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Vacation rentals with breakfast in Shelter Island Heights

Find and book unique breakfast rentals on Airbnb

Top-rated breakfast rentals in Shelter Island Heights

Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A bright and open living area features a large sectional sofa with colorful accent pillows and light-colored armchairs. A dining area with modern chairs is visible in the background, while floor-to-ceiling windows provide a view of the outdoor pool and greenery.
Home in The Hamptons
5 out of 5 average rating, 13 reviews

Chic, Modern, Family-Friendly Home in East Hampton

This clean, beautiful, well appointed home is the perfect place for your summer (or winter) getaway! With updated appliances and designer furniture, this chic getaway is both fun and sophisticated. Whether you're a family or a small group of friends, you will make wonderful memories swimming in the heated gunite pool, playing badminton in the yard, grilling on the deck or sipping wine on the balcony. Close to the village, and both bay and ocean beaches! Rental Registry Certificate: RR-25-371

Top guest favorite
A decorative mailbox featuring a starry night design stands at the entrance, with the number 33 visibly displayed. Bright orange flowers and lush green foliage surround the mailbox, while the cottage is partially visible in the background, framed by a white fence.
Cottage in North Fork
4.98 out of 5 average rating, 41 reviews

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.

Superhost
A comfortable seating area is visible, featuring a soft gray sofa adorned with pillows. A round, white table is placed in front. Light-colored wood doors with glass panels lead to another room, enhancing the sense of openness within the space.
Apartment in The Hamptons
4.87 out of 5 average rating, 30 reviews

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.

Top guest favorite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork
4.98 out of 5 average rating, 181 reviews

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!)

Guest favorite
A serene coastal sunset is captured over the water, with vibrant sunflowers framing the foreground. The sun dips into the horizon, casting warm hues across the sky and reflecting on the tranquil ocean waves, while lush greenery lines the scenic coastline.
Home in Shoreham
5 out of 5 average rating, 13 reviews

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.

Guest favorite
The exterior of a private guest house is depicted, showcasing a blue facade complemented by multiple windows. A spacious stone patio features outdoor seating surrounded by lush greenery and garden flowers. The roof is sloped, and trees provide a natural canopy overhead.
Guesthouse in Guilford
4.98 out of 5 average rating, 98 reviews

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.

Guest favorite
Guest suite in The Hamptons
4.97 out of 5 average rating, 173 reviews

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

Guest favorite
A clear blue saltwater pool is surrounded by a landscaped yard featuring green grass and shrubs. Several lounge chairs are positioned nearby under light blue umbrellas, providing shade. A two-story house is visible in the background, framed by tall trees.
Home in North Fork
4.9 out of 5 average rating, 226 reviews

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).

Superhost
A charming home is surrounded by tall trees, showcasing a blend of natural greenery and well-maintained landscaping. The brown exterior is complemented by a welcoming front porch, and steps lead to a bright entrance, creating an inviting presence within the tranquil setting.
Home in The Hamptons
4.67 out of 5 average rating, 6 reviews

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!

Guest favorite
A charming cottage is surrounded by lush greenery, featuring large windows that allow natural light to fill the interior. The welcoming front porch is adorned with steps leading up to the main entrance, which is framed by decorative foliage.
Home in North Fork
4.88 out of 5 average rating, 50 reviews

Greenport Sleeps 10. Walkable to Beach & Town

Spacious Greenport 2600 square foot 4 Bedroom with sleeper sofa Cottage Beach Bungalow. 5 minute waking distance to Greenport Village (beach, restaurants, bars, coffee shops, shopping and much more) Beach, Shelter Island Ferry, Train and Carousel. Decorated with amazing beach vibes. Fully stocked Kitchen. Washer n Dryer. BBQ. Amazing Linens and more. Back yard with large umbrella and outdoor table.

A cozy living space features a grey sofa accompanied by a wooden coffee table and an elegant armchair. A decorative fireplace serves as a focal point, while natural light enters through large windows adorned with sheer curtains. An open kitchen area is visible in the background.
Apartment in Wooster Square
4.73 out of 5 average rating, 22 reviews

Wooster Retreat | Pizza | Boho

Want to smell the pizza from your front door? The Wooster Retreat is a comfortable, modern & Boho fusion 1 bedroom that is steps from the best pizza in the world. Intentionally designed and well-equipped above and beyond, massive kitchen opening into the living space! Conveniently close to everything: 10 minute walk to downtown New Haven, Yale, restaurants, bars, train station, and art museums.

A spacious beach house is set against a backdrop of lush greenery, surrounded by mature trees. The structure features large windows that invite natural light. A driveway leads up to the home, partially visible in the foreground.
Home in Shelter Island Heights
4.63 out of 5 average rating, 8 reviews

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

Steps from the beach, this beach house is the perfect destination to enjoy beautiful Shelter Island. Recently renovated summer home across a private beach with large windows, and a sizable garden. Ideal for families, couples or single people. There are bikes at the house, a grill, wifi, games, TV and internet, Xbox etc. You wake up to the sound of birds chirping and nature.

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