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Vacation rentals in Connecticut

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Connecticut

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Rental unit in Milford
Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!
$139 per night
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Rental unit in New Haven
SUITE LUXURY STYLE 1 MILE FROM YALE
Renovated and brand new. King size tempur-pedic mattress for comfort. Canopy bed frame. Electric fire place mounted to the wall. Smart tv in the bedroom and living room area. Kitchenette area. In a great location. Ask about nearby units if you are traveling with a group. There are 4 apartment units next to each other with different theme set ups. And 2 units in the building across. Please check my profile page to view them. :)
$86 per night
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Cabin in New Fairfield
The Little Lake Cabin with hot tub & fire pit
Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars. Find us on IG @thelittlelakecabin
$246 per night
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Connecticut beach vacation rentals

Bungalow in Branford
Adorable Beach House on the Long Island Sound
$117 per night
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Cottage in East Lyme
Cozy and Bright Coastal Escape
$134 per night
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Cottage in Old Lyme
Private Beach Cottage
$114 per night
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Private room in Stamford
Sunshine Room by harbor downtown beach, I-95&Train
$64 per night
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Guesthouse in Branford
Studio on the shore - Short Beach - Water Views
$60 per night
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Private room in New Haven
Cozy studio with close distance to airport & beach
$55 per night
Vacation home in New Haven
Walk to Beaches! Bright, Spacious Apartment.
$118 per night
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Guesthouse in Madison
The Rising Tide Cottage
$185 per night
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Loft in Milford
Lovely water front lower-level loft, free parking
$121 per night
Condo in New Haven
Luxurious 1B, high-ceiling loft in New Haven.
$157 per night
Rental unit in New Haven
Wooster St. | Pizza Next Door | Walk Everywhere
$109 per night
Rental unit in New Haven
Cozy 2-BR Apt w/Pool - 10 mins to Yale/Near Tweed
$158 per night

Connecticut summer vacation rentals

Rental unit in New Haven
⭐️ BRAND NEW LISTING! 1 MILE FROM YALE!
$83 per night
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Private room in New Haven
Queen Bed, Fast WiFi, Free Parking, Walk to Yale!!
$76 per night
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Private room in East Hartford
Charming antique inspired home with room to let
$40 per night
Guesthouse in New Haven
Square 6ix
$72 per night
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Private room in Berlin
Red Door Retreat West
$49 per night
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Private room in New Haven
8 The New Haven Experience
$40 per night
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Private room in East Haven
Private room with its own entry close to airport.
$55 per night
Rental unit in Hartford
Hartford Downtown Beauty *Free Parking
$94 per night
Cottage in Lebanon
Welcome to The Lindy at Amston Lake
$100 per night
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Rental unit in New Haven
Urban Sanctuary
$86 per night
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Guesthouse in Granby
Windy Top Cottage ~ A Romantic "European" Getaway
$120 per night
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Rental unit in Hartford
Relaxing Space Downtown, Next XL Center- Free Park
$115 per night

House rentals in Connecticut

Private room in West Hartford
Exclusive Master Suite w/Private Bathroom!
$88 per night
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Home in Milford
Designer Beach Retreat on Exclusive Cedar Beach
$221 per night
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Private room in Simsbury
Forest-View Room + Private Bath
$59 per night
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Private room in Hamden
A Restorative Stay in the Woods (at edge of town)
$65 per night
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Private room in New Haven
LillyPad Rose Downtown (4 Yale, Queen bed)
$40 per night
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Private room in New Haven
Maritime Neighborhood Family/Pet Friendly
$61 per night
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Private room in New Haven
Little Christian Haven
$45 per night
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Private room in Hartford
Restful private space
$38 per night
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Private room in New Haven
703 #2 Near YALE Hotel-Like KING BED Private Room
$69 per night
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Private room in Waterbury
Quiet top room #6
$49 per night
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Home in Newtown
Waterfront Cottage on Lake Zoar
$98 per night
Private room in Hamden
Private Mount Carmel Suite w/Private Bath by Trail
$69 per night
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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.