Vacation Rentals in Sisters, OR

This two-bedroom condo offers a prime fountain-side location within the Pine Meadow Village community, just 500 metres from Sisters' city centre and close to Highway 20 for access to local attractions.
This family-friendly apartment, accommodating up to six guests, features a fully equipped kitchen, air conditioning, a swimming pool, spa, tennis court, and private patio, with the primary bedroom boasting a king-size bed and en-suite bathroom.

This modern townhouse is located in the quiet Cold Springs district, a few minutes from downtown Sisters, providing easy access to local attractions and outdoor pursuits.
This family-friendly property accommodates up to six guests and features three bedrooms, two bathrooms, a fully equipped kitchen with a coffee bar, air conditioning, Wi-Fi, and garage parking, with adjustable beds and a bunk room offering enhanced comfort and sleeping arrangements.

This recently renovated two-bedroom lodge is situated in the Tollgate community near Sisters, Oregon, approximately 32 kilometres from Hoodoo Ski Resort and offering easy access to the Peterson Ridge Trail and Whychus Creek.
The 2-bathroom property sleeps six guests and boasts a fully equipped kitchen, including a dishwasher, a wood-burning stove, high-speed internet, cable TV, and access to the Tollgate community's seasonal swimming pool, tennis/pickleball court, and basketball court – a free pool pass is included (with a £20 replacement fee if lost).

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

This luxury lodge is located on the edge of Pole Creek Ranch, offering mountain and meadow views, with the shops and restaurants of Sisters' town centre just a 5-minute walk away.
This dog-friendly chalet accommodates up to four guests with a king bed in the loft and a queen-size sofa bed, featuring a private 24/7 saltwater hot tub, a fully equipped kitchen, in-unit laundry, an electric fireplace, and a 65-inch Smart TV.

This Sisters, Oregon condo is conveniently located less than 1.6km from Cliff Clemens Park and Peterson Ridge Trail, and under a 10-minute walk from Cork Cellars and Village Green Park.
This 111 square metre self-catering property sleeps six, boasting three bedrooms, two bathrooms, a private patio, in-unit fireplace, and access to a swimming pool, hot tub, tennis court, and barbecue grills.

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.