Beach house rentals in Connecticut

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Top-rated vacation rentals in Connecticut

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Treehouse · Willington
Heavenly Treehouse in Countryside w/ Farm Animals
☆ Welcome to the Treehouse at Bluebird Farm in Connecticut ☆ OMG! Explore the countryside at this popular 40-acre sanctuary that has become a favorite among Farms in Connecticut! This is a unique Treehouse in Connecticut. The town of Willington offers: ✔ Hiking Trails ✔ Antiquing ✔ Local Diners ✔ Vineyards & Breweries ✔ National Parks / State Parks ✔ Drive-In Movie Theater We are close drive from: ● UCONN (10 Mins) ● Hartford (25 Mins) ● Boston (1.5 Hours) ● NYC (2.5 Hours)
$214 per night
Treehouse · Norwich
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 in 100 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.
$135 per night
Entire guesthouse · Granby
Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!
$137 per night

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Connecticut beach vacation rentals

Entire cottage · Milford
❤️Casa Grandy Cottage, Pets, Walk2Beach, Pkg, W/D
$145 per night
Entire cottage · Old Lyme
Private Beach Cottage
$156 per night
Tiny home · Milford
Breathtaking view one bedroom house
$149 per night
Entire rental unit · Milford
Water front studio apartment with fireplace.
$116 per night
Entire cottage · Milford
❤️Modern Rustic Cottage-Yard-W/D-Historic
$133 per night
Entire cottage · Guilford
Waterfront Cottage with private office space.
$200 per night
Entire home · Milford
Serene Waterfront Retreat - 400 ft Private Beach!
$397 per night
Entire cottage · Guilford
Luxury cottage by the sea with hot tub and pool
$350 per night
Entire cottage · Guilford
Waterfront Joshua Cove Cottage with private beach.
$364 per night
Entire bungalow · Milford
❤️Beach Bungalow-Remodel-3Blks 2 Beach-Pets!
$143 per night
Private room · Milford
Waterfront Retreat- Pool, dock, 5min walk to beach
$225 per night
Entire home · Milford
Renovated House Steps Away From The Ocean
$209 per night

Vacation rentals in Connecticut

Entire home · Preston
Entire House Magical Waterfront Getaway
$150 per night
Treehouse · Thompson
The Tree House at Underhill Hollow
$142 per night
Entire bungalow · Old Lyme
Pet Friendly Bungalow!!!
$150 per night
Private room · Columbia
Waterfront B&B with Hot Tub
$163 per night
Entire cottage · Watertown
Lakefront Cottage with Private Dock in CT
$175 per night
Entire rental unit · Montville
Cozy Studio: Indoor Hot Tub & Inground Pool Access
$171 per night
Entire cottage · Killingly
Lake front cottage
$148 per night
Entire loft · New Haven
969 Dream Loft
$132 per night
Entire cottage · Coventry
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
$125 per night
Entire cottage · Chester
Brand new cottage "Beriozka" on Cedar Lake
$184 per night
Entire guest suite · Redding
Artist Retreat in Beautiful Country Setting
$166 per night
Tiny home · Norwich
Water Forest Retreat-Hikers Haven
$135 per night

House rentals in Connecticut

Entire home · Milford
Designer Waterfront Bungalow
$339 per night
Entire home · Cornwall
Cosy, modern, forest cabin with babbling brook
$206 per night
Private room · Coventry
Lakeside Getaway Guest Space in Coventry CT
$114 per night
Private room · New Haven
Maritime Neighborhood Family/Pet Friendly
$60 per night
Entire home · Milford
5 Minute Walk To Beach! Amazing Backyard Space!
$175 per night
Entire home · Waterford
Beach, pool, hot tub. An Oasis familyvacation spot
$184 per night
Entire home · Preston
New Lake Front Home w/ Game Room & Stunning Views
$336 per night
Entire home · Litchfield
Rustic Fully Renovated Private House w/ Hot Tub
$192 per night
Entire home · Plymouth
Charming 3BR Hilltop House *Newly Remodeled*
$152 per night
Entire home · Windsor
Bungalow House-10mins from Hartford - Free Parking
$92 per night
Entire home · Milford
The Daydreamer - Walnut Beach
$156 per night
Private room · Stonington
*Mystic History! Ship Carver Room @ Williams Home*
$127 per night

Your guide to Connecticut

Welcome to Connecticut

Connecticut is more than just New York’s quiet, pastoral neighbor. This small but mighty New England state packs in dozens of quaint towns, flashy promenades, and a heavy dose of pre-Revolutionary War history. Along its southern border, Connecticut is framed by the Long Island Sound, offering pristine sand dunes favored by sunbathers and beachcombers. The southwest pocket of the state is an easy portal to New York City and a convenient base for big-city shopping and dining. The state capital, New Haven, is a brainiac’s dream, home to Yale University, world-class art galleries, museums, and entertainment venues.

Small towns sprinkled throughout the state like Mystic, Wethersfield, and Bristol give travelers a peek into Connecticut's pioneering heritage. More than half of the state is covered by woodland, making it a natural paradise for outdoor activities. Whether you’re exploring the maple- and birch-filled forests of the Eastern Uplands, with their stellar hiking and mountain biking trails, or the rugged Taconic Mountain Range — home to Connecticut’s highest peak, Mount Frissell, and the state’s ski resorts — there’s no shortage of fun to be had in the Constitution State.

When is the best time to stay in a vacation rental in Connecticut?

In autumn, the clear skies and brilliant foliage attract onlookers to Connecticut, making it one of the most popular times of year to book a vacation rental. It’s not just the leaves that will catch your attention. Picking apples from the U-pick orchards, plucking oversized pumpkins from their patches, and getting lost in a corn maze are also popular autumn activities. Spring is great for hiking and biking through the blossoming daffodils and dogwood trees — take note of the many blossom festivals that spring up across the state. Summer means packed beaches and parks along the shoreline, but don’t overlook the many great rural campsites. Just know that the weather will be hot and humid. January is often the coldest month, when the state becomes a haven for skiing and tubing.

What are the top things to do in Connecticut?

Mystic Seaport Museum

Connecticut might be a small state, but it has the largest maritime museum in the country. The Mystic Seaport Museum, in Mystic, is a recreated 19th-century seafaring village celebrating the lives and livelihoods of sailors. Exhibitions range from the craft of woodcarving to popular navigation techniques of the 1800s. Historic boats are available to ride with a captain, and some to pilot yourself, bringing the full experience together.

Gillette Castle State Park

Perched high above the Connecticut River in the city of East Haddam, Gillette Castle State Park offers mesmerizing geologic formations, hiking trails, and a Medieval-style castle. Smooth shale formations and jagged quartz and metamorphic outcroppings might be the first thing to catch your eye upon entering, but the storied stone-and-oak castle, designed by a famed actor and playwright, will warrant a closer look.

Elizabeth Park Rose Garden

Rose-studded archways, perennial-lined paths, and ivy-enshrouded gazebos wind through 100 acres in this formal garden in Hartford. A large hand-dug pond with a stone bridge is a picturesque setting for soaking it all in. The garden’s cafe serves gourmet hot dogs, ice cream, and other snacks during the summer season.