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Holiday Rentals with Pools in Eastham

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    Travellers to Eastham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    8 Matching Rentals in EasthamView all 366 rentals
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    IVY Cottage - 3 Bedroom, Secluded and Comfortable1 / 16
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A heated private pool at this expansive and beautiful Eastham home. SAVE NOW!1 / 33
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2211 State Hwy #13 (#126193) - Whispering Pines ~ Bayside Three Bedroom on Mill Pond Waterfront cottage located in Whispering Pines on Mill Pond. This immaculate three bedroom and two bath cottage features a kitchen with granite counter tops and a dishwasher. The bright and open living room and...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Swim in the heated pool, surrounded by lovely landscaping and a koi pond, then soak in the hot tub under the stars. This lovely house on the main floor offers central AC, a large master bedroom with King bed, living area, den, kitchen, washer/dryer, and large deck. The second floor has 2 bedrooms,...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful and spacious 5-bedroom home located in a lovely Boat Meadow neighborhood offering its own heated in-ground pool and association tennis courts. Two of the bedrooms have queen beds, one on the ground floor, the other upstairs; the other bedrooms (all upstairs) have twins. Features a large...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 BR | 2 BA | Sleeps 8 Charming Cape-style home situated on bayside of Eastham, the gateway to the Cape Cod National Seashore (Coast Guard Beach voted one of 10 best US beaches). Located on a quiet cul-de-sac close to all the best Eastham has to offer - ocean, bayside and fresh water beaches, bike...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 BR | 1 BA | Sleeps 6 Only 250 yards from Thumpertown Beach is this charming very well maintained and equipped three bedroom 1 bath (stall shower) cottage. The master bedroom has an air conditioner and the living/dining/kitchen area is bright, airy and open. There is a washer/dryer, large deck...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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