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

View Stunning Sunsets And Enjoy Cozy Comfort Steps From The Heart Of Sisters. - Sisters, OR
10 145 reviews

View Stunning Sunsets And Enjoy Cozy Comfort Steps From The Heart Of Sisters.

apartment, Sisters
This charming house is situated in Sisters, less than 2 kilometres from Cliff Clemens Park and Peterson Ridge Trail, offering easy access to the town's attractions and outdoor activities. It has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom property spans 111 square metres and comfortably accommodates up to six guests. It features a range of amenities, including a swimming pool, jacuzzi, tennis court, and a well-equipped kitchen, perfect for a relaxing and enjoyable stay.
Downtown Sisters Suite - Hot Tub - Dog Friendly - Sisters, OR
9.4 337 reviews

Downtown Sisters Suite - Hot Tub - Dog Friendly

apartment, Sisters
This holiday home is situated in Sisters, less than a kilometre from Cliff Clemens Park, Village Green Park, and Cork Cellars, offering easy access to local attractions and a peaceful setting. The property has received excellent ratings for location, cleanliness, and overall experience.
The home comprises one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a private garden, a terrace, a jacuzzi, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Fourth Sisters Getaway - Sisters, OR
9.4 53 reviews

Fourth Sisters 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.
3 Bedrooms, 2 Bathrooms - Sisters, OR
10 59 reviews

3 Bedrooms, 2 Bathrooms

apartment, Sisters
This family-friendly holiday home is located in the centre of Sisters, just under a kilometre from both Cliff Clemens Park and Village Green Park. It has consistently received excellent reviews from previous guests.
The property has three bedrooms and two bathrooms, with a total floor area of 116 square metres, accommodating up to six guests. It includes a fully equipped kitchen, a garden, a patio, and free Wi-Fi, perfect for enjoying the beautiful weather and exploring the local area.

Best Sisters, OR holiday rentals with a balcony

Sisters 3brhot Tubfoosballmtn Viewswalkable - Sisters, OR
No reviews

Sisters 3brhot Tubfoosballmtn Viewswalkable

house, Sisters
This country residence in Sisters is located within walking distance of art galleries, with Don Terra Artworks being a 12-minute walk away, and offers impressive mountain views.
This 232 square metre property accommodates up to 17 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a hot tub, a garden, a terrace, and a foosball table.
Private, Quiet 2 Bedroom Condo W/ Pool & Hot Tub - Sisters, OR
9.7 164 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.
Walk To Downtown Sisters 2br Sleeps 4 - Sisters, OR
9.0 19 reviews

Walk To Downtown Sisters 2br Sleeps 4

apartment, Sisters
This Sisters condo, situated in a central location close to downtown shops and restaurants, offers easy access to the Deschutes National Forest and is a short drive from Bend.
The 96 square metre (1033 square feet) property features two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, a balcony with Three Sisters mountain views, and access to Pine Meadow Village amenities such as a swimming pool.
Downtown Sisters Home With Private Hot Tub & Fenced Yard - Dogs Welcome - Sisters, OR
9.4 107 reviews

Downtown Sisters Home With Private Hot Tub & Fenced Yard - Dogs Welcome

apartment, Sisters
This city centre flat offers a prime location in Sisters, within walking distance of downtown shops and restaurants, and 40 kilometres from Bend.
This spacious 188 square metre apartment accommodates up to eight guests with three bedrooms, two bathrooms, a private hot tub, an enclosed garden, and complimentary WiFi, making it ideal for families and dog owners exploring the nearby Hoodoo Ski Area and outdoor activities.

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

Delightful Escape Near Downtown With Shared Pool & Hot Tub, Rec Room, & Large Deck - Sisters, OR
9.0 2 reviews

Delightful Escape Near Downtown With Shared Pool & Hot Tub, Rec Room, & Large Deck

apartment, Sisters
This Sisters apartment is centrally located, within walking distance of downtown amenities and the Peterson Ridge Trail system, offering easy access to outdoor recreation and neighbouring cities.
This 113 square meter condo sleeps six, featuring two main bedrooms with en-suite bathrooms, an open single-level layout, a well-equipped kitchen, and access to resort amenities including a swimming pool, hot tub, and sauna, with adult and children's bikes available.
Delightful Escape Near Downtown With Shared Pool & Hot Tub Rec Room & Large Deck - Sisters, OR
8.0 1 review

Delightful Escape Near Downtown With Shared Pool & Hot Tub Rec Room & Large Deck

house, Sisters
This spacious holiday home is situated 34 to 37 kilometres from Hollinshead Park, Drake Park, and Ponderosa Park, and 34 kilometres from Redmond Municipal Airport.
This property offers 113 square metres of living space for up to 9 guests, featuring 2 bedrooms, a living room, a fully equipped kitchen with a fridge, microwave, and dishwasher, a fireplace, a garden, a sauna, a jacuzzi, and a shared outdoor swimming pool.
Fivepine Lodge & Cabins - Caboose Cabin - Sisters, OR
10 2 reviews

Fivepine Lodge & Cabins - Caboose Cabin

cabin, Sisters
Fivepine Lodge & Cabins - Caboose Cabin in Sisters, Oregon offers convenient access to attractions such as the Les Schwab Amphitheatre and Tower Theatre, with the precise distances unspecified.
This one-bedroom, one-bathroom cabin features an indoor pool, hot tub, and sauna, plus a patio, kitchenette, and complimentary breakfast, all within the lodge's grounds.

Best Sisters, OR holiday rentals with a fireplace

Walk To Town, Mountain Views, Hot Tub, Dogs Ok - Sisters, OR
No reviews

Walk To Town, Mountain Views, Hot Tub, Dogs Ok

chalet, Sisters
This luxury chalet is situated in downtown Sisters, a 5-minute walk from its shops and restaurants, offering views of the Three Sisters, Mount Washington, and Black Crater from the edge of Pole Creek Ranch.
This dog-friendly lodge accommodates up to four guests with a king bedroom in the loft, a sofa bed, a fully equipped kitchen, a private 24/7 saltwater hot tub, and access to a shared courtyard.
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.
Walk To Downtown Sisters - 2bdr - Perfect Location - Sisters, OR
8.8 6 reviews

Walk To Downtown Sisters - 2bdr - Perfect Location

house, Sisters
This Sisters holiday home is conveniently located within walking distance of Sisters' town centre, approximately 35-38 kilometres from Hollinshead Park, Drake Park, and Redmond Municipal Airport.
This two-bedroom, two-bathroom property offers 96 square metres of living space, sleeping up to seven guests and boasting a fully equipped kitchen, swimming pool, garden, and free Wi-Fi; in-house laundry facilities and a fireplace are also available.
Cascade Cottage In Pine Meadows For 6 - Sisters, OR
9.0 2 reviews

Cascade Cottage In Pine Meadows For 6

house, Sisters
Cascade Cottage, situated in the Pine Meadows district of Sisters, is located 35 kilometres from Drake Park and Hollinshead Park, and 39 kilometres from Ponderosa Park.
This 145 square metre residence accommodates up to 11 guests with air conditioning, free WiFi, a swimming pool, hot tub, and a well-equipped kitchen, offering cycling opportunities nearby and a patio with city views.
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