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Vacation rentals in Westerly

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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 €26 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 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

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.

4.98 out of 5 average rating, 187 reviews
Top guest favorite
A welcoming front porch is adorned with yellow flower baskets and potted plants. A comfortable chair is positioned next to a small table, inviting relaxation. Warm light is emitted from a hanging lamp, creating a cozy atmosphere in this outdoor space.
Apartment in Westerly

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!

4.97 out of 5 average rating, 445 reviews
Top guest favorite
An aerial view showcases a traditional New England-style home with a distinct green roof. A private pool with steps is situated on a spacious deck, surrounded by lounge chairs and tropical plants. Scenic outdoor areas for relaxation and recreation are visible on the property.
Home in Stonington

Perfect New England Getaway has a pool/ hot tub

Welcome to a traditional New England style that is not just a great home, but a great vacation compound with lots of amenities and outdoor living spaces. Enjoy recreational activities on land and sea that abound locally. Mystic, Stonington Borough, Westerly, and Watch Hill are all close IMPORTANT INFORMATION: Please be advised Stonington, CT has a STRICT OUTSIDE noise ordinance after 10pm that is enforced by the Police. If a report is generated for any reason , you will forfeit your deposit.

4.97 out of 5 average rating, 263 reviews
Superhost
A cozy living area features a dark leather sofa with bright yellow and patterned throw pillows. A small round wooden coffee table sits in front, complemented by a decorative plant on top. Art pieces adorn the walls, adding a touch of color to the neutral tones.
Apartment in Westerly

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

4.85 out of 5 average rating, 167 reviews
Top guest favorite
A charming three-story home features a classic gambrel roof and a light blue exterior. The front porch is accented with white railings and hanging planters. Lush greenery surrounds the property, providing a secluded atmosphere. A well-maintained lawn lines the pathway leading to the entrance.
Home in Westerly

Fall in Westerly | Wineries, Weddings & the Coast

🍂 Enjoy fall in Westerly! Explore Watch Hill, local wineries with outdoor music, apple picking and nearby Mystic—then enjoy dinner downtown or a show at the United or Granite Theatre. Perfect for: • Wedding guests • Couples’ getaways • Wineries & fall foliage • Family visits & holiday weekends Walk to coffee and BarreCoast for yoga & fitness classes, with beautiful beaches just 10 minutes away. Staying for work? Our fully equipped home is also ideal for midweek & extended business stays.

4.96 out of 5 average rating, 450 reviews
Top guest favorite
A modern kitchen features white cabinetry and granite countertops. Stainless steel appliances, including a microwave and oven, are visible. A large island with seating accommodates several stools, and overhead pendant lighting provides bright illumination.
Home in Westerly

Brand New Private House in a Charming Beach Town

Stunning new house in a quiet neighborhood! 10 minutes to beaches! Enjoy this 3 bedroom home all to yourself with a spacious kitchen, grill & patio. Centrally-located and just a few minutes from historic downtown Westerly, less than 20 minutes from Mystic attractions (aquarium, seaport museum, village) and the Foxwoods Resort and Casino and outlets. Great backyard, toys, books for kids! Fireplace! Washer, dryer, and dishwasher for convenience. Public basketball and tennis courts across st.

5.0 out of 5 average rating, 159 reviews
Top guest favorite
A charming two-story house features a shingle exterior and large windows, providing ample natural light. Lush green grass surrounds the home, complemented by mature trees offering shade. A small front porch with white chairs invites relaxation while enjoying the serene landscape.
Home in Stonington

Unobstructed Water Views & Huge Patio with Hot Tub

Gorgeous water views abound! Let you and your loved ones take in the serenity and charm as you arrive at our home set back from the road, facing the Pawcatuck River. Take in the view from most rooms of the house. Wake up with your first cup of coffee gazing at the river from the sunroom sofa, before a day at the beach or sight-seeing at picturesque towns nearby! After kayaking or sunning at nearby fabulous beaches, enjoy a BBQ dinner, and relax in the hot tub. Be our guest and enjoy!

4.97 out of 5 average rating, 158 reviews
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

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

5.0 out of 5 average rating, 176 reviews
Guest favorite
A charming cape-style home is set against a backdrop of lush greenery and vibrant flowers. The well-manicured lawn features a stone wall border, while tall trees provide shade. The inviting front porch and blue door enhance the home's welcoming appearance.
Home in Westerly

Charming Dunn’s Corners (Westerly) Cape

This deceptively spacious Westerly cape is ready for the families large and small! Centrally located in Dunn’s Corners, the home is less than 2 miles from “town” and all state beaches, and less than 5 miles from Watch Hill. The enormous deck and yard are ideal for outdoor gatherings. Dining room has huge cafe height table. Second floor master bedroom suite sleeps 6. Full Kitchen. Outdoor shower keeps the sand out! RI RE.01692-STR (Rhode Island) STR-22-357 (Town of Westerly)

4.95 out of 5 average rating, 136 reviews
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

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.

4.89 out of 5 average rating, 166 reviews
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

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

4.98 out of 5 average rating, 194 reviews
Top guest favorite
A cozy living area is presented, showcasing a brown sofa with decorative pillows. A coffee table sits in front, accompanied by a large area rug. A wall-mounted television is visible, along with a wooden sideboard and bookshelves. Dual doors lead to additional rooms.
Apartment in Westerly

The Morgan Downtown *FREE Breakfast at The Pantry*

Your family will be close to everything when you stay at this centrally-located home. Steps away from many great restaurants & shops in Downtown Westerly and only 4 miles from Misquamicut Beach! We are experienced hosts, this is a newer listing for us. Each reservation will receive a one-time free breakfast for all guests at "The Pantry" - our diner right next door. Take advantage of this great deal for a fun summer getaway!

4.94 out of 5 average rating, 115 reviews

Popular amenities for Westerly vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Westerly's top sights

Misquamicut State Beach

241 locals recommend

Saltwater Farm Vineyard

116 locals recommend

Stonington Vineyards

100 locals recommend

Napatree Point Conservation Area

79 locals recommend

Beer'd Brewing Company

64 locals recommend

Watch Hill Beach

59 locals recommend

Westerly house rentals

Top guest favorite
Home in South Kingstown

Stunning Waterfront Cottage with Big Yard & Dock!

4.97 out of 5 average rating, 150 reviews
Top guest favorite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic

Beachfront Paradise

4.97 out of 5 average rating, 227 reviews
Top guest favorite
Home in Westerly

Charming home just a few miles from the beach!

4.94 out of 5 average rating, 122 reviews
Top guest favorite
The kitchen and dining area feature rustic wooden beams overhead and a mix of modern and traditional elements. A large wooden dining table is surrounded by black chairs, while a stainless steel stove and refrigerator are visible in the background. A brick wall adds character, and a cozy stove offers warmth.
Home in Stonington

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

4.94 out of 5 average rating, 247 reviews
Top guest favorite
A charming exterior showcases a bright yellow facade with white accents. The entrance features a blue door framed by two lamps, along with a welcoming front porch. Lush greenery surrounds the property, enhancing its attractive curb appeal.
Home in Groton

Historic Tudor w/ BBQ, Walk to Downtown Mystic

4.97 out of 5 average rating, 216 reviews
Top guest favorite
A spacious living room features a large green sectional sofa arranged around a circular coffee table. Two armchairs with light upholstery add comfortable seating. A neutral area rug lays beneath, while a sleek fireplace and a wall-mounted television provide focal points in the cozy setting.
Home in Westerly

The Travel Bum’s Hideaway

4.99 out of 5 average rating, 80 reviews
Top guest favorite
A bright and airy kitchen features white cabinetry and stainless steel appliances. A wooden dining table is surrounded by matching chairs, and natural light fills the space through two windows. The warm hardwood flooring adds a cozy touch to the modern design.
Home in Westerly

Rest in Westerly

5.0 out of 5 average rating, 61 reviews
Guest favorite
An outdoor cabana offers ample seating with green cushions arranged around a low table. Sandy beach and ocean views are visible through the open sides, where sun loungers are positioned nearby. A yellow umbrella provides shade, enhancing the coastal relaxation atmosphere.
Home in Westerly

Ocean front The Beach House

4.96 out of 5 average rating, 93 reviews

Other great vacation rentals in Westerly

Superhost
A charming white cottage is surrounded by lush greenery and vibrant orange lilies in the foreground. The entrance features a decorative wrought-iron railing, set against a backdrop of tall trees and an inviting garden, creating a serene outdoor atmosphere.
Cottage in Westerly

Romantic water view cottage - CASITA AL MAR

4.93 out of 5 average rating, 134 reviews
Guest favorite
An expansive deck is showcased, offering views of the ocean and sandy beach below. The gentle waves are seen lapping at the shore under a soft, colorful sky, with wooden railings framing the scene.
Cottage in South Kingstown

Directly on the ocean!

4.96 out of 5 average rating, 138 reviews
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

Room with a View on Spring Pond

4.96 out of 5 average rating, 171 reviews
Guest favorite
Home in Westerly

Chupacabra Woods · Acre Yard · 12 Min to Beaches

4.82 out of 5 average rating, 33 reviews
Guest favorite
A bright dining area features a round marble table surrounded by four white chairs. Natural light filters through nearby windows, enhancing the warm wooden flooring. A bowl of fresh fruits is placed at the center of the table, and a cozy bench offers additional seating.
Bungalow in Westerly

Cozy New England Bungalow

4.98 out of 5 average rating, 56 reviews
Guest favorite
Home in Westerly

Happy Valley Hill

4.95 out of 5 average rating, 21 reviews
Guest favorite
A bright and airy living area is presented with two light-colored sofas facing a round wicker coffee table. Large windows allow natural light to fill the space, highlighting green plants placed around the room. A small wooden side table is positioned beside one sofa.
Home in Westerly

The Oyster Shell

4.88 out of 5 average rating, 73 reviews
Top guest favorite
A cape-style home is set among green lawns and trees, showcasing shingle siding and a gabled roof. Large windows reflect daylight, and a stone boundary can be seen at the forefront, contributing to the serene landscape.
Home in Westerly

Sweet Beach House

5.0 out of 5 average rating, 15 reviews

When is the best time to visit Westerly?

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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