Family-friendly vacation rentals in Watch Hill

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Watch Hill

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

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Top guest favorite

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

4.99 out of 5 average rating, 207 reviews

"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.

Guest favorite

A welcoming entrance features a blue door with a small window and the number 37 displayed. Steps made of stone lead up to the door, flanked by a vibrant blue pot of flowers, adding a touch of color to the exterior.

Apartment in Westerly

4.87 out of 5 average rating, 108 reviews

Westerly Garden Apartment Minutes Walk to Downtown

Comfortable, spacious apartment walking distance to downtown Westerly with patio, outdoor dining and fire pit. Let DownWest Apartment be your landing pad to enjoy nearby beautiful ocean beaches, historic towns, renowned dining and casinos. Head to the United Theater or the Knick for a night of entertainment and dancing, hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park. Or, grab some fresh lobsters to bring home and enjoy all that DownWest has to offer.

Superhost

A cozy living area features a dark leather sofa with bright yellow and patterned throw pillows. A small round wooden coffee table sits in front, complemented by a decorative plant on top. Art pieces adorn the walls, adding a touch of color to the neutral tones.

Apartment in Westerly

4.86 out of 5 average rating, 135 reviews

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.

Top guest favorite

A blue entry door is featured, equipped with a keypad lock for self check-in. The door displays a decorative door knocker at the center, surrounded by five raised panels, creating a classic and welcoming entrance.

Guesthouse in Westerly

4.99 out of 5 average rating, 99 reviews

Ocean Shire Coastal Retreat + Beach Pass

Ocean Shire: Warm modern updated private coastal cottage located 3 miles of stunning beaches (Misquamicut and Watch Hill). Season beach pass included. Kids welcome. 1100 sq. ft, two bedroom, 1.5 bath attached cottage on 1.4 acres. Watch Hill/Ocean House: 5 min. drive Mystic, CT: 10 miles Stonington, CT: 8 miles Newport, RI: 38 miles Wooded yard is a beautiful tranquil outdoor space. Easy access to shops, restaurants, bars, sailing, water sports and beach are all available at your door.

Top guest favorite

An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.

Cabin in Westerly

5 out of 5 average rating, 130 reviews

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

Top guest favorite

A tranquil outdoor scene features four white lounge chairs arranged under a striped umbrella by the water's edge. A wooden dock extends into the calm water, surrounded by lush greenery and a scenic sunset sky filled with soft clouds.

Home in South Kingstown

4.97 out of 5 average rating, 105 reviews

Stunning Waterfront Cottage with Big Yard & Dock!

Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!

Top guest favorite

A bright and airy kitchen features white cabinetry and wooden shelves. A central island with two stools provides a casual dining area. Natural light floods the space, accentuating the modern appliances, including a stainless steel refrigerator and a microwave. Fresh flowers add a touch of color.

Guest suite in Stonington

4.99 out of 5 average rating, 287 reviews

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!

Top guest favorite

A peaceful outdoor space is presented, featuring a large green lawn surrounded by colorful flower beds. The house, with a shingled exterior, stands in the background under a clear blue sky, creating a relaxed and inviting environment.

Guest suite in New Shoreham

4.99 out of 5 average rating, 176 reviews

Suite Getaway

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.

Top guest favorite

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

4.98 out of 5 average rating, 143 reviews

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

Top guest favorite

A stone staircase descends towards a serene pond, bordered by lush greenery and vibrant hydrangeas in bloom. The calm water reflects the surrounding trees, creating a peaceful natural setting.

Guest suite in Westerly

4.96 out of 5 average rating, 153 reviews

Room with a View on Spring Pond

Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.

Superhost

A seating area features a dark gray sofa with a patterned accent pillow. Adjacent to it, a queen-sized bed with a dark metal headboard is neatly made, complemented by soft grey bedding. A framed floral artwork and a lamp enhance the room's decor.

Condo in Westerly

4.8 out of 5 average rating, 142 reviews

Misquamicut Beach Cozy Condominium. Unit 6

This unit is located within walking distance to Misquamicut Fire department beach (a private beach). Guest have access to 1 sofa bed and 1 Queen-sizes bed, maximum occupancy is 4 people. Private bathroom with shower, and the condo features outdoor showers. We provide parking for ONE car only and a private beach pass. Parking is unavailable before Check-in and after check-out. Extra vehicles without parking pass will be towed at the owner's expense.

Top guest favorite

A charming two-story gray house is framed by a neatly kept garden with green foliage. Prominent features include a bright blue front door and a fenced yard, enhancing privacy. The structure is accented by evenly spaced windows, allowing for ample natural light.

Home in Westerly

4.99 out of 5 average rating, 140 reviews

Cute and Close to Beaches and Town

A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!