Relaxation begins on the 6 minute ferry ride to this magical island. Summerfield is a spectacular, grand compound that has it all. Huge main house great for groups, 4700ft w/ privacy for all overlooking serene nature reserve. Star gaze in the bubbling hot tub, grill outside after a swim, play in the rec room with movie theater, pool table or ping pong,or watch TV by the fire! Open plan layout, gourmet kitchen, heated gunite pool, separate guest house. Prime location close to beach + restaurants.

What our guests love about the space:

Escape to island paradise at this luxurious designer vacation home, nestled in the heart of mature landscaping so you can unwind in your private huge heated gunite pool. The house has an open floorplan that feels huge with an indoor/outdoor feel that makes it great for entertaining, with plenty of room to hang out with your family and friends and still retreat to your private, enormous bedrooms with extremely comfortable beds. The house also features a finished basement that is great fun for kids and adults alike, with a movie theater and a pool table. Wake up to the seaside air and spend your days basking in the sun, surrounded by breathtaking and relaxing open green views of the nature reserve. Walk to some of the top rated restaurants on the island (Salt, Leon, Chez Maries), a short stroll to get ice cream at Tuck Shop, or simply take a leisurely bike ride to excellent Wades or Sunset Beach. After a day of hiking, sunbathing or beachcombing, come back home to cozy up in the living room or basement for a movie or game night, by the crackling fire, or have a glass of wine in the bubbling hot tub under the stars, taking in the serene beauty of the surrounding nature reserve. This is the ultimate luxurious seaside getaway to make the most unforgettable memories with your loved ones.

About the house

There are three master bedrooms with en-suite bathrooms, one in a private building or separate "wing" connected by a walkway - great for someone who wants privacy or a nanny / in-laws. Lots of room for entertaining - a beautiful sunroom with a round table, a long outdoor table overlooking the peaceful nature reserve, and an indoor table. The group can be together and interacting but still have privacy. Imagine the breeze coming in from lots of french doors opening to decks, overlooking the pool, but yet shrouded by tall trees so you are in your own private, green, pool oasis. Rooms and portions of the house are connected by walkways (you can also walk inside of course), so you really feel a bit like you're at a glam summer camp - GREAT for family or large groups, as you can host but still retreat to privacy.

The center of the house is through french doors into a beautiful long table overlooking the private, green, nature preserve. Nothing is more calming than eating overlooking the pool and those gorgeous lawns as the birds chirp or you may sight a deer or two - dogs love running on the lawn! You have these views from a beautiful breakfast room even in the winter.

A great place for your family and groups to make unforgettable memories and spend quality time together.

Master 1: King size bed, huge vaulted ceilings, en suite bath with tub
Master 2: Queen size bed, amazing light, private deck overlooking green laws, en suite bath
Master 3: In separate "wing", king sized bed, en suite bath, tons of space, huge private deck overlooking greenery
Bedroom 4: Queen sized bed, bathroom right outside door, beautiful views of the lawns and pool.
Bedroom 5: Two twin beds and extra trundle bed
Bonus Bedroom 6: Queen Bed (please note this room has pocket doors for privacy), huge deck overlooking lawn
Living Room with Wood Burning Fireplace, Huge Couch, Big French Doors overlooking Deck
Dining Room for 12-14, open to Gourmet Kitchen
Gourmet Kitchen with Wolf Stove + Cooking Supplies
Basement: Theater with Projector, Big Pool Table - kids love it
Outdoor: Huge Gunite Pool, Ping Pong, Dining for 12-14 overlooking the nature reserve, outdoor grill, HOT TUB that is piping hot all year round.

***COVID update: The house is cleaned by covid-certified cleaners, has excellent wifi, and is private with a secluded beach nearby****

2024 DATES are now open with most of the summer booked! Book as the best houses go early :) : Weekly rates below. Please contact me directly if you would like to book.

Summer - Almost Fully Booked!! Last Availability Going Fast
May 27 - Jun 2 (6 nights) - 15K
June 9 - June 30 - 16K/week, or 45K for the month
Jul 30 - Aug 4 (5 nights) - 14K
*May, September and October on the island are also wonderful value*

Other Months
February, March - $4K weekly
April - $6K weekly
May - $11K weekly
September - $11K weekly
October - $7K weekly
November- $5K weekly
Dec - $5.5K weekly

Everything! It's all yours with tons of privacy thanks to huge green trees on all sides of the property.

Help is always available with quick response time. Our house manager, Kim, lives next door and is a favorite with our guests.

Shelter Island: “an emerald jewel set in the bracelet of turquoise waters.” An easy five minute ferry ride from Sag Harbor and all the Hamptons has to offer yet once you get on the ferry, your shoulders relax, there is little traffic, beaches are serene and not overly crowded, yet there is much happening - try Sunset Beach, from Andre Balazs, the owner of The Standard and Chateau Marmont, where you feel like you are in the south of France (really!), or Salt, Leon [both walking distance] or the Vine Street cafe for great food. Tons of gorgeous beaches including the blissful Wade's Beach which we are incredibly close by to. For those that don't know Shelter Island, it is an 'insider's secret' - it manages to be unbelievably relaxed, low key and surrounded by nature and the quaint and charming whitewashed architecture of the Heights, yet a 15 minute drive to Sag Harbor or the North Fork so you can enjoy everything about the Hamptons or Greenport! Our guests love that the best lobster roll in town is at Salt, which is literally next door to the house, and is great when you need to cater a party in a pinch. Chanel and Marni chose to host their summer pop ups on Shelter Island for a reason - it is a very special place, that manages to be nostalgic, glamorous, serene and low key all at once :) Just read our reviews!

5 minute ride from the ferry. Few steps away from the water - at the end of our street! Prime location but still serene with lots of privacy - walking distance to Salt (bring lobster rolls home and eat on your patio!) and Leon restaurant, Tuck Shop ice cream shop, and Chez Marie's. Walk to the dock or bike to Wade's beach, town or Sunset Beach. Go for a relaxing hike in nearby Mashomack Nature Reserve. 5 minute drive to pretty much anywhere on the island. 16 minutes door to door to Sag Harbor! Or, explore the wineries in Greenport, also just a few minutes drive again. You truly have the best of both worlds on Shelter Island - you can be in the thick of things on the North or South Fork, and still come back to a peaceful sanctuary surrounded in nature in just a few minutes.

Please note pool is open in the warmer weather months (usually open sometime in late April and close in early October), not the winter months, but hot tub is piping hot and available year round :)

Please note we love pets and they are very welcome, but there is a $195 fee per pet. Please do let Kim, our house manager know if you plan to bring your pet :)