Property with pools
Properties in Pine Meadow Village, Tollgate and Black Butte Ranch that have a seasonal pool available. Most pools are open Memorial Day thru Labor Day.
19 properties available
The 4th Sister Lodge - Bottom floor, easy access to assigned parking. These condominiums are surrounded by Creekside park where Whychus Creek runs year round. The complex features a seasonal pool and year round sauna and hot tub. Also a club house with a pool table, ping-pong, foosball and a fitness area. It's an easy walk to the historical town o
Escape to the beauty of central Oregon and stay in our charming 3-bedroom, 2 full bath, 2-story vacation rental nestled in the serene Tollgate community of Sisters, Oregon. Perfect for families, friends, or couples seeking a relaxing getaway, this cozy retreat offers a range of amenities that promise to elevate your vacation experience.Step inside
Ponderosa Sunset Retreat is a gorgeous, 2 bedroom 2 bath condo located fountain side in the Pine Meadow Village community moments away from Sisters city center. Accommodating up to 6, it's perfect for two small families, a couples trip, or a friends getaway! The spaceWe can't wait to welcome you to The Ponderosa Sunset Retreat! Our home is locate
Escape to your own private paradise at this stunning vacation rental in Sisters, Oregon. This beautiful 40-acre ranch is bordered by 3,500 acres of BLM land, providing you with endless opportunities to explore the great outdoors. With 5 bedrooms and 3 full bathrooms, this home can accommodate up to 10 guests comfortably.Inside, you'll find that the
Experience a Tranquil Getaway at our 2-Bedroom Condo in Pine Meadow Village, Sisters OregonWelcome to our charming 2-bedroom, 2 full bath vacation rental condo located in the peaceful Pine Meadow Village neighborhood of Sisters Oregon. This delightful vacation retreat offers a comfortable and relaxing experience for up to 6 guests.Upon entering, yo
Let us welcome you to, Magical Sisters Retreat. A calm and relaxing 2 bedroom 2 bath condo located in the Pine Meadow Village neighborhood. With easy access to Highway 20 and a short walk to downtown; you will be positioned perfectly to enjoy all that Sisters Oregon has to offer. When you enter you will be greeted by an open, bright and inviting s
Nestled in the friendly Tollgate community just minutes from downtown Sisters, Oregon, The Sisters Moose is the perfect affordable getaway for two couples or a small family looking to relax, explore, and enjoy everything Central Oregon has to offer.This cozy mountain retreat comfortably sleeps up to 7 guests with 2 bedrooms and 2 bathrooms, offerin
Welcome to Jacob’s Ladder, a warm and welcoming family retreat in the heart of Black Butte Ranch, perfectly located just a short walk from Glaze Meadow Pool, sports courts, playgrounds, and trails. This spacious 3-bedroom, 2.5-bath home has been a longtime favorite for families and multi-family groups thanks to its thoughtful layout, peaceful setti
Welcome to our charming and dog-friendly vacation rental nestled in the beautiful Tollgate community of Sisters, Oregon. This inviting home offers a perfect getaway for your family vacation to Central Oregon. With three bedrooms, a spacious yard, access to a seasonal pool, community basketball and tennis courts, your stay here promises to be a memo
Escape to the year-round beauty and adventures of Central Oregon in this luxuriously appointed and recently renovated home on the 15th fairway of Glaze Meadow golf course at Black Butte Ranch. This home features upgrades throughout. Wifi available throughout the house.The great room offers plenty of comfortable seating, large TV (with cable), games
Sitting just off from the historical downtown of Sisters, nestled in the trees, this delightful condo offers a perfect blend of comfort and entertainment, making it an ideal retreat for all. When you enter this upstairs condo you will immediately notice the clean and cozy feel it provides. From the decor to the furniture to the wood fireplace, it a
Welcome to our charming ground level condo located in the heart of Sisters, Oregon. This cozy and inviting two-bedroom, two-bathroom vacation rental is the perfect place to unwind and enjoy all that this beautiful town has to offer. As you step inside, you'll be greeted by a spacious and tastefully decorated living area with comfortable seating, pe
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