Entire home

Shelter Island Retreat w/ Outdoor Pool!

Photo gallery for Shelter Island Retreat w/ Outdoor Pool!

Interior
Pool
5 bedrooms, desk, iron/ironing board, WiFi
Fridge, stovetop, toaster, blender
Marina

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms7 bathroomsSleeps 10465 sq m

Popular amenities

  • Parking available
  • Gym
  • Beach view
  • Pool
  • Washer
  • Air conditioning

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Property manager

Evolve

Languages

English, French, German, Spanish

Add dates for prices

Property amenities

Beach

  • On the beach

Pool/Spa

  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Cookware, dishware, and utensils
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Books
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Firepit
  • Gas grill

Laundry

  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Gym
  • Kayak
  • Hunting nearby
  • Kayaking nearby
  • Motor boating nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Unit size: 5,000 square feet

Similar properties

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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
MONETIZATION_ON

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

486153

About the neighborhood

Map
Shelter Island, New York

What's nearby

  • Gardiner's Bay Country Club - 11 min drive - 7.9 km
  • Sunset Beach - 19 min drive - 9.4 km
  • Sag Harbor Marine Park - 25 min drive - 16.2 km
  • 67 Steps Beach - 33 min drive - 12.5 km
  • Orient Point County Park - 44 min drive - 24.2 km

Getting around

  • Greenport Station - 29 min drive
  • East Hampton, NY (HTO) - 56 min drive

Restaurants

  • ‪Stars Cafe - ‬10 min drive
  • ‪Billy's By The Bay - ‬33 min drive
  • ‪Lucharitos - ‬30 min drive
  • ‪Sunset Beach Restaurant - ‬11 min drive
  • ‪Aldo's - ‬30 min drive

Frequently asked questions

Does Shelter Island Retreat w/ Outdoor Pool! have a pool?

Yes, this property has a pool.

Is Shelter Island Retreat w/ Outdoor Pool! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Shelter Island Retreat w/ Outdoor Pool!?

Check-in begins at 3:00 PM.

What time is check-out at Shelter Island Retreat w/ Outdoor Pool!?

Check-out is at 10:00 AM.

Where is Shelter Island Retreat w/ Outdoor Pool! located?

This Shelter Island vacation home is on the beach, 2 mi (3.2 km) from Menhadden Lane Beach, and within 6 mi (10 km) of Sunset Beach and Crescent Beach. Gardiner's Bay Country Club and Shelter Island Country Club are also within 6 mi (10 km).

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Shelter Island Retreat w/ Outdoor Pool! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

8.0/10

Cleanliness

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

kerry

The perfect getaway
Though we loved our outings on and around Shelter Island, we would have been just as happy never leaving the property! Our group enjoyed lazy days by the pool and delicious meals cooked at home in the gorgeous kitchen. Ashley was super responsive throughout the weekend, ensuring we had everything we needed. We just checked out last week and are already looking for a week we can come back next year (and hopefully stay even longer).
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sara

Just Perfect
8 of us old college friends stayed here for 3 nights for our annual reunion. This property on Shelter Island provided everything we might need, and exceeded our expectations. The beds were comfortable. The showers were hot. There were ensuite bathrooms for each bedroom. The kitchen was large and had every utensil needed to cook and serve a group. The dining table accommodated everyone. The living room had a large sectional for relaxing. But the best part was the view, the patio, and the proximity to a gorgeous rocky beach. We sat around and admired the view of the ocean, played bocce (provided with the property), and walked on the beach. It was perfect.

10/10 Excellent

Lauren R.

Liked: Cleanliness, check-in, location, listing accuracy
Beautiful House
My family and I had a wonderful stay at this gorgeous property. The pool is terrific, the view is amazing, and the layout was perfect for our large family so we could all have our own spaces and bathrooms. We loved it.
Stayed 4 nights in Aug 2024