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Holiday Rentals with Pools in Sisters

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    Travellers to Sisters are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    10 Matching Rentals in SistersView all 31 rentals
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vacation home sits on a beautifully landscaped home site with large Ponderosas and vine maple, a perfect habitat for abundant birds and wildlife. The spacious back deck is very private, bordering forest land and there are bird houses everywhere for nesting and a wonderful hot tub to relax in...
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    Sisters, Central Oregon 97759
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Shared Indoor Pool
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious family-friendly home located on the 16th fairway of Big Meadow Golf Course. Large open kitchen with granite countertops and bar seating. The dining area adjoins the Great Room where you can dine, play cards or games, or lounge in front of the fireplace. Two bedrooms with King and Queen...
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    Sisters, Central Oregon 97759
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy, charming condo is in a prime location. Walk to most facilities and enjoy the stunning scenery Black Butte offers every time you look outside or venture onto the deck! Perfect for the sunbather or wildlife buff or photographer. This condo is ideal for experiencing the true ambiance of...
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    Sisters, Central Oregon 97759
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Internet Access
    • Air Conditioning
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo takes full advantage of the gorgeous views of the 10th Fairway plus the North, the South Sister Mountains as well as Broken Top. There is a large Trex deck where the views are stunning to sunbathe, enjoy the golfers, evening BBQs with family or just relax with friends. This may be the...
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    Sisters, Central Oregon 97759
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious (1,744 sq. ft) home has loads of charm and is beautifully updated. Surrounded by Ponderosa Pines and within a short walk to the popular Paulina Springs Pool area, it will be ideal for your family vacation. Paulina Springs Pool, which is as unique as Black Butte and this beautiful...
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    Location Information
    Sisters, Central Oregon 97759
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As you walk into this five bedroom house, you will feel as if you have come home! Charming decor and warmth will make you feel welcome and comfortable. The entry enters into the large great room, with an open concept living space of living room, dining room, and kitchen. The kitchen is updated...
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    Location Information
    Sisters, Central Oregon 97759
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5BR/4BA home offers a private, woodsy stay at Black Butte Ranch, where you can spend your days reading on the wraparound deck, exploring the trails, or making new friends at the horse stable. The Lodge, with indoor pool and rec center, is just a few miles away. Your 3,000 sq. ft. retreat...
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    Location Information
    Sisters, Central Oregon 97759
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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