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Elder Access Holiday Rentals in Sag Harbor

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    Travellers to Sag Harbor are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    43 Matching Rentals in Sag HarborView all 62 rentals
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Elegant Designer Hamptons Retreat in Sag Harbor1 / 28
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    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This is a newly renovated bungalow with 2 bedrooms, full living room, eat-in kitchen, closed in and sunny porch, roomie deck with outdoor furniture (in season). It is a 5-10 minute walk to the village, fine restaurants, museums, shops, churches and temple and beach.This is a prime location. The...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    NEW CENTRAL AIR CONDITION WITH NEST THAT KEEPS HOUSE KOOL AT ALL TIME .PRICELESS!! All room have the own TV's. All Beds are memory form and super comfortable .house is very clean wit all new linens. 2 ned bathrooms.great home feeling in a family neighborhood. you can walk or walk into town main st...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Enjoy this Newly Renovated 3 Bedroom, 2 Bath Home with Hot Tub and Large Outside Deck in Sag...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Spacious 1700's Traditional on "Captains Row" in Historic Sag Harbor. Recently renovated to include cathedral ceiling bedroom and bath with rear entrance. Five minutes to downtown shops, 10 minutes to Sag Harbor Cove. Antique furnishings, 3 decorative fireplaces, one gas burning fireplace in the...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Enjoy this 3 Bedroom, 2.5 Bath Immaculate Home near the Village in Sag Harbor with Pool and Beautiful...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    The Sea Breeze House is located in the enchanting community of Sag Harbor. The house is located walking distance to the only private beach in the Hamptons. You can walk or bike to town. Grab a bottle of wine head to the beach and enjoy the amazing sunset on the east end, sit on the porch relax and...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    • Balcony
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Resort style living in this fantastic private beachfront oasis in Sag Harbor Village. Enjoy fabulous views and amazing sunsets over Sag Harbor Bay from this wonderful 3 bedroom, 2.5 bath house with hot tub and sandy beach right in your backyard. Great family rental. Kids have their own private...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Put up your feet and relax in this idyllic home just minutes from Long Beach and the rest of the luxuries the Hamptons have to offer. The open concept kitchen is a chef's dream, with a six burner Viking stove, Subzero refrigerator, Bosch dishwasher, and plenty counter space; perfect for...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    OPEN HOUSE!! Sunday May 18 One of the last houses in the area with pool AND tennis! MD-LD $60,000 Please call first. Welcome to my paradise! My home has everything you need for a fantastic summer. 6 bedroom/4 bath contemporary home on 10 secluded acres. Heated in ground 20x40 pool, all weather...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's like getting a free house! Generous lot bordering golf course has room for a substantial house, pool and tennis court. Presently improved with an easygoing modern home bordering Noyac Golf Club, with updated kitchen and baths, boasting a free-flowing floor plan, opening onto a large deck...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
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    • Grill
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a quiet shy acre beautiful parcel sits this updated light filled home in a Development with wide street for walking. With 4 Master Ensuite bedrooms, spacious with 2 masters with king beds and private baths, one with queen bed and private baths and the other with two twin beds and private bath...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    This home sits on 2.2 private and gated acres surrounded by nature. Viking kitchen, double sinks, double dishwashers and wine cooler. Six well appointed bedrooms, 3 en-suite. Three fireplaces. Formal living room, den, outdoor den, outdoor living room, formal dining room, covered porch with dining...
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    Sag Harbor, Hamptons 11937
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lovely Village location, 3 bed 2 bath summer rental. Spend your summer in one of the best villages in america. Charming...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    10 Bedrooms, 13 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Washer
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular 13,000 square foot estate, on 30 acres of open reserve with water views, boasts 11 bedrooms, 13 full bathroom, heated gunite pool, large outside patio area, Grill, perfect for entertaining, weddings, large family gatherings, etc. Located in Bridgehampton neighborhood in Sag Harbor....
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 10 Bedrooms, 13 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bed, two bath first floor apartment that is seconds away from Long Beach, Bridge Golf Club, Sag Harbor Village and Bridgehampton. Be close to all the opportunities that the Hamptons have to offer without all the...
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    Sag Harbor, Hamptons 11963
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    1600 Sqft Built in 1900 and renovated for contemporary living, this lovely Sag Harbor Village classic has four bedrooms, two baths, a screened porch, lovely living and dining areas, and a detached garage. Conveniently located near the heart of the village, with shops, restaurants, marinas and beach...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated chrisp and clean Sag Harbor charming home. Everything you would need for an Excellent Summer!!! Just a little over a mile from the center of the Village and just a skip to Long Beach to boot. Come home from a day at the Ocean 8 minutes away and relax by the pool. Don't Wait, it...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    • Grill
    • Private Garden
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, new space is nicely appointed with modern fixtures and finishes. High ceilings, clean and bright. Walk to the bay beach for stunning sunsets. New furniture, linens, towels, etc. Contact us for weekly, monthly or seasonal pricing. This beautiful, new space is nicely appointed...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Sag Harbor Village home. Located on quite tree lined street this home features heated gunite pool and tranquil gardens. Three bedrooms located on the second floor with a third floor featuring specious bedroom with private bath. The main floor offers completely updated kitchen. Great room...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
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    This dream cottage offers the best of East End living: waterfront property with a private dock situated just minutes from Sag Harbor Village and Bridgehampton. Living room with water view, kitchen, bedroom and full bath on first floor; bedroom and extra room on second floor. Back yard has deck with...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This renovated charming and chic two bedroom beach cottage has every amenity you need to have a great summer right near the best bay beaches. Open and bright living space with gas fireplace, built in flat screen and central air. New open kitchen with stainless appliances. Outside has a brick patio...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    A cozy ranch with newly renovated kitchen and bath, features an alcove breakfast area that overlooks the heated pool and gardens; two guest bedrooms; master bedroom, and family room that opens out to the pool and gardens. The screened in porch enhances those summer nights for dining or just sitting...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Enjoy this Newly Renovated 3 Bedroom, 2 Bath Home with Hot Tub and Large Outside Deck in Sag HArbor Village. Available for August, Winter and Year Round Rental!!! New to the Market...Don't Miss...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy this Beautifully Renovated 5 Bedroom, 2.5 Bath Home with Open Living/Dining Area, Finished Basement and Heated Pool. Finished basement with play room, gym, large heated gunite pool, hot tub, all on a manicured property with organic garden, fire pit, and lovely outdoor dining. Within a short...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This bayfront beach cottage has spectacular waterviews relax in the comfortable hammock the home has 3beds 2 baths the oerfectlocation to enjoy your summer on the water great deck for summer fun and inside theres a piano so u can sing your favorite tune,minutes to long beach + village fun...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated four bedroom, three bath traditional house is located close to Sag Harbor Village. The home is tucked away in a quiet neighborhood within close proximity to Sag Harbor bay beaches and village. It features new kitchen, wide plank floors, and large back yard...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom rental is located just minutes from the bay beaches of Noyac and the village of Sag Harbor. Recently renovated, it boasts a modern kitchen, light filled dining area, large living room as well as three large bedrooms. The private backyard has a heated pool for your...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Adorable, centrally air-conditioned, village cottage with an arbor covered deck, new kitchen, two bedrooms, one bath, two flagstone patios, nice garden, hammock and perfect for entertaining. Tastefully decorated. Wonderful...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Recently renovated Sag Harbor home close to Long Beach! Great landscaping and views of treetops. Large open living and dining area with sliders to deck with treetop views. With four bedrooms and two baths plenty of room for your guests. Easy access to Village Restaurants and...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    An immaculate 3 bedroom, 2 bath, traditional Salt Box. Close to the village of Sag Harbor. Beautifully flowering gardens with numerous paths to different seating meditation areas and Round Pond. Completely new deck around house. Full walk-out basement with wonderful entertaining deck...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Great waterfront property with dock. Spacious decking overlooks the pristine pool, water, and indigenous plants. This home features include open first floor entertainment area, 4 bedrooms, 4 baths, 2 fireplaces and lots of light all over the property. This is an amazing property to spend the summer...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Patio
    • DVD Player
    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    This property has just gone through a hi-end renovation. It has a beautiful updated Viking kitchen, amazing yard with a 50 ft gunite pool with shallow end "tanning bed", great for kids and adults alike! There are four bedrooms, 3 full baths in the main house, plus an additional full bath in the...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    About this property
    Village traditional on a quiet village street perfect for family gatherings. Magnificent backyard including a stone patio with fridge, grill, heated gunite pool and beautiful gardens. The park is accessible from our backyard allowing children to enjoy fields and playground and adults to have...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    This luxurious house has everything you need for a relaxing vacation. The ample sized lot backs onto a reserve, so your quiet is rest-assured. The entire house is tastefully furnished and cared for. It features a great room with fireplace, a huge eat in kitchen, a formal dining room and even a...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This Spacious Contemporary home is great for entertaining and play. The interior kitchen/dining is open and light filled. There are 2 living rooms and 2 dining areas as well as a breakfast bar. There are sliding glass doors to the large deck which affords flow between interior and exterior....
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Great Suite available for your Summer Enjoyment. This is an Apartment Within a Larger Home. Perfect as a weekend Getaway for 2. Five minutes to Sag harbor, Five Minutes to Bridgehampton. Eight minutes to the Ocean.Hamptons Classic 5 Minutes away. Crisp and clean with your own bedroom and bath,...
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    Sag Harbor, Hamptons 11963
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
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    About this property
    Lovely 3 bedroom, 2 bath cottage, located in sought after North Haven in a small private community with two bay beaches .Wonderful views across Fresh Pond to Sag Harbor Bay along with the most beautiful award winning landscaped gardens , new dock, and heated gunite salt water pool! An absolute...
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    Sag Harbor, Hamptons 11963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sag Harbor designer home, Chef's kitchen & one block from the water1 / 14
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2017
    Our family enjoyed a great week in Sag Harbor and wonderful accommodations. The house is as advertised, nicely and warmly decorated with beautiful pool and outdoor grounds. The...
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    About this property
    For a truly authentic experience of Sag Harbor, stay at this delightful 5-bedroom, 2-bathroom designer's home with oversized heated pool and ideally situated just 2 blocks from Long Beach . With 2,800-square feet of living space and enough sleeping accommodations for up to 10 guests, this residence...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular Waterfront Elegance This gorgeous 9,000 sq. ft., 7-bedroom, 6.5 bath Sag Harbor home on 1 acre has 153'of waterfront and private beach on Noyac Bay with breath taking views of the bay and Long Beach. An open state-of-the-art kitchen and dining area are complimented by water views from...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa features 5,600 +/- sq. ft. of living space with five bedrooms, four and one-half baths, plus a gourmet kitchen, living room with fireplace, media room, office, large master, and a finished lower level, on 1.87 +/- beautifully landscaped ac. Located in The Hamptons neighborhood in Sag...
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    Location Information
    Sag Harbor, Hamptons 11963
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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