Family-friendly holiday rentals in Stonington

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Experience the charm and beauty of Mystic at The Oar Cottage. This stunning 1-bedroom apartment is a short 10-minute walk to the Mystic Amtrak train station or a 15-minute stroll to the historic downtown area. Fully renovated with all new appliances, bathroom and kitchen, you will feel like home. Whether you're planning a small family vacation or a romantic getaway, The Oar Cottage is the perfect escape. Book your stay today and make unforgettable memories in beautiful Mystic. LVL-2 EV charging.

"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.

A Well Appointed Pad, Porch, & 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

Charming Family Friendly Retreat - Downtown Mystic

Spacious and inviting Mystic apartment blending historic charm with modern updates. Sleeps 6 comfortably with a queen bed, two twin bunk beds, and blackout curtains for restful nights. Enjoy a TV in the queen bedroom, free coffee, a full kitchen, and plenty of seating to relax or dine. Includes a private entrance, front deck access, and ample parking. Located in a walkable neighborhood just minutes from downtown Mystic's shops, restaurants, and waterfront—perfect for family or friend getaways.

Salt & Stone House-1 bedroom Oasis sleeps 4

Downtown 1 bd, 1 bth unit. Park your car and walk downtown to shop, grab a bite to eat, catch a movie at the renovated United Theater or take a stroll in beautiful Wilcox park. This gem is in the heart of Westerly and only a 10min. drive to the beach. Finish your day on the back porch overlooking the fenced in yard. Can sleep 4. 1 bdrm with Queen bed and living room pullout full size bed. Grocery, Liquor, restaurants, laundromat are all steps away from this well kept secret on a dead end road.

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!

Bright and Cheerful Two Bedroom Home in Mystic

You'll be close to everything in Mystic when you stay at this cozy home located in a quiet area. Clean and bright for families, small groups, or couples visiting Mystic and surrounding area. 1 mi. to Mys. Seaport, Mys. Aquarium, Old Mys.Village, and downtown. 5 mi. to Stonington Village. 13 mi. to Watch Hill/ RI beaches. 11 mi. to USCG Academy/ colleges in New London,. and 9-17 mi. to casinos. Large deck with clean propane outdoor fireplace and large flat yard. Centrally air-conditioned.

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!

Private suite close to beaches and downtown.

The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

Cozy Studio Steps from Downtown Stonington

Only a few steps from Main Street and the Ocean! Escape to the Connecticut shoreline, where Stonington Borough offers a charming setting surrounded by renowned shops, dining spots, and attractions. Enjoy a small-town ambiance from our simple & comfortable apartment. A half a mile away is DuBois Beach and The Stonington Light House Museum. Short drive to Westerly & Mystic.

Peak Foliage is almost here!

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

Heart of Stonington Borough! Ocean View Loft

Beautifully renovated 3rd floor loft with ocean views in the center of town. Our home is walking distance to restaurants, shops, and water access (town beach DuBois Beach). Centrally located between charming CT shoreline towns - Mystic & Westerly. Get the full bed and breakfast experience and order from our neighbors, the famous Noah's Restaurant!