Family-friendly vacation rentals in Stonington

"4th of July Cottage" Open: Fire Pit + King Bed

Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!

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!

Mystic Magical Sunsets awaits your arrival

A magical cottage within 1 mile walking distance from train station and downtown historical Mystic. The Williams Beach, a public beach is located across the street, local restaurants and shopping are walking distance away. You will enjoy watching the sunrises and sunsets from your deck. Short driving distance away you find The Mystic Seaport, Mystic Aquarium, Stonington Borough and Watch Hill, Ri. The cottage has all the amenities you need to enjoy your stay in the Picturesque Mystic area.

Mystic Harbor House · walk Downtown-Train/Aquarium

Perfect for a family vacation or a couples' getaway. Experience the charm and beauty of Mystic at The Mystic Harbor House. This stunning 3-bedroom home boasts breathtaking water views of the Mystic Harbor and Mason's Island. Take a short 4-minute walk to the Mystic Amtrak train station or a 7–10-minute stroll to the historic downtown area or a 6-minute drive to the Mystic Aquarium. Wake up to the refreshing ocean breeze as you sip your morning coffee and take in the tranquil surroundings.

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

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!

Charming apartment in heart of Stonington Borough

Located in the heart of idyllic Stonington Village, this apartment is blocks away from stores, restaurants, coffee shops, and library. Main bedroom has a king size bed; second room can be used as an extra bedroom (twin bed) or as a study. Large living/dining area looks out to front porch, where you can enjoy a cup of coffee or a meal. Pots, pans, silverware, sink, stove/oven, and refrigerator can be found in the kitchenette. Towels and sheets are provided; walk-in shower in bath.

Historic Three Bedroom Townhouse - Downtown Mystic

Featuring eclectic interiors inspired by British design trends, this 3 bedroom, 2.5 bathroom 19th century townhouse offers visitors to Mystic a home-away-from-home that is out of the ordinary. The property features sumptuous wallpaper by William and Morris, as well as other quirky yet delightful features such as a jetted copper soaker tub, which is placed in the principal bedroom. The location of the townhouse is very central and an easy walk to most of Mystic's key attractions.

Home Away From Home - 3bdr 1 ba

Welcome to our Home Away From Home, where you will be closely located to Westerly downtown, the beach, shopping, dining, Mystic, the Casinos, and Watch Hill (which is where the beautiful Ocean House and Taylor Swifts home is located). Our home is family friendly and offers all must-have items for your littles. But even without littles, our home offers a spacious and comfortable atmosphere for all guests.

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.

Elegant five-star retreat. Walk to River & Shops.

A schoolhouse from 1909—now sleek, restored, and redesigned. Two large beds, two luxe-filled baths, brick and archways, timeless paths. A short stroll brings you Mystic’s best: shops and seafood, wine and rest. Perfect for love or friends who roam—with space to breathe, you’ll feel at home. Sip Prosecco, sleep in bliss—no retreat more sweet than this.