Family-friendly holiday rentals in Block Island Sound

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Top-rated family-friendly rentals in Block Island Sound

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic

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.

FamilyKitchenSleep quality

4.97 out of 5 average rating, 227 reviews
Top Guest favourite
A serene landscape is presented, featuring expansive green fields under a softly glowing sunrise. Two rustic buildings are visible: a barn with classic doors and a white cottage, both surrounded by lush trees and open space, reflecting the peaceful countryside setting.
Guesthouse in North 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.

FamilyKitchenLong stay

4.99 out of 5 average rating, 254 reviews
Top Guest favourite
An aerial view showcases a traditional New England-style home with a distinct green roof. A private pool with steps is situated on a spacious deck, surrounded by lounge chairs and tropical plants. Scenic outdoor areas for relaxation and recreation are visible on the property.
Home in Stonington

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.

Indoor spacesFamilyAmenities

4.97 out of 5 average rating, 263 reviews
Top Guest favourite
An open living area features warm wood flooring and a working fireplace framed by a wooden mantel. Two comfortable chairs sit beside a small table, while a spacious red sofa is positioned nearby. A well-equipped kitchen is visible in the background, with modern appliances.
Cottage in Mystic

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!

Indoor spacesKitchenParks

4.98 out of 5 average rating, 292 reviews
Top Guest favourite
Home in Mystic

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!

Indoor spacesFamilyAccuracy

4.97 out of 5 average rating, 115 reviews
Top Guest favourite
An open great room features a large sectional couch facing a wall-mounted TV. A dining table with four wooden chairs is visible, while additional seating is arranged nearby. Natural light streams in through multiple windows with plantation shutters, highlighting the clean, minimalist design.
Home in Mystic

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

Indoor spacesFamilyCondition

4.99 out of 5 average rating, 203 reviews
Top Guest favourite
A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Apartment in Stonington

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!

Indoor spacesKitchenView

4.94 out of 5 average rating, 346 reviews
Top Guest favourite
A cozy cottage exterior is showcased, featuring a gabled roof and wooden siding in earthy tones. A spacious screened porch with rocking chairs invites relaxation, while a nearby shed complements the rustic aesthetic. Surrounding nature highlights seasonal foliage, enhancing the tranquil setting.
Home in Stonington

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.

FamilyIndoor spacesCondition

4.96 out of 5 average rating, 211 reviews
Top Guest favourite
A charming two-story house features a shingle exterior and large windows, providing ample natural light. Lush green grass surrounds the home, complemented by mature trees offering shade. A small front porch with white chairs invites relaxation while enjoying the serene landscape.
Home in Stonington

Unobstructed Water Views & Huge Patio with Hot Tub

Gorgeous water views abound! Let you and your loved ones take in the serenity and charm as you arrive at our home set back from the road, facing the Pawcatuck River. Take in the view from most rooms of the house. Wake up with your first cup of coffee gazing at the river from the sunroom sofa, before a day at the beach or sight-seeing at picturesque towns nearby! After kayaking or sunning at nearby fabulous beaches, enjoy a BBQ dinner, and relax in the hot tub. Be our guest and enjoy!

Indoor spacesKitchenAmenities

4.97 out of 5 average rating, 158 reviews
Top Guest favourite
A serene bedroom features a spacious bed adorned with soft grey linens. Two bedside tables, each with a lamp, flank the bed. A vibrant piece of artwork and a framed print add color to the walls, enhancing the room’s inviting ambiance.
Guest suite in Westerly

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

KitchenIndoor spacesComfort

4.98 out of 5 average rating, 194 reviews
Top Guest favourite
A cozy living area features a light-colored sofa adorned with blue and white throw pillows. Woven armchairs flank a wooden coffee table, while a stone fireplace adds warmth. Two large windows allow natural light to fill the space, complemented by greenery and decorative accents.
Home in Montauk

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

FamilyKitchenComfort

4.97 out of 5 average rating, 116 reviews
Top Guest favourite
The indoor heated pool features a bright blue expanse of water inviting for a refreshing swim. Comfortable lounge seating is positioned nearby, and a bar area provides space for poolside refreshments. Large sliding glass doors bring in natural light and offer views of the serene outdoor setting.
Home in Stonington

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.

KitchenIndoor spacesBackyard

4.99 out of 5 average rating, 146 reviews

Popular amenities for Block Island Sound family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Guest suite in Stonington

Morgan Suite - spacious | hot tub | water views!

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 399 reviews
Top Guest favourite
The farmhouse, constructed in 1856, is showcased with its classic white exterior and black accents. Large windows allow natural light to fill the space, while lush greenery surrounds the property. A pebble pathway leads to the entrance, enhancing the inviting atmosphere.
Home in Old Lyme

Modern Farmhouse with Hot Tub in Old Lyme, CT

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 231 reviews
Top Guest favourite
A spacious home is set within a wooded area, surrounded by tall trees and a manicured lawn. A signpost indicating the trails is visible in the foreground, adding to the serene atmosphere of the property.
Home in Stonington

Grand Hide-A-Way Central to Mystic and Vineyards

FamilyKitchenLaundry

4.99 out of 5 average rating, 135 reviews
Top Guest favourite
A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.
Home in Columbia

Breathtaking home with unforgettable views & pool!

FamilyKitchenHospitality

4.92 out of 5 average rating, 134 reviews
Guest favourite
A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.
Cottage in Ledyard

Waterfront cottage overhanging the water!

Indoor spacesKitchenBackyard

4.9 out of 5 average rating, 259 reviews
Top Guest favourite
A private hot tub is illuminated with soft blue lighting, surrounded by trees and a wooden fence. String lights add a warm glow to the area, creating a serene atmosphere for relaxation under the evening sky.
Home in Montville

Casino Stay & Play House w/Hot Tub, Game Room

KitchenIndoor spacesTV

4.97 out of 5 average rating, 205 reviews
Guest favourite
The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.
Home in Montville

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Indoor spacesFamilyAmenities

4.91 out of 5 average rating, 261 reviews
Guest favourite
A spacious two-story house is featured, set against a clear blue sky. The exterior showcases light blue siding and white railings on the balcony. Lush greenery surrounds the property, adding a natural touch to the inviting front yard.
Home in New Shoreham

Clean & Newly Renovated 4BR w/Hot tub & AC ❂

Indoor spacesKitchenBackyard

4.91 out of 5 average rating, 102 reviews