
Holiday rentals in Weekapaug, Westerly
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Top-rated holiday rentals in Weekapaug, Westerly
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Ocean front The Beach House
This is The One The Beach House is a newly renovated property on the ever so Popular Misquamicut Beach. There is swimming, surfing, fishing, paddle boarding, and miles of endless beach at your door step. This spectacular 2 story house with breath taking views sits directly on Misquamicut Beach. Please do not send request for dates when they are already booked. Especially in the summer. If I have availability the dates will show it is open on my calendar. Pets allowed Sept - May. Thank you, 😎
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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:)
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Sweet Retreat Circa 1900 Restaurants, Park, Beach
Beautiful beach town 2nd floor self contained apartment in antique home! Perfectly located - a short walk to downtown cafes, park and 10 mins. to Westerly beaches. Quiet residential neighborhood. 3 bedroom apartment with ac & heat - kitchen, living room, bath and lovely porch. Mini splits & ceiling fans in BRs Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Prov. Stonington, Narragansett, URI and to the best beaches on the East Coast!
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3BR Beach House w/Private Beach!
Enjoy your beach vacation at this spacious 3 BR beach house and the PERFECT location... directly across the street from our own private beach. Simply park your car at the house and walk across the street to the beautiful private beach! It's ideal for your family vacation gatherings. Just pack your bed linens (sheets) bath + beach towels and beach supplies, and the rest is all here for you! Comforters and pillows are provided. Family-friendly neighborhood and lots of fun activities close by.
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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.
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The Lighthouse Chalet!
Welcome to our Lighthouse Chalet! Just 1/2 mile from the Misquamicut shore with private access, it's perfect for families or small groups. Our home sleeps six and has a fully equipped kitchen. Stay cool with a breezy front deck, shady backyard, and central AC. With parking for 4 cars, you're set for convenience. -Watch Hill is just a 5-minute drive away, making this the ideal spot for both relaxation and adventure! -URI, the Coast Guard Academy, and Connecticut College are also nearby!
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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
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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.
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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)
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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.
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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.
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The Westerly Waves House
Welcome to The Westerly Waves House, a newly renovated coastal retreat just 1.5 miles from the beach. Enjoy a free beach pass, rinse off in the outdoor shower, or relax by the cozy firepit. The deck offers dining and lounge space for outdoor living under the stars. Inside, you'll find central A/C and a fun kids’ room with two bunk beds. Private, stylish, and family friendly - perfect for a weekend getaway or a longer coastal escape.
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Popular amenities for Weekapaug, Westerly holiday rentals
Other great holiday rentals in Weekapaug, Westerly

Historic Waterfront Oasis in Shelter Harbor
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6 bedroom, 2 kitchen beach house, 0.4 mi to beach!
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Rest in Westerly
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The Travel Bum’s Hideaway
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Cozy New England Bungalow
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Sweet Beach House
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Cozy red log cabin at the beach
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Purple Ape Escape: Unit 2
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Destinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- The Breakers
- University of Rhode Island
- Soundview Beach
- Second Beach
- Hammonasset Beach State Park
- Wölffer Estate Vineyard
- Ocean Beach
- Easton's Beach
- Horseneck Beach
- Orient Beach State Park
- South Shore Beach





