Family-friendly holiday rentals in Block Island Sound

Water Forest Retreat-Hikers Haven

Water Forest Retreat Hiker's Haven is a very private semi off grid electrified and heated tiny house just steps away from a brook nestled on 56 acres of lush forest. Enjoy the water views inside from the many windows or out on the deck or firepit area. There are 2 1/2 miles of hiking trails with a pond, marsh and small waterfall. Come here to hike, fish, decompress and rejuvenate in this magical woodland! We also have an Octagon and Treehouse. Please click on our profile picture to read more.

Mystic Cottage Retreat, near downtown

This recently renovated cottage is at the top of a quiet lane with a sweeping meadow view. Single level. Two bedrooms sleep four (queen and two twin beds); new, well-equipped kitchen and one bath, open living area, deck and patio. Light and spacious. Working fireplace, central A/C; W/D; expanded cable TV and wifi; off street parking for two cars. Market/deli nearby; pleasing walk (less than a mile from center of Mystic)- restaurants, shops, marinas, etc. Near Amtrak station. Great retreat!

Woodhaus Westerly - Modern Log Home w/ BEACH PASS

NEW THIS SUMMER: Westerly Town Beach Pass now INCLUDED! Welcome to Woodhaus! Where, within 5 miles, you can be lounging on the best Westerly OR Charlestown beaches and enjoy shopping and dining in historic downtown. With 3 private acres, you can enjoy a refreshing outdoor shower, bonfire with friends, backyard games, and walking trails. On cooler nights, fire up the wood stove and cozy up with a blanket. We are a dog and kid friendly home! View more photos and updates @Woodhaus_Westerly

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Getaway Suite

We are located high on Mott hill in the center of the island. It's about 2 miles to both harbors. There are lots of hiking trails nearby. We are located near the island airport so small private planes come and go during the day but it is usually very quiet at night. Many of our guests say watching the planes is one of their favorite things. This spot is ideal for visitors who like to retreat to a quieter space at the end of a long day at the beach or an evening on the town.

Charming Historic Schoolhouse on Mystic River

Enjoy stunning Mystic River views from this newly renovated 1BR/1Bath historic schoolhouse. Originally built in 1857 as a one-room school and later relocated, this charming retreat blends historic charm with modern comfort. Thoughtfully furnished to honor its past, it offers a cozy, inviting space for families or couples, to relax and explore Mystic’s rich history, scenic beauty, and waterfront attractions. Perfect for a memorable getaway in a storied New England setting.

Modern & Cozy Beach House - Walk to Ocean Beach

Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

True Artist Loft, 5 minutes to downtown Mystic

A Historic Artist’s Retreat Near Downtown Mystic Lovingly known as The Dacha for nearly 80 years, this one-of-a-kind gem was built in 1945 as a studio for the artist who once called the property home. Fully insulated for cozy winter stays, the unique structure is tucked away on a peaceful piece of land, just five minutes from downtown Mystic.