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Rentals for Seniors in Long Island, NY

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Travelers to Long Island are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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From
$1,607
Per Night
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1 / 25
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Sag Harbor
5 Bedrooms, 8 Bathrooms, Sleeps 10
Bookings
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From
$150
Per Night
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1 / 17
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Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Inquiry
From
$350
Per Night
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1 / 9
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Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
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From
$1,250
Per Night
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1 / 23
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Southampton
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This estate has 7 bedrooms and 6.5 bathrooms, all bathrooms are marble with high-end fixtures. All bedrooms have 32 inch HDTV's. Boasting 2 living rooms - 1 on the main floor and 1 on the first floor. Beautiful kitchen with wood floors throughout. 3000 square feet of exterior wood deck, which leads... View all property information
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From
$275
Per Night
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1 / 21
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North Fork
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Washer
  • Patio
  • Stove
  • Dishwasher
  • Refrigerator
  • Microwave
  • DVD Player
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
A renovated home in the heart of the North Fork near the beach and several wineries. Please inquire about weekends, weeks or monthly/summer rental for 2014. Sleeps 8 Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue harbor and... View all property information
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From
$172
Per Night
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1 / 19
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Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Microwave
  • Dryer
  • Grill
  • DVD Player
  • Stereo System
  • Dishwasher
  • Refrigerator
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This charming farmhouse is just what you’ve been looking for: A beautiful, newly renovated 1890's house with all the modern conveniences, perfectly located a few short blocks to Founders Landing Beach Park, Town Beach and Southold Village. About the House The house is a very bright and airy, and... View all property information
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5 of 5 stars Reviewed August 18, 2013
This is a beautiful, well maintained house· Decorated and furnished to a very high standard. Fantastically situated for the beach in the lovely town of Southold. We used for our...
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From
$475
Per Night
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1 / 14
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Hampton Bays
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Make Inquiry
Amenities & Details
  • Fireplace
  • Washer
  • DVD Player
  • Patio
  • Grill
  • Hot Tub
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Perfect for family in quiet residential area ,close to everything nonsmoker house on 2 floors,4 bdr ,all beds are queen size,2 baths, CAC(central air conditioning) , PRIVATE backyard with in ground pool 16x36, remote control pool lights,NEW pool liner for 2015,45ft.high Leyland Cypress... View all property information
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From
$250
Per Night
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1 / 7
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Fireplace
  • Internet Access
  • Microwave
  • Ceiling Fans
  • Waterfront
  • VCR
  • Stove
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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From
$858
Per Night
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1 / 28
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Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Parking
  • Microwave
  • Dishwasher
  • Grill
  • Gym
  • Fireplace
  • TV
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Large, private and clean house in the woods with swimming pool, outdoor 10 people jacuzzi and complete kitchen on walking distance to the beach and 5 minutes drive to town. House inside indulge formal foyer, living room,TV room, work out area, office space ,formal dinning-room, eat-in kitchen and... View all property information
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From
$350
Per Night
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1 / 32
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Southampton
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • TV
  • Stove
  • Refrigerator
  • Dryer
  • Deck
  • Fireplace
  • Microwave
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful 3 bedroom house located on top of the hill overlooking Peconic Bay. Full Winter Views and partial Summer Views. Downstairs has master bedroom and kitchen and Free Form Dining table with wrap around porch and outdoor seating. Upstairs has deck, large family room with pull out sofa, Large... View all property information
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From
$725
Per Night
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1 / 7
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East Quogue
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Garage
  • Dishwasher
  • Refrigerator
  • Ceiling Fans
  • Grill
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Four Bed, four bath. Great for two families. + .Nice pool, basketball hoop, bikes, bogie boards, beach chairs, croquet, badmition, x box in basement, pool table, outdoor speakers, nice bar b que, great lounges by pool, big back deck close to Southampton beaches, close in hamptons. August 9th... View all property information
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From
$1,250
Per Night
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1 / 32
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Sag Harbor
7 Bedrooms, 5 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Grill
  • Patio
  • Dishwasher
  • Fireplace
  • Microwave
  • Hot Tub
  • Washer
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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+ acre lot for complete and utter privacy. Beautifully Landscaped with a Koi Pond. 75'L-shaped heated pool, hot tub, outdoor... View all property information
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From
$117
Per Night
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1 / 13
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East Hampton
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Fireplace
  • DVD Player
  • TV
  • Washer
  • Hot Tub
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy the Hamptons in the Fall, Winter and Spring in this renovated Contemporary within walking distance of the bay. The home features a large gourmet kitchen, spacious living room and dining room leading out to a private yard with new gunite pool, hot tub, indoor & outdoor grill and playground.... View all property information
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From
$400
Per Night
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1 / 13
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North Fork
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Microwave
  • Refrigerator
  • Stove
  • Outdoor Dining Area
  • Linens Provided
  • Dishwasher
  • Parking
  • Central Heating
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Short walk to the most gorgeous bay beach, restaurants and marina. This adorable 2 bedroom beach cottage sleeps 2-5 people and has a fully equipped kitchen, cozy living room with sleeper sofa, patio and barbeque. Housekeeping and linens included with your stay. We would be happy to make your... View all property information
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From
$493
Per Night
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1 / 14
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East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Internet Access
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
  • Single Beds:(2)
  • Beach Or Lakeside...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
'The Vacationer' is a lovely, bright, white, 3 bedroom, 2 bath vacation home with a beautiful heated swimming pool. This extremely charming and appealing property features a pristine natural cedar Swedish sauna, central air conditioning, flat screen TV and high speed wireless internet access and is... View all property information
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From
$1,250
Per Night
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1 / 52
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Southampton
6 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Microwave
  • Fireplace
  • Washer
  • Grill
  • Dishwasher
  • Garage
  • Stove
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This luxurious Southampton estate is set on a large private plot of land. With close proximity to Southampton village and world famous Coopers beach, the location of this estate takes advantage of all that Southampton has to offer. The house has 6 bedrooms 7 bathrooms. A professional gourmet... View all property information
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From
$1,000
Per Night
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1 / 20
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East Quogue
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Microwave
  • Patio
  • TV
  • Fireplace
  • Washer
  • Refrigerator
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Contemporary with major renovations in 2013. Open and bright, with great room and fireplace, expansive decks open out from bedrooms and from kitchen and living room. Heated swimming pool and Har Tru Tennis Court. Home is all on one level, and the pool has a child safety fence. The house has an... View all property information
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From
$300
Per Night
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1 / 16
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Southampton
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Washer
  • TV
  • Fireplace
  • Parking
  • Dishwasher
  • Patio
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
LOCATED IN THE VILLAGE PROPER- VERY WALKABLE LOCATION- ******LUXURY AT A BUDGET*****1.5 MILE TO COOPERS BEACH. A NICE SIZE COTTAGE YOU WILL NOT FEEL CRAMPED. It has a lovely flow for entertainment with multiple seating areas. Living area, fireplace area, dining area. Eat in kitchen and a large... View all property information
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5 of 5 stars Reviewed June 29, 2014
The house is in a beautiful area that is convenient to everything. I felt safe and comfortable, had a very relaxing experience staying there- and the home owner couldn't be...
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From
$575
Per Night
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1 / 22
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Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Washer
  • Microwave
  • Fireplace
  • Patio
  • Grill
  • Dishwasher
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
*** Please see peak season availability, minimum stay requirements (including monthly minimum rentals for June and July) and pricing information at the bottom of this description before contacting *** Thinking of spending time in Montauk? Great idea! Enjoy all the East End has to offer from the... View all property information
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5 of 5 stars Reviewed December 6, 2014
We rented this house for a week because our son was being married in Montauk. It was perfect for our needs. We were able to accommodate extended family members with enough space...
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From
$400
Per Night
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1 / 26
North Fork
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • DVD Player
  • Stove
  • Fireplace
  • TV
  • Microwave
  • Dishwasher
  • Parking
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. Set in a quiet neighborhood, the house is located on the bluff, about 85 feet above sea level. The house is facing the sea and the views are breathtaking. Conveniently located only... View all property information
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5 of 5 stars Reviewed June 11, 2014
Had an awesome 3 day weekend with friends and family with great weather. The reviews from others are spot on. The view is incredible. The deck that ran the length of the house...
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From
$1,000
Per Night
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1 / 15
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Long Beach
5 Bedrooms, 4 Bathrooms, Sleeps 11
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Fireplace
  • Microwave
  • Refrigerator
  • Patio
  • Stove
  • DVD Player
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the... View all property information
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5 of 5 stars Reviewed July 15, 2014
What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this...
5 of 5 stars Reviewed August 5, 2014
Mooi ruim huis aan het water met prachtig uitzicht. Rust ondanks nabijheid van vliegveld JFK. Nieuw meubilair en aan alles is gedacht, comfortabele bedden, handdoeken ook voor...
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From
$625
Per Night
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1 / 9
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Amagansett
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dryer
  • Satellite TV
  • Grill
  • Dishwasher
  • Deck
  • Stove
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Charming mid-century modern house south of the highway. Completely renovated in 2014. Short walk to ocean beach and Amagansett village. Large property with new deck and grill. Light filled open floor plan kitchen, dining room, living room. Dishwasher, clothes washer and dryer. Master bedroom with... View all property information
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5 of 5 stars Reviewed August 14, 2014
This is a fantastic place to stay in Amagansett. The property was well stocked with all amenities needed for a family of 4 to live in and entertain for an extended period of...
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From
$850
Per Night
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1 / 9
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East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • TV
  • Microwave
  • Patio
  • DVD Player
  • Garage
  • Stove
  • Fireplace
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Please contact us for availability. We do not use the Flipkey online calendar to manage reservations. Be the first to enjoy this completely renovated home. Fall/Winter 2014-Summer 2015 reservations being taking now for a newly renovated East Hampton, 3 bedroom and 2 bath contemporary/modern loft... View all property information
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From
$170
Per Night
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1 / 15
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East Hampton
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
Details Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Dryer
  • Microwave
  • Fireplace
  • Satellite TV
  • TV
  • Deck
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Sunny First floor bedroom with a Real comfortable King Size Bed. Refrigerator/Microwave - Closet Space Use of New Back Deck w/private outdoor shower and half bath. Full Bath on Second Floor. Complimentary continental self-serve breakfast included. Free use of in-house bicycles. Flat screen tv... View all property information
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From
$300
Per Night
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1 / 8
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Oyster Bay
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Greenhouse is a charming one bedroom cottage located on a 30 acre waterfront estate on Centre Island, 34 miles from Manhattan. It has a large 330 sf deck overlooking the Great Meadow Creek and a wild bird sanctuary. It is a special sunny spot with the large open room that incorporates living,... View all property information
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From
$400
Per Night
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1 / 11
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East Quogue
4 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Amenities & Details
  • Patio
  • Refrigerator
  • DVD Player
  • TV
  • Dishwasher
  • Stove
  • Dryer
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This 4 bedroom, 2 bathroom contemporary is just steps away from a private beach and marina. Some amenities include: New granite kitchen Cathedral great room with flat screen tv Hardwood floors Multi level decking In ground heated pool Patio furniture and gas grill Linens One car garage View all property information
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From
$800
Per Night
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1 / 12
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Montauk
5 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This cozy Tudor will make you feel at home as soon as you drive through the hedges, as if entering in to a fairy tale. Just far enough(1 mile) from the hustle as bustle of town but close enough to ride your bike to the beach. It offers 3 large bedrooms(two have queen sized beds, one has two twin... View all property information
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From
$250
Per Night
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1 / 98
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Riverhead
Studio, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Main House Apt is on a 9 Acre Gated Estate, which backs up to approx. 170K acres of preserve. No neighbors for approx. miles. Your own Private Entrance, 2 Parking Spots, Tennis Court, Pool (access upon request), includes: Wifi, (no streaming), Cable/Satellite Dish, A/C, Heat, Electric. (Additional... View all property information
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From
$3,150
Per Week
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1 / 8
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Hampton Bays
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Guest Count
  • Beach Or Lakeside...
  • Waterfront
  • Number Of Bedrooms
  • Air Conditioning
  • Telephone
  • Internet Access
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy the sights, sounds and salt-water smells of summer right out your front door. Sit on the screen porch while the sun sets over beautiful Tiana Bay. Walk the crescent beach and hear the gulls. This is the quintessential beach cottage we all dream about - 2 bedrooms, one bath, immaculate, with... View all property information
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5 of 5 stars Reviewed September 5, 2014
This cottage was like a dream. Beautiful landscaping with butterfly bushes and colorful flowers surrounding propery. Birdwatchers paradise and swan family made frequent visits...
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From
$200
Per Night
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1 / 13
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Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • Stove
  • Dishwasher
  • Fireplace
  • Grill
  • Refrigerator
  • Dryer
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
*** Ask for reviews from other tenants *** Classic Hamptons barn style home situated on 1.3 acres - three bedrooms (sleeps up to 8), two bathrooms, large double-height living area with exposed beams and barn style details throughout. ENTERTAIN: The open style living and extremely lofty ceiling... View all property information
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5 of 5 stars Reviewed June 24, 2014
This was our first experience renting a house and I was a bit anxious. However the whole procedure through Trip Advisor was painless and the owner and house both turned out to be...
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From
$250
Per Night
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1 / 24
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Rocky Point
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • TV
  • Hairdryer
  • Internet Access
  • Porch
  • Refrigerator
  • Stove
  • Waterfront
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Quaint 3 bedroom, 1 bath home, with beautiful views of the long island sound from the kitchen, dining area, bedroom, and back yard. Central air conditioning, cable, internet, phone. electric stove, fireplace, lovely enclosed front porch, large backyard, big gas barbeque grill. 3 minute walk to... View all property information
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5 of 5 stars Reviewed July 30, 2014
First off the house was very clean, very cozy and the view was amazing. When I showed up and my friends showed up we were all amazed of how nice the place was. Everything we...
5 of 5 stars Reviewed July 15, 2014
Our first time on eastern Long Island - the trip out from the hectic pace of NYC slowly turns from urban to beautiful parkland, finally ending at quaint Rocky Point LI. The home...
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From
$886
Per Night
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1 / 11
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Fire Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (2) Make Inquiry
Amenities & Details
  • Grill
  • Deck
  • Washer
  • Satellite TV
  • Refrigerator
  • Stove
  • Air Conditioning
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Magnificent views - the best of the best, contemporary house built in the 90's. Rated one of the ten best island beaches in USA . Car free island, only bicycles. A safe place for children. Only 1 hour, 10 minutes by train, car or private van to ferry dock from New York City, or 15 minutes from... View all property information
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5 of 5 stars Reviewed August 11, 2014
We loved staying at this house on Fire Island. It was wonderful waking up to the waves and seeing deer just outside the door. We would love to return!
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From
$405
Per Night
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1 / 10
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East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Microwave
  • TV
  • Washer
  • Refrigerator
  • Grill
  • Dishwasher
  • Parking
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Grace cottage is a lovely 3-bedroom, 'shabby-chic' style house in a quiet residential neighborhood in the Springs section of East Hampton . It is 5 miles from the ocean and closer to the bay beaches, a fun bike ride. Convenient to the villages of East Hampton, Amagansett, Sag Harbor, all known... View all property information
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$200
Per Night
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Sag Harbor
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Grill
  • Ceiling Fans
  • Parking
  • Refrigerator
  • Washer
  • Patio
  • DVD Player
  • TV
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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$225
Per Night
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Cutchogue
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Cozy Cutchogue Cottacge on the North Fork . It has 2 bedrooms and there is a sleeping loft appropriate for children over 9-10 ish. Deck and backyard with gas grill, outdoor picnic table, and tire swing. The house is located in Fleet's Neck and is 5 houses from the beach and a small shady... View all property information
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From
$500
Per Night
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1 / 9
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Bridgehampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Safe
  • Washer
  • Refrigerator
  • Grill
  • Patio
  • DVD Player
  • Garage
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New designer furnishings and linens. Separate master suite with Jacuzzi and steam shower. 3 Additional... View all property information
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From
$1,750
Per Night
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1 / 11
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Southampton
6 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • DVD Player
  • VCR
  • Washer
  • Hot Tub
  • Stove
  • Fireplace
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Fabulous Bay Front Villa on a private acre in Southampton close to village & Beaches. Beautiful fountain to greet you and your guests to the water front retreat with high end finishes. Vaulted ceilings, Professionally decorated and 6 Bedrooms with 4 1/2 baths with Jetted Tubs & Steam Shower. All... View all property information
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From
$1,000
Per Night
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1 / 22
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Bridgehampton
4 Bedrooms, 4 Bathrooms, Sleeps 9
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Amenities & Details
  • Dishwasher
  • Grill
  • Refrigerator
  • Washer
  • Microwave
  • DVD Player
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Great house set on 2 acres and surrounded by 40 acres of reserve on 3 sides for complete privacy. Two masters with kings, two additional bedrooms and a den offer room for additional guests. The 500 square foot great room has soaring ceilings/ gas fireplace with multiple decks and balconies. Open... View all property information
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$500
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1 / 12
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Cutchogue
5 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Grill
  • Washer
  • Stereo System
  • Fireplace
  • Stove
  • Hot Tub
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
You can’t get closer to the water. Shallow, warm bay perfect for swimming. Sterling sunrises and Miami moons, panoramic waterviews from the dining room, living room and master bedroom. Sugar sweet corn, voluptuous tomatoes, unsurpassed seafood washed down with world class wines. Our family and... View all property information
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From
$500
Per Night
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1 / 26
Hamptons
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This home is modern, clean and comfortable. It is located in the heart of the Hampton’s! The house is located just a few blocks from town and a few blocks from the most beautiful beaches in the world. It is in one of the most desirable neighborhoods in Southampton. The house Sleeps 10! The home has... View all property information
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From
$400
Per Night
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1 / 17
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Cherry Grove
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Dishwasher
  • TV
  • Grill
  • Stove
  • Refrigerator
  • Washer
  • Fireplace
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible 'gay' oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and swim in our heated pool by day. Oversized modern... View all property information
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From
$4,000
Per Week
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Southampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Southampton, Luxury 4 Bed 2 Bath home with pool, minutes to everything! New 25 x 50 Salt Generated Pool, no maintenance and much easier on the eyes! 3 Minutes to Private Beach! Free Parking, NO Beach Passes needed! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre... View all property information
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From
$400
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1 / 28
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Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Dishwasher
  • Microwave
  • Parking
  • Washer
  • Fireplace
  • Refrigerator
  • DVD Player
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Completely renovated 4 bedroom home on quiet street in Hampton Bays. In town location. Walk to shops and dining. 3.5 miles to Atlantic Ocean and 1.0 miles to Shinnecock Bay. Large property with lovely deck and furniture. Handicap accessible with bedroom and wet room on first floor. Deck... View all property information
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5 of 5 stars Reviewed August 1, 2014
Great house to rent, they have everything you would need for a weekend away and its close to Ponquogue beach. About 2 mins from Hampton Bays town which has restaurants, take out...
5 of 5 stars Reviewed July 27, 2014
We come to the area every year for a family reunion and were ecstatic to find this house. We rented for a long weekend. They had everything we could possibly have imagined and...
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From
$175
Per Night
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • DVD Player
  • Microwave
  • Ceiling Fans
  • Refrigerator
  • Stove
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North Fork... View all property information
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5 of 5 stars Reviewed October 14, 2014
Mark & Mona's historic apartment was a delight. It was small but cozy and clean. Our only surprise was that we didn't realize the bathroom was located inside one of the bedrooms...
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From
$750
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Hampton Bays
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Dishwasher
  • Washer
  • Microwave
  • Stove
  • DVD Player
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Three year old house overlooking the inlet to the Peconic Bay. Less than 2 miles to the Atlantic Ocean. restoration Hardware and Pottery Barn adorn this fabulous house. Open floorplan, great for entertaining, huge front porch and side porch. Fully handicapped accessible home! Downstairs... View all property information
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From
$295
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Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (11) Make Inquiry
Amenities & Details
  • Patio
  • Safe
  • Ceiling Fans
  • Grill
  • Microwave
  • Dishwasher
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and... View all property information
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5 of 5 stars Reviewed August 28, 2014
We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
5 of 5 stars Reviewed July 13, 2014
My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
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$175
Per Night
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1 / 21
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Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Parking
  • Washer
  • Grill
  • Dryer
  • Microwave
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of the North Fork In the heart of the North... View all property information
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5 of 5 stars Reviewed June 3, 2014
I rented both units in this cottage a few years back and was pleased to see that the property was lovely as ever. I rented both cottages again this time for a girl’s getaway...
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From
$300
Per Night
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1 / 15
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Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
3 bedrooms, 2 full bathrooms, sleeps 6 Pristine, year round, vacation getaway, within short walk to two white, sandy, Sound beaches. Nestled in the North Fork wine country, this home away from home is everything you need to make your stay memorable. A very comfortable, clean, smoke free home.... View all property information
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From
$4,500
Per Month
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1 / 7
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Montauk
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Charming 1 bedroom cottage on scenic Lake Montauk. Located on East Lake Drive, our bright and cheerful cottage is perfect for one or two people, and offers a peaceful atmosphere, private beach and beautiful sunset views over the lake from our front deck. Features 1 bedroom with queen size bed... View all property information
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From
$250
Per Night
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1 / 16
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Amagansett
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Stove
  • Hairdryer
  • Deck
  • Parking
  • Washer
  • Air Conditioning
  • Grill
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Charming home near the center of Amagansett - easy beach living! Comfortable, cozy cottage set back from a quiet street with large, shady enclosed yard, deck with grill and patio furniture and outdoor eating area, three bedrooms, two baths. Can sleep 8 (with foldout sofa) Close to town, Jitney,... View all property information
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