
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.

Heathers On High Street King Bed/Twin Bed
Experience Westerly life like a Local! Enjoy this centrally-located Apartment close to Downtown. Easy highway access to the Beach and Casinos. Free Parking with Private entrance opens to a courtyard with Gazebo Sitting area and a Grill just for you! The 2 Bedroom Apartment is located on the 2nd floor with a Full Kitchen/Living Room combination, 1 Bathroom, Washer/Dryer and Central Air. The Master Bedroom has 1 King Bed with a new Nectar Mattress. Second smaller bedroom has a Twin Pillowtop Bed

Seaside Serenity
Extraordinarily serene & equally stylish, this waterfront cottage on Great Island is the refuge you’ve been longing for! 2 bedrooms & 1 beautifully tiled bath, along with an open cook’s kitchen & living area feature windows everywhere to take in views you will never tire of! Relax on the covered porch or stroll barefoot across the grass to the deep-water dock & adjacent beach area. Located just minutes to Galilee, restaurants, the Block Island Ferry, white sandy beaches, surfing & so much more!

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!

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!

Ocean Shire Coastal Retreat + Beach Pass
Warm, modern 2BR coastal cottage on 1.4 wooded acres just 3 miles from Watch Hill and Misquamicut Beaches, with seasonal beach pass included - family friendly, peaceful, and hosted by a 4.99-star Superhost. What You Will Love Bright modern interior with coastal charm. Spacious wooded yard for morning coffee Easy access to beaches, restaurants and local shops, all within a short drive Nearby Attractions Ocean House, Watch Hill Taylor Swift Watch Hill House Mystic, CT Newport, RI

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

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.

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!

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 for a night of entertainment of movies or live music. Hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park.

Gorgeous Waterfront Getaway
Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.

Westerly Gap
Westerly Gap is a lovely private suite. located in a quiet, residential neighborhood a mile from the Rhode Island coast. Close to some of the most beautiful beaches the Northeast has to offer. A private outdoor sitting area, outdoor shower and comfortable living space make this the perfect spot for your relaxing beach vacation. Take it easy at this unique and tranquil getaway.

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!
Popular amenities for Watch Hill family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy private apt 8 mins from UCONN - solar powered

Private Villa, Pool, New King Bed, close to casino

Tiny house get-away with a Yellow Door

Wickford Beach Chalet Escape

Perfect New England Getaway has a pool/ hot tub

Peaceful Oasis steps from Mohegan Sun

Cozy Home next to City Park

FREE Heated Swim Spa, Pool Table, BBQ
Family- and pet-friendly home rentals

CHIC 3BR Ap. on Thames St deck free parking

Water Forest Retreat -Octagon

Historic Home and Cottage with Seaport View

Bright and Cheerful Two Bedroom Home in Mystic

Salty Breeze - Waterfront Cottage on the Cove

Charming Dunn’s Corners (Westerly) Cape

Mystic Center Open Plan Private 2BD + Parking - 4A

Stylish Downtown Mystic Apt.
Family-friendly home rentals with a pool

3 BR/Pool. Walk to Beach & Town!

Beautiful Airy Barn in Springs

Serene East Hampton Escape - Stars Forest Sauna

Cheerful East Hampton home with Pool

The Vacay Villa

Waterfront Summer Escape in Wine Country: 2BR

Beauty and the Beach!

Montauk Oceanview with Fireplace
Quick stats about vacation rentals that are family-friendly in Watch Hill

Total vacation rentals
Explore 10 vacation rentals in Watch Hill

Nightly prices starting at
Watch Hill vacation rentals start at G$27,128 GYD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Wi-Fi availability
10 of Watch Hill vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Watch Hill rentals

4.9 Average rating
Watch Hill stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Mohegan Sun
- Second Beach
- East Matunuck State Beach
- Bonnet Shores Beach
- The Breakers
- Hammonasset Beach State Park
- South Shore Beach
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach




