Straight Down the Middle
8 guests
-
4 bedrooms, 6 beds
3 bathrooms
sq/ft
Ask the host anything
Do you have a question about this home or the local area?
Escape the frenetic pace of daily life and revel in an unmissable opportunity to relax and recharge at this stunning Shelter Island getaway. Set on a quiet tree-lined street and just a ten-minute walk from the pebble-strewn seashore, the home is perfectly set up for family holidays and weekend retreats with friends. Stepping inside, you could be forgiven for thinking you've been transported to the south of France, or the rolling Tuscan countryside. A gorgeous terracotta floor ties the open-plan layout together. The space includes a couple of seating areas, a well-equipped marble-topped kitchen and a dining table with seating for six. Interior sliding doors allow for the creation of a self-contained king-size suite complete with a sitting room, while numerous glass doors line the walls, peeling back to reveal direct access to the large garden. Out here, you'll find plenty of comfortable seating areas and lots of green space for children to run around and play endless games of table tennis. Three further bedrooms are situated on the top floor – all are well illuminated thanks to overhead skylights and windows that afford garden and golf course views. For days out, pack up the beach chairs and parasols from the garage and make... your way to the nearest pebble beach, a quarter of a mile away. Alternatively, saddle up on the included bikes and cycle fifteen minutes into town for family-friendly restaurants, ice cream parlours, and even a couple of upmarket eateries.
The Plum Promise
- No time for average – We reject thousands of homes worldwide, so you don't have to.
- Hosts we know – With track records of high-quality hosting.
- Rated ‘Excellent’ on Trustpilot – Exceptional service before, during and after your stay.
Ask the host anything
Do you have a question about this home or the local area?
What to expect
Highlights
Gaze out at Long Beach Bar Lighthouse from the nearby beach, five minutes away
Settle in by the fireside on cooler evenings
Sleep soundly in the tranquil surroundings of your island getaway
Like what you see? Explore more of this home
Home truths
While there is sleeping space for twelve guests, due to local regulations, up to eight guests may stay here, with no more than two people per bedroom
You will be checking yourself in with the lockbox
The home is located overlooking a private golf course – however, if you want to play you'll need to travel to one of the public courses on the island
While a car isn't a necessity here, there's ample on-site parking should you need it
There's one bedroom on the ground floor, so the home may be suitable for those with limited mobility
Access to the home is via a private entrance
The dining table doubles as a laptop-friendly workspace
About this stay
Amenities
Outdoor fireplace / firepit
Outdoor seating
Desk
Desk / workplace
Workplace
Laptop friendly workspace
Gym
Exercise equipment
Bedrooms & bathrooms
4 bedrooms, 6 beds
3 bathrooms
Extras
VIP services
24/7 concierge
Luggage storage
Restaurant reservations
Extras are subject to availability. Please enquire with your host.
Local guide
About Greenport
Take the Long Island Rail Road from Penn Station and it won't be long before you've left the city behind. There's a reason so many Manhattanites have second homes on the Suffolk County coast. If you've seen a TV show set in New York, you’ve most likely heard of the Hamptons. This stretch of coast is the summer retreat par excellence – each little town, village or hamlet has its...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts
Enjoy Wine and Scenic Views at Wölffer Estate Vineyard
Indulge in delicious food and wine while taking in the beautiful vineyard views. With indoor and outdoor seating options, this stylish winery is a must-visit for wine enthusiasts and those seeking a memorable experience.
Relax at East Hampton Main Beach
Beautiful, clean beach with lifeguards, restrooms, and food options. Parking permits required from May 15th to September 15th. Enjoy a peaceful atmosphere and stunning ocean views.
Dine at Bostwick's Chowder House
A true gem of a restaurant with a casual beachy atmosphere, friendly service, and delicious food. Enjoy their hot lobster rolls and refreshing Bostwick's Breeze on the patio with your pup.
Explore the Parrish Art Museum
Immerse yourself in contemporary American art at this architecturally stunning museum. Enjoy temporary exhibits, including works by Audrey Flack, Frida Kahlo, and William Merritt Chase. Free parking and easy access make it a must-visit on Long Island.
Explore the Serene Mashomack Preserve
Discover a 2,039-acre coastal nature reserve with well-marked trails, beautiful water views, and abundant wildlife. Enjoy a peaceful hike through fields, forests, and along the shore.
Enjoy Delicious Food at Shelter Island Heights Pharmacy
This pharmacy is not your average store. Inside, you'll find a fantastic lunch counter serving incredible sandwiches and tasty breakfast options. The bacon egg and cheese sandwich is a personal favorite among locals. Don't miss this hidden island treasure!
Dine at Marie Eiffel Market
Quaint American cafe, bakery & specialty-foods market offering organic fare & dockside tables. Enjoy delicious food and a friendly atmosphere.
Dine at Sunset Beach Hotel
Stay in sleek rooms with sea views and enjoy amazing water views, great food, and drinks at the lively French bistro/bar. The friendly and personable servers make the dining experience truly special.
Get around
Airport
Francis S. Gabreski
1 hr 8 min
Montauk (KMTP)
1 hr 15 min
Groton - New London
2 hr 32 min
Train station
Greenport
30 min
Bus stop
NYS 25/Old Orchard Ln
34 min
Local shops & services
Convenience store
28 min
Cafe
8 min
Pharmacy
30 min
Points of interest
Beach
Upper Beach
4 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
No pets
No parties or events
No smoking
Good to know
Arrival from 15:00
Departure before 11:00
Air con
Wifi
Cancellation policy
Up until
7
days
Cancel at least 7 days before your check-in date for a 50% refund.
Not eligible for a refund once your check-in date is under 7 days away.
Host
This home is managed by Maria
This home is managed directly by its owner who will be your point of contact before and during your stay. Maria's loves are interiors, design and Shelter Island. She loves nothing more than sharing her passions with guests from across the globe.
Registration or licence number: 2022-v-0006. Property classified as: common.undefined.propertyTypes.non-hotel.name
This home is nominated for the Plum Guide Award.
- Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.
The Plum Promise
- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
- Peace of mind in the rare event your host cancels.
- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.