Holiday rentals in Fishers Island

Beachfront Paradise

Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

LUX, Fireplace, Deck, Foosball, Pingpong, Private

Pequot is your expansive Mystic retreat, offering 5,000+ sq ft of space just minutes from downtown. Accommodates 12 guests, with five bedrooms, multiple living areas, ping pong, foosball, a fireplace, and a fire pit, it’s perfect for reunions and group getaways. It also has a private apartment with its own kitchen and bath. Enjoy peaceful mornings on the deck and lively evenings filled with games and gathering. Spacious, private, and designed for connection. Book your Mystic escape today!

Steps from downtown & Seaport

Stay in downtown Mystic, footsteps from all the restaurants, shops & sights! Leave the cars behind in our 3 car driveway. Relax in the open great room 1st floor with a large couch, 65” HD Smart TV! Full kitchen and dining area seating. Laundry on 1st with 1/2 bath and full sleeper sofa. 2nd FL has 1800's charm with cathedral ceilings, 2 Queen bedrooms, and bath w/shower - Linens provided. Step outside to a private fenced in yard w/BBQ grill, w/ outdoor seating and dining or play cornhole

Mystical Ocean View in Historic Stonington Borough

Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Amazing Beach House

FREE BEACH PASSES 10 INCLUDED Welcome to the Beach! Vacation Rental just steps away from Ocean Beach Park! This beautiful 5 bedrooms 2 full baths home is located on a quiet one way street! Smart TV grants you easy access to thousands of streaming apps! Fully equipped kitchen with brand new stainless steel appliances. We can accommodate 10 guests, and is very convenient to Eugene O'Neill Theatre, Waterford Beach, Harkness, Mystic , the Naval Museum,, Mohegan Sun and Forwoods Casino!

Mystic Log Cabin | Movie Room + Air Hockey

Welcome to the Mystic Cabin! Ideally located near Olde Mystic Village, downtown Mystic shops and restaurants, and Foxwoods and Mohegan Sun casinos. This authentic log cabin sits on over 1 acre of private, wooded land and offers maximum comfort with central heat and A/C, high-speed internet, a media/game room with a 75" smart TV and air hockey table, and a large front porch for sipping coffee or cocktails outdoors. Perfect for families or groups seeking a unique, convenient getaway!

Sea Roost

This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Heated Indoor Pool • 4 King Beds • Walk Downtown

Spread out in a spacious 3,000 sq ft retreat designed for families and groups, with four king beds, three full baths, generous gathering spaces, and a private heated indoor pool you can enjoy year-round. Cook together in the large kitchen, unwind poolside or outdoors, then explore downtown shops, restaurants and attractions on foot. A comfortable home base for multigenerational trips, family weekends and group getaways.

Historic Waterfront School House

Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!