
Vacation rentals with breakfast in Shelter Island Heights
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Top-rated breakfast rentals in Shelter Island Heights
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

A Cheerful 2 - Bedroom Cottage
The cottage is the perfect resting spot for travelers. While staying here you can enjoy nature, farms, vinyards, beaches, golfing, and local attractions. We are conveniently located between the North and South Forks of Long Island. We are in walking distance to the Hampton's Jitney. A 2 min drive to the LIE. And just a 40 min drive to the Orient Pt Ferry. We are 30 mins to The Hamptons, and 5 mins to the LIRR. Most importantly we can assure your stay with us will be, peaceful and comfortable.

2BR Hampton's Serenity Getaway w/Kayaks and BBQ
Welcome to our charming 2BR, 1BA Hampton's Retreat apt. in Hampton Bays, NY! Your stay offers a bright, airy space with a large screen TV, board games, and a private work area. The split-unit AC/heating ensures comfort w/ a fenced back yard with BBQ for your family’s pleasure. We're just 1 mile from the bay, 2 miles from the ocean, and only 1.5 miles to the town’s shops, dining, and local happenings. Explore with our Kayaks or relax on the beach with provided beach chairs and towels.

Secluded Farmhouse - Studio Apartment Style Unit
Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Beach home waterfront LI amazing view 3/3 bed bath
Beach front home with spa/ PRIVATE BEACH , Water park, wineries, aquarium & ocean within20 min. Granite covered barbecue, wet bar and 55” TV . Fire pit, comfortable seating while watching sunrise or sunset from your overlook onto LI SOUND. 3 bedroom , 3 full bathroom with 2 queen beds and 1 king. Enjoy spectacular views from the windows with cozy relaxed living and dining areas. Day trip to Hamptons, Montauk all attractions and highways. Hiking trails , parks and recreation.

Convenient, Private & Quiet apartment downtown
The bright, third floor walk-up apartment is in a 1890’s Victorian row home. We are located on a tree lined street, beside Wooster Square park, and ten minutes walk to Yale old campus and downtown New Haven. There is plenty of free street parking, out front. The full kitchen, separate living room, with desk & TV, bedroom, & bath with tub/shower, makes the apartment a cozy home-away-from-home, or vacation spot. It is great for weekend visits or longer extended stays.

Page Guest House
Updated, private detached guest house in the center of Guilford's historic district just steps from the town center. The guest house is completely renovated. Walk to everything including shops and restaurants. Town Beach and doc are just under 1.5 miles away. The second bedroom has a twin bed. You have to walk through twin room to get to master. Apartment is one floor with no steps. Bathroom is tiled and shower is walk in with no lip or tub and is easily accessible.

B our guest! King bed 2 bths Fireplace convenient
Beautiful, bright, spacious King suite w fireplace, two bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book/movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

The Winchester House at Science Park-Yale
Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

A Little Slice of Heaven
Located in the exclusive Lions Head Beach Association, enjoy all the amenities of a waterfront community. Paddle-boards and kayaks are at your fingertips. Enjoy amazing sunsets at your private beach with a glass of rose, relax on your secluded back deck and enjoy the illustrious gardens, or rock in your rocking chair on the front porch. Relaxation is your for the taking! What are you waiting for? Book now!

The Unhampton
This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

The Villager
This is a newly renovated studio apartment located in the Village of Patchogue. Walking distance to numerous restaurants, breweries, sports bars and shops. Walking distance to the Long Island Railroad with service to NYC, The Hamptons, Wine Country and Montauk. We are close to the Fire Island Ferries, beaches and parks.
Popular amenities for Shelter Island Heights breakfast rentals
House rentals with breakfast

Casa al Mare Beachfront Retreat Oceanview

Beautiful Hampton Home, 4 bedroom, heated pool

Bright and airy East Hampton cottage

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

Sag Harbor Beach Cottage

NEW: Charming East Hampton home w/ POOL!

Greenport Sleeps 10. Walkable to Beach & Town

Chic, Modern, Family-Friendly Home in East Hampton
Apartment rentals with breakfast

Wooster St. Gem | Pizza Nxt Door | Walk Everywhere

A Queen Sized AirBed in Living Room-only for women
Rembrandt room, in carriage house

Queen room with ensuite bathroom

Great East Rock Apartment

By The Bay B&B, Cutchogue, NY

Boho Dream | Safe Street, Free Prking, Wooster Sq.

Wooster Retreat | Pizza | Boho
Bed and breakfast rentals with breakfast

Sereno's Retreat

SEVEN on Shelter - Queen Guest Room

1KING,Min to Beaches,KayaksPaddleboards,Wineries

Head of Pond House- Edge of Woods Room

Vine + Sand Southold, NY's Newest B&B-Room 3

Perfect in SH ~ Private Room Near Village Center

THE EMERALD INN AUTHENTIC BED AND BREAKFAST

Peaceful Sag Harbor Geodesic Dome home
Quick stats about vacation rentals with breakfast included in Shelter Island Heights

Total vacation rentals
Explore 20 vacation rentals in Shelter Island Heights

Nightly prices starting at
Shelter Island Heights vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Wi-Fi availability
20 of Shelter Island Heights vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shelter Island Heights rentals

4.8 Average rating
Shelter Island Heights stays are highly rated by guests—averaging 4.8 out of 5!
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