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, 264 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.

4.85 out of 5 average rating, 168 reviews

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

4.99 out of 5 average rating, 120 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, 132 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, 176 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.

4.99 out of 5 average rating, 107 reviews

Home in Charlestown

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

Step into our beloved family lake house on Pasquiset Pond. It’s a quiet, cozy spot designed for unwinding and spending quality time with family, no matter the season. Catch sunrises right over the pond, gather by the fire pit for sunsets, and bring your dogs along for a cozy getaway! When you’re ready to get out and explore, beautiful ocean beaches are just 10 to 15 minutes away, alongside nearby nature reservations with great walking trails, local shops, and coastal spots to check out.

5.0 out of 5 average rating, 144 reviews

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.

Home in Narragansett

Momma Bears Bungalow

Our property is centrally located from all beaches in South County Rhode Island. Walking distance to shopping and groceries also a playground if you have children. Enjoy this beautiful home that we poured our heart and soul into ourselves. There are custom countertops along with the soft touches to make you feel at home. The bathroom is extremely spacious. There is a wide open living/dining area . One queen Bedroom with lots of space. A twin bedroom that extends into a king.

5.0 out of 5 average rating, 177 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 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, 116 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

4.98 out of 5 average rating, 443 reviews

Historic Home and Cottage with Seaport View

4.99 out of 5 average rating, 129 reviews

A charming front porch is visible, featuring a welcoming entrance framed by potted plants. The house is adorned with large windows and blue shutters. A stone path leads to the door, and greenery surrounds the porch, contributing to a serene outdoor setting.

Home in Groton

Clean & quiet 2 bedroom w/office-dog friendly

5.0 out of 5 average rating, 104 reviews

The kitchen features a large quartz island with seating, surrounded by dark cabinetry and stainless steel appliances. Two pendant lights hang above the island, while ample natural light filters through the window, illuminating the modern design.

Home in Narragansett

Coastal Paradise Stunning Water View Walk to Beach

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, 136 reviews

Grand Hide-A-Way Central to Mystic and Vineyards

4.96 out of 5 average rating, 216 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!

4.88 out of 5 average rating, 156 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, 107 reviews

A peaceful outdoor space reveals a grassy area with several chairs positioned to enjoy the sweeping views of Narragansett Bay. The sun rises on the horizon, casting a warm glow over the scene, while a flag waves gently in the breeze nearby.

Home in Portsmouth

Enjoy the ferry to this stunning Prudence gem!

4.97 out of 5 average rating, 115 reviews

Home in Mystic

LUX, Fireplace, Deck, Foosball, Pingpong, Private

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 333 reviews

The large two-tiered deck is illuminated with soft lighting, creating a cozy atmosphere. A staircase leads to the upper level, where seating and decor are visible. An above-ground pool is situated beside the deck, surrounded by greenery and evening skies.

Home in Montville

Casino Wine Down House w/Pool, Game Room, Big Deck

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!

4.88 out of 5 average rating, 260 reviews

A hot tub is situated on a stone patio, surrounded by lush greenery. A short set of steps leads up to its edge, and vibrant flowers add a splash of color in the background. The hot tub's cover is partially open, revealing inviting water.

Home in Montville

Walk to Casino with POOL+HOT TUB

4.9 out of 5 average rating, 672 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

4.92 out of 5 average rating, 216 reviews

The exterior of a Cape Cod style beach house is captured at sunset, showcasing a spacious upper balcony with an umbrella and illuminated railings. The warm hues of the sky enhance the inviting atmosphere of the home, while surrounding trees add to the serene setting.

Home in New London

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

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

4.99 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!

4.95 out of 5 average rating, 101 reviews

A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.

Villa in East Hampton

Private, pet-friendly home rentals

4.95 out of 5 average rating, 752 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, 261 reviews

Guesthouse in Stonington

Historic Mystic Cottage w/ Fire Pit & King Bed

4.9 out of 5 average rating, 260 reviews

A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.

Cottage in Ledyard

Waterfront cottage overhanging the water!

4.91 out of 5 average rating, 286 reviews

A charming blue cottage is framed by lush greenery, with a stone pathway leading to a welcoming front door. The porch features red chairs, inviting relaxation. The yard is expansive, dotted with various plants and trees under a clear blue sky.

Cottage in Mystic

Cottage in downtown Mystic

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, 62 reviews

Rest in Westerly

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, 81 reviews

The Travel Bum’s Hideaway

A spacious living area features a white sectional sofa adorned with decorative pillows, paired with a round coffee table. A soft area rug lays beneath, and large windows invite ample natural light. A dining table is visible in the background, complemented by surrounding chairs.

4.98 out of 5 average rating, 65 reviews

Cozy Beach House 5 Min Walk to Water

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.