House holiday rentals in Westerly

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Top-rated house rentals in Westerly

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.95 out of 5 average rating, 405 reviews

BarreCoast Stay: beach pass, casinos, vineyards

Welcome to BarreCoast Stay! My name is Kristen and I am the owner of this beautiful home, as well as BarreCoast the top barre, yoga, boxing studio in RI. This year-round getaway is great for a family vacation, girls or couples trip . This impeccable home sleeps 6 and is in an ideal location. A short 10 minute drive to beaches, 2 min walk to BarreCoast, High Tide Juice Bar, Pizza, Junk Java Coffee Shop, 5 min drive to downtown restaurants, nightlife and Wilcox Park. 20 minutes from casinos.

Guest favourite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam
4.93 out of 5 average rating, 263 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Top guest favourite
A spacious living area is complemented by a whitewashed ceiling and large windows allowing natural light. A comfortable sofa with decorative pillows faces a wooden coffee table. Additional seating includes a patterned rocking chair, with a dining table in view, and a kitchen area in the background.
Home in South Kingstown
4.99 out of 5 average rating, 161 reviews

Heart Stone House

This peaceful and centrally-located place is a sunny and spacious modern one-bedroom cottage located in the heart of historic Wakefield. We're minutes from many RI beaches. Stroll downhill to a lovely park on Saugatucket River, then cross the charming footbridge into town. Here you'll find a variety of restaurants, cafes, and ice cream, plus excellent community theater, yoga, and interesting shops. Relax inside this light-filled home or sit out on the deck overlooking the gardens and town.

Top guest favourite
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
5 out of 5 average rating, 122 reviews

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.

Top guest favourite
An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.
Home in Preston
5 out of 5 average rating, 200 reviews

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Top guest favourite
A cozy cottage exterior is showcased, featuring a gabled roof and wooden siding in earthy tones. A spacious screened porch with rocking chairs invites relaxation, while a nearby shed complements the rustic aesthetic. Surrounding nature highlights seasonal foliage, enhancing the tranquil setting.
Home in Stonington
4.96 out of 5 average rating, 200 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Top guest favourite
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
4.96 out of 5 average rating, 131 reviews

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!

Guest favourite
A wide view of a sandy beachfront stretches along the coastline, bordered by calm blue waters under a clear sky. Lush greenery can be seen in the distance, suggesting a nearby park or recreation area. Several individuals are spaced along the shore enjoying the beach.
Home in Waterford
4.93 out of 5 average rating, 118 reviews

Salty Breeze - Waterfront Cottage on the Cove

Enjoy your stay in this peaceful waterfront cottage. After the day relax on the 3 season screened- in porch or climate controlled sunroom watching the winter waterfowl on the wintery cove or relax in the backyard next to the fire pit with hot coco. Walking distance to Ocean Beach Park, Waterford Town Beach. Within 30 minutes of Niantic, downtown Mystic, Ferry's to Block, Fisher's and Long Islands, by museums, the Nautilus, Mohegan and Foxwoods Casinos, tons of great restaurants

Top guest favourite
A cozy living room features a stone fireplace surrounded by comfortable, light-colored sofas. A wooden coffee table displays a floral arrangement, while natural light filters through bright windows adorned with soft curtains. A potted plant adds a touch of greenery to the inviting space.
Home in Stonington
4.97 out of 5 average rating, 241 reviews

Perfect New England Getaway has a pool/ hot tub

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.

Top guest favourite
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, 152 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.

Guest favourite
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.

Guest favourite
Home in Westerly
4.88 out of 5 average rating, 101 reviews

5BR: Swim Spa, Pool Table, BBQ - Elegant Modern

Discover the perfect New England getaway at our 5BR Westerly retreat—a spacious haven designed for families, friends, and groups. Gather in the game room with a pool table and full-size bar, relax in the heated swim spa, or enjoy cozy nights by the fire pit and BBQ patio. Just min from beaches, downtown Westerly, Mystic’s historic charm, and nearby casinos, this home blends coastal elegance with modern comfort for an unforgettable stay. Min age 25 with gov-issued ID req.

Popular amenities for house rentals in Westerly

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Quick stats about house rentals in Westerly

  • Total holiday rentals

    Explore 190 holiday rentals in Westerly

  • Nightly prices starting at

    Westerly holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 6,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    180 of Westerly holiday rentals include wifi 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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