Family-friendly vacation rentals in Stonington

"Mystic Country" Farm Stay at 100 Acre Wood

Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Historic Mystic Cottage w/ 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!

Perfect New England Getaway has a pool/ hot tub

Welcome to a traditional New England style that is not just a great home, but a great vacation compound with lots of amenities and outdoor living spaces. Enjoy recreational activities on land and sea that abound locally. Mystic, Stonington Borough, Westerly, and Watch Hill are all close IMPORTANT INFORMATION: Please be advised Stonington, CT has a STRICT OUTSIDE noise ordinance after 10pm that is enforced by the Police. If a report is generated for any reason , you will forfeit your deposit.

Mystic Renovated Open Plan - Walk Everywhere - 9A

Centrally located in Historic Mystic - large, renovated, luxury two-bedroom. Private apartment tucked away on a quiet street with free parking beside the unit! Stocked rental with toiletries, kitchen necessities, smart TV, extra blankets, ironing board and more! Park for free and walk! Within walking distance to Mystic Pizza, the famous drawbridge, the Seaport Museum, the waterfront and more popular spots! Close drive to aquarium, beaches, casinos, golf courses and the Olde Mistick Village!

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!

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

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.

Waterfront Cottage with Dock

Arts & Crafts cottage with dock on ocean cove and close to the beaches. You’ll love the backyard and waterfront fire pit. Canoe, kayak and paddle boards are complimentary. Bring your own boat or rent one for 50% off at Stonington Marina. On same cove as Saltwater Farm Vineyard, and nearby to Mystic Aquarium, Mystic Seaport, Foxwoods and Mohegan Sun resorts. My place is good for families with kids and pets. Cottage HVAC has been upgraded to an eco friendly central AC and heat pump.

SailHouse DT Mystic Lux 2BR Getaway 3Min Walk

1 of 4 New in Aug 2020 made for Luxury AirBNB experience stays. Your Steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. Marina views and proximity make this an AirBNB fav. This modern apartment features a fully equipped high-end kitchen, Queen master bedroom and twin bunkbeds. 1 on-site parking space and shared common backyard. An additional parking space may be provided for $25/day with advance notice.

FREE Private Indoor Heated Pool - Mystic Home

Experience Mystic in style at this spacious retreat with a private year-round heated indoor pool. Sleeps up to 11 with 4 king beds + bunk, 3 full baths, and open living spaces perfect for groups. Relax poolside, cook in the gourmet kitchen, or gather on the patio by evening. Walk to downtown Mystic’s shops, restaurants, and attractions. Designed for comfort and convenience, this home is your perfect coastal escape!

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.

Historic Home and Cottage with Seaport View

Historic Mystic retreat with captivating seaport & river views. This charming blue house, featuring a main house and private detached cottage, comfortably accommodates up to 8 guests. Enjoy a fully equipped kitchen, private backyard with BBQ, and a short walk to downtown Mystic's shops & restaurants. Perfect for a New England getaway.