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Vacation Rentals in Sag Harbor, NY

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    All 20 Rentals in Sag Harbor
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    Travellers to Sag Harbor are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    $12,163
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    1 / 25
    5 of 5 stars (4) Excellent
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travellers have booked this property
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    $359
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    1 / 21
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    $608
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    1 / 10
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
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    $608
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    1 / 10
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Playground
    • Internet Access
    • Air Conditioning
    • Private Fishing...
    • Satellite TV
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    85 Milton Ave is a charming, comfortable family home where warm memories are made. Enjoy the house, beach and historic Sag Harbor from the conveniently located residence. The 1 mile walk to town is down pristine lanes past beautifully landscaped homes and water views. Sag Harbor was the first... View all property information
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    $1,216
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    1 / 7
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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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    $18,244
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    1 / 9
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Linens Provided
    • Private Outdoor...
    • Wi-Fi
    • Refrigerator
    • Washer
    • TV
    • DVD Player
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    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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    $182
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    1 / 6
    1 Bedroom / 2 Bathrooms / Sleeps 3
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    Amenities & Details
    • TV
    • Washer
    • Dryer
    • Shared Outdoor Pool...
    • Wi-Fi
    • Patio
    • Refrigerator
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Read the article in Newsday about one of my houses, by Alex Mc Cord of the Real Housewives of NY ,She has been renting from me every time she is out here. THIS home was also written up in the NY Post Earlier this year in an article on June 24th 2010 called 'Be My Guest' as new great places to stay!... View all property information
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    $4,257
    / Week
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    Amenities & Details
    • Washer
    • Dryer
    • Air Conditioning
    • Linens Provided
    • Outdoor Dining Area
    • Cooker
    • Parking
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    $1,095
    / Night
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    1 / 17
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Refrigerator
    • Grill
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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
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    $1,460
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    1 / 17
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Linens Provided
    • Towels Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    THE PERFECT HAMPTONS LOCATION, VILLAGE AND BEACHES 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 house is filled with natural light and... View all property information
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    $1,520
    / Night
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    1 / 32
    7 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Private Tennis Court
    • DVD Player
    • Air Conditioning
    • Deck
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. Drive through private gates to this secluded property with 7 over sized bedrooms; 5 baths. The house is an architect's resort-inspired vacation home. The property sits on a 2+... View all property information
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    $456
    / Night
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    1 / 7
    Studio / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Deck
    • Waterfront
    • Satellite TV
    • Internet Access
    • Stereo System
    • Refrigerator
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Redwood Cottage has two bedrooms each with a queen size bed. One bathroom with tub/shower. It overlooks the Upper Cove in the Village of Sag Harbor. It is very nicely decorated inside with a full kitchen, dinning room, lovely living room with a water view! It is within walking distance of the... View all property information
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    From
    $359
    / Night
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    Amenities & Details
    • Refrigerator
    • Parking
    • Private Outdoor...
    • Outdoor Dining Area
    • Patio
    • Linens Provided
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    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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    $487
    / Night
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    1 / 27
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Patio
    • Satellite TV
    • Washer
    • Fireplace
    • DVD Player
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy the historic and beautiful town of Sag Harbor while staying in a modern, comfortable and family friendly home with amazing hilltop views. Bring the whole family, the house comfortably sleeps 8-10.The home is set within two miles from Sag Harbor Village and less than a mile walk to the bay... View all property information
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    $2,433
    / Night
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    1 / 12
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Sauna
    • Waterfront
    • Air Conditioning
    • Fireplace
    • DVD Player
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful waterfront estate with beach, boat dock, pond, minutes to Sag Harbor, in the heart of the Hamptons. Three acre manicured property. Fantastic view of boats cruising Shelter Island Sound. Walk to village playground, tennis, basketball, and hiking trails. Available for Memorial Day to... View all property information
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    $60,815
    / Month
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    1 / 18
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Private Outdoor...
    • Fireplace
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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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    $365
    / Night
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    1 / 19
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • There Are Tennis...
    • Satellite TV
    • Deck
    • Watersports Nearby
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    5 of 5 stars Reviewed 18 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 12 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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    $1,216
    / Night
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    1 / 7
    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 16
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    • Stereo System
    • Internet Access
    • Dryer
    • Fireplace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    GREAT HOUSE FOR A GATHERING OF FRIENDS OR FAMILY LARGE YARD, 50 FOOT POOL, HOT TUB KITCHEN WITH GRANITE COUNTER TOPS GREAT LIVING ROOM WITH LARGE SCREEN HDTV, GOLD CABLE, WIFI 5+ 2 MORE BEDROOMS SHORT DRIVE/BIKE TO SAG HARBOR VILLAGE OR OCEAN BEACHES. Beds: 4 King Beds, 2 Double... View all property information
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    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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    $1,390
    / Night
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    1 / 12
    Amenities & Details
    • Stereo System
    • Fireplace
    • Washer
    • Dryer
    • Hot Tub
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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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    $608
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    1 / 18
    3 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Fireplace
    • Dryer
    • Private Outdoor...
    • Stereo System
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Excellent central location in the heart of it all. Two minutes to the village from this handsome two-story light and bright contemporary home situated on a beautifully landscaped half acre property with a free-form heated pool and waterfall, bridge, sauna, bocce ball court, horse shoe pit, and... View all property information
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