Pet-friendly holiday rentals in Westerly

4.99 out of 5 average rating, 136 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

Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

4.93 out of 5 average rating, 297 reviews

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

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.

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.

Flat in Westerly

4.87 out of 5 average rating, 147 reviews

Salt & Stone House-1 bedroom Oasis sleeps 4

Downtown 1 bd, 1 bth unit. Park your car and walk downtown to shop, grab a bite to eat, catch a movie at the renovated 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 and living room pullout full size bed. Grocery, Liquor, restaurants, laundromat are all steps away from this well kept secret on a dead end road.

5 out of 5 average rating, 163 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

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

4.99 out of 5 average rating, 107 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.

An outdoor dining area is situated in the yard, featuring a large table surrounded by white chairs, shaded by a yellow canopy. A grill is positioned nearby on a sandy patio, with greenery and a two-story house visible in the background.

4.99 out of 5 average rating, 117 reviews

New Stonington Waterfront

Beautiful new five bedroom, four bath waterfront home on Wequetequock Cove in Stonington, built in 2021. Water views from the house and backyard patio, with outdoor dining area and fire pit. Sandy Point, Napatree Beach, East Beach Watch Hill and Dubois Beach are all accessible by car or boat. Paddle to Saltwater Farm Vineyard up the Cove, or explore Barn Island Nature Preserve. Just minutes from Stonington Borough, Downtown Mystic, Mystic Seaport, Mystic Aquarium, Westerly and Watch Hill.

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, 153 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.

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.

4.97 out of 5 average rating, 245 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.

4.97 out of 5 average rating, 293 reviews

A living area features rich floral wallpaper and a warm, inviting design. Two leather sofas are arranged around a wooden coffee table, with natural light streaming through the windows. A vintage wooden cabinet is visible, adding to the eclectic character of the space.

Townhouse in Stonington

Historic Three Bedroom Townhouse - Downtown Mystic

Featuring eclectic interiors inspired by British design trends, this 3 bedroom, 2.5 bathroom 19th century townhouse offers visitors to Mystic a home-away-from-home that is out of the ordinary. The property features sumptuous wallpaper by William and Morris, as well as other quirky yet delightful features such as a jetted copper soaker tub, which is placed in the principal bedroom. The location of the townhouse is very central and an easy walk to most of Mystic's key attractions.

4.99 out of 5 average rating, 115 reviews

Guest house in Westerly

Ocean Shire Coastal Cottage + Beach Pass

Welcome to this modern spotless attached beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids and pets most welcome. 🏖️ Westerly 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 abundant gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

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, 131 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, 159 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.

Popular amenities for Westerly pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 107 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!

Superhost

A serene garden space features lush green foliage and vibrant pink flowers, with a rustic wooden chair positioned to overlook a gentle waterfall. The surrounding trees provide a natural canopy, creating a peaceful atmosphere for relaxation.

Home in Chester

4.96 out of 5 average rating, 217 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

4.89 out of 5 average rating, 134 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

4.8 out of 5 average rating, 201 reviews

The welcoming exterior of a quaint beach home is presented, featuring a covered porch with white railings. Lush green plants and colorful flowers border the front, adding vibrancy. A charming brick facade is complemented by a gray roof under a clear blue sky.

Home in Narragansett

Th Salty Life Beach Cottage · Walk to Sea · Pet OK

4.99 out of 5 average rating, 274 reviews

Beautiful Modern Cape Downtown Mystic

4.99 out of 5 average rating, 112 reviews

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.

Home in Narragansett

Charming Waterfront cottage

4.96 out of 5 average rating, 194 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.

Home in Narragansett

Ocean Road Residence - Walk to Ocean!

4.99 out of 5 average rating, 104 reviews

A bright living area features comfortable seating, including a blue sofa and an armchair. A decorative stone fireplace is set against the wall. Natural light enters through a large window, illuminating the space, which is complemented by a coffee table and a wall-mounted television.

Home in Mystic

The Magnolia House, a Magical Vacation Rental in Mystic CT

Pet-friendly home rentals with a pool

5 out of 5 average rating, 5 reviews

Home in Groton

W Henderson Waterview House

4.86 out of 5 average rating, 130 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.

Apartment in Greenport

Beautiful condo on Long Islands Northfork

4.9 out of 5 average rating, 20 reviews

A private pool area is shown with a clear blue swimming pool surrounded by four lounge chairs. A charming shed is situated in the background, framed by green trees and landscaped gardens.

Home in Southold

Stylish Beach Getaway: pool & walking location

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

4.83 out of 5 average rating, 126 reviews

East Hampton Oasis - Pool and Hot Tub

4.91 out of 5 average rating, 651 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

Montauk Oceanview with Fireplace (2)

4.93 out of 5 average rating, 167 reviews

A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.

Cottage in Montauk

Montauk Cottage Escape

4.97 out of 5 average rating, 153 reviews

An expansive aerial view reveals a private pool surrounded by lush green grass and trees. A small pond is visible nearby, with vibrant foliage framing the scene. Open fields stretch into the distance, highlighting the rural setting on the property.

Home in Windham

mid century ranch style house on farmland

4.81 out of 5 average rating, 224 reviews

A graceful three-story mansion is framed by lush greenery, featuring classic white siding and black shutters. The front porch is supported by elegant columns, and a large arched window is prominently displayed above the entrance, adding to the home's traditional charm.

Home in Norwich

Grand 9 BR Near Casinos

Private, pet-friendly home rentals

An aerial view showcases a two-story home with a light-colored exterior, complemented by solar panels on the roof. Lush greenery surrounds the property, including trees and manicured bushes. A paved driveway leads to a two-car garage on the side, enhancing the appeal of this quiet residential area.

5 out of 5 average rating, 29 reviews

Private Beach & Salt Pond Access in Shelter Harbor

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.

4.97 out of 5 average rating, 61 reviews

Private chic waterfront retreat-newly renovated.

5 out of 5 average rating, 17 reviews

A bright yellow door is framed by a glass panel showcasing a nautical map of the area. The door features the house number '159' prominently displayed below the map. A wooden staircase is visible, leading up to the living space.

Tiny home in Stonington

"Little Red" Tiny House Stonington, CT New England

4.93 out of 5 average rating, 69 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.

Flat in Westerly

The Morgan Downtown *FREE Breakfast at The Pantry*

The exterior of the Lighthouse Chalet is shown, featuring a two-story structure with a spacious deck. Large windows allow ample natural light, while a sloped roof design enhances its character. A garage is visible beneath the deck, and a pathway leads to the entrance.

4.95 out of 5 average rating, 22 reviews

The Lighthouse Chalet!

5 out of 5 average rating, 16 reviews

Cabin in Richmond

The Cottage Suite at River Haven Sanctuary

4.99 out of 5 average rating, 89 reviews

Home in Charlestown

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

A spacious three-story home is set on a lush green hillside, surrounded by colorful fall foliage. The structure includes a combination of stone and wood features, with large windows and a screened-in porch offering views of the landscape. A well-kept garden area is visible in the foreground.