Vacation rentals in Westerly

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Westerly

  • Total vacation rentals

    Explore 330 vacation rentals in Westerly

  • Nightly prices starting at

    Westerly vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 14,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Westerly vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Westerly rentals

  • 4.9 Average rating

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

Top-rated vacation rentals in Westerly

Guests agree: these stays 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, 145 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 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, 178 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 favorite
Guest suite in Stonington
4.98 out of 5 average rating, 379 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 charming multi-story house features a combination of wooden shingles and trimmed details. A welcoming front porch with white railings is complemented by multiple windows that bring natural light into the space. Nearby trees add greenery to the cozy neighborhood setting.
Apartment in Stonington
4.86 out of 5 average rating, 103 reviews

Charming apartment in heart of Stonington Borough

Located in the heart of idyllic Stonington Village, this apartment is blocks away from stores, restaurants, coffee shops, and library. Main bedroom has a king size bed; second room can be used as an extra bedroom (twin bed) or as a study. Large living/dining area looks out to front porch, where you can enjoy a cup of coffee or a meal. Pots, pans, silverware, sink, stove/oven, and refrigerator can be found in the kitchenette. Towels and sheets are provided; walk-in shower in bath.

Top guest favorite
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 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
4.9 out of 5 average rating, 156 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 favorite
Guesthouse 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 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, 178 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 favorite
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, 162 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.

Guest favorite
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.
Condo in Westerly
4.8 out of 5 average rating, 243 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.

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
4.97 out of 5 average rating, 175 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!

Top guest favorite
Guest suite in Westerly
4.95 out of 5 average rating, 131 reviews

Westerly Gap

Westerly Gap is a lovely private suite. located in a quiet, residential neighborhood a mile from the Rhode Island coast. Close to some of the most beautiful beaches the Northeast has to offer. A private outdoor sitting area, outdoor shower and comfortable living space make this the perfect spot for your relaxing beach vacation. Take it easy at this unique and tranquil getaway.

Popular amenities for Westerly vacation rentals

When is the best time to visit Westerly?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$56,274 GYDG$52,299 GYDG$51,253 GYDG$47,069 GYDG$52,508 GYDG$64,014 GYDG$74,474 GYDG$73,218 GYDG$58,993 GYDG$56,274 GYDG$51,881 GYDG$46,232 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • What are the best places to stay in Westerly?

    Many travelers stay near Watch Hill for shoreline access and boutiques or around Misquamicut for a classic beach atmosphere. Downtown neighborhoods appeal to those who enjoy walkable streets, dining, and the town’s historic center.

  • What are the best things to do in Westerly with kids?

    Kids frequently enjoy the Flying Horse Carousel in Watch Hill, tidepooling or sandcastle-building at Misquamicut Beach, and nature walks around Wilcox Park. Local spots throughout Westerly have family-friendly eateries and ice cream shops.

  • What are some of the best things to do in Westerly?

    Explore the historic streets of Watch Hill, relax on Misquamicut Beach, and wander the gardens of Wilcox Park. The town also has art galleries, seasonal farmers markets, and locally owned restaurants.

  • How is the weather in Westerly?

    Westerly has cold winters around 19–43°F (-7–6°C) and warm summers near 60–80°F (16–27°C). Light jackets and layers are helpful in spring and fall—rain is common year-round, with slightly sunnier, drier days in summer.

  • When is the best time to visit Westerly?

    Late spring through early autumn is often recommended for beaches, outdoor events, and mild weather between 54–80°F (12–27°C). Winter appeals to those who prefer a quiet coastal experience and holiday festivities.

  • What are the best places to visit in Westerly?

    Explore Watch Hill for coastal views and historic charm, stroll through Wilcox Park for gardens and green space, and visit the Ocean House for architectural interest. The area also has beaches, art spaces, and local shops that often draw travelers.

  • What are some hiking trails in Westerly?

    Hikers often explore the trails at Dr. John Champlin Glacier Park and the Woody Hill Management Area. Both locations are known for woodland paths and quiet nature walks.

  • What are some family activities we can do in Westerly?

    Families often explore Misquamicut Beach, enjoy the vintage Flying Horse Carousel in Watch Hill, and picnic in Wilcox Park. Mini golf, ice cream shops, and local nature centers add options for all ages.

  • What are some of the best day trip ideas from Westerly?

    You can explore historic villages, guided lighthouse tours, and nature preserves in the surrounding region. Vineyard visits, local art galleries, and small coastal towns nearby are often suggested for a unique local experience.

  • Are there any pet friendly accommodations available in Westerly?

    Westerly has pet-friendly accommodations, particularly near the beach and in the downtown area. Many local parks and some outdoor dining spots welcome dogs, but it is a good idea to confirm amenities and guidelines with each host.

  • What are some local tips for visiting Westerly?

    Locals suggest arriving early on beach days, checking out independent coffee shops around downtown, and exploring quieter coastal spots beyond the main beach areas. Packing layers and comfortable shoes helps, as weather can shift, especially near the water.

  • What is Westerly known for?

    Westerly is known for its sandy beaches, historic Watch Hill area, and a lively arts community. Many also explore its Victorian-era architecture, family-owned eateries, and small-town charm along the coast.

  • What are the best hidden gems to explore in Westerly?

    Explore the quieter shoreline at Napatree Point Conservation Area, local art spaces, or secluded trails in the Woody Hill Management Area. Off the main routes, you may find independent bookstores and bakeries tucked into side streets.

  • What are the best foods to try in Westerly?

    Clam cakes, stuffies (stuffed quahogs), and freshly caught seafood are frequently suggested, along with Italian-American specialties reflecting the area’s heritage. Local ice cream shops and bakeries are favorites for dessert.

  • What should I bring for a trip to Westerly?

    Pack sun protection, a hat, and swimwear for beach visits, along with a light rain jacket and comfortable walking shoes for exploring town or parks. A sweater or layer is useful for cool evenings near the water.

  • What is the nightlife in Westerly like?

    Westerly’s nightlife is centered around local pubs, relaxed wine bars, and venues with live music. Around downtown and near the beach, you’ll find casual spots for cocktails, beer, and late-night bites.

  • What are the most popular events or festivals in Westerly?

    Westerly has outdoor concerts in Wilcox Park during summer, arts festivals, and annual celebrations around Watch Hill and Misquamicut Beach. Seasonal farmers markets and local heritage events are also frequently suggested.

  • Are there family friendly vacation rentals in Westerly?

    Westerly has a range of family-friendly vacation rentals, especially near beaches and in quieter neighborhoods. Many options feature kitchens, yards, or easy access to parks and local attractions.

Destinations to explore