Pet-friendly holiday rentals in Westerly

"4th of July Cottage" Open: Fire Pit + King Bed

Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!

Pets · Walkability · Breakfast

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

Pets · Outdoor spaces · TV

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 bed.

Outdoor spaces · Walkability · Checkout

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.

Outdoor spaces · Pets · Kitchen

Blue Dream BnB

This is a 1,400 sq ft private in-law apartment with your own locked entrance completely separate from the house. The 1st floor has two bedrooms with new queen beds and a full bath. The 2nd floor has a full kitchen, pull out couch, full bath and room for an inflatable bed. Child and dog friendly with pack n play and water bowls on hand. Please look at our reviews to see if we would be a good fit. A few miles from several local beaches, Newport and the Block Island Ferry. 4:20 friendly.

Walkability · Pets · Kitchen

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

Outdoor spaces · Pets · Bathroom

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.

Pets · Outdoor spaces · Sleep quality

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)

Outdoor spaces · Pets · Kitchen

Ocean Shire Coastal Cottage + Beach Pass

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

Outdoor spaces · Walkability · Nearby

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.

Outdoor spaces · Pets · Kitchen

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!

Pets · Walkability · Location

Cute and Close to Beaches and Town

A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

Outdoor spaces · Walkability · Value