Holiday Rentals in Sisters, OR

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

Best family friendly Sisters, OR holiday rentals

Among the 135 accommodations in Sisters, OR, here are the 4 best family friendly rentals

Timber Creek Escape - Sisters, OR
10 1 review

Timber Creek Escape

house, Sisters
Timber Creek Escape, a spacious three-bedroom house in Sisters, Oregon, is situated approximately 35-37 kilometres from Drake Park, Ponderosa Park, and Hollinshead Park.
This 167 square metre property sleeps up to 13 guests and boasts three bathrooms, a fully equipped kitchen with dishwasher, complimentary Wi-Fi, private parking, and in-unit laundry facilities.
Cozy Cabin Near Sisters - Sisters, OR
10 57 reviews

Cozy Cabin Near Sisters

house, Sisters
This pet-friendly cabin, situated 11km from the Sisters Rodeo Grounds and 11km outside Sisters, offers breathtaking mountain views and a private pond with waterfall.
The one-bedroom, one-bathroom lodge sleeps four guests and boasts a fully equipped kitchen, fireplace, air conditioning, garden, parking and internet access, perfect for a relaxing getaway near the Sisters area.
Larkspur Cabin - Sisters, OR
9.8 25 reviews

Larkspur Cabin

cabin, Black Butte Ranch
Larkspur Cabin, a three-bedroom lodge at Black Butte Ranch, enjoys a central location within the resort, offering convenient access to its amenities and activities, though precise distances to specific facilities like golf courses or swimming pools are not provided.
This self-catering property sleeps six guests and boasts a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, plus air conditioning, a swimming pool, a jacuzzi, and parking; its retro camp interior design provides a unique atmosphere.
256 M² House ∙ 3 Bedrooms ∙ 6 Guests - Sisters, OR
No reviews

256 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Sisters
This barn-style retreat is located on 8.8 private acres in Central Oregon's high desert, between 24 and 32 kilometres from downtown Bend and closer to Sisters.
This spacious 256 square metre house sleeps six guests and features three bedrooms, two bathrooms, a great room with a pool table and wet bar, and outdoor living areas with panoramic views of the Cascades, offering easy access to hiking at Tumalo Falls, Smith Rock, the Deschutes River and skiing at Mt. Bachelor.

Best Sisters, OR holiday rentals with a balcony

Family-friendly Black Butte Ranch Retreat  3br+loft & Ac  Walk To Glaze Meadow - Sisters, OR
10 1 review

Family-friendly Black Butte Ranch Retreat 3br+loft & Ac Walk To Glaze Meadow

apartment, Black Butte Ranch
This Black Butte Ranch property is situated a short 300-meter stroll from the Glaze Meadow Recreation Centre and adjacent to a golf course, offering a prime location for exploring the area's amenities.
This 191 square meter residence accommodates up to eight guests with four bedrooms, featuring a fully equipped kitchen, a spacious deck, and access to the Glaze Meadow Recreation Centre's pool, hot tub, and sports courts, making it ideal for families and outdoor enthusiasts.
Private, Quiet 2 Bedroom Condo W/ Pool & Hot Tub - Sisters, OR
9.7 160 reviews

Private, Quiet 2 Bedroom Condo W/ Pool & Hot Tub

apartment, Sisters
This two-bedroom apartment is situated in the 4th Sister Lodge complex, just a short walk from downtown Sisters and the Five Pine Complex, offering easy access to shops, restaurants, and attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 116 square meters and comfortably accommodates up to six guests. It comes equipped with a range of amenities including a private swimming pool, hot tub, tennis court, and a recreation room with a pool table and ping pong table, ensuring plenty of entertainment options for all.
Black Butte Retreat W Resort Amenities, Near Hiking And Bike Trails - Sisters, OR
No reviews

Black Butte Retreat W Resort Amenities, Near Hiking And Bike Trails

apartment, Black Butte Ranch
This Black Butte Ranch apartment is located in Sisters, 1.1 kilometres from Whychus Creek Wild and Scenic River and Phalarope Lake, and a short drive to Glaze Meadow Golf Course and Big Meadow Golf Course.
This 89 square metre holiday home accommodates six guests across three bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, a well-equipped kitchen, and access to shared amenities including a swimming pool and fitness centre.
Gorgeous Cabin, Hot Tub & Horseshoes! - Sisters, OR
8.0 5 reviews

Gorgeous Cabin, Hot Tub & Horseshoes!

apartment, Black Butte Ranch
Glaze Meadow 377, a pet-friendly lodge in Black Butte Ranch, is situated in the forest near Glaze Meadow and Big Meadow golf courses, offering easy access to Whychus Creek and Phalarope Lake.
This three-bedroom, two-bathroom property boasts 173 square metres of space, including three living areas, a hot tub, a Blackstone flat top grill, foosball, bunk beds, and parking for guests, accommodating up to six people.

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

Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen - Sisters, OR
No reviews

Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen

apartment, Black Butte Ranch
This lodge is located in Sisters, offering proximity to Whychus Creek Wild and Scenic River and Phalarope Lake, with Sisters Community Labyrinth and Cork Cellars as nearby attractions.
This newly remodelled cabin at Black Butte Ranch offers accommodation for up to 13 guests across 6 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, a pellet fireplace, a private deck with a BBQ, and direct access to resort amenities including a hot tub, sauna, swimming pool, pickleball courts, tennis courts, and a workout room.
Charming Black Butte Ranch Getaway On The Golf Course Dog-friendly With Ac - Sisters, OR
No reviews

Charming Black Butte Ranch Getaway On The Golf Course Dog-friendly With Ac

house, Black Butte Ranch
This Black Butte Ranch property is located directly on the golf course, offering convenient access to the resort's amenities.
This dog-friendly residence provides 127 square meters of living space, accommodating up to 9 guests with 2 bathrooms, a well-equipped kitchen, air conditioning, a swimming pool, jacuzzi, sauna, and fitness centre.
4br Mountain View With Pool, Hot Tub, Tennis, W/d - Sisters, OR
9.0 25 reviews

4br Mountain View With Pool, Hot Tub, Tennis, W/d

apartment, Black Butte Ranch
Pendleton Ranch, located within the Black Butte Ranch Resort, offers easy access to the resort's golf courses and hiking trails.
This recently remodelled four-bedroom, three-bathroom house sleeps up to twelve guests, boasting a fully equipped kitchen, spacious deck, fireplace, and two bikes; four parking spaces are also available, and two dogs are welcome.
Black Butte Ranch House 006 - Sisters, OR
10 2 reviews

Black Butte Ranch House 006

apartment, Black Butte Ranch
This two-bedroom lodge is located within Black Butte Ranch, a short walk or bike ride from Glaze Meadow Recreation Centre & Spa, its pools, tennis courts, the fitness centre, bike rentals, and both Glaze Meadow and Big Meadow Golf Courses.
This updated cabin offers accommodation for four guests, featuring a king bedroom on the main level with a bathroom across the hall and a private office, alongside a spacious upstairs primary suite with its own ensuite bathroom, a wood-burning fireplace in the living room, and a furnished deck with a Traeger grill.

Best Sisters, OR holiday rentals with a fireplace

Relax At The Legacy Lodge! - Sisters, OR
9.6 81 reviews

Relax At The Legacy Lodge!

apartment, Black Butte Ranch
This charming house is located in the mountains of Black Butte Ranch, just 1.6km from Phalarope Lake and Big Meadow Golf Course, with Glaze Meadow Golf Course and the Metolius River within a 14.5km radius. It consistently receives excellent user ratings, making it a popular choice for travellers.
The property offers 177 square metres of living space, comfortably accommodating up to 11 guests in its four bedrooms. Amenities include a fully equipped kitchen, a fireplace, a sofa bed, a swimming pool, a tennis court, and a spa, providing everything you need for a relaxing and enjoyable stay.
Black Butte Ranch-gm On 7th Hole. Major Upgrades! Ranch Favorite!! - Sisters, OR
10 103 reviews

Black Butte Ranch-gm On 7th Hole. Major Upgrades! Ranch Favorite!!

apartment, Black Butte Ranch
This spacious holiday home is located in Sisters, Oregon, within 5km of Glaze Meadow Golf Course, Phalarope Lake, and Big Meadow Golf Course, and within 14km of Cork Cellars and the Metolius River. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The 214 square metre property is ideal for families, with four bedrooms and three bathrooms, accommodating up to 13 guests. The home offers a range of amenities for relaxation and entertainment, including a swimming pool, jacuzzi, sauna, fitness centre, and a private patio.
Fourth Sisters Escape - Sisters, OR
9.5 2 reviews

Fourth Sisters Escape

apartment, Sisters
This charming house is located in Sisters, Oregon, just 34 kilometres from Hollinshead Park, 35 kilometres from Drake Park, and 37 kilometres from Ponderosa Park, offering easy access to the stunning natural beauty of Central Oregon. The peaceful town of Sisters provides a tranquil setting for a relaxing getaway.
This two-bedroom property can accommodate up to six guests, ideal for families or groups of friends. The house is equipped with modern amenities including a fully equipped kitchen, a washing machine, a fireplace, Wi-Fi, a TV, a dishwasher, a balcony, and a swimming pool, ensuring a comfortable and enjoyable stay.
Dog-friendly Home Next To South Meadow Pool With Fireplace & Washer&dryer - Sisters, OR
No reviews

Dog-friendly Home Next To South Meadow Pool With Fireplace & Washer&dryer

house, Black Butte Ranch
This dog-friendly detached house is located in Black Butte Ranch, directly adjacent to the South Meadow pool.
This 146 square meter property accommodates up to 12 guests and features a well-equipped kitchen, air conditioning, a fireplace, and access to indoor and outdoor swimming pools, a spa, and a fitness centre.
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