Entire home
Shelter Island Retreat w/ Outdoor Pool!
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Reviews
10 out of 10
Exceptional
5 bedrooms 6+ bathrooms Sleeps 8 464.5 sq m
Popular amenities
Explore the area

Shelter Island, NY
- Gardiner's Bay Country Club8 min drive
- Sunset Beach14 min drive
- Orient Point County Park46 min drive
- East Hampton, NY (HTO)40 min drive
Rooms & beds
5 bedrooms (sleeps 8)
Additional Sleeping (Bonus Room)
1 King Bed
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Beds
Bedroom 4
4 Single Beds
Bedroom 5
1 Queen Bed
6 bathrooms, 1 half bathroom
Full Bathroom
Full Bathroom
Full Bathroom
Full Bathroom
Full Bathroom
Full Bathroom
Half Bathroom
Spaces
Deck or patio
Kitchen
Office
Balcony
Outdoor play area
About this property
Shelter Island Retreat w/ Outdoor Pool!
If you’re looking to escape bustling city life, book this 5-bedroom, 6.5-bath home in the Hamptons area! This Shelter Island vacation rental features an office and free WiFi, as well as amenities like a game room and pool to ensure a productive and restorative stay. With fun activities year-round, you can kayak on the nearby ocean, sip on some wine at the Wölffer Estate Vineyard, witness stunning views from Montauk Point, catch a Polo match, or get your holiday shopping done in the Hamptons!
-- THE PROPERTY --
Seasonal Outdoor Pool | Fully Equipped Home Gym | Free WiFi (High Speed) | 110 Mi to NYC | 5,000 Sq Ft
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: 2 Twin Bunk Beds | Bedroom 5: Queen Bed | Bonus Room: King Bed
OUTDOOR LIVING: Private beach w/ wood-burning fire pit & beach chairs, kayaks (available spring/summer months), near ocean, walk to beaches, deck, gas grill + outdoor kitchen area, outdoor fireplace, fire pit, bicycles, boating, beach chairs, beach umbrella, trampoline
INDOOR LIVING: 3 Smart TVs w/ cable, en-suite bathrooms, walk-in closet, laptop-friendly workspace, game room w/ pool table, gas fireplaces, dining areas, jetted bathtub, shower, books
KITCHEN: Refrigerator, stove/oven, blender, toaster, cooking basics
GENERAL: Central A/C + heating, complimentary toiletries, linens/towels, washers/dryers, hair dryer, hangers, beach towels, trash bags/paper towels
FAQ: Steps required for entry, bedroom + bathroom on 1st floor, zero-entrance shower
PARKING: Driveway (7 vehicles)
-- THE LOCATION --
THINGS TO SEE + DO: Sylvester Manor Educational Farm - farm stand + theatre + live music in summer months (4 miles), Shelter Island Historical Society (5 miles), Horton Point Lighthouse Nautical Museum (12 miles), The Hamptons (16 miles), Parrish Art Museum (18 miles), Long Island Aquarium (29 miles), Montauk Point Lighthouse Museum (37 miles)
GET OUTSIDE: Lower Beach (1 mile), Upper Beach (3 miles), Coecles Harbor Marina & Boatyard (4 miles), Mashomack Preserve Entrance - walking trails (5 miles), 67 Steps Beach (8 miles), Sagg Main Beach - surfing, deep sea fishing, water sports (17 miles)
WINE & DINE: Ram's Head Inn (0.9 miles), Marie Eiffel Market (5 miles), Vine Street Cafe (5 miles), Greenport Harbor Brewing Company (7 miles), Kontokosta Winery (8 miles), One Woman Winery Greenport (10 miles), The Old Field Vineyards (10 miles), Sparkling Pointe Vineyards & Winery (12 miles), Channing Daughters Winery (13 miles), Wölffer Estate Vineyard (14 miles)
AIRPORTS: Long Island MacArthur Airport (58 miles), Laguardia Airport (101 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There are a few steps required for entry, but there is a bedroom and bathroom with a zero-entrance shower on the main floor
- NOTE: The outdoor pool is open seasonally from May-September and the kayaks are only available in the spring and summer months
-- THE PROPERTY --
Seasonal Outdoor Pool | Fully Equipped Home Gym | Free WiFi (High Speed) | 110 Mi to NYC | 5,000 Sq Ft
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: 2 Twin Bunk Beds | Bedroom 5: Queen Bed | Bonus Room: King Bed
OUTDOOR LIVING: Private beach w/ wood-burning fire pit & beach chairs, kayaks (available spring/summer months), near ocean, walk to beaches, deck, gas grill + outdoor kitchen area, outdoor fireplace, fire pit, bicycles, boating, beach chairs, beach umbrella, trampoline
INDOOR LIVING: 3 Smart TVs w/ cable, en-suite bathrooms, walk-in closet, laptop-friendly workspace, game room w/ pool table, gas fireplaces, dining areas, jetted bathtub, shower, books
KITCHEN: Refrigerator, stove/oven, blender, toaster, cooking basics
GENERAL: Central A/C + heating, complimentary toiletries, linens/towels, washers/dryers, hair dryer, hangers, beach towels, trash bags/paper towels
FAQ: Steps required for entry, bedroom + bathroom on 1st floor, zero-entrance shower
PARKING: Driveway (7 vehicles)
-- THE LOCATION --
THINGS TO SEE + DO: Sylvester Manor Educational Farm - farm stand + theatre + live music in summer months (4 miles), Shelter Island Historical Society (5 miles), Horton Point Lighthouse Nautical Museum (12 miles), The Hamptons (16 miles), Parrish Art Museum (18 miles), Long Island Aquarium (29 miles), Montauk Point Lighthouse Museum (37 miles)
GET OUTSIDE: Lower Beach (1 mile), Upper Beach (3 miles), Coecles Harbor Marina & Boatyard (4 miles), Mashomack Preserve Entrance - walking trails (5 miles), 67 Steps Beach (8 miles), Sagg Main Beach - surfing, deep sea fishing, water sports (17 miles)
WINE & DINE: Ram's Head Inn (0.9 miles), Marie Eiffel Market (5 miles), Vine Street Cafe (5 miles), Greenport Harbor Brewing Company (7 miles), Kontokosta Winery (8 miles), One Woman Winery Greenport (10 miles), The Old Field Vineyards (10 miles), Sparkling Pointe Vineyards & Winery (12 miles), Channing Daughters Winery (13 miles), Wölffer Estate Vineyard (14 miles)
AIRPORTS: Long Island MacArthur Airport (58 miles), Laguardia Airport (101 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There are a few steps required for entry, but there is a bedroom and bathroom with a zero-entrance shower on the main floor
- NOTE: The outdoor pool is open seasonally from May-September and the kayaks are only available in the spring and summer months
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Gym
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Relax and Enjoy!
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10.0 out of 10, (14 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Shelter Island
Located in Shelter Island, this holiday home is on the beach. The area's natural beauty can be seen at The Hamptons Beaches and Orient Beach State Park, while Havens House and East End Seaport Maritime Museum are cultural highlights. Shelter Island Whale's Tail and Greenport Carousel are also worth visiting. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting nearby.

Shelter Island, NY
What's nearby
- Gardiner's Bay Country Club - 8 min drive - 6.1 km
- Sunset Beach - 14 min drive - 11.0 km
- Crescent Beach - 14 min drive - 11.0 km
- Kontokosta Winery - 34 min drive - 13.6 km
- Orient Point County Park - 46 min drive - 26.3 km
Getting around
Restaurants
- Claudios Clam Bar - 30 min drive
- Sunset Beach Restaurant
- Vine Street Cafe - 9 min drive
- Claudio's Restaurant - 30 min drive
- Stars Cafe - 9 min drive
Frequently asked questions
About the host
Hosted by Evolve

Languages:
English, French, German, Spanish
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