Holiday 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:)

Family · Value · Kitchen

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Family · Value · Heating

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!

Location · Family · Bathroom

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.

Location · Value · Grill

6 bedroom, 2 kitchen beach house, 0.4 mi to beach!

Our TWO FAMILY house is 0.4 mi from the beach! You’ll have access to the entire 2 story house with separate entrances to each floor! Your stay includes exclusive access to the 3 gorgeous beaches in the Fire District of Misquamicut, RI, located in the beautiful town of Westerly. You’ll receive a parking pass in addition to the walk-on passes. Meals on the beach are within walking distance, or can easily be made in one of our TWO well appointed kitchens and enjoyed on our spacious back deck.

Location · Family · Decor

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

Value · Location · Decor

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.

Value · Location · Hospitality

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)

Value · Location · Pets

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.

Location · Family · Quiet

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.

Value · Family · Beach

Coastal Farmhouse

Escape to this beautifully renovated coastal farmhouse, tucked among peaceful woods yet just 5 minutes to the beach (pass available), country club, and scenic wildlife refuge. Bright open spaces, gleaming hardwoods, and room to gather make it perfect for creating lasting memories. Only 10–15 minutes to charming Watch Hill. Relax, unwind, and experience the best of coastal Rhode Island. 🌿 Woodland privacy. Coastal charm. Minutes to everything.

Family · Location · Check-in

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.

Value · Location · Access