Best Vacation rentals and Airbnb offers in Sisters, OR
9.8 58 reviews
Sisters, OR
07/05 – 07/07
$636/nighttotal: $1272 (2 )
Fourth Sister Retreat
2 2
apartment , Sisters
This Sisters apartment is located just 21 miles from Hollinshead Park, 22 miles from Drake Park, and 23 miles from Ponderosa Park, making it a convenient base for exploring the scenic beauty of the area. The apartment consistently receives excellent ratings for location, cleanliness, and user experience. The 1220-square-foot apartment comfortably accommodates up to six guests in two bedrooms and one bathroom. Amenities include a fully equipped kitchen, a private balcony, free parking, a swimming pool, a hot tub, and free Wi-Fi access.
Sisters, OR
07/10 – 07/13
$627/nighttotal: $1881 (3 )
Black Butte Ranch Ridge Cabin 022
3 3
cabin , Black Butte Ranch
This three-bedroom, two-bathroom cabin is located within Black Butte Ranch, offering a serene mountain-valley escape in Central Oregon. This pet-friendly lodge accommodates up to six guests and features a full kitchen, a fireplace, a recently updated interior, a remodeled deck, and access to a swimming pool, jacuzzi, garden, and sauna.
10 201 reviews
Sisters, OR
07/17 – 07/19
$592/nighttotal: $1184 (2 )
Minutes Walk Downtown/cozy Cottage Retreat/sauna.
1 5
apartment , Sisters
This charming cottage is located just a short walk from downtown Sisters, offering a peaceful retreat in a serene setting amongst old-growth pine. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 4-bedroom, 2-bathroom cabin can comfortably accommodate up to 11 guests, perfect for families or groups of friends. Enjoy the convenience of a fully equipped kitchen, a private sauna and spa, a cozy gas fireplace, multiple decks, and a covered gazebo with a propane heater.
10 2 reviews
Sisters, OR
10/09 – 10/11
$398/nighttotal: $796 (2 )
Cozy Hideaway W/outdoor Living And Hot Tub! Close To Skiing And Hiking.
3 4
cabin , Sisters
This Sisters, Oregon cabin sits on the edge of the Deschutes National Forest, a short bike ride or drive from downtown Sisters' shops and restaurants. The 3-bedroom, 2-bathroom lodge sleeps 8, offering a heated covered deck, hot tub, high-speed internet, and direct access to hiking and cross-country skiing trails.
9.7 39 reviews
Sisters, OR
10/09 – 10/11
$329/nighttotal: $658 (2 )
Cozy Cabin In Tollgate
1 4
apartment , Sisters
This Sisters, Oregon cabin offers a secluded escape near abundant wildlife viewing and hiking trails, its precise location within the Sisters area requiring further specification regarding proximity to downtown and specific trailheads. This two-bedroom, two-bathroom lodge sleeps seven, boasting a full kitchen, air conditioning, a jacuzzi, and parking, perfect for family getaways or group trips enjoying the peaceful pine forest setting.
9.4 126 reviews
Sisters, OR
07/17 – 07/19
$515/nighttotal: $1030 (2 )
Timber Creek Escape With Great Location And Amenities
3 5
apartment , Sisters
This vacation home in Sisters is within walking distance of popular tourist attractions. It is a top-rated, spacious, and comfortable apartment with an excellent location and cleanliness rating. The apartment has three bedrooms, a kitchen, a living area, and three bathrooms. It can accommodate up to 7 guests and has a floor area of 1800 square feet. The kitchen is fully equipped with a refrigerator, oven, stovetop, microwave, and coffee maker. The apartment also has a washing machine, free Wi-Fi, and a TV.
9.9 31 reviews
Sisters, OR
07/10 – 07/13
$659/nighttotal: $1977 (3 )
Walk To Downtown Sisters! Perfect Location
2 3
apartment , Sisters
This 2-bedroom apartment is located in Pine Meadow Village, a short drive from downtown Sisters and Bend. The location offers easy access to the Deschutes National Forest, with its hiking trails and outdoor activities. The home features a comfortable living room with a fireplace, a well-equipped kitchen, and a dining room table. Amenities include a swimming pool, a spa, a clubhouse, and tennis courts, providing plenty of opportunities for relaxation and recreation.
9.9 64 reviews
Sisters, OR
07/05 – 07/07
$447/nighttotal: $894 (2 )
The Festival House Is The Sweet Spot In Sisters!
1 2
apartment , Sisters
This charming cottage is located in Sisters, just 5 blocks from the town center and 3 blocks from the Village Green, making it easy to explore the town's shops, restaurants, and attractions. Guests consistently rate the cottage excellent for location, cleanliness, and overall experience. This cozy vacation rental has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities like air conditioning, a full kitchen, laundry facilities, Wi-Fi, and a private backyard perfect for relaxing after a day of exploring the area.
Sisters, OR
07/10 – 07/13
$517/nighttotal: $1551 (3 )
Rustic-chic Home With Patio Pools Hot Tubs & Fitness Center
1 3
house , Black Butte Ranch
This vacation home is situated within Black Butte Ranch, offering direct access to its amenities and natural surroundings. This 1520 sq ft rental features 3 bedrooms, accommodating up to 9 guests with air conditioning, a private pool, Jacuzzi, sauna, fitness center, and a kitchen equipped with a fridge, microwave, and dishwasher.
9.6 11 reviews
Sisters, OR
06/24 – 06/29
$582/nighttotal: $2910 (5 )
Spacious Pnw Retreat With Resort Amenities, Wood Fireplace, Grill, W/d, & Ac
4 2
apartment , Black Butte Ranch
This Black Butte Ranch rental offers prime positioning with views of Black Butte, Mt. Washington, and Three Fingered Jack, and is located 14 miles from Hoodoo Ski Area and Ray Benson Sno-Park. This 1990 sq ft home accommodates up to 9 guests across 4 bedrooms and 3 bathrooms, featuring vaulted ceilings, a wood-burning fireplace, a well-equipped kitchen, central air conditioning, a private washer/dryer, an EV charger, and access to community pools, hot tubs, a sauna, and a fitness room.
9.6 33 reviews
Sisters, OR
07/17 – 07/19
$617/nighttotal: $1234 (2 )
Timber Creek Escape Sisters Townhome Pet Friendly And Great Location
3 5
apartment , Sisters
This Sisters vacation home, located within one mile of Village Green Park, Cliff Clemens Park, Peterson Ridge Trail, Shibui Spa, and Cork Cellars, offers easy access to local attractions and outdoor recreation. This 1800-square-foot house features three bedrooms, three bathrooms, and sleeps seven, boasting a fully equipped kitchen, free Wi-Fi, a barbecue grill, and a smoke-free environment.
Sisters, OR
07/17 – 07/19
$606/nighttotal: $1212 (2 )
Two Units, One Stay | Perfect For Groups
2 5
apartment , Sisters
This entire building rental in Sisters is located a short walk from downtown shops, dining, and seasonal events, offering convenient access to Central Oregon's hiking and biking trails. This pet-friendly duplex accommodates up to 7 guests with two separate units, each featuring modern interiors, air conditioning, and internet, while the full kitchens and ample parking make it ideal for groups seeking privacy and easy access to outdoor adventures.
Compare Family Vacation Rentals in Sisters, OR
Make memories with a family retreat in Sisters, OR, where fresh air and scenic trails are right outside your door.
9.9 64 reviews
Sisters, OR
07/05 – 07/07
$451/nighttotal: $902 (2 )
Cozy Sisters Cottage | Pool • Walk To Town • Dogs
1 2
apartment , Sisters
This charming cottage in Pine Meadows Village is just steps from the community pool, spa, and tennis court, and within walking distance of downtown Sisters' shops, galleries, and restaurants. The cottage consistently receives excellent ratings for location, cleanliness, and overall guest experience. The two-bedroom, two-bathroom cottage comfortably accommodates up to six guests. Enjoy access to a fully equipped kitchen, a private garden, and a relaxing jacuzzi, along with the added benefit of a community pool, tennis court, and stunning Cascade Mountain views.
9.8 62 reviews
Sisters, OR
10/09 – 10/11
$532/nighttotal: $1064 (2 )
Golf Home With Seasonal Hot Tub - October To April
3 4
apartment , Black Butte Ranch
This family-friendly house is situated in the heart of the Sisters area and has an excellent user rating. It is within a 2-mile radius of popular attractions, such as Big Meadow Golf Course and Phalarope Lake. This single-family home has a floor area of 1800 square feet, 3 bedrooms, and 2 bathrooms, and it can accommodate up to 8 guests. It features a cozy fireplace, free Wi-Fi, a fully equipped kitchen, and a terrace with a garden view. Guests have access to a fitness center, an indoor and outdoor pool, a spa tub, and a game room.
10 7 reviews
Sisters, OR
10/09 – 10/11
$341/nighttotal: $682 (2 )
Wooden A-frame Cabin Nestled In The Tall Pines
3 4
cabin , Sisters
This Sisters, Oregon cabin rental is located 2.7 miles from downtown Sisters and 20 miles from Hoodoo Ski Area, providing easy access to Peterson Ridge Trail and the Whychus Creek Wild and Scenic River. The 1280-square-foot lodge sleeps six guests in three bedrooms and two bathrooms, boasting a family-focused design with a lofted bed, slide, play area, two-car garage, and amenities including bikes, a stroller, and a hiking backpack.
8.6 4 reviews
Sisters, OR
10/09 – 10/11
$418/nighttotal: $836 (2 )
Sweet Retreat Cozy Cabin
2 4
cabin , Sisters
Sweet Retreat Cozy Cabin is a charming 2-bedroom, 2-bathroom cabin located in Sisters, Oregon. It's situated in a quiet neighborhood within walking distance of Peterson Ridge Trailhead and Shibui Spa, offering a serene ambiance and easy access to the town's attractions. The cabin features a cozy and inviting atmosphere with a fireplace and comfortable furnishings. It can accommodate up to 6 guests and includes a fully equipped kitchen, modern amenities, and a private outdoor space. Guests can enjoy the scenic surroundings from the deck or yard, and bring their pets along for their stay.
Best Sisters, OR vacation rentals with a balcony
10 15 reviews
Sisters, OR
07/10 – 07/13
$907/nighttotal: $2721 (3 )
Black Butte Mountain Retreat W/ Private Sauna
3 3
apartment , Black Butte Ranch
This 2200-square-foot vacation home is located within the exclusive Black Butte Ranch resort community, nestled amidst the scenic beauty of Sisters, Oregon. It offers easy access to world-class amenities and recreational activities, including complimentary lift tickets for skiing and snowboarding at the nearby Hoodoo Ski Area. This three-bedroom, two-bathroom home features a fully stocked kitchen, comfortable living spaces, and unique design elements like a copper sink with a beautiful patina and a piano in the living room. It also boasts a private cedar deck, outdoor furniture, and a BBQ grill in the backyard for al fresco dining and relaxation. With an excellent user rating, this vacation home accommodates up to eight guests and is perfect for families or groups seeking a luxurious and memorable stay in Black Butte Ranch.
Sisters, OR
10/09 – 10/11
$762/nighttotal: $1524 (2 )
Black Butte Ranch Glaze Meadow 032
3 4
apartment , Black Butte Ranch
This three-bedroom, two-bathroom condo at Black Butte Ranch is located in the mountains near Sisters, Oregon, offering proximity to Glaze Meadow and Big Meadow Golf Courses, and is within 2 miles of Whychus Creek Wild and Scenic River and Phalarope Lake. This 1260 square foot vacation home accommodates up to six guests and features air conditioning, a full kitchen with a dishwasher, a swimming pool, jacuzzi, sauna, spa, and a terrace or balcony, ideal for family stays with opportunities for game walks and birdwatching.
10 1 review
Sisters, OR
10/09 – 10/11
$712/nighttotal: $1424 (2 )
Black Butte Ranch Ridge Cabin 010
3 4
cabin , Black Butte Ranch
This mountain lodge at Black Butte Ranch, located near Sisters, offers proximity to Glaze Meadow Golf Course (less than 1 mile away, approximately 5280 feet), Big Meadow Golf Course, Sisters Community Labyrinth, and Cork Cellars, with opportunities for game walks and birdwatching. This family-friendly cabin spans 900 square feet and accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, a full kitchen with a dishwasher, a swimming pool, a jacuzzi, a terrace, and a sauna.
Sisters, OR
10/09 – 10/11
$777/nighttotal: $1554 (2 )
Black Butte Ranch Golf Course Condo 098
3 4
apartment , Black Butte Ranch
This spacious 1,300-square-foot condo is located in Sisters, Oregon, near Black Butte Ranch, a short walk from the Big Meadow Golf Course and an eight-minute drive from Phalarope Lake. The three-bedroom, two-bathroom vacation rental sleeps six and boasts a fully equipped kitchen, in-unit laundry, Wi-Fi, a fireplace, air conditioning, a balcony, and access to a shared pool, hot tub, and BBQ facilities.
Frequently Asked Questions about vacation rentals in Sisters, OR
What are some interesting places to visit in or near Sisters, OR?
Sisters is a great base for exploring the area. You can visit the historic Sisters Museum, hike the Cascade Lakes Scenic Byway, or check out the famous Smith Rock State Park, just a short drive away. And if you're looking for something a little different, you can go to the High Desert Museum, which features animals and exhibits about the region's natural history.
What are the best Airbnb and vacation rentals in Sisters, OR?
Which walking or cycling routes are the best in Sisters, OR?
The paved bike path along the Deschutes River is a popular choice for both walking and cycling. It's a flat, easy route, perfect for families. If you're looking for a more challenging ride, you can try the loop around Whychus Creek, which has some rolling hills. And for stunning views, the trail up to the top of Black Butte is a must-do.
What sports or outdoor activites can visitors enjoy in and around Sisters, OR?
Sisters is a paradise for outdoor enthusiasts! You can go hiking, biking, fishing, kayaking, skiing, snowboarding, and more. There are plenty of trails for all skill levels, and the area is home to several rivers and lakes. In the winter, Mount Bachelor Ski Resort is a popular destination for downhill skiing.
What are the best vacation rentals with a pool in Sisters, OR?
What other towns or cities can be easily accessed from Sisters, OR?
Sisters is conveniently located near several other towns and cities. You can easily drive to Bend, which is about 20 miles away, or to Redmond, which is about 15 miles away. Both towns offer a wide range of restaurants, shops, and attractions. If you want to explore further, Portland is about a 3-hour drive from Sisters.
What are the best rentals for families and kids in Sisters, OR?
What amenities are commonly available in vacation rentals in Sisters, OR?
Vacation rentals in Sisters typically come with a range of amenities, including kitchens, bathrooms, bedrooms, living areas, and outdoor spaces. Many rentals also have access to Wi-Fi, laundry facilities, and parking. Some rentals may also offer additional features like hot tubs, fireplaces, or private decks.
What are the best rentals or Airbnbs with a jacuzzi in Sisters, OR?
What time of year is best to rent a vacation rental Sisters, OR?
The best time to visit Sisters depends on your interests. Summer is popular for hiking, biking, and outdoor activities. Fall offers stunning foliage and crisp air. Winter brings snow sports, and spring is a beautiful time to see wildflowers. Keep in mind that summer and fall are the busiest times of year, so book early if you're planning to visit during those seasons.
Destinations nearby
Best Sisters, OR vacation rentals with a sauna
9.8 17 reviews
Sisters, OR
07/10 – 07/13
$1048/nighttotal: $3144 (3 )
Black Butte Ranch: Modern Cabin Retreat, Sleeps 8
3 3
cabin , Black Butte Ranch
This charming 3-bedroom cabin is located in a peaceful rural setting near Black Butte Ranch, just a short drive from Phalarope Lake and the Big Meadow and Glaze Meadow Golf Courses. Guests consistently rate this property as excellent, making it a popular choice for travelers seeking a comfortable and relaxing stay. The 1610 square foot cabin comfortably accommodates up to 8 guests, offering ample space for families or groups. Enjoy a variety of amenities and activities, including a private indoor pool, fitness center, sauna, spa tub, barbecue grills, and a balcony overlooking the serene surroundings.
Sisters, OR
10/09 – 10/11
$756/nighttotal: $1512 (2 )
Glaze Meadow 032
1 4
house , Black Butte Ranch
This house at Glaze Meadow 032 is located within Black Butte Ranch, offering direct access to its recreational facilities. This 1260 sq ft lodge accommodates up to 11 guests with 1 bedroom, 1 bathroom, air conditioning, a full kitchen, a fireplace, and access to a swimming pool, hot tub, sauna, spa, and fitness center, plus complimentary Wi-Fi and private parking.
10 39 reviews
Sisters, OR
10/09 – 10/11
$648/nighttotal: $1296 (2 )
Pet Friendly Cabin W/ Ac- King Beds -Walk To Pool
1 4
cabin , Black Butte Ranch
This remodeled 1970s Black Butte Ranch cabin offers three bedrooms and two bathrooms, sleeping six, and is conveniently located near Black Butte Ranch's golf courses and hiking trails. The 3-bedroom lodge boasts a fully equipped kitchen, air conditioning, a swimming pool, and parking; its open-plan living area and cedar-lined walls create a warm atmosphere.
Sisters, OR
06/24 – 06/29
$829/nighttotal: $4145 (5 )
Beautiful And Spacious Family-friendly Home With Indoor Hot Tub Fireplace Patio
1 2
house , Black Butte Ranch
This family-friendly house is located within Black Butte Ranch, offering a serene getaway with convenient access to local amenities. This 2410 square foot home accommodates up to 18 guests and features a fully equipped kitchen, indoor and outdoor swimming pools, a jacuzzi, a sauna, and a fitness center.
Best Sisters, OR vacation rentals with a fireplace
9.8 8 reviews
Sisters, OR
07/17 – 07/19
$979/nighttotal: $1958 (2 )
Close To Town, Pet Friendly, Hot Tub, Fenced Backyard
3 5
apartment , Sisters
This Sisters vacation home is centrally located, within a 10-minute walk of Cliff Clemens Park and Village Green Park, and less than a mile from the Peterson Ridge Trail and Shibui Spa. This 1440-square-foot house features three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, Jacuzzi, outdoor barbecue grills, free Wi-Fi, and a fireplace.
10 6 reviews
Sisters, OR
06/24 – 07/03
$547/nighttotal: $4923 (9 )
Woodzy Retreat Getaway
4 2
apartment , Black Butte Ranch
This Black Butte Ranch condo is situated directly adjacent to the Deschutes National Forest, offering unparalleled access to its trails. The 4-bedroom, 3-bathroom rental sleeps 10 guests and boasts an open-concept living area with a wood-burning stove, a loft game room, a fully equipped kitchen, and decks with grilling facilities, all included in the Ranch Resort fees.
Sisters, OR
07/10 – 07/13
$1399/nighttotal: $4197 (3 )
Golf Home 104
1 3
house , Black Butte Ranch
This vacation home, Golf Home 104, is located within Black Butte Ranch, offering direct access to its amenities. This 2350 square foot dwelling accommodates up to 19 guests and features a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, sauna, spa, fitness center, and tennis court, with complimentary WiFi and private parking.
10 28 reviews
Sisters, OR
07/05 – 07/07
$687/nighttotal: $1374 (2 )
Fourth Sister Retreat - Great Location With Fireplace, Community Pool & Hot Tub
2 2
apartment , Sisters
This Sisters, Oregon condo is conveniently located within a 15-minute walk of Shibui Spa, Peterson Ridge Trail, and Village Green Park, and less than 1.2 miles from Cliff Clemens Park and Cork Cellars. This 1220-square-foot, three-bedroom, two-bathroom vacation rental sleeps six and boasts a fully equipped kitchen, private patio, fireplace, in-unit laundry, access to a swimming pool and jacuzzi, and proximity to numerous Sisters attractions.