Vacation rentals in Westerly

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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
The exterior of a spacious home is presented, featuring a sloped roof and multiple windows. A well-maintained lawn surrounds the house, which is complemented by neatly trimmed shrubs. The structure's muted tones are highlighted under a partly cloudy sky, creating a serene country setting.
Guest suite in Lebanon
4.96 out of 5 average rating, 142 reviews

Rural Homestead Stay in Your a Private Suite

Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.

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
4.89 out of 5 average rating, 133 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 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.

Top guest favorite
An inviting living area is displayed, featuring high cathedral ceilings with exposed wood beams. A cozy couch faces a television, while a beautifully decorated Christmas tree adds festive charm. Soft lighting creates a warm ambience, inviting relaxation and gatherings.
Cabin in Westerly
5 out of 5 average rating, 149 reviews

Fireside Delights & Snowy Nights - Sleeps 7

WINTER GETAWAY ALERT: Cozy up on the RI Coast! Welcome to Woodhaus Westerly — a peaceful winter retreat minutes from downtown shops, breweries, and coastal walks. Enjoy 3 private wooded acres for starry-night bonfires, winter trails, and cozy nights by the wood stove with blankets, games, and movies. Dog + kid friendly with plenty of space to relax. Perfect for couples, families, or a remote-work refresh. ☀️Beach Pass returns for Summer 2026! View more photos and updates @Woodhaus_Properties

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, 114 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!

Top guest favorite
The exterior view features a small wooden cabin surrounded by vibrant green trees. A stone path leads to a seating area, comprising four metal chairs and a table. Inside, the cozy octagonal space is lit by natural light filtering through several windows, showcasing a full-sized bed adorned with a colorful patterned quilt.
Tiny home in Norwich
4.99 out of 5 average rating, 910 reviews

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Guest favorite
The exterior of the vintage cabin features a welcoming porch with two green chairs and various potted plants. The cabin has a clean, white facade with dark doors, surrounded by a lush green lawn and trees, inviting a sense of tranquility.
Guesthouse in Charlestown
4.88 out of 5 average rating, 320 reviews

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.

Top 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
4.96 out of 5 average rating, 205 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
Guest suite in Stonington
4.99 out of 5 average rating, 324 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!

Guest favorite
The exterior of the boathouse features a charming wooden door surrounded by shingles and set on a tiled patio. Potted plants are positioned near the entrance. A wooden railing encloses the waterfront view, with calm water and a cloudy sky visible in the background.
Guesthouse in Cranston
4.92 out of 5 average rating, 417 reviews

Waterfront Studio, 10 min to Downtown Providence

Enjoy your own waterfront retreat in this beautifully renovated, professionally cleaned boathouse down a private drive in a quiet, former estate. This hideaway is just 10 minutes to downtown Providence and the colleges and a short, 10-minute picturesque walk to historic Pawtuxet Village for shopping and dining. Enjoy the private deck, full kitchen, king size bed, washer, dryer, and plenty of space for relaxing or working. Note: This space is not suitable for children or infants.

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, 153 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.

Top guest favorite
A spacious sleeping area features a well-made bed with light blue and white bedding. A light wood divider with open shelves separates the sleeping area from the kitchen. Natural light fills the room, highlighting soft wall colors and pleasant decor.
Apartment in South Kingstown
4.99 out of 5 average rating, 143 reviews

Serene Retreat apartment

This apartment has everything you'll need for a peaceful stay. Enjoy complete privacy in the apartment, hang out on the shared screen porch or deck, or luxuriate in a hot outdoor shower. The space is equipped for long stays, with a dedicated work space, full kitchen, washer, dryer, and storage space. Walk to the bike path or URI campus (we are 1.4 miles from the center of campus). Under 5 miles to Amtrak, stores and restaurants; less than 10 miles to beautiful beaches.

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

Popular amenities for Westerly vacation rentals

When is the best time to visit Westerly?

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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Westerly?

    Yes! Work meets play with ease at over 100 house rentals in Westerly featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Westerly have air conditioning?

    Absolutely! We offer over 170 house rentals with air conditioning in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Westerly?

    Experience the best of Westerly with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westerly have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westerly have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Westerly?

    Westerly has more than 170 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Westerly?

    Four-legged friends are welcome in Westerly. Choose from more than 60 house rentals for guests traveling with pets.

  • Are there Westerly house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Westerly, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Westerly have wifi?

    Absolutely! We offer over 180 house rentals with wifi in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Westerly?

    Enhance your stay in our House Rentals with the most popular amenities: over 170 homes with air conditioning, over 180 homes with wifi, over 10 homes with a gym, over 70 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Westerly

  • Total vacation rentals

    Explore 320 vacation rentals in Westerly

  • Nightly prices starting at

    Westerly vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 13,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    310 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!

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