Vacation rentals with breakfast in Shelter Island Heights

A Well Appointed Pad, Porch, and Patio.

A home away from home. At 13 Lester, we can provide guests a choice when booking, to book as a one bedroom with pull out sofa (sleeps 4) or as a 2 bedroom with pull out sofa (sleeps 6). Since we have a high demand for parties of 2 the listing is priced for the one bedroom with pull out option. If you need or want the second bedroom opened up just book the unit as listed and message us to request the 2nd bedroom. We will send a request through the app for the additional fee of $50 per night

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.

Mystic Apt #2. Self contained and private.

This beautiful space is self contained and private, with its own entrance way and deck. It shares its driveway with separate airbnb units, see Mystic Apt. #1 and #3. Perfect for those wishing to travel alone or with friends. It is light, bright and has a beachy feel. You can sit outside by its tabletop fire pit, surrounded by trees and the sounds of nature. You can come and go as you please. Its approx 2 miles from downtown Mystic and close enough to hear a seagull and light house horn.

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!)

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

Mystic Harbor Getaway - Best Spot Downtown

Walk out your front door and enjoy quintessential coastal New England. This family friendly apartment is on a quiet street and a 4 minute walk from all the main attractions. Grab a coffee at the renown Sift bakery and watch the boats navigate the historic Bascule Drawbridge. Meander along the placid Mystic River with breathtaking views of the Seaport and the Charles Morgan. The perfect spot to enjoy Mystic. There is another unit on the first floor. Yard is a shared space.

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.

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.

Adorable Bungalow, Walk to Downtown Mystic!

Time for a getaway to historic Mystic, CT! Our lovely two bedroom cottage is available for you to enjoy. Take a short walk (less than half a mile) down the hill to downtown, and explore award-winning restaurants, as well as the adorable shops. Scenic views, a wonderful aquarium, and a walk through history at The Mystic Seaport make our town a very special place to visit. Enjoy walking distance to town, and enjoy your stay in our little cottage.