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
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
Welcome to our charming vacation rental nestled in the beautiful neighborhood of Tollgate in Sisters, Oregon. This delightful 3-bedroom, 2-bathroom house offers the perfect retreat for your next getaway. With comfortable sleeping arrangements including 2 queen beds, two twin beds, a sleeper sofa, and a queen air mattress, there's plenty of space to
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
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
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
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
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
This ground level condo is located in the tranquil 4th Sister Lodge condominiums. Sitting just outside of downtown Sisters, 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 will be greeted with a bright, inviting, open living
Riverfront Eagle Crest retreat with private hot tub, direct trail access, and panoramic Deschutes River views. This quiet end-unit is perfect for families and groups looking for space, scenery, and easy access to resort amenities.Guests consistently love the views, privacy, and location—with trails just steps away and resort amenities close by.What
Inviting and sunny, the wall of windows and vaulted ceilings make this condo a delight to be in, in the quaint Pine Meadow Village neighborhood. Enjoy everything Sisters has to offer, walk to everything in town, hang out at the pool (seasonal), or soak in the hot tub. There are tennis courts just a couple of blocks too! This upstairs condo has one
Welcome to Your Black Butte Ranch GetawaySet right on the golf course, this spacious 3-story retreat offers the perfect blend of privacy, comfort, and classic cabin charm. Ideal for multiple families or group getaways, this home is designed to give everyone space to spread out—while still coming together to create memorable moments.Why Guests Love
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
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