Search holiday homes in Sisters, OR from 100+ sites!
36 available villa offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
36 Villa rentals in Sisters, OR
10 1 review
Sisters, OR
07/17 – 07/19
$845/nighttotal: $1690 (2 )
The Quails Nest
1 5
house , Sisters
The Quails Nest is located in Sisters, just 22 miles from Hollinshead Park and 23 miles from Drake Park, making it a great base for exploring the area. The house is a comfortable 3-bedroom, 3-bathroom vacation rental that can comfortably sleep 7 guests. The Quails Nest offers a fully equipped kitchen, a relaxing balcony, a spacious garden, and free parking, ensuring a comfortable and enjoyable stay. With free Wi-Fi and easy access to local attractions, this vacation rental provides everything you need for a memorable trip to Sisters.
Sisters, OR
07/10 – 07/13
$781/nighttotal: $2343 (3 )
Cozy Cabin In The Heart Of Black Butte Ranch
3 3
cabin , Black Butte Ranch
This updated vintage Aspen House cabin, offering 1,200 sq ft of space, is located at a quiet end of a pathway within Black Butte Ranch, adjacent to a spring feeding Aspen Lake, providing peace with easy access to ranch amenities and a short drive to Sisters, Bend, and Hoodoo Ski Resort. This family-friendly cabin sleeps up to 8 guests across 3 bedrooms and features a full kitchen, air conditioning, a swimming pool, jacuzzi, garden, sauna, fitness center, and parking, with a private deck offering views of Aspen Lake and frequent wildlife sightings.
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.
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.
9.7 95 reviews
Sisters, OR
08/06 – 08/07
$376/nightfor 1 night
Sweet Retreat Cozy Cabin Get Away
2 5
cabin , Sisters
This cabin is located in the Tollgate community, near Sisters, Oregon, with easy access to nearby attractions. It is situated within the mountains near Sisters, offering breathtaking views and a peaceful escape. The cabin has received excellent ratings for its location, cleanliness, and user experience. The cabin features a rustic log interior and exterior, creating a cozy and authentic mountain cabin ambiance. It has been completely remodeled with new floors, cabinets, and bathrooms, offering a blend of comfort and convenience. The cabin has 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests. It is equipped with a full kitchen, air conditioning, and a swimming pool. Guests also have access to swimming, tennis, volleyball, basketball, and bike riding within the Tollgate community.
Sisters, OR
07/17 – 07/19
$855/nighttotal: $1710 (2 )
Three Peaks Retreat
3 5
house , Sisters
Three Peaks Retreat, a Sisters, Oregon vacation home, is located approximately 22-23 miles from Ponderosa, Hollinshead, and Drake Parks. This 1450-square-foot house features three bedrooms, three bathrooms, and accommodates up to 11 guests, offering free Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, and in-house laundry facilities.
9.0 2 reviews
Sisters, OR
06/24 – 06/29
$545/nighttotal: $2725 (5 )
Three Peaks Hideaway
1 2
house , Black Butte Ranch
Three Peaks Hideaway is a cozy vacation home nestled in the heart of Black Butte Ranch, a private resort community with stunning views of the Cascades and abundant recreational opportunities. Located 31 miles from Redmond Municipal Airport, the home is just a short drive from Black Butte (5 miles), Mount Bachelor (25 miles), and Smith Rock State Park (20 miles). Three Peaks Hideaway features four bedrooms, four bathrooms, and 1990 square feet of living space, comfortably accommodating up to nine guests. The home boasts a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a sauna, a fitness center, a tennis court, and on-site parking. Guests can also enjoy a children's playground and free WiFi.
9.9 54 reviews
Sisters, OR
06/24 – 06/29
$1039/nighttotal: $5195 (5 )
The Black Beaut Cabin
1 2
apartment , Black Butte Ranch
The Black Beaut Cabin sits on a tee box at Big Meadow Golf Course in Black Butte Ranch, offering privacy and stunning views while being within biking distance of the main lodge and pool. The cabin has received excellent ratings for user experience, location, and cleanliness. This 4-bedroom, 2-bathroom vacation home comfortably accommodates 8 guests in 1680 square feet of space. The cabin offers a modern Scandinavian design with high-end amenities including a gourmet kitchen, a large deck with a BBQ, a swimming pool, a jacuzzi, a sauna, a spa, and a fitness center.
8.0 7 reviews
Sisters, OR
06/24 – 06/29
$445/nighttotal: $2225 (5 )
171 M² House ∙ 3 Bedrooms ∙ 10 Guests
3 2
house , Black Butte Ranch
Kiera's Cabin, a pet-friendly house in Black Butte Ranch, offers meadow views and is minutes from the Meadow Glaze Swim Center and tennis courts. This 1840-square-foot vacation home features a four-bedroom, two-bathroom layout sleeping ten, a fully equipped kitchen, game room, wood stove, and access to numerous resort amenities including golf courses and horseback riding.
Sisters, OR
07/05 – 07/07
$498/nighttotal: $996 (2 )
Fivepine Lodge & Cabins - Romance Cabin
1 2
cabin , Sisters
The Fivepine Lodge & Cabins - Romance Cabin in Sisters, Oregon, offers convenient access to the Shibui Spa and Aspen Lakes Golf Course. This one-bedroom, one-bathroom cabin features a kitchenette, fireplace, DVD player, patio views, and access to an indoor pool, fitness center, and on-site laundry facilities.
Sisters, OR
07/10 – 07/13
$1212/nighttotal: $3636 (3 )
Spacious Family Home With Wraparound Deck Gas Grill And Resort Amenities
1 3
house , Black Butte Ranch
This 6-bedroom vacation home is located within Black Butte Ranch, offering convenient access to its resort amenities. This 3700 sq ft residence accommodates up to 18 guests with 4 bathrooms, a fully equipped kitchen, air conditioning, and access to the ranch's swimming pool, spa, sauna, and fitness center.
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.
Traveler-Approved Holiday Houses with Swimming Pool in Sisters, OR
These vacation homes in Sisters, OR feature pools, making a refreshing dip after a day of hiking easily accessible.
9.7 3 reviews
Sisters, OR
07/10 – 07/13
$588/nighttotal: $1764 (3 )
Walk To Downtown Sisters - 2bdr - Perfect Location
2 3
house , Sisters
This Sisters vacation home is located within walking distance of downtown Sisters, Oregon, and is approximately 22-24 miles from Hollinshead Park, Drake Park, and Redmond Municipal Airport. This 1030-square-foot house features two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, in-unit laundry, a fireplace, free Wi-Fi, cable TV, and access to an outdoor pool.
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.
9.8 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
06/24 – 06/29
$864/nighttotal: $4320 (5 )
Spacious New Construction Home With Forest Views And Resort Amenities
1 2
house , Black Butte Ranch
This spacious new construction house is located within Black Butte Ranch, offering tranquil forest views. This 3480 square foot lodge accommodates up to 15 guests with four bedrooms and four bathrooms, featuring a fully equipped kitchen, air conditioning, an outdoor pool, a sauna, an indoor pool, a fitness room, and a spa.
Best Sisters, OR houses with a kitchen
9.9 33 reviews
Sisters, OR
07/17 – 07/19
$541/nighttotal: $1082 (2 )
Hiker`s Hideaway 3 Bdrm Townhome, Spacious Layout
3 5
house , Sisters
The Hiker's Hideaway is a pet-friendly townhouse in the Cold Springs neighborhood of Sisters, Oregon, within walking distance of hiking and biking trails, skiing, golfing, restaurants, and shopping. The house has excellent user, location, and cleanliness ratings. This 3-bedroom, 2.5-bathroom townhouse has a spacious layout with a fully equipped kitchen, comfortable bedrooms, and amenities such as Smart Roku TVs, blackout curtains, USB ports, a coffee bar, and garage storage space. The house can accommodate up to 6 guests and is family-friendly, with a pack and play, high chair, and children's cutlery and dinnerware available.
10 39 reviews
Sisters, OR
07/05 – 07/06
$734/nightfor 1 night
Partridge Foot - 3br, Private Hot Tub, Ev Charger
1 4
cabin , Black Butte Ranch
Partridge Foot Cabin, located in Black Butte Ranch, offers easy access to the Glaze Meadow Recreation Center and South Meadow pool, and is a short drive from Bend and Hoodoo Ski Area. This three-bedroom, two-bathroom lodge sleeps seven guests and boasts a private half-acre lot, new hot tub, wood-burning fireplace, fully equipped kitchen, free EV charging, and proximity to 18 miles of paved trails.
Sisters, OR
06/24 – 06/29
$1123/nighttotal: $5615 (5 )
Deschutes Forest Views With Game Room Pools Hot Tub & On-site Golf
1 2
house , Black Butte Ranch
This Black Butte Ranch house offers convenient access to the ranch's amenities, located within its grounds. This 3920 square foot vacation home accommodates up to 15 guests with 4 bedrooms, 5 bathrooms, a fully equipped kitchen, air conditioning, a private pool, jacuzzi, sauna, and fitness center, and prohibits bachelor(ette) parties.
9.9 139 reviews
Sisters, OR
07/10 – 07/13
$942/nighttotal: $2826 (3 )
Popular Bbr A-frame | 2 Golf Courses | 5 Pools
1 3
cabin , Black Butte Ranch
This modern treehouse cabin is located in Black Butte Ranch, a short 5-minute walk from Paulina Pool and within easy reach of the ranch's amenities and activities. The cabin has received excellent ratings for location, cleanliness, and overall user experience. This vacation rental offers three bedrooms and two bathrooms, accommodating up to eight guests. Enjoy access to a swimming pool, jacuzzi, sauna, fitness center, and a garden, along with modern amenities like a fully equipped kitchen, air conditioning, and internet access.
Frequently Asked Questions about villa rentals in Sisters, OR
What are the must-see attractions in and around Sisters, OR?
Sisters is known for its beautiful scenery and outdoor activities. You absolutely have to visit the Sisters Outdoor Quilt Show in July, it's a unique event. The Sisters-Kinkade Scenic Byway is a must-drive, especially in the fall when the leaves change color. And for stunning views, head to the top of Black Butte, the iconic volcanic peak overlooking the town.
What types of wildlife can travelers expect to see in the area of Sisters, OR?
You'll likely see deer, elk, and even the occasional black bear in the forests around Sisters. Keep an eye out for birds of prey like hawks and eagles, especially along the Deschutes River. And if you're lucky, you might spot a coyote or a fox. Remember to be respectful of wildlife and keep your distance.
What are the best villa rentals with a pool in Sisters, OR?
Sisters is beautiful year-round, but the best time to visit is during the summer months (June to August) for warm weather and plenty of sunshine. You'll have the best chance to enjoy hiking, biking, and other outdoor activities. Fall is also lovely, especially in September and October, when the leaves change color and the air gets crisp.
What are the best villa rentals with a jacuzzi in Sisters, OR?
When is it easiest to book a villa rental in Sisters, OR?
You'll have the most options and the best deals if you book your villa rental in Sisters during the shoulder seasons, like spring (April and May) or fall (September and October). The prices are lower, and there are fewer crowds. But be aware that availability can be limited during peak season, especially in July and August.
What are the best villa rentals for families and kids in Sisters, OR?
There are many great hiking trails near Sisters, but some of the most popular include the Elk Lake Trail, the Todd Lake Trail, and the Broken Top Trail. These trails offer stunning views of the Cascade Mountains and are perfect for all levels of hikers.
What are the best pet friendly villa rentals in Sisters, OR?
What are the advantages of renting a house or a villa in Sisters, OR
Renting a villa in Sisters gives you more space and privacy than a hotel room. You'll have a fully equipped kitchen, so you can save money by cooking some of your meals. And you'll have access to amenities like a hot tub or a fireplace, which can make your vacation even more relaxing.
What are the best villa rentals with parking in Sisters, OR?
Yes, there are several popular destinations within a short drive from Sisters. Bend, Oregon, is only about 30 miles away and offers a vibrant downtown area with breweries, restaurants, and shops. You can also visit the beautiful Cascade Lakes, like Sparks Lake and Elk Lake, or head to the high desert landscape of Smith Rock State Park.
Destinations nearby
Best Sisters, OR houses with a fireplace
Sisters, OR
07/10 – 07/13
$543/nighttotal: $1629 (3 )
Rustic-chic Home With Patio, Pools, Hot Tubs, & Fitness Center
3 3
cabin , Black Butte Ranch
This cabin at Black Butte Ranch is located within Deschutes National Forest, seven miles southeast of Sisters and twenty miles west of Hoodoo Ski Area. This 1520 square foot vacation home accommodates up to six guests with three bedrooms and two bathrooms, featuring a wood-burning fireplace, enclosed solarium, gas grill, and access to ranch amenities including pools, hot tubs, and over 18 miles of trails.
9.8 10 reviews
Sisters, OR
07/17 – 07/19
$775/nighttotal: $1550 (2 )
Minutes Walk To Downtown, Whychus Creek4-bedroom, Cozy Cottage/private Sauna.
4 5
cottage , Sisters
This Sisters vacation rental is conveniently located within a 10-minute walk of Village Green Park and the Peterson Ridge Trail, with Cliff Clemens Park and Shibui Spa a short 15-minute walk or drive away. This 2400-square-foot house boasts a spacious four-bedroom layout, accommodating up to 10 guests, and includes a fully equipped kitchen, a private fenced yard, a fitness center, sauna, and outdoor barbecue grills.
10 1 review
Sisters, OR
07/05 – 07/06
$440/nightfor 1 night
Fivepine Lodge & Cabins - Caboose Cabin
1 4
cabin , Sisters
Fivepine Lodge & Cabins - Caboose Cabin in Sisters, Oregon offers convenient access to Les Schwab Amphitheater and Tower Theatre, placing guests near popular attractions. This one-bedroom, one-bathroom cabin features an in-room kitchenette, fireplace, and DVD player, plus access to an indoor pool, hot tub, fitness center, and complimentary breakfast.
Sisters, OR
07/10 – 07/13
$669/nighttotal: $2007 (3 )
Shields Shalet
1 3
house , Black Butte Ranch
The Shields Shalet, a one-bedroom house in Black Butte Ranch, is located 30 miles from Redmond Municipal Airport. This 960-square-foot vacation rental boasts two bathrooms, sleeps up to 11 guests, and features a heated pool, sauna, fireplace, fully equipped kitchen, free Wi-Fi, and private parking.
Best Sisters, OR villas and beach houses with jacuzzi
9.8 227 reviews
Sisters, OR
07/05 – 07/06
$534/nightfor 1 night
Sisters Getaway
1 4
house , Sisters
This 2-bedroom condo is located in the Pine Meadows development, just a short walk from downtown Sisters, with its restaurants, shops, and the famous Sisters Coffee Shop. The apartment has received excellent ratings for user experience, location, and cleanliness. The condo has a comfortable interior with a gas fireplace, air conditioning, and an open-concept kitchen, living room, and dining room. Guests can enjoy on-site amenities like a pool, hot tub, tennis courts, and scenic views of the Three Sisters mountains, as well as easy access to nearby hiking and biking trails.
9.2 82 reviews
Sisters, OR
07/10 – 07/13
$648/nighttotal: $1944 (3 )
Mid Century Lodge
2 3
house , Black Butte Ranch
This Black Butte Ranch vacation home is located near Redmond Municipal Airport, approximately 31 miles away, offering easy access to the area's attractions. The 2,050-square-foot property boasts two bedrooms, two bathrooms, a fully equipped kitchen, a private balcony with mountain views, a fireplace, and access to a swimming pool, hot tub, sauna, fitness center, and tennis court; Mid Century Lodge's indoor pool is also accessible.
Sisters, OR
06/24 – 06/29
$879/nighttotal: $4395 (5 )
Brand-new Beautiful Home With Private Hot Tub & Mountain Views
1 2
house , Sisters
This new house in Sisters is located 26 miles from Hollinshead Park and 27 miles from Drake Park. This accommodation offers 2490 square feet of living space, can host up to 15 guests, and features air conditioning, a private hot tub, a fully equipped kitchen with a dishwasher and oven, and free WiFi.
Sisters, OR
07/10 – 07/13
$1034/nighttotal: $3102 (3 )
Black Butte Ranch Modern A-frame Retreat, Sleeps 8
3 3
house , Black Butte Ranch
This Black Butte Ranch A-frame house, located approximately 30 miles from Redmond Municipal Airport in Oregon, offers stunning views of the surrounding landscape. The 1,610-square-foot home features three bedrooms, two bathrooms, sleeps eight comfortably, and includes a fully equipped kitchen, private entrance, wellness area with sauna and hot tub, and access to on-site tennis courts.