
Family-friendly vacation rentals in Westerly
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westerly
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

"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.

A Well Appointed Pad, Porch, & Patio
A home away from home. At 13 Lester, we can provide guests a choice when booking, to book as a one bedroom with pull out sofa (sleeps 4) or as a 2 bedroom with pull out sofa (sleeps 6). Since we have a high demand for parties of 2 the listing is priced for the one bedroom with pull out option. If you need or want the second bedroom opened up just book the unit as listed and message us to request the 2nd bedroom. We will send a request through the app for the additional fee of $50 per night

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.

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.

Downtown Westerly Beach Cottage Getaway
This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

Cozy All Season Cabin Near Beach at Rockbriar Farm
Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Sunny Wakefield studio apartment
Attached to a family home but its own private space—including a private entrance, dedicated parking space, small deck, and lawn area with seating—this sunny studio is in the walkable heart of Wakefield, near URI, beaches, Newport, bike path. Queen bed; queen sleeper couch; best suited to 2 adults (the sleeper couch works best for children). Fridge, micro, coffee, grill (no oven). Allergy friendly: Free & Clear laundry products; no pets. Self check-in. Automatic discount for longer stays.

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!

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. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

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

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!
Popular amenities for Westerly 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 Getaway at The Lake!

Wickford Beach Chalet Escape

Perfect New England Getaway has a pool/ hot tub

Peaceful Oasis steps from Mohegan Sun

Unobstructed Water Views & Huge Patio with Hot Tub
Family- and pet-friendly home rentals

Modern & Cozy Beach House - Walk to Ocean Beach

Affordable In-Law Apartment in Brooklyn, CT

Bright and Cheerful Two Bedroom Home in Mystic

Ocean Shire Coastal Retreat + Beach Pass

Salty Breeze - Waterfront Cottage on the Cove

Spacious RI Beach Escape

Super Adorable Cottage + Fire pit + King Bed!

Quiet studio with sleeping loft and deck
Family-friendly home rentals with a pool

Homestead Near Mystic, Casinos & Beaches

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

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

Lux 4BR Private Indoor Heated Pool - Mystic Home

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

Montauk Oceanview with Fireplace (2)

Exclusive Sag Harbor Compound

mid century ranch style house on farmland
When is the best time to visit Westerly?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 214 | € 214 | € 200 | € 214 | € 276 | € 317 | € 374 | € 358 | € 284 | € 260 | € 241 | € 234 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Westerly

Total vacation rentals
Explore 230 vacation rentals in Westerly

Nightly prices starting at
Westerly vacation rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 9,260 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
230 of Westerly vacation 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Condo rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with beach access Westerly
- Fitness-friendly rentals Westerly
- House rentals Westerly
- Apartment rentals Westerly
- Waterfront rentals Westerly
- Pet-friendly rentals Westerly
- Rentals with breakfast Westerly
- Beachfront rentals Westerly
- Rentals with pools Westerly
- Rentals with outdoor seating Westerly
- Rentals with a washer and dryer Westerly
- Beach house rentals Westerly
- Cottage rentals Westerly
- Rentals with a kayak Westerly
- Rentals with a patio Westerly
- Rentals with a fire pit Westerly
- Rentals with a fireplace Westerly
- Family-friendly rentals Washington County
- Family-friendly rentals Rhode Island
- Family-friendly rentals United States
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Oakland Beach
- Groton Long Point Main Beach
- Napeague Beach
- Roger Williams Park Zoo
- TPC River Highlands
- Horseneck Beach State Reservation
- Brownstone Adventure Sports Park
- Second Beach
- Sandy Beach
- Ninigret Beach
- Island Park Beach
- Amagansett Beach
- The Breakers
- Groton Long Point South Beach