
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

Stevedore Landing-#3 · walk Mystic-Train/EV Lvl-2
Perfect for a couples' getaway. Experience the charm and beauty of Mystic at Mystic Harbor Landing. This stunning 1 bedroom boasts breathtaking water views of the Mystic Harbor. Take a short 10 minute walk to the Mystic Amtrak or 15 minute to the historic downtown area. Fully renovated with all new appliances, bathroom and kitchen, you will feel like home . Whether you're planning a small family vacation or a romantic getaway, The Mystic Harbor Landing is the perfect escape. Level-2 EV charging

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!

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.

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.

Walking Distance to RISD, Brown, & Convention Hall
Historic charm in downtown Providence! Enjoy restaurants and attractions within walking distance! Conveniently located in the heart of DownCity, and less than a half mile from Brown University, you'll enjoy endless dining options in one of America's top 10 foodie cities. Take a quick walk over to the East Side to experience Providence's historic culture while walking the grounds of Brown University. Whether you're staying a week or a month you will have endless options to explore in PVD!

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.

Spacious RI Beach Escape
Super-cute 3 bedroom, 2 bathroom house with big yard, deck and enclosed outdoor shower. Located on a quiet cul-de-sac just minutes from Charlestown Beach and walking distance to local restaurants and shops. Beautiful sunroom just off the kitchen provides bonus living space. There are multiple spots to comfortably work from home with strong connection for video calls. New Casper mattresses in every bedroom. Perfect for family vacation, a weekend with friends or a long-term stay.

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!

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

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

Tiny house get-away with a Yellow Door

Romantic Getaway at The Lake!

Montauk Waterfront Condo w/ Sunset Views

Perfect New England Getaway has a pool/ hot tub

Peaceful Oasis steps from Mohegan Sun

Cozy Home next to City Park

5BR: Swim Spa, Pool Table, BBQ - Elegant Modern
Family- and pet-friendly home rentals

Water Forest Retreat -Octagon

Room with a View on Spring Pond

Bright and Cheerful Two Bedroom Home in Mystic

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

Charming Dunn’s Corners (Westerly) Cape

Quiet studio with sleeping loft and deck

Super Cute & Cozy Apartment in Downtown Mystic!

Salt & Stone House-1 bedroom Oasis sleeps 4
Family-friendly home rentals with a pool

Homestead Near Mystic, Casinos & Beaches

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

Beautiful Airy Barn in Springs

Ocean View Studio with King Bed

The Vacay Villa

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

Montauk Oceanview

Casino Stay & Play House w/Hot Tub, Game Room
When is the best time to visit Westerly?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,220 GYD | G$52,220 GYD | G$48,669 GYD | G$52,220 GYD | G$67,260 GYD | G$77,286 GYD | G$87,730 GYD | G$87,104 GYD | G$71,646 GYD | G$64,335 GYD | G$58,696 GYD | G$57,025 GYD |
| 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 220 vacation rentals in Westerly

Nightly prices starting at
Westerly vacation rentals start at G$14,622 GYD per night before taxes and fees

Verified guest reviews
Over 9,560 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
220 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!
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- South Shore Beach
- Mohegan Sun
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