
Holiday rentals in Fishers Island
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Top-rated holiday rentals in Fishers Island
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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.

Tiny Cottage in Hither Woods, Montauk
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Water Forest Retreat- Tree House
Water Forest Retreat Tree House is a 168 sq ft. private heated and electrified tiny home with stained glass windows surrounding an oak tree nestled on 56 acres of forest. Enjoy your favorite drink out on the deck up in the trees while watching the birds. There are 2 1/2 miles of hiking trails with a brook, waterfall, marsh and pond. Come here to hike, fish or just relax in this beautiful forest. We also have an OCTAGON and HIKER’S HAVEN house. Please click on our profile picture to read more.

Maurolou Farm
Welcome to our family farm. Our campsite offers seclusion with a beautiful view of Quicksand Pond and the Atlantic Ocean. Unplug in a safari style tent with the privacy of 10 acres of farmland and forest. You are 5 min. from a cafe and a general store. A forty five minute drive to Providence, Newport, and Cape Cod; an hour and a half to Boston. The beach is just around the corner. Little Compton is a beautiful farming/fishing community filled with history and country roads to explore.

A Nautical Adventure at Burrows Home in Mystic CT
Capt. Burrows' home dates back to circa 1810 and is brimming with nautical character and New England charm. Just imagine, the captain bringing goods back from his ship to this very house, sneaking them in through the cellar door to sell to the shipyards that once sat in Mystic Seaport! Just a 10-min walk to downtown Mystic and with delightful water views to Tuft’s Cove, Captain Burrows Home is perfect for family and friend gatherings, sleeping 6-7 guests in 3 super comfortable bedrooms!

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!

Waterfront cottage overhanging the water!
Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

Peaceful Oceanfront Cottage
Welcome to our oceanfront guesthouse. Enjoy the waterfront view as our guests on this beautiful private family compound. A modernized quintessential 18th century get-away. The entire cottage is yours, with 2 bedrooms, 1.5 bathrooms, full kitchen, patio with picnic table, living room and sunroom all offering stunning views of the water and evening sunsets. Just a short walk to a sand bar (great for walking and kids) and near multiple beaches. A very quiet and safe neighborhood .

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.

Large Waterfront Luxury Apartment
Located in Downtown Historic New London, this waterfront apartment features astounding views of the Thames River and Long Island Sound. Conveniently located, the apartment is within walking distance to restaurants, bars, galleries, the Amtrak train station and the Ferry terminals which service Block Island, Fishers Island and Long Island. The apartment also boasts a large deck overlooking the Thames with access to a grill and sitting area.

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.
Popular amenities for Fishers Island holiday rentals
Other great holiday rentals in Fishers Island

The Mystic Surfside Getaway 1-BD Apt

Direct Shoreline Long Island Sound Waterfront

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

The Cottage on Pequot Trail (Aka The Clubhouse)

Upscale Mystic Apartment 7 min Walk to Drawbridge

Field of Dreams Hot Tub - Fire Pit Retreat

Sunny Daze

Cozy Cottage w/Lighthouse Views, Beach & Office
Destinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Charlestown Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Southampton Beach
- Easton Beach
- Mystic Aquarium
- Mystic Seaport Museum
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- University of Connecticut
- Powder Ridge Mountain Park & Resort
- University of Rhode Island
- Sleeping Giant State Park
- Easton's Beach
- Yale University Art Gallery





