenient amenities such …see more

from $99 / night

$693 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $99 / night

32

Vacation home in Sisters

Central Oregon / Sisters

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Take a trip to Sisters and enjoy a stay at this charming house right in downtown. With entertainment, a central location, and a separate studio for privacy, up to six guests will have a great time here! Located across from the Village Green City Park just a couple block …see more

from $88 / night

$616 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $88 / night

43

Vacation home in Sisters

Central Oregon / Sisters

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This comfortable, riverfront home in Sister, OR is the perfect spot for your next getaway! Up to eight guests will feel at home here with modern furnishings and access to the Wychus Creek right out the back door. Located in a quiet neighborhood in downtown Sisters, you' …see more

from $88 / night

$616 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $88 / night

24

Home rental in Sisters

Central Oregon / Sisters

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This rustic cabin in Sisters, OR offers access to a shared pool, tennis courts, and proximity to wilderness and conveniences for up to eight guests to feel at home! Sitting in the quiet and relaxed Tollgate community three miles outside of Sisters, a quick drive will br …see more

from $80 / night

$560 / week

Book View

from $80 / night

(1) Very Good 

28

Home rental in Sisters

Central Oregon / Sisters

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
If you're planning a Central Oregon getaway, you can't go wrong with a stay at this dog-friendly Bend vacation rental. Whether you're lounging on the spacious decks, admiring the mountain views as you soak in the private hot tub, or relaxing in front of the wood stove, …see more

from $92 / night

$644 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from $92 / night

(1) Excellent 

24

Vacation home in Sisters

Central Oregon / Sisters

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
This traditional log cabin in Sisters, OR will accommodate up to seven travelers to enjoy modern amenities, a shared pool, and tennis courts! Part of the Tollgate community just three miles from the heart of Sisters, you'll enjoy bike paths and easy access to outdoor fu …see more

from $79 / night

$553 / week

Book View

from $79 / night

39

Vacation home in Sisters

Central Oregon / Sisters

5 20 Min stay varies

  • 5 bedrooms
  • Sleeps 20
  • Min stay varies
  • Child friendly
  • Air conditioning
This gorgeous, gated estate in Sisters, OR offers an idyllic landscape, spacious accommodations, and plenty of entertainment to please a group as large as 20 guests! Located one mile from downtown Sisters, where you'll find shops and restaurants, you'll enjoy a pond out …see more

from $350 / night

$2450 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $350 / night

45

Sisters Vacation home rental

Central Oregon / Sisters

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
Plan a rejuvenating trip to Central Oregon at Sisters Mountain View Ranch, where you'll find 30 acres of private land and a private hot tub for a family of up to nine to have a great time! Located a few miles south of downtown Sisters, you'll enjoy privacy while still h …see more

from $99 / night

$693 / week

Book View

from $99 / night

26

Vacation home in Sisters

Central Oregon / Sisters

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Escape the hustle and bustle of daily life when you stay at this charming, dog-friendly studio. Enjoy the peace and quiet of the incredible Central Oregon landscape while you reconnect with your loved one and spend time exploring the beautiful natural surroundings. Situ …see more

from $64 / night

$442 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $64 / night

24

Home rental in Sisters

Central Oregon / Sisters

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
This charming 1930's-era bungalow in the heart of historic Sisters offers a comfortable and convenient way to enjoy a romantic or adventure-packed vacation in the Cascades. Set on a quiet street within walking distance to restaurants, coffee shops, galleries and the the …see more

from $60 / night

$420 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $60 / night

(3) Good 

24

Vacation home in Sisters

Central Oregon / Sisters

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Sisters Tollgate Cabin is nestled among the pine trees on the edge Deschutes National Forest. Knotty pine walls and western decor provide rustic ambience in this two bedroom vacation cabin. Downtown Sisters is just three miles away, where art, culture, and dining abound …see more

from $70 / night

$490 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $70 / night

16

Vacation home rental

Central Oregon / Sisters

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Rejoice in the scent of pine trees, sage, and beautiful desert landscape when you take a retreat to Central Oregon. This cute bungalow in Sisters is the perfect home base for a group of six, featuring a large outdoor patio with gazebo seating in any weather, access to a …see more

from $90 / night

$630 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $90 / night

(1) Very Good 

28

Vacation home in Sisters

Central Oregon / Sisters

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Hole up in this cheerful Sisters vacation cabin for some quality time with your favorite people. Surrounded by trees and an enclosed backyard and with access to shared amenities like a pool and tennis courts, this rental gives you the best of both worlds! In the Tollgat …see more

from $90 / night

$630 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $90 / night