Holiday Rentals in Sisters, OR

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Sisters, OR holiday rentals
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207 Holiday rentals and Airbnb in Sisters, OR

Best family friendly Sisters, OR holiday rentals

Among the 207 accommodations in Sisters, OR, here are the 4 best family friendly rentals

Bluegrass - Sisters, OR
9.3 102 reviews

Bluegrass

house, Sisters
Bluegrass, a Sisters holiday home, is situated approximately 39-42 kilometres from Drake, Ponderosa, and Hollinshead Parks.
This 98 square metre property boasts two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, and in-house laundry facilities, comfortably accommodating families or small groups, with added features such as Wi-Fi, private parking, and a terrace.
Sisters Dream Inn - Sisters, OR
9.8 73 reviews

Sisters Dream Inn

chalet, Sisters
This house is located in Sisters, just 40 kilometres from Hollinshead Park, 42 kilometres from Drake Park, and 43 kilometres from Ponderosa Park, offering easy access to outdoor activities in the surrounding area. The house has received excellent ratings for location, cleanliness, and overall user experience.
This 170 square metre property features two bedrooms, ideal for families or groups of up to six people. The house offers a fully equipped kitchen, a private garden, a balcony, free parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Hot Tub, Fire Pit, Dog Friendly, Heart Of Sisters, Amenities - Sisters, OR
10 1 review

Hot Tub, Fire Pit, Dog Friendly, Heart Of Sisters, Amenities

house, Sisters
This Sisters holiday home is situated approximately 40 kilometres from Hollinshead Park, Drake Park, and Ponderosa Park, offering easy access to these popular outdoor recreation areas.
The 149 square metre property sleeps up to 15 guests, boasting a fully equipped kitchen, two bathrooms, a swimming pool, jacuzzi, hot tub, fire pit, and indoor play area, alongside laundry facilities and ample parking.
Mountain Getaway W/ Hot Tub & Fireplace - Sisters, OR
9.8 12 reviews

Mountain Getaway W/ Hot Tub & Fireplace

apartment, Black Butte Ranch
This Black Butte Ranch property is a four-bedroom, three-bathroom holiday home conveniently located within the ranch, offering easy access to shared amenities and a short drive to the towns of Sisters and Camp Sherman.
This family-friendly holiday home accommodates up to nine guests and features a private hot tub, two living areas with a wood-burning fireplace, a fully equipped kitchen, and provided bicycles for exploring the surrounding area and nearby trails.

Best Sisters, OR holiday rentals with a balcony

Escape To Your Private, Pet-friendly Yurt Retreat With Mountain Views, Just Minutes From Bend And Sisters. - Sisters, OR
No reviews

Escape To Your Private, Pet-friendly Yurt Retreat With Mountain Views, Just Minutes From Bend And Sisters.

apartment, Tumalo
This pet-friendly holiday flat is situated in Plainview, Bend, a mere 10-minute drive from Tumalo State Park and 14 minutes from the Deschutes River.
Offering 79 square meters of living space, this accommodation accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a well-equipped kitchen, air conditioning, WiFi, a garden, balcony, and onsite parking, with nearby opportunities for rock climbing, cycling, and golf at Aspen Lakes Golf Course.
Black Butte Ranch Ranch House 002 - Sisters, OR
No reviews

Black Butte Ranch Ranch House 002

apartment, Black Butte Ranch
This spacious Black Butte Ranch holiday home, located in Sisters, Oregon, is a 6-minute drive from Glaze Meadow Golf Course and a 16-minute drive (approximately 26km) from Big Meadow Golf Course.
The 161 square metre property boasts four bedrooms, three bathrooms, sleeping up to ten guests, and includes a fully equipped kitchen, swimming pool, hot tub, sauna, and Wi-Fi.
Central Carousel - Sisters, OR
No reviews

Central Carousel

house, Tumalo
This holiday cottage is located in the Central Carousel area of Bend, 13 kilometres from Sisters Gallery & Frame Shop and Don Terra Artworks.
This 79 square metre dwelling accommodates up to 9 guests in 2 bedrooms and offers a fully equipped kitchen, air conditioning, free WiFi in public areas, a balcony with mountain views, barbecue facilities, and an on-site waterpark, with free private parking available.
Sisters, Or Lodge  Pickleball, Private Creek, Hot Tub & Mt Views On 8.5 Acres - Sisters, OR
10 149 reviews

Sisters, Or Lodge Pickleball, Private Creek, Hot Tub & Mt Views On 8.5 Acres

apartment, Sisters
Aspen Meadow Lodge, a spacious holiday home in Sisters, Oregon, boasts 8.5 acres of private land with Whychus Creek frontage, under 3.2 kilometres from the town centre.
This 297 square metre property sleeps eight guests across four bedrooms and 3.5 bathrooms, featuring a private pickleball court, hot tub, large deck with mountain views, and proximity to Hoodoo Ski Area and Mount Bachelor.

Frequently asked questions about holiday rentals in Sisters, OR

  • What are some interesting places to visit in or near Sisters, OR?

    Sisters is a great base for exploring central Oregon. You can visit the historic Sisters Museum at the Sisters Historical Society, wander around the shops in the charming downtown area, or head to the Cascade Lakes Scenic Byway for stunning views of the Cascade Mountains. For a day trip, you can drive to the Smith Rock State Park, famous for its rock climbing and hiking trails.
  • What are the best Airbnb and holiday rentals in Sisters, OR?

  • Which walking or cycling routes are the best in Sisters, OR?

    The Sisters Loop Trail is a great option for both walking and cycling, offering scenic views of the Cascade Mountains and passing through the town's historic district. If you want a more challenging ride, try the Sisters Mountain Bike Trail System, with a network of trails for all skill levels. For a leisurely stroll, the Sisters Creek Trail follows along the banks of the Sisters Creek.
  • What are the most popular Airbnbs in Sisters, OR?

  • What sports or outdoor activites can visitors enjoy in and around Sisters, OR?

    Sisters is a haven for outdoor enthusiasts. You can go hiking, biking, fishing, kayaking, and even skiing in the winter. The area is known for its world-class fly fishing on the Deschutes River, and you can find several outfitters offering guided trips. If you're looking for a more adrenaline-pumping experience, try whitewater rafting or rock climbing at Smith Rock State Park.
  • What are the best holiday rentals with a pool in Sisters, OR?

  • What other towns or cities can be easily accessed from Sisters, OR?

    Sisters is conveniently located within a short drive of several other towns and cities in central Oregon. You can easily reach Bend, known for its craft breweries and outdoor activities, in about 30 minutes. Redmond, a charming town with a rich history, is about 20 minutes away. For a longer day trip, you can drive to Salem, the state capital, which is about a two-hour drive.
  • 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 offer a range of amenities, including fully equipped kitchens, comfortable living spaces, and private outdoor areas. Many rentals also have access to hot tubs, fire pits, and laundry facilities. Some rentals even offer additional amenities like game rooms, home theaters, and outdoor pools.
  • 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 rent a vacation rental in Sisters depends on your interests. Summer is ideal for enjoying the warm weather and outdoor activities, while autumn offers stunning fall foliage and crisp air. Winter brings snow and skiing opportunities, and spring offers a chance to see wildflowers bloom.
  • What are the local dishes in Sisters, OR region?

    The local cuisine in Sisters is influenced by the region's agricultural bounty and outdoor lifestyle. You'll find plenty of restaurants serving fresh, seasonal dishes made with local ingredients. Some popular local dishes include trout, elk, and wild mushrooms, often served with regional craft beers or wines.

Popular destinations

Best Sisters, OR holiday rentals with a sauna

Three Sisters Hideaway - House In Black Butte Ranch With Shared Amenities - Sisters, OR
No reviews

Three Sisters Hideaway - House In Black Butte Ranch With Shared Amenities

house, Black Butte Ranch
This Black Butte Ranch villa is located within the resort, offering easy access to shared amenities and a private entrance for enhanced privacy.
This 197 square meter property accommodates up to 18 guests and features air conditioning, a fully equipped kitchen, a swimming pool, a sauna, and a spa, with pets welcome and complimentary Wi-Fi.
Black Butte Ranch South Meadow 098 - Sisters, OR
10 1 review

Black Butte Ranch South Meadow 098

apartment, Black Butte Ranch
This three-bedroom, two-bathroom lodge is located in Black Butte Ranch, a short walk from the South Meadow Pool & Tennis and Glaze Meadow Recreation Centre, offering convenient access to tennis, a bike and ski shop, and a spa.
This pet-friendly property accommodates up to ten guests and features a fully equipped kitchen, a wrap-around deck with a BBQ, a wood-burning fireplace, and complimentary Wi-Fi, making it ideal for families seeking a comfortable stay with access to numerous on-site facilities.
Black Butte Ranch: Modern Cabin Retreat, Sleeps 8 - Sisters, OR
10 24 reviews

Black Butte Ranch: Modern Cabin Retreat, Sleeps 8

cabin, Black Butte Ranch
This charming cabin is located in a peaceful rural area of Black Butte Ranch, just 1.8 kilometres from Phalarope Lake and within 5 kilometres of the Big Meadow and Glaze Meadow golf courses. The property has received excellent user ratings, making it a popular choice for travellers seeking a relaxing and enjoyable stay.
The spacious cabin spans 150 square metres and comfortably accommodates up to eight guests in its three bedrooms. Guests can enjoy a range of amenities and activities, including a private indoor pool, fitness centre, sauna, spa tub, barbecue grills, and access to tennis courts.
Black Butte Ranch Golf Home 174 - Sisters, OR
No reviews

Black Butte Ranch Golf Home 174

apartment, Black Butte Ranch
This Black Butte Ranch property, a family-friendly farm, is situated in the mountains of Sisters, offering proximity to Big Meadow Golf Course and Glaze Meadow Golf Course, with Whychus Creek Wild and Scenic River and Phalarope Lake a short distance away.
This 125 square meter holiday home accommodates up to six guests with three bedrooms and two bathrooms, featuring a kitchen with a fridge, microwave oven, and dishwasher, alongside a swimming pool, jacuzzi, terrace, sauna, spa, and parking.

Best Sisters, OR holiday rentals with a fireplace

Community Pool And Hot Tub - Charming Cozy Getaway - Sisters, OR
No reviews

Community Pool And Hot Tub - Charming Cozy Getaway

apartment, Sisters
This ground-level condominium in Sisters, Oregon, is located just minutes from downtown, providing easy access to shops and restaurants.
This family-friendly apartment offers two bedrooms, two bathrooms, and sleeps up to six guests, featuring a fully equipped kitchen, a living area with a fireplace, and access to a community swimming pool and hot tub.
Spacious Black Butte Property - Sisters, OR
9.7 14 reviews

Spacious Black Butte Property

apartment, Black Butte Ranch
This apartment is situated in the heart of Black Butte Ranch, just a short distance from the Welcome Centre and within easy reach of the golf course, lake and other amenities. It has received excellent ratings for its location, cleanliness and overall user experience.
The property offers six bedrooms and can accommodate up to 16 guests, making it ideal for large families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, garden, multiple fireplaces, decks, a pool table, shuffleboard, poker table and numerous games.
Family Escape In Black Butte Ranch | Sleeps 8 - Sisters, OR
9.6 5 reviews

Family Escape In Black Butte Ranch | Sleeps 8

apartment, Black Butte Ranch
This three-bedroom apartment at Black Butte Ranch, near Sisters, Oregon, offers direct access to the Deschutes National Forest and is conveniently located near the town of Sisters.
Sleeping up to eight guests, this self-catering property boasts a well-equipped kitchen, two queen bedrooms, a bunk room, a private deck with forest views, and access to Black Butte Ranch's amenities including swimming pools and golf courses.
Mountain Views | Pond Views | Cozy Fireplace - Sisters, OR
9.9 110 reviews

Mountain Views | Pond Views | Cozy Fireplace

apartment, Sisters
This apartment is located in Sisters, just a short drive from Hollinshead, Drake and Ponderosa Parks, offering a peaceful escape from the hustle and bustle of city life. The apartment has received excellent ratings for its cleanliness, location and overall experience.
The apartment is ideal for families or groups of up to 6 guests and features a fully equipped kitchen for preparing meals. Amenities include a private hot tub, a balcony with mountain views, a swimming pool, tennis court, and free Wi-Fi.
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