
Holiday rentals in Shelter Harbor
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Top-rated holiday rentals in Shelter Harbor
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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.
4.89 out of 5 average rating, 142 reviews
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:)
4.97 out of 5 average rating, 67 reviews
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.
4.98 out of 5 average rating, 187 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.
4.97 out of 5 average rating, 263 reviews
Stunning Waterfront Cottage with Big Yard & Dock!
Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!
4.97 out of 5 average rating, 150 reviews
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.
4.99 out of 5 average rating, 106 reviews
Unobstructed Water Views & Huge Patio with Hot Tub
Gorgeous water views abound! Let you and your loved ones take in the serenity and charm as you arrive at our home set back from the road, facing the Pawcatuck River. Take in the view from most rooms of the house. Wake up with your first cup of coffee gazing at the river from the sunroom sofa, before a day at the beach or sight-seeing at picturesque towns nearby! After kayaking or sunning at nearby fabulous beaches, enjoy a BBQ dinner, and relax in the hot tub. Be our guest and enjoy!
4.97 out of 5 average rating, 158 reviews
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
5.0 out of 5 average rating, 176 reviews
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.
4.98 out of 5 average rating, 132 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)
4.95 out of 5 average rating, 136 reviews
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.
4.83 out of 5 average rating, 47 reviews
Tucked Inn "Quonnie" Beachfront Cottage
Escape to our charming, newly renovated beach cottage in the sought-after community of Quonochontaug (“Quonnie”), Rhode Island. Enjoy breathtaking ocean views, the soothing sound of the waves, and refreshing salt air. Relax just steps from the beach, watch ospreys soar overhead, and, if you’re lucky, spot a playful seal. The perfect coastal retreat to unwind, recharge, and experience the beauty of Rhode Island’s shoreline.
5.0 out of 5 average rating, 4 reviewsPopular amenities for Shelter Harbor holiday rentals
Other great holiday rentals in Shelter Harbor

Ocean front The Beach House
4.96 out of 5 average rating, 93 reviews
The Travel Bum’s Hideaway
4.99 out of 5 average rating, 80 reviews
Quonnie Beach House Walk to the beach
4.83 out of 5 average rating, 54 reviews
The Oyster Shell
4.88 out of 5 average rating, 73 reviews
Rest in Westerly
5.0 out of 5 average rating, 61 reviews
Chupacabra Woods · Acre Yard · 12 Min to Beaches
4.82 out of 5 average rating, 33 reviews
6 bedroom, 2 kitchen beach house, 0.4 mi to beach!
5.0 out of 5 average rating, 13 reviews
Quanni Cottage
5.0 out of 5 average rating, 22 reviewsDestinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Cooper's Beach, Southampton
- Bonnet Shores Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- University of Rhode Island
- The Breakers
- Soundview Beach
- Second Beach
- Hammonasset Beach State Park
- Easton's Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Horseneck Beach
- South Shore Beach
- Orient Beach State Park





