Family-friendly holiday rentals in Westerly

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Westerly

  • Total holiday rentals

    Explore 210 holiday rentals in Westerly

  • Nightly prices starting at

    Westerly holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,530 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    210 of Westerly holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westerly rentals

  • 4.9 Average rating

    Westerly stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Westerly

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

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Top guest favourite
A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.
Home in Westerly
4.98 out of 5 average rating, 174 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Top guest favourite
A welcoming front porch is adorned with yellow flower baskets and potted plants. A comfortable chair is positioned next to a small table, inviting relaxation. Warm light is emitted from a hanging lamp, creating a cozy atmosphere in this outdoor space.
Flat in Westerly
4.98 out of 5 average rating, 424 reviews

Sweet Retreat Circa 1900 Restaurants, Park, Beach

Beautiful beach town 2nd floor self contained apartment in antique home! Perfectly located - a short walk to downtown cafes, park and 10 mins. to Westerly beaches. Quiet residential neighborhood. 3 bedroom apartment with ac & heat - kitchen, living room, bath and lovely porch. Mini splits & ceiling fans in BRs Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Prov. Stonington, Narragansett, URI and to the best beaches on the East Coast!

Guest favourite
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.
Flat in Westerly
4.88 out of 5 average rating, 154 reviews

Downtown Oasis-1 bedroom-Walk to it all-sleeps 4

Downtown 1 bd, 1 bth unit. Park your car & walk downtown to shop, grab a bite, catch a movie at the 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. The living room has a pullout couch that turns into full size bed. Grocery, restaurants, laundromat are all steps away from this well kept secret on a dead end Rd

Top guest favourite
A modern kitchen features white cabinetry and granite countertops. Stainless steel appliances, including a microwave and oven, are visible. A large island with seating accommodates several stools, and overhead pendant lighting provides bright illumination.
Home in Westerly
5 out of 5 average rating, 137 reviews

Brand New Private House in a Charming Beach Town

Stunning new house in a quiet neighborhood! 10 minutes to beaches! Enjoy this 3 bedroom home all to yourself with a spacious kitchen, grill & patio. Centrally-located and just a few minutes from historic downtown Westerly, less than 20 minutes from Mystic attractions (aquarium, seaport museum, village) and the Foxwoods Resort and Casino and outlets. Great backyard, toys, books for kids! Fireplace! Washer, dryer, and dishwasher for convenience. Public basketball and tennis courts across st.

Top guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 374 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 favourite
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, 171 reviews

Sunny Days, Starry Nights | 10 Min to Beaches

☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties

Top guest favourite
A bright living space features a white brick fireplace, complemented by a black fire screen. Above the mantel, a large, minimalistic artwork with a sun motif is displayed. Shelving holds neatly stacked firewood and decorative items, enhancing the room's inviting ambience.
Home in Westerly
4.98 out of 5 average rating, 126 reviews

South County House

South County House is a 1500 sq ft two bedroom, 1.5 bath cape built in 1936 that sits on nearly an acre of land, 3/4 of a mile from the ocean in Westerly, RI. It borders preserved forest, and there is a small family farm across the street. The house has been thoughtfully redesigned and renovated with relaxation in mind, and provides an ideal escape from the distractions and noise of modern life. Recently featured in Vogue, Architectural Digest, Travel + Leisure, Remodelista, etc.

Top guest favourite
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.
Flat in Westerly
4.9 out of 5 average rating, 153 reviews

Westerly Garden Apartment Minutes Walk to Downtown

Comfortable, spacious apartment walking distance to downtown Westerly. 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. Feel like staying put? There is a patio for relaxing, dining and enjoying the yard and gardens.

Top guest favourite
Guest house in Westerly
4.99 out of 5 average rating, 119 reviews

Ocean Shire Coastal Cottage + Beach Pass

Welcome to this modern spotless beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids most welcome. 🏖️ Watch Hill/Beaches: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins ✈️ Block Island flight : 5 mins Cottage on 1.4 acres total privacy surrounded by trees with lavish gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

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
4.98 out of 5 average rating, 172 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 favourite
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, 160 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 neatly arranged sleeping area features a spacious bed dressed in gray bedding. Two framed artworks hang on the yellow wall, and a lamp is positioned on the bedside table. A closed white door and a wooden folding chair are visible in the background.
Apartment in Westerly
4.79 out of 5 average rating, 238 reviews

Cozy Condo.Walk to the Misquamicut Beach. Unit 1

Well-located in the center of the Misquamicut Beach, my place is excellent location for relaxing on the beach, bringing your bike, jogging, swimming, surfing, have a fun time at the beach. There are lots of restaurants and local bars in the area depends on your tastes and choices. Feel free to drive your car, ride your bike or walk to Watch Hill. Tasting Clam chowder in the very famous Ocean House may be one of the best choices. Options are endless.

Popular amenities for Westerly family-friendly rentals

When is the best time to visit Westerly?

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Avg. price$334 SGD$332 SGD$361 SGD$323 SGD$416 SGD$478 SGD$543 SGD$539 SGD$443 SGD$401 SGD$371 SGD$328 SGD
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