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Holiday Homes and Apartments Sag Harbor, NY

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    Travellers to Sag Harbor are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This house 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 acres. Pool with spa is included with this home. It... View all property information
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    Sag Harbor, Hamptons 11963
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    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents... View all property information
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    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed 10 July 2012
    I stayed with two friends, their 15 month old and two week old in Beech Tree Cottage in June and we had a great time. The cottage has a very comfortable, cosy feel to it and had...
    5 of 5 stars Reviewed 6 July 2012
    This is the perfect little getaway for those who wish to avoid the pretentiousness of East Hampton and Southampton and still enjoy everything that the Hamptons has to offer...
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    5 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Beautiful North Haven Minutes from Sag Harbor Village and Ferry to Shelter Island The heart of the Hamptons! Close to Bridgehampton, East Hampton, Southampton, Water Mill, Shelter Island. Walking distance from beaches and town. A park-like 2 acres with a man-made pond is the lush setting for... View all property information
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    Sag Harbor, Hamptons 11963
    Private Room, 2 Bathrooms, Sleeps 7 | Quick View
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    Historic whaling captains home. We are the sixth generation to live here. It is a quick walk from our house to the village of Sag Harbor, where you will find restaurants, boutiques, antique stores, marinas and much more. If you wish to stay around the house, we have a dock, hammock and the best... View all property information
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    Sag Harbor, Hamptons 11963
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    PHEASANT ESCAPE GUEST SUITE An Accommodation for Particular People. Escape to Nature Without Roughing It. INFANTS and CHILDREN ALWAYS WELCOME. Special Promotion Option A: Stay 2 weekdays and get 25% off the 2nd weeknight. Special Promotion Option B: Stay 3 weekdays and get 50% off the 3rd... View all property information
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    Sag Harbor, Hamptons 11932
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Sag Harbor, Hamptons 11963
    1 / 13
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Forever Cottage is a charming, one-bedroom guest cottage plus newly added separate, modern 'boutique' Studio which rents separately, just steps from Main Street in the scenic village of Sag Harbor, NY, available to rent for weeks, weekends or longer stays- year-round. Sag Harbor is a beautiful,... View all property information
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    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed 19 September 2014
    After spending our first night out in the Hamptons at what was described as a luxury hotel which turned out to be a 1960's rehabbed motel we were THRILLED when we got to our...
    5 of 5 stars Reviewed 13 August 2011
    This cottage was charming and centrally located. The owner lives near by and was very sweet and helpful. It rained the whole time we were there, but even so, we had the best...
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    Private Room, 2 Bathrooms, Sleeps 3 | Quick View
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    Beautiful Master Room with massaging hot tub overlooking deck, lawn and our weekly serviced pool. King Size bed, walk-in closet, cabin shower, massaging hot tub, laundry, kitchen, big yard & in-ground pool. King size bed, additional twin bed available ($40).Continental breakfast served 7:30am... View all property information
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    Sag Harbor, Hamptons 11963
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Charming & Private Sag Harbor Home - sleeps 10-12 with Pool and fireplaces Traditional home on 1/2+ acre lot with mature landscaping. Main house includes 5 bed/3 bath/ 2 fireplaces and central AC. Large deck overlooking pool and private backyard (reserve on 2 sides). Separate guest cottage with... View all property information
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    Sag Harbor, Hamptons 11963
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    About this property
    THE PERFECT HAMPTONS LOCATION, VILLAGE AND BEACHES AUG 2016, RENTALS ARE BY-THE-MONTH ONLY. Simply the best location in the Hamptons, this house is a short walk to the beautiful village of Sag Harbor, but hidden away in a forest of trees, and extremely quiet and private. This unique designer... View all property information
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    Sag Harbor, Hamptons 11963
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Located in the quaint historic whaling Village of Sag Harbor, 12 minute walking distance to the center of town, with close proximity to the bay and ocean beaches. This European designer's home totals 5000 sq.ft., the lower level just shy of 1000, sq ft and is the designer's private lower level... View all property information
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    Sag Harbor, Hamptons 11963
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    The feeling of Zen surrounds you as you enter upon this European designer's hideaway..Custom appointments of quality and luxury fill this Hampton's home. Located 12 minutes walk to Main Street of the prestigious Sag Harbor Village....0.4 acres of beautifully manicured totally private lawns with... View all property information
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    Sag Harbor, Hamptons 11963
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Perfect getaway! Charming room, bright house! Full bed, add a twin bed $40 extra guest and a spacious closet. Our guests are welcome to share house comforts: heated pool, full bathroom, kitchen, laundry, Living room, BBQ. Walk 0h:23m to beach, 0h:40m to Main Street. Very private house in a quiet... View all property information
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    Sag Harbor, Hamptons 11963
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Terrace
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    About this property
    Hello, This is a wonderful beach house to stay over the summer. It has everything you want in it (Salt Water Pool, Wreck Room, Jacuzzi, Home Theater, Alarm Systems, etc...)! For those who want the best, come here. It has wonderful views of beaches. In under 100 yards, you can be at the best... View all property information
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    Sag Harbor, Hamptons 11963
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    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... View all property information
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    Sag Harbor, Hamptons 11963
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Minutes from Sag Harbor Village, beaches, and steps to Sag Harbor Cove. This charming 3 bedroom cottage is situated on a quiet dead end street.. Living room with fireplace, family room with hand hewn beams, sunny eat-in-kitchen, wide pine flooring,and CAC. This half acre property has a heated... View all property information
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    Sag Harbor, Hamptons 11963
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Privately situated on a park-like landscaped grounds, this classic 2 story French cottage was completely renovated for modern comfort and indoor/outdoor summer entertainment. This delightful house features an open-plan living room with fireplace, dining room, a gourmet kitchen with stainless... View all property information
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    Sag Harbor, Hamptons 11963
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Wonderful Sag Harbor VillageWaterfront Cottage for Rent 3 bedrooms, 4 queen size beds , 1 1/2 baths, A/C, Screaming Water views, multi level Decks, Private Sand beach, with Kayaks and fire pit. All inclusive utilities, Maid service (weekly) and wonderful clear Water and sandybeach. Grill,... View all property information
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    Sag Harbor, Hamptons 11963
    1 / 28
    5 of 5 stars (4) Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    Only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is 2 weeks during High Season unless you see an availability between rentals. During the off season 1 week rentals may be possible. This elegant 6000 square foot home... View all property information
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    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed 28 April 2014
    I can't say enough good things about our stay in this lovely Sag Harbor home. It's beautifully furnished, absolutely clean, and situated in a handsome gated community just...
    5 of 5 stars Reviewed 13 July 2013
    Beautifully decorated Designer home was fully furnished with great touches you would expect in a high end rental--soft linens and towels, mini ipods in docking stations around the...
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Designer's own home boasts every detail. This stylish home has stainless steel chef's kitchen with wine room, breakfast bar and butler's pantry. Dining room with venetian palster walls and modern crystal chandelier. Living room w fireplace and 50' tv. All marble and travertine baths. Master is en... View all property information
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    Sag Harbor, Hamptons
    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... View all property information
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    Sag Harbor, Hamptons 11963
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Sea Breeze House is located in the enchanting community of Sag Harbor. The house is located just steps from the only private beach in the Hampton. You can walk or bike to town. Watch the sunset from the front porch, enjoy the evening sea breeze. The Sea Breeze House is a chic, modern, yet... View all property information
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    Sag Harbor, Hamptons
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Walk in to the view of the sky and bay through the living room. The master suite is its own floor. the house is modern, there are three other bedrooms. Perfect home for a summer vacation. A short ride to Main Street, Sag Harbor, short walk to bay beach. View all property information
    Location Information
    Sag Harbor, Hamptons 11963
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Only for the very discerning renter. It is a designer's own home . Minimum rental is 14 nights. Please, please read rental rates before inquiring. Please Do NOT inquire about weekends . No parties whatsoever will be permitted. This elegant 6000 square foot home features vaulted ceilings, first... View all property information
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    Sag Harbor, Hamptons 32963
    1 / 16
    5 of 5 stars (1) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    GREAT HOUSE FOR A GATHERING OF FRIENDS OR FAMILY POOL WITH DECKING AND LOUNGE CHAIRS KITCHEN WITH GRANITE COUNTER TOPS, 2 LIVING ROOM AREAS, 2 EATING AREAS, GOLD CABLE, WIFI 6 BEDROOMS SHORT DRIVE TO SAG HARBOR/SOUTHAMPTON VILLAGE OR OCEAN BEACHES. Beds: 4 King Beds, 1 Queen Bed, 4 Twin... View all property information
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    Sag Harbor, Hamptons 11963
    5 of 5 stars Reviewed 4 October 2014
    Hawk Haven is a wonderful escape, ideal for relaxing away from it all . Wild turkeys and deer gather on the vast lawn in the early evening and it is hard to believe you are right...
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    6 bedroom/ 5 bathroom House on the border of Sag Harbor and Bridge Hampton 4 NIGHT MINIMUM STAY FOR THE WEEKEND OF 7/23-7/27 DUE TO HIGH DEMAND. NO NIGHTLY RATES AVAILABLE WEEKENDS ARE SOLD IN THEIR ENTIRETY! FOLLOWING WEEKEND RATES WILL VARY IN PRICE BUT WILL START AT $6000 House includes:... View all property information
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    Sag Harbor, Hamptons 11963
    7 Bedrooms, 13 Bathrooms, Sleeps 14 | Quick View
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    Located between Sag Harbor and Bridgehampton, just renovated ultimate modern luxury house offers everything you need to enjoy the Hamptons summer. Down a long winding driveway, you are greeted by a wonderfully modern facade. Inside the home opens up as the immense height ceilings and walls of... View all property information
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    Sag Harbor, Hamptons 11963
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Perfect get away in the heart of the village. Newly renovated carriage house in the historic district. 2 bedrooms, kitchen, dining room, living room, full bathroom, private yard. Located in the Historic District of Sag Harbor Village. Only 10 minutes walk to the center and 15 minutes to the... View all property information
    Location Information
    Sag Harbor, Hamptons 11963