
Holiday houses in Shelter Harbor
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Top-rated holiday rentals in Shelter Harbor
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"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Mystical Ocean View in Historic Stonington Borough
Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

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

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.

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.

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)
Step into our beloved lakeside haven on Pasquiset Pond, a place where comfort meets tranquility. Whether you're in search of a peaceful retreat or a cozy spot to reconnect with family, our home offers a warm and inviting escape, perfect for any season. When you're ready to explore, you'll discover beautiful beaches just 10-15 minutes away, along with the unique charm and vibrant local culture that make this area special.

Westerly Gap
Westerly Gap is a lovely private suite. located in a quiet, residential neighborhood a mile from the Rhode Island coast. Close to some of the most beautiful beaches the Northeast has to offer. A private outdoor sitting area, outdoor shower and comfortable living space make this the perfect spot for your relaxing beach vacation. Take it easy at this unique and tranquil getaway.

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Beach Escape. Walk to Beautiful Beaches
Two bedroom, two bathroom, open floor plan, two beautiful decks to watch the sunrise and sunset. Less than five minute walk to the beach. Feel free to reach out with any questions. I’ll get back to you as soon as I can. Parking accommodations: There is only ONE assigned parking spot. Additional vehicles will need to park off property. ONE ASSIGNED PARKING SPOT.

Come to the woods and snuggle in front of the fire
Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.
Popular amenities for Shelter Harbor holiday rentals
Other great holiday rentals in Shelter Harbor

Big Family Westerly House w/Beach Parking Pass

Handcrafted Timber Frame Cabin Retreat

Harbor View Landing - Mystic, CT - The Patriot

Boats & Toads | The Valentine Camp on Wyassup Lake

Bird's Eye View Waterfront Unit

Ocean front The Beach House

Coastal Farmhouse

Waterfront home with dock, kayaks & paddleboard
Destinations to explore
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- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Easton Beach
- Point Judith Lighthouse
- Roger Williams Park Zoo
- Narragansett Town Beach
- Second Beach
- The Breakers
- University of Connecticut
- Hammonasset Beach State Park
- University of Rhode Island
- Soundview Beach
- Easton's Beach
- Wölffer Estate Vineyard
- South Shore Beach





