
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 230 holiday rentals in Westerly

Nightly prices starting at
Westerly holiday rentals start at $170 NZD per night before taxes and fees

Verified guest reviews
Over 9,890 verified reviews to help you choose

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
230 of Westerly holiday rentals include Wi-Fi 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.

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.

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!

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

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!

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

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.

Adorable in-law apartment with private entrance!
An adorable in-law apartment with a private entrance that's close to everything the beautiful town of Westerly has to offer. Come spend the night (or a few) in the very spacious studio equipped with a kitchen, full bathroom, and bedroom with a very comfortable queen bed. -Located 1 mile from historic downtown Westerly and only 4 miles from the beach. -Take a nice 10 minute drive to Mystic, CT. -Foxwoods Casino is 12 miles away. -Private entrance and parking on premises.

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.

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.

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.

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.
Popular amenities for Westerly family-friendly rentals
Family-friendly home rentals with a hot tub

Homestead Near Mystic, Casinos & Beaches

Waterfront cottage overhanging the water!

Cozy cottage 5 minutes from UConn

Luxe Bolton Lake

Romantic Getaway at The Lake!

Grand Hide-A-Way Central to Mystic and Vineyards

Perfect New England Getaway has a pool/ hot tub

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

Water Forest Retreat -Octagon

The Landing

Momma Bears Bungalow

Unique Home with Panoramic Ocean and Pond Views

Bright and Cheerful Two Bedroom Home in Mystic

Lakeside Getaway Tiny House

Charming Dunn’s Corners (Westerly) Cape

"4th of July Cottage" Open: Fire Pit + King Bed
Family-friendly home rentals with a pool

Cozy private apt 8 mins from UCONN - solar powered

3 BR/Pool. Walk to Beach & Town!

Breathtaking home with unforgettable views & pool!

Heated Salt Pool | Near Newport, Beaches | Pkg 4 6

Romantic Spa Retreat minutes to Mohegan Sun Casino

Ocean View Studio with King Bed

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

Backyard Oasis Pool & Jacuzzi | Pets Welcome
When is the best time to visit Westerly?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $437 NZD | $436 NZD | $473 NZD | $507 NZD | $616 NZD | $692 NZD | $712 NZD | $707 NZD | $582 NZD | $526 NZD | $487 NZD | $431 NZD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Destinations to explore
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- Family-friendly rentals Washington County
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- Family-friendly rentals United States
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Easton Beach
- Point Judith Lighthouse
- Roger Williams Park Zoo
- Narragansett Town Beach
- The Breakers
- Second Beach
- University of Connecticut
- Hammonasset Beach State Park
- Soundview Beach
- University of Rhode Island
- Powder Ridge Mountain Park & Resort
- Easton's Beach
- Wölffer Estate Vineyard
- South Shore Beach





