$24,750
Available: Right Now
Listed: 28/06/2024
Town of Shelter Island, NY, 11964
Summer 2023 calendar has been updated ! The month of July is now available and can be rented for the entire period or in 2 week blocks- August 1-18 is also available Please note 2 week minimum rental period This serene, modern sun drenched spacio...
$18,000
Available: Right Now
Listed: 27/06/2024
20 Wesley Ave, Shelter Island, New York, 11964
Sweetly appointed and extremely charming 3 bedroom Victorian cottage has an inviting rocking chair porch, living room, tv room, dining room and kitchen with breakfast nook plus a lovely alfresco dining and sunning patio. Master bedroom has a little b...
$18,000
Available: Right Now
Listed: 28/06/2024
Town of Shelter Island, NY, 11964
This family friendly private three-bedroom, two bathroom Silver Beach ranch house is perfect for any season. Enjoy the pool, covered porch and walking distance to beaches and bays, the large chef's kitchen and comfy living room with fireplace in cool...
$36,000
Available: Right Now
Listed: 27/06/2024
63 S Menantic Rd, Shelter Island, New York, 11964
This newly renovated Shelter Island gem features green lawns, private beach and dock. Newly renovated, the house is clean and airy with beautiful light from windows overlooking West Neck Harbor. The kitchen opens onto waterside deck for sunset dinner...
$19,530
Available: Right Now
Listed: 28/06/2024
Town of Shelter Island, NY, 11964
Please note that a reservation for this property needs to be approved before it is confirmed.Shelter Island Modern RanchBeautiful Ranch Style Shelter Island Home with Private Pool, Close to Golf Courses, The Beach, Art Galleries3BR/2.5BA:...
$19,500
Available: Right Now
Listed: 25/06/2024
Town of Southold, NY, 11944
Long term stay available - please inquire* Entire house with pool * Fenced in yard *Located in Greenport, New York. This property offers a private pool, free WiFi and free private parking,...
$50,000
Available: Right Now
Listed: 27/06/2024
21 Peconic Ave, Shelter Island, New York, 11964
Impeccable cottage ideally located in the heart of Silver Beach. Very Closeto the secluded association beach and a short distance to Shell Beach. Lovely deck with water view and cool summer breezes. Three bedrooms and two bath. Ref. R103 MD - LD $50,...
$11,280
Available: Right Now
Listed: 25/06/2024
Town of Southold, NY, 11944
Modern on 9th Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Originally an old-time candy and soda shop this 1957 home is truly a charmer. Recently updat...
$18,000
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
Beautiful updated historic home in the village of Greenport. Central AC, newly renovated kitchens and bathrooms, large fenced in yard, patio with bbq, outdoor shower, fire pit. Bike to nearby vineyards and beaches and walk to restaurants, stores and ...
$12,000
Available: Right Now
Listed: 23/06/2024
Shelter Island, NY
Sleeps 4 adults (max) or total of 6 with kids.Perfect family getaway.Shelter Island Rental License #: 2023-V-0018Weekly and Monthly Discounts for Winter Rentals!Stay at our newly renovated, light filled home! In the warmer months loun...
$32,010
Available: Right Now
Listed: 28/06/2024
Town of Southold, NY, 11944
The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and bright house is located in the heart of Greenport. Enjoy wineries, breweries, amazing restaurants, shops and beaches.Guests ha...
$50,000
Available: Right Now
Listed: 29/06/2024
9 Salt Meadow Ln, Sag Harbor, New York, 11963
Experience unparalleled luxury and spectacular water vistas in this extraordinary home that effortlessly combines breathtaking water views, an enviable location, and sophisticated style. This expansive2, 700-square-foot residence features unique, 100...
$14,130
Available: Right Now
Listed: 25/06/2024
Town of Shelter Island, NY, 11964
Great house in great location. 3 bedrooms (including one with bunk bed and additional bed) . Open floor plan with updated kitchen and bathrooms. In addition to large pool, great yard and outdoor shower. Short walk to nearby beach or bike to Sunset or...
$30,000
Available: Right Now
Listed: 27/06/2024
55 N Cartwright Rd, Shelter Island, New York, 11964
Original Farmhouse in great location, offering complete privacy on 3.4 acres. Beautiful private large property overlooking nature preserve. First floor has a living room with fireplace, family/TV room with french doors opening up to the back gardens,...
$60,000
Available: Right Now
Listed: 27/06/2024
16 Little Ram Island Dr, Shelter Island, New York, 11964
In one of the most sought after locations on Shelter Island, this original waterfront cottage has the most beautiful waterviews overlooking Coecles harbor to Gardiners Bay, with full sunlight from Sunrise to Sunset. This 4 bedroom 2 bath property sit...
$55,000
Available: Right Now
Listed: 27/06/2024
5 Pennys Path, Shelter Island, New York, 11964
This charming 3 bedroom house with a pool is comfortable, fresh and bright. The updated kitchen features stone counters, new stainless appliances, and practical counter seating. Great area for relaxing and entertaining in living room, dining room, an...
$35,000
Available: Right Now
Listed: 27/06/2024
318 5th St, Greenport, New York, 11944
Greenport Village West Dublin architectural home is available for you to enjoy! This wonderful home includes 3 bedrooms, 2 full baths, formal dining room, beautifully designed open floor with impeccable detail. The backyard setting is fabulous with p...
$23,000
Available: Right Now
Listed: 25/06/2024
7 Sandpiper Ln, Shelter Island, New York, 11964
Located a few doors from beach and boating access, this lovely vacation home has an airy open design with vaulted ceilings in the living room, fireplace, dining area and sun room. All have access to a wrap deck with open area for sunbathing and also ...
$15,000
Available: Right Now
Listed: 27/06/2024
1480 Cedarfields Dr, Greenport, New York, 11944
Welcome To Your Greenport Summer Retreat! This Colonial Stunner Has Just Been Completely Renovated To A Very High Standard. This Gem Boasts White Oak Hardwood Floors Throughout, Three Bedrooms, Two Full Bathrooms, Primary Is En-Suite With A Very Larg...
$28,000
Available: Right Now
Listed: 27/06/2024
2 Tims Trl, Shelter Island, New York, 11964
Come and enjoy all Shelter Island has to offer. This lovely 3 bedroom home has been skillfully turned into the perfect summer spot with every amenity who could list! Gunite Pool, outdoor shower, covered seating area, pool house with bar, pool table a...
$13,800
Available: Right Now
Listed: 25/06/2024
Town of Shelter Island, NY, 11964
Modern appliances, marble floors and working fireplace. Creek at the end of private road. Front and back patios. AC in all bedrooms. Close to town, beaches, restaurants, the marina and ferry. Close to paddle boarding, golf, mini g...
$13,950
Available: Right Now
Listed: 28/06/2024
Shelter Island Heights, NY
Nice newly updated home on a quiet street within walking distance to beaches, restaurants and a golf course. Great location near Shelter Island heights town, Crescent beach and Sunset beach for social activity. The location provides both privacy and ...