Holiday rentals with breakfast in Shelter Island Heights

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Shelter Island Heights

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

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Superhost

Flat in East Rock

4.9 out of 5 average rating, 210 reviews

On the Park: 3 RM Apt. w/kit. in historic house

On East Rock Park, beautifully furnished, fully equipped kit. Private deck overlooking the gardens. Apt. is on 3rd fl. in owners home. Comfortable and quiet, an ideal space for writers (check the reviews) and visitors to New Haven and Yale. Breakfast provided: muffins, yogurt, coffee,etc. Great neighborhood, restaurants and local markets in walking distance. Extensive guidebook. 940 SF Need less space? 2 rm. suite on 2nd flr full bath. Search for pvt. room at the same location on the map.

Guest favourite

Cottage in North Fork

4.97 out of 5 average rating, 29 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.

Top guest favourite

Home in Waterford

5 out of 5 average rating, 10 reviews

The Dollhouse Mystic, Casinos, Beaches, Parks

Newly renovated 2 Bedroom house on quiet neighborhood cul-de-sac located close to Niantic River and Long Island sound. Not a party house. 1 Queen, 1 Full. 1 1/2 bath with washer/dryer. Centrally located 5 mins off the highway makes it very convenient to Mystic, Saybrook, Niantic, Rhode Island beaches, Mohegan Sun, Foxwoods. Perfect solution for traveling workers at Dominion, Electric Boat, Pfizer, Coast Guard, Sub Base, area hospitals, and area colleges. Minutes from local beaches and parks.

Cottage in Port Jefferson Station

4.8 out of 5 average rating, 454 reviews

The Red Cottage Circa 1936

This cottage is a gem to be found! From the primary room to the charming loft, this cottage can sleep 6! There is a full working kitchen. For those who wish to do exploring, you will be centrally located on LI giving you great ease in using LI rail road (.5 mile) from cottage and Port Jeff Ferry (1mile)from cottage. There is a large fenced in yard with BBQ and outdoor seating if you wish to dine in. Dogs are allowed w/prior notice and a $65 pet fee. You won’t beat this value! Has it All!!

Superhost

Flat in Hampton Bays

4.85 out of 5 average rating, 13 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 favourite

Home in North Fork

4.97 out of 5 average rating, 145 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!)

Superhost

Home in Lake Ronkonkoma

4.58 out of 5 average rating, 137 reviews

Spacious 3 Bdrm Bohemia Holbrook Stony Brook

Clean spacious (3) bdrm, (1) full bath, LR, eat in kitchen, DR, door from kitchen to walk out wood deck King bed, queen bed & full bed. All bedrooms have dressers mirror lighting closets new blinds . All wood flooring through out area except kitchen. This space described is top floor w/ separate front entry door - no contact with separate entry studio below Close to Islip airport, Ronkonkoma train station, and Stony Brook University/Stony Brook Hospital and Brookhaven Hospital

Top guest favourite

Guest suite in East Hampton

4.96 out of 5 average rating, 162 reviews

King ensuite Private pool 2 baths Close to all

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/snacks and breakfast treats provided.

Top guest favourite

Guest house in Guilford

4.99 out of 5 average rating, 89 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 favourite

Flat in New London

4.98 out of 5 average rating, 306 reviews

Quiet Neighborhood home close to everything

Spacious & charming 2 bed RM APT on the 3rd fl of my home, gives you all the comforts of home while you’re away. We are a quick walk to L&M (Yale) Hospital, Mitchell College, And EB NL Campus. Short drive to the Coast Guard Academy, Conn College, Domion (Millstone) and The US Submarine Base. And if you’re here for fun, we are 1.5 miles to Ocean Beach (borrow our pass for free access) 20 min to Mohegan Sun & 25 to Foxwoods and 15 min to Mystic.

Top guest favourite

Flat in New Haven

5 out of 5 average rating, 130 reviews

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!

Superhost

Home in East Haven

4.8 out of 5 average rating, 143 reviews

Casa al Mare Beachfront Retreat Oceanview

Welcome to Casa al Mare! If you are looking for a place to relax and recharge, look no further. Enjoy this spectacular direct waterfront home while still very close to the city. Yale and downtown New Haven are 15 minutes away. Step out of the glass doors to the patio and walk on the sandy beach! Relax, walk on the sand or swim in Long Island Sound. Stunning water views await you every day.