
Holiday rentals in Sterling
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Top-rated holiday rentals in Sterling
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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.

Awesome 3 bed vacation lake house. Great location!
Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Spacious Lakehouse w/ Private Beach
Our house is equipped to make your stay comfortable and filled with activities for all ages! - We have a total of four bedrooms, which includes 5 beds; 3 king sized beds, and 2 queen sized beds - Two full bathrooms with showers - 5 kayaks & 1 canoe with 3 seats - Stone firepit for bonfires and night gatherings - Large new TREX deck with sofas and outdoor dining set - String lights from the lake to the back porch - Large 65" TV & FREE WIFI - Washer & dryer - Restaurants & amenities RE 05846 STR

"A FOOLS FOLLY FARM" a fun contemporary farmhouse2
A very unique rustic contemporary farmhouse on 4 open acres surrounded by woods and open fields.The property also includes 2 horse barns and a large paddock. There is a chicken coop that is also home to a dozen hens that will provide eggs for your morning breakfast.Other outside amenities include an outside fireplace and a fire pit,a gas grill,picnic table and outside seating. There is plenty of outside sun and many shade trees. A canoe and kayak are provided for excursions to many local ponds.

Come relax at Lakeside Landing
Come relax and enjoy lakefront living in this 2 bedroom, 1 bath house on Boone Lake. 1st BR offers a king size bed and 2nd BR offers a twin over full bunk bed with a trundle. Enjoy open concept living with beautiful views of the lake. Inside you will find wifi, streaming on 3 tvs, Wii, board games, puzzles and books. Relax on the large deck, enjoy yard games or use the 2 kayaks, canoe or paddle board. A perfect place for a relaxing family getaway. Ring camera at front door only for security.

Ellis -Lakeside Cabin on Beach Pond with Sauna
Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!

The Barn at Pondview
Reconnect with nature at this unforgettable escape. Enjoy pond views and incredible sunsets from the top patio deck. This property is on the 2nd & 3rd floors of the barn, so there are stairs. Also the "bedroom area" picture is a loft area with a trundle bed, (2 twin beds) - the room is open to the downstairs main living area. The game room has pool, shuffle and foosball tables, darts and a bar area. There is also a basketball court in the back yard. Inground pool in the summer.

Nature's Nook
Beautifully decorated 4-bedroom, 2.5 bath house with views of nature from every window. This airy modern house on 5-acres offers: privacy, fire pits, picnic tables, a swimming pool, volleyball/badminton, basketball and giant outdoor Jenga games. Open floor plan for socializing & board games, with TV, internet & movies. Nearby hiking trails, large lake, & ski area. Wake up to the chatter of birds, breakfast on the deck and escape the constant noise & distractions of daily life.

Luxury Cottage on the Potowomut River 2bd/2b
The Cottage at The Grange is located on the peaceful Potowomut River. It is a beautiful and newly renovated 2 bedroom (king, 2 twin beds) / 2 full bath home with all the modern amenities and conveniences expected from a luxury short-term rental while maintaining the historic charm of this colonial estate. Cook a gourmet meal in the stocked kitchen or BBQ on the deck. Situated on 11 pristine acres enjoy private tennis/pickleball courts, kayak access to Greenwich Bay and much more!

Quiet Waterfront Cottage
Enjoy a getaway at this lovely waterfront cottage. Located in a quiet neighborhood, this two bedroom home features one and a half bathrooms, home theater space, full kitchen, spacious deck overlooking the water, an outdoor picnic area and parking. Private waterfront access. Perfect if you have a kayak, paddle board or canoe. It's a short distance to state park, casinos, farms, golfing, movie theater, shopping and restaurants. Enjoy day trips to Mystic, RI, and shoreline beaches.

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lakefront home. Kayaks & paddleboards await you, 5 min from Foxwoods, 10 min from Mohegan Sun with multiple-choices of hiking, boating, shopping and dining. Stunning cathedral, ceilings, fully equipped kitchen, with granite countertops, tiled showers with full amenities and a game room/theater. You cannot get any closer to the water. This two bedroom 2 1/2 bath sleeps eight, 2200 square-foot house completed in 2024.

Waterfront Home | Newly Renovated | Chef's Kitchen
Wake up to a private pond. Step onto your deck and the water is right there. This cottage is a newly renovated (2026) waterfront home on Aspinook Pond in Jewett City, CT. Two bedrooms plus a pull out couch, a chef-outfitted kitchen built to actually cook in, and a breathtaking master bathroom. Two kayaks, a canoe and a skiff, a public boat launch, and a fully stocked pond ideal for fishing. Dogs welcome. Self check-in. Foxwoods + Mohegan Sun Casino: 20 min.
Popular amenities for Sterling holiday rentals
Other great holiday rentals in Sterling

Cozy, quiet country getaway near Mystic, casinos

"The Getaway" at Alexanders Lake

Historic Railroad Caboose - Unique CT Farm Escape

Connecticut Country Escape

1791 House

Hillside Haven

Little Haven on the Lake

The Fairy House - As Seen on HGTV!
Destinations to explore
- Gillette Stadium
- Mohegan Sun
- Foxwoods Resort Casino
- Six Flags New England
- East Matunuck State Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- The Breakers
- University of Rhode Island
- Soundview Beach
- Second Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Ocean Beach
- Easton's Beach
- Horseneck Beach
- Dcu Center
- Orient Beach State Park





