
Family-friendly holiday 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

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.

Ocean Shire Coastal Retreat + Beach Pass
Relax at this warm modern private coastal cottage. Located 3 miles of Misquamicut and Watch Hill beaches. Season beach pass included. Kids Welcome! 1100 sq. ft, two bedroom, 1.5 bath attached cottage on 1.4 acres. Taylor Swift's Watch Hill home: 3 miles Ocean House Watch Hill: 3 miles Mystic, CT: 10 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.

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!

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.

Beach Escape. Walk to Beautiful Beaches
Two bedroom, two bathroom, open floor plan, two beautiful decks to watch the sunrise and sunset. Less than five minute walk to the beach. Feel free to reach out with any questions. I’ll get back to you as soon as I can. Parking accommodations: There is only ONE assigned parking spot. Additional vehicles will need to park off property. ONE ASSIGNED PARKING SPOT.
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

Tiny house get-away with a Yellow Door

Waterfront cottage overhanging the water!

Romantic Spa Retreat minutes to Mohegan Sun Casino

Romantic Getaway at The Lake!

Wickford Beach Chalet Escape

Cozy Home next to City Park

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

Modern & Cozy Beach House - Walk to Ocean Beach

Historic Home and Cottage with Seaport View

Bright and Cheerful Two Bedroom Home in Mystic

Charming Dunn’s Corners (Westerly) Cape

Pet Friendly Bungalow!!!

Stylish Downtown Mystic Apt.

Super Adorable Cottage + Fire pit + King Bed!

Big Family 2BR, Central Mystic w/ parking - 6A
Family-friendly home rentals with a pool

3 BR/Pool. Walk to Beach & Town!

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

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Montauk Waterfront Condo w/ Sunset Views

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Montauk Oceanview with Fireplace (2)

Casino Stay & Play House w/Hot Tub, Game Room
Quick stats about holiday rentals that are family-friendly in Watch Hill

Total holiday rentals
Explore 10 holiday rentals in Watch Hill

Nightly prices starting at
Watch Hill holiday rentals start at £96 per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Wifi availability
10 of Watch Hill holiday rentals include wifi 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
- House rentals Watch Hill
- Cottage rentals Watch Hill
- Beach house rentals Watch Hill
- Beachfront rentals Watch Hill
- Rentals with a washing machine and dryer Watch Hill
- Family-friendly rentals Westerly
- Family-friendly rentals Washington County
- Family-friendly rentals Rhode Island
- Family-friendly rentals United States
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- Mohegan Sun
- East Matunuck State Beach
- The Breakers
- Bonnet Shores Beach
- Long Island Aquarium
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Narragansett Town Beach




