
House vacation rentals in Thimble Islands
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Top-rated house rentals in Thimble Islands
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Breathtaking home with unforgettable views & pool!
This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

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.

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

Gorgeous 3BR | Private Beach Access | Weekly Stays
Enjoy our newly remodeled 3 bedroom home with water views and a 250 foot walk to Limewood Beach with private beach access. Our home is a 5 minute walk to 5 restaurants and bars, and a 5 minute Uber ride to the train station. Enjoy swimming and boating in the warmer months, or take a stroll along the beach and collect shells and sea glass all year round. No matter which time of year you visit, you will appreciate the tranquility of the ocean and will feel completely relaxed during your stay.

Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Beachfront Paradise
Beautiful beachfront home available weekly in season (6/20/26-9/5/26) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Connecticut Chalet: Winter Nights by the Fire
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

Westshore Luxury
Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

Charming home, easy access to everything Branford
Full home, comfortable and very well equipped. Private fenced in backyard with patio dining area. Off-street (driveway) parking. Short Walk to the Shoreline Greenway trail. Less than a mile to downtown, parks, beaches, restaurants, marina, Stoney Creek Brewery. Near event venues, The Owenego and Pine Orchard club. Close to New Haven. Family(kid) Friendly home with private fenced in backyard with patio dining area. Equipped with Pack N Play, highchair, booster seat, etc

Oceanfront Beach House w/ Private Hot Tub
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.
Popular amenities for Thimble Islands house rentals
House rentals with a pool

Private Oasis W/Stunning Vinyard and Pool Views

Brand new house with an all year round hot tub.

Amazing Home close to Everything -

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Port Jefferson Convenient, Cozy and Chic!

Modern farmhouse w/ pool, beach, horses and winery

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Weekly house rentals

North Fork Waterfront Escape · Sunset Views

Cozy beach cottage close to everthing

White Bird Beachfront. Dock available extra.

Quarry House: Mid-Century Modern

Coastal Farmhouse walking distance to town

Whispering Meadow House

Beautiful 3 bedroom shoreline house

The Farmhouse Stay
Private house rentals

Edwin Leete House

"Sunset Shores" Lakeside Oasis

The Jewel of The Cove - Historic Coastal Retreat

Summer at the Haddam House

Charming 3 bedroom Beach Front Cottage

Direct Waterfront Beach House with panoramic views

Secret Seaside Stone Cottage

Sunrise Beach Cottage
Destinations to explore
- Plainview Vacation rentals
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- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Fairfield Beach
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Mystic Seaport Museum
- Sleeping Giant State Park
- Long Island Aquarium
- Mount Southington Ski Area
- Compo Beach
- Sherwood Island State Park
- Ski Sundown
- Orient Beach State Park
- Mystic Aquarium
- Ocean Beach
- Wölffer Estate Vineyard
- Dunewood




