Vacation rentals in Weekapaug, Westerly

Private chic waterfront retreat-newly renovated.

NEWLY RENOVATED CHIC WATERFRONT FAMILY RETREAT The perfect getaway spot! This newly renovated 3bed/2.5 bath gem sits on 1+ secluded acres on pristine Winnapaug Pond and Weekapaug golf course. A perfect place to enjoy the day exploring the backyard salt pond (kayaks, paddle boards, canoe incl) or sticking your toes in the sand and sea (5 minutes away. Weekly summer rentals only accepted as a Saturday to Saturday stay. 10 min to historic Watch Hill 25 min to Foxwoods. Don't miss out. Book now:)

Private Beach & Salt Pond Access in Shelter Harbor

In Shelter Harbor, you have access to private boat/kayak launches, private beach parking, swimming docks in our pristine saltwater pond (lifeguard in the summer), tennis and basketball courts, hiking trails, and amenities at the Shelter Harbor Inn. Shelter Harbor is a short drive away from top-tier golf courses, Misquamicut Beach, Watch Hill, Mohegan Sun & Foxwoods casinos, Charlestown beaches, Mystic Aquarium, and downtown Westerly. Also nearby are Narragansett, Newport, and Block Island.

Bird's Eye View Waterfront Unit

Bird’s Eye View is a private waterfront apartment occupying the entire third floor of our historic house in the Weekapaug area of Westerly. The property sits at the end of Winnapaug Pond, one of the area’s most stunning salt ponds and home to a rich variety of local and migrating wildlife, particularly aquatic birds. Our property is a 15 minute walk to the oceanfront and short drive to downtown Westerly, a vibrant hub with eclectic dining, small boutiques, live music and cultural events.

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

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

Waterfront in the Heart of Watch Hill

Wake up, step onto your balcony and stare out across 3 states at the same time. With vaulted ceilings, 2 separate decks and bay windows that really DO look out over the bay, this property is truly unique. The ideal home away from home, this unit couldn’t be more centrally located. Swim, shop, enjoy a nice dinner, then retire to the third floor balcony to watch sunsets that defy description. However long your stay, this space is a great reminder of the unique gem that is Watch Hill.

South County House

South County House is a 1500 sq ft two bedroom, 1.5 bath cape built in 1936 that sits on nearly an acre of land, 3/4 of a mile from the ocean in Westerly, RI. It borders preserved forest, and there is a small family farm across the street. The house has been thoughtfully redesigned and renovated with relaxation in mind, and provides an ideal escape from the distractions and noise of modern life. Recently featured in Vogue, Architectural Digest, Travel + Leisure, Remodelista, etc.

Historic Waterfront Oasis in Shelter Harbor

The Pond House is a historic three-bedroom home nestled in Shelter Harbor, a community of Westerly, Rhode Island. Our cozy property is on the water with ocean and pond views from the porch and sun deck, providing stunning sunrises and sunsets. You will have private saltwater pond access right in the backyard, as well as private ocean beach access with our beach tags. The Pond House is home to 100 years of memories for our family. We're excited to share it with you.

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.

Quanni Cottage

Brand new, fully renovated beach cottage located 1.4 miles to the stunning Westerly, RI beaches. This home features an open floor plan and sleeps 8-10 comfortably and is furnished with Pottery Barn and West Elm decor. Three bedrooms (K, K, twin over twin bunk and twin with trundle), two full bathrooms and one full size sleeper sofa. Features include gas fireplace, outdoor fire pit, grill, coffee maker, fully stocked kitchen, ping pong table and beach equipment.

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.

The Oyster Shell

Designed with beach lovers in mind, ‘The Oyster Shell’ is ready to accommodate you on your next trip to Westerly! Our bright and airy vacation home has 3 bedrooms, 2 bathrooms, a deck with an outdoor shower, and a spacious open yard — close to many area beaches, including free access and parking during the summer months at Dunes Park beach (only 1 mile away). Your perfect spot close to many local attractions and activities for everyone to enjoy.