Pet-friendly holiday rentals in Westerly

4.89 out of 5 average rating, 142 reviews

A serene view of the home surrounded by lush greenery and blooming trees, reflected in the calm waters of the nearby pond. The property is framed by tall trees, creating a peaceful atmosphere in the rural setting.

Home in Hopkinton

Estate with lake near beaches & Westerly

Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

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.

4.97 out of 5 average rating, 263 reviews

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.

A spacious home is set within a wooded area, surrounded by tall trees and a manicured lawn. A signpost indicating the trails is visible in the foreground, adding to the serene atmosphere of the property.

4.99 out of 5 average rating, 135 reviews

Grand Hide-A-Way Central to Mystic and Vineyards

*This is not a party house and we do not accommodate parties or bacheloer/bachelorette events of any kind. Forget your worries in this spacious and serene retreat. One level living with four bedrooms and two full bathrooms on the first floor. The finished basement offers additional entertainment and sleeping space, a full bathroom, and a walk-out to the hot-tub. Wifi, central air, a DVD player, and Smart TVs for your indoor enjoyment. Outdoor fire pit, dining area, and private hiking trails.

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

A spacious dining area is highlighted by a wooden table surrounded by ten upholstered chairs. A large stone fireplace is visible in the background, complemented by a flat-screen TV mounted above. Natural light streams through windows, enhancing the warm wood accents on the ceiling.

4.96 out of 5 average rating, 215 reviews

Ocean Road Residence - Walk to Ocean!

This beautifully renovated, spacious home has a wrap around deck overlooking spectacular ocean views on an acre lot. A fully equipped kitchen, beautiful hardwood floors, central air, flat screen TV and a stone fireplace make your stay fun and exciting all year long. This lovely home is a very short walk to the ocean; 1.5 - 2 miles from town and state beaches; less than 10 mins. from the Block Island Ferry and 20 mins. from Newport. Come and enjoy the sights and activities of Narragansett, RI!

4.99 out of 5 average rating, 119 reviews

An aerial view showcases a coastal home surrounded by lush green lawn with the Atlantic Ocean visible in the distance. The shoreline curves gently along the property, while neighboring homes are positioned nearby. A serene atmosphere characteristic of the Matunuck Point area is presented.

Home in South Kingstown

Unique Home with Panoramic Ocean and Pond Views

A unique and tranquil getaway, described beautifully by client reviews. Situated on Matunuck Point with sweeping views of the Atlantic Ocean, beautiful Block Island, boats coming in and out of historic Galilee Breach Way or enjoy watching surfers at Deep Hole. Love the beach? We have private access to East Matunuck 100 steps away. If your preference is the pond, Potters Pond is right in the back yard with a new beautiful custom built dock, with paddle boarding, and kayaking equipment.

A cozy living area is furnished with a sectional sofa, accent chairs, and a small coffee table. A colorful area rug enhances the space, while natural light enters through large windows. A dining table is also visible, creating a functional area for gatherings.

4.95 out of 5 average rating, 175 reviews

Bright and Cheerful Two Bedroom Home in Mystic

You'll be close to everything in Mystic when you stay at this cozy home located in a quiet area. Clean and bright for families, small groups, or couples visiting Mystic and surrounding area. 1 mi. to Mys. Seaport, Mys. Aquarium, Old Mys.Village, and downtown. 5 mi. to Stonington Village. 13 mi. to Watch Hill/ RI beaches. 11 mi. to USCG Academy/ colleges in New London,. and 9-17 mi. to casinos. Large deck with clean propane outdoor fireplace and large flat yard. Centrally air-conditioned.

5.0 out of 5 average rating, 176 reviews

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

A two-story cottage features a spacious deck with railings, accessible from the ground level. Outdoor dining furniture is arranged upon the wooden deck, surrounded by green grass and foliage. Large windows provide natural light to the structure, enhancing the inviting atmosphere of the home.

4.9 out of 5 average rating, 144 reviews

Waterfront Cottage with Dock

Arts & Crafts cottage with dock on ocean cove and close to the beaches. You’ll love the backyard and waterfront fire pit. Canoe, kayak and paddle boards are complimentary. Bring your own boat or rent one for 50% off at Stonington Marina. On same cove as Saltwater Farm Vineyard, and nearby to Mystic Aquarium, Mystic Seaport, Foxwoods and Mohegan Sun resorts. My place is good for families with kids and pets. Cottage HVAC has been upgraded to an eco friendly central AC and heat pump.

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.

4.95 out of 5 average rating, 136 reviews

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)

4.96 out of 5 average rating, 171 reviews

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

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.

4.94 out of 5 average rating, 115 reviews

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!

Popular amenities for Westerly pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 105 reviews

Home in Charlestown

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

A spacious front porch features contemporary outdoor seating with scenic views of the ocean. The deck is surrounded by a low railing and includes a table, inviting relaxation while enjoying the coastal surroundings. Lush greenery and a pathway are visible beyond the porch.

4.98 out of 5 average rating, 151 reviews

The Surf Shack - Ocean Views From Every Room

A cozy home is presented, featuring a welcoming front porch with steps leading to the entrance. Surrounded by well-maintained shrubbery and trees, the structure's light exterior contrasts with the lush green lawn, creating an inviting outdoor space.

5.0 out of 5 average rating, 143 reviews

Momma Bears Bungalow

The image showcases a serene waterfront view featuring a sandy beach area lined with greenery and blooming flowers. Calm waters reflect the sky, while boats are anchored nearby. The backdrop includes urban structures, providing a contrast to the natural landscape.

4.99 out of 5 average rating, 123 reviews

Charming Waterfront cottage

A side view of a beachfront home showcases large windows offering views of the water. Blue planters filled with greenery adorn the exterior, while a bright turquoise door adds a pop of color. A wooden walkway leads towards the home, framed by the blue sky.

4.96 out of 5 average rating, 157 reviews

The Landing

4.98 out of 5 average rating, 173 reviews

A charming cottage is depicted with a shingle exterior, a welcoming front porch, and a chimney. The grassy landscape is flanked by flowering shrubs, and a path leads to the entrance. A red barn is visible in the background, enhancing the rural setting.

Home in Waterford

Niantic River Beach Cottage | Waterviews

4.91 out of 5 average rating, 154 reviews

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

Salty Breeze - Waterfront Cottage on the Cove

4.98 out of 5 average rating, 171 reviews

A serene view of a quiet street leading to the water, framed by trees. Visible are parked vehicles along the roadside, with the sparkling bay in the background, indicating proximity to the beach. A basketball hoop stands on the right side, contributing to the residential atmosphere.

Home in East Lyme

Walk to the beach at Black Point, Niantic, Ct

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 175 reviews

A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.

Home in New London

Beauty and the Beach!

4.99 out of 5 average rating, 135 reviews

The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.

Home in Montauk

3 BR/Pool. Walk to Beach & Town!

4.9 out of 5 average rating, 671 reviews

A bright studio cottage features a spacious bed with light linens and a working fireplace. A round table with two white chairs sits on a soft area rug, while a blue accent chair is positioned in the corner. Soft light enters through large windows.

Bungalow in Montauk

Atlantic Whispers

4.94 out of 5 average rating, 242 reviews

A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.

Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

4.87 out of 5 average rating, 237 reviews

A tranquil saltwater pool area is surrounded by lush greenery, featuring four sun loungers with colorful cushions. A large blue umbrella provides shade on the paved deck, enhancing the outdoor relaxation space.

Home in Springs

Fall-Getaway, WoodFireplace, Walk2Beach, Spotless

Superhost

A modern home is set on a spacious green lawn, featuring a combination of wood and metal siding. Large windows allow natural light to fill the interior. A stone pathway leads to the entrance, framed by lush landscaping and trees, enhancing the outdoor tranquility.

Home in Springs

Modern East Hampton Home w/ Heated Saltwater Pool

4.89 out of 5 average rating, 118 reviews

Superhost

An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.

Home in Springs

East Hampton Oasis - Pool and Hot Tub

4.83 out of 5 average rating, 144 reviews

4.86 out of 5 average rating, 136 reviews

A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.

Condo in Greenport

Beautiful condo on Long Islands Northfork

Private, pet-friendly home rentals

4.95 out of 5 average rating, 751 reviews

A camp cottage exterior is shown, featuring a wooden facade with a red trim. Two rocking chairs are situated on the porch, inviting relaxation. Multiple windows allow natural light to enter, and a pathway leads to the entrance among the surrounding trees.

Cabin in Voluntown

Ellis -Lakeside Cabin on Beach Pond with Sauna

4.99 out of 5 average rating, 100 reviews

Cabin in Mystic

Mystic Log Cabin | Movie Room + Air Hockey

4.87 out of 5 average rating, 106 reviews

A vibrant sunset casts warm hues across the water, reflecting the golden light onto moored boats in the marina. Silhouettes of trees and power lines frame the scene, while calm waters ripple gently in the foreground, creating a serene evening atmosphere.

Cottage in Stonington

Mystic Magical Sunsets awaits your arrival

4.96 out of 5 average rating, 188 reviews

A charming garage is depicted, featuring double doors with window panels and a decorative weather vane atop the peaked roof. Lush greenery surrounds the structure, enhancing the natural setting. The exterior is finished in calming blue tones, complemented by light-colored trim.

Guesthouse in Mystic

HERON HOUSE MYSTIC, CT.

4.93 out of 5 average rating, 281 reviews

A bright kitchen area is equipped with modern white cabinetry and granite countertops, providing ample space for cooking. A wooden dining table with chairs sits in the center, adorned with a vase of fresh flowers. Natural light fills the room, enhancing the clean and inviting atmosphere.

Apartment in Mystic

Stylish Downtown Mystic Apt.

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.

4.99 out of 5 average rating, 80 reviews

The Travel Bum’s Hideaway

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.

5.0 out of 5 average rating, 61 reviews

Rest in Westerly

Two lounge chairs are positioned on the grassy edge overlooking the calm waters of Winnapaug Pond. The scenery features distant waterfront homes and patches of tall grass, creating a serene atmosphere along the water's edge.