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

Pine Meadow Cottage - One Block To Downtown Sisters, Cozy Cottage With Pool Access - Sisters, OR
10 37 reviews

Pine Meadow Cottage - One Block To Downtown Sisters, Cozy Cottage With Pool Access

house, Sisters
Pine Meadow Cottage is a family-friendly holiday home located in the Pine Meadow Ranch district of Sisters, just 160 metres from downtown shops and restaurants, offering peaceful surroundings with streams and mountain views.
This comfortable, single-level cottage accommodates up to four guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a jacuzzi, spa, tennis court, and an in-unit washer and dryer, with a private patio for outdoor dining and barbecue, and convenient access to a seasonal outdoor pool and large hot tub.
Walk To Downtown With Pool, Hot Tub + More Access - Sisters, OR
10 9 reviews

Walk To Downtown With Pool, Hot Tub + More Access

apartment, Sisters
This seven-bedroom house in Sisters, Oregon, is located a short 3.2-kilometre drive from the town centre, offering easy access to shops, restaurants, and the Sisters Coffee Company.
The 188-square-metre property sleeps twelve guests and boasts a fully equipped chef's kitchen, a game room with arcade games, three outdoor patios, a fire pit, a Peloton bike, and community access to a pool, hot tub, tennis courts, clubhouse, and scenic trails.
Charming Condo With Seasonal Pool And Hot Tub - Delightful Retreat - Sisters, OR
8.6 41 reviews

Charming Condo With Seasonal Pool And Hot Tub - Delightful Retreat

apartment, Sisters
This upstairs condo is located just off Sisters' historical downtown, within 500 metres of shops, restaurants, and walking trails.
This family-friendly apartment offers two bedrooms, two ensuite bathrooms, a kitchen with a freezer and microwave, a wood fireplace, and access to a seasonal swimming pool and hot tub, accommodating up to four guests.
Black Butte Ranch Retreat  3br+loft & Ac  Walk To Glaze Meadow - Sisters, OR
10 4 reviews

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.

Best Sisters, OR holiday rentals with a balcony

Black Butte Ranch House 034 - Sisters, OR
No reviews

Black Butte Ranch House 034

apartment, Black Butte Ranch
This Black Butte Ranch holiday home, a short cycle from the Glaze Meadow Recreation Centre and numerous paved cycle paths, provides a peaceful mountain escape.
The 115 square metre property boasts three bedrooms sleeping seven, two bathrooms, a fully equipped kitchen including dishwasher, and amenities such as a private deck, swimming pool, jacuzzi, and sauna.
Gorgeous Cabin, Hot Tub & Horseshoes! - Sisters, OR
8.8 8 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.
Apartment ∙ 5 Bedrooms ∙ 6 Guests - Sisters, OR
No reviews

Apartment ∙ 5 Bedrooms ∙ 6 Guests

apartment, Sisters
This treehouse-style condominium in Sisters, Oregon, offers mountain views and creek frontage, situated a short 500-metre walk from downtown's shops and restaurants, including Sisters Coffee.
This pet-friendly property accommodates up to six guests, featuring five bedrooms, two bathrooms, a chef's kitchen with high-end appliances, a private game room, and access to community amenities such as a swimming pool, hot tub, and tennis courts.
Two Units, One Stay | Perfect For Groups - Sisters, OR
No reviews

Two Units, One Stay | Perfect For Groups

apartment, Sisters
This entire building rental in Sisters is a short walk from downtown shops, restaurants, and seasonal events, offering easy access to outdoor adventures.
This pet-friendly property provides 84 square metres of accommodation for up to 7 guests, featuring 4 bedrooms, a full kitchen in the upper unit and a kitchenette in the lower unit, air conditioning, Wi-Fi, and ample parking.

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

Gm324 Views Of Glaze Meadow Golf Course. Walking Distance To Upper Gm Pool! - Sisters, OR
9.6 4 reviews

Gm324 Views Of Glaze Meadow Golf Course. Walking Distance To Upper Gm Pool!

apartment, Black Butte Ranch
Glaze Meadow #324, a five-bedroom property in the Glaze Meadow area of Black Butte Ranch, offers stunning views of the Glaze Meadow Golf Course fairway and is a short walk or cycle from the Upper Glaze Meadow pool and recreation area.
This 207-square-metre (2227 square feet) self-catering apartment boasts a spacious open-plan layout, sleeping up to ten guests, and features a well-equipped kitchen, multiple bathrooms, a fireplace, and access to a swimming pool, jacuzzi, sauna, and garden.
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 House 036 - Sisters, OR
No reviews

Black Butte House 036

house, Black Butte Ranch
This detached property is located within Black Butte Ranch, offering convenient access to its facilities and the surrounding natural landscape.
This 115 square metre residence accommodates up to 11 guests with 1 bedroom and 2 bathrooms, featuring Wi-Fi, a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, sauna, spa, fitness centre, tennis court, and private parking.
Glaze Meadow Forested Retreat At Black Butte Ranch - Sisters, OR
8.8 3 reviews

Glaze Meadow Forested Retreat At Black Butte Ranch

apartment, Black Butte Ranch
This Black Butte Ranch flat is situated just 100 metres from the Glaze Meadow Recreation Centre, offering convenient walking access to its pools, hot tub, and fitness facilities.
This 122 square metre property accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, a private balcony with a grill, free high-speed Wi-Fi, and access to Black Butte Ranch's extensive recreational activities.

Best Sisters, OR holiday rentals with a fireplace

Grand Retreat On 5-acre Lot With Private Hot Tub & Fireplaces, Mins To Slopes - Sisters, OR
10 1 review

Grand Retreat On 5-acre Lot With Private Hot Tub & Fireplaces, Mins To Slopes

apartment, Sisters
This spacious five-bedroom lodge offers a secluded 8-kilometre wooded setting, just 4.8 kilometres from downtown Sisters and 1.6 kilometres from Aspen Lakes Golf Course, with Hoodoo Ski Area a 30-minute drive away.
This substantial property boasts 346 square metres of living space accommodating up to 13 guests, featuring two living rooms, a well-equipped kitchen, a family room with a wood-burning fireplace, a master suite with a jetted tub, and a private hot tub.
Family-friendly Home With Fireplaces, Firepit, Gas Grill, Free Wifi, Central Ac - Sisters, OR
9.6 20 reviews

Family-friendly Home With Fireplaces, Firepit, Gas Grill, Free Wifi, Central Ac

apartment, Sisters
This three-bedroom, two-bathroom apartment is located in Sisters, 400 meters from Village Green Park and close to Whychus Creek Wild and Scenic River.
This 160 square meter residence accommodates up to eight guests, offering two living areas with fireplaces, a fully equipped kitchen, a furnished deck with a grill and firepit, and access to shared community swimming pool and tennis courts, with skiing, hiking, and biking opportunities nearby.
Sisters Airport Delight - Sisters, OR
10 1 review

Sisters Airport Delight

apartment, Sisters
This 3-bedroom flat is located just 1.6 kilometres north of Sisters town centre, offering direct access to Sisters Eagle Airport and proximity to Bend, Black Butte Ranch, Smith Rock, and Hoodoo Ski Area.
This private pilot-friendly accommodation accommodates up to 8 guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, along with a hot tub, sauna, garden, and parking.
Sisters House 1940 - Sisters, OR
9.7 76 reviews

Sisters House 1940

apartment, Sisters
This self-contained apartment in Sisters, Oregon, boasts a private entrance and is conveniently located on the south side of a house, its precise distance to local attractions requiring further clarification.
Sleeping up to five guests, this recently renovated two-bedroom property features a well-equipped kitchen, two decks, a large living/dining area, and a modern bathroom; pets are welcome.
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