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.

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Top guest favorite
A monochromatic logo features two fish intertwined, symbolizing the property name 'Heathers on High Street' and the location 'Westerly, RI.' The design is clean and simple, with the word 'AIRBNB' clearly displayed below.
Apartment in Westerly
4.99 out of 5 average rating, 118 reviews

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

Top guest favorite
A spacious living area features a comfortable sectional sofa facing a sleek coffee table. Natural light floods in through large windows, highlighting the polished wood floor. A modern kitchen with bar stools is visible in the background, creating an inviting open layout.
Apartment in Stonington
4.93 out of 5 average rating, 130 reviews

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

Top guest favorite
A single-story home is presented with a grey exterior and a symmetrical design. The property features neatly trimmed shrubs and a well-maintained lawn. A driveway leads to a garage, while a pathway directs toward the front door, framed by small steps and a welcoming porch.
Cottage in Westerly
4.97 out of 5 average rating, 115 reviews

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!

Guest favorite
A garden archway frames a stone pathway leading to a wooden deck and outdoor seating area. Brightly colored red patio umbrellas provide shade for the dining set, while well-maintained greenery and flowers enhance the inviting atmosphere of the private outdoor space.
Guest suite in South Kingstown
4.94 out of 5 average rating, 207 reviews

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.

Top guest favorite
Guesthouse in Westerly
4.99 out of 5 average rating, 115 reviews

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.

Top guest favorite
The kitchen area features white cabinetry and a light countertop, equipped with a microwave, dishwasher, and a compact refrigerator. A cozy seating nook by the window includes a modern black chair and a small table, with a patterned rug adding warmth to the space.
Apartment in Downtown Providence
4.98 out of 5 average rating, 101 reviews

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!

Top guest favorite
Guest suite in Stonington
4.99 out of 5 average rating, 335 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 favorite
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
4.97 out of 5 average rating, 155 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. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

Superhost
An open living area features a blue sectional sofa positioned near a wooden coffee table. Natural light brightens the space from windows above the kitchen, where bar stools line the counter. A ceiling fan and decorative artwork accent the high ceilings.
Home in Charlestown
4.9 out of 5 average rating, 191 reviews

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.

Top guest favorite
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, 163 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

Guest favorite
A charming two-story gray house is framed by a neatly kept garden with green foliage. Prominent features include a bright blue front door and a fenced yard, enhancing privacy. The structure is accented by evenly spaced windows, allowing for ample natural light.
Home in Westerly
4.98 out of 5 average rating, 161 reviews

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!

Guest favorite
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.
Apartment in Westerly
4.88 out of 5 average rating, 134 reviews

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

When is the best time to visit Westerly?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,220 GYDG$52,220 GYDG$48,669 GYDG$52,220 GYDG$67,260 GYDG$77,286 GYDG$87,730 GYDG$87,104 GYDG$71,646 GYDG$64,335 GYDG$58,696 GYDG$57,025 GYD
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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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