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Connecticut vacation rentals

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Top-rated vacation rentals in Connecticut

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

Superhost
Cottage in Old Lyme
Private Beach Cottage
Point 0'Woods Beach: Safe/quiet private community. Private roads & dedicated security. Walk to the beach. Tennis, Playground, Bocce, basketball, Movies on beach, Boat basin: "Golf cart" 15 mph community. 16 New York Times best-selling books about Point O'Woods, including 1 book about the property: "The Beach Inn" by Joanne DeMaio Easy access to nearby CT attractions: 15-25 minutes to Mohegan Sun casino, historic Mystic Seaport and Essex CT. 10-20 min:Amtrak (OSB or NLC)/Ferry $15-22 dollar Uber
Mar 21 – 28
$90 per night
Guest favorite
Apartment 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!
Apr 11 – 18
$151 per night
Guest favorite
Guesthouse in Stonington
True Artist Loft, 5 minutes to downtown Mystic
The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.
Mar 29 – Apr 5
$171 per night

Popular amenities for Connecticut vacation rentals

Connecticut waterfront vacation rentals

Guest favorite
Cabin in North Stonington
Come unplug in the woods 15 mins from Mystic
May 7 – 14
$125 per night
Guest favorite
Cabin in Sherman
The Cove Cabin
Oct 24 – 31
$400 per night
Guest favorite
Home in Branford
Adorable Beach House on the Long Island Sound
May 6 – 13
$169 per night
Guest favorite
Home in Milford
Designer Beach Retreat on Exclusive Cedar Beach
Nov 16 – 23
$273 per night
Guest favorite
Cabin in New Milford
The Cottage on Babbling Brook
Oct 16 – 23
$192 per night
Guest favorite
Home in Preston
New Lake Front Home w/ Game Room & Stunning Views
Feb 7 – 14
$350 per night
Guest favorite
Home in Lyme
“The Answer” Tidal River-Kayaks Fire pit Fireplace
Apr 19 – 26
$251 per night
Guest favorite
Home in Stamford
Midcentury Modern ZenHouse Sculptor Studio
May 8 – 15
$369 per night
Guest favorite
Cottage in Chester
Updated cottage "Beriozka" on Cedar Lake
Feb 2 – 9
$184 per night
Guest favorite
Home in Preston
Entire House Magical Waterfront Getaway
Oct 16 – 23
$207 per night
Guest favorite
Cottage in Voluntown
Lakeside Cottage in the Forest
Dec 15 – 22
$137 per night
Guest favorite
Home in Cornwall
Secluded modern forest cabin with private brook
Sep 9 – 16
$195 per night

Connecticut fishing vacation rentals

Guest favorite
Apartment in Brookfield
Peaceful apartment on 3.5 acres w/ Artist studio.
Jan 22 – 29
$119 per night
Guest favorite
Cabin in New Fairfield
The Little Lake Cabin— hot tub, fire pit, & kayaks
May 31 – Jun 7
$323 per night
Guest favorite
Cottage in Ledyard
Lakeside cottage with beautiful views up the lake!
Jan 17 – 24
$127 per night
Guest favorite
Apartment in East Lyme
Brand New Direct Lakefront - Panoramic Sunsets
Apr 10 – 17
$181 per night
Guest favorite
Guest suite in Thompson
Meadowside: Perfect Location w/ Endless Recreation
Jul 16 – 23
$130 per night
Guest favorite
Guesthouse in Southbury
Charming Guest Cottage with Modern Amenities
Jul 25 – Aug 1
$135 per night
Guest favorite
Cottage in Killingly
Lake front cottage
Oct 17 – 24
$140 per night
Guest favorite
Home in Vernon
Luxe Bolton Lake!
Dec 29 – Jan 5
$440 per night
Superhost
Home in Woodstock
Lakeside Retreat on 4 Stunning Acres + Hot Tub
Feb 1 – 8
$489 per night
Guest favorite
Home in North Stonington
The Perch
Nov 15 – 22
$334 per night
Guest favorite
Apartment in Deep River
Loft apartment, deck and great water view
Aug 4 – 11
$101 per night
Guest favorite
Cottage in Middlefield
Lake Beseck cottage
Dec 7 – 14
$159 per night

Connecticut house rentals

Guest favorite
Home in Old Lyme
Modern Farmhouse with Hot Tub in Old Lyme, CT
Apr 20 – 27
$328 per night
Guest favorite
Home in Milford
The Daydreamer -Walk to Walnut Beach, Pet Friendly
Jan 8 – 15
$164 per night
Guest favorite
Home in Wilton
Mid Century Modern Cottage
Oct 2 – 9
$124 per night
Guest favorite
Home in Fairfield
Luxurious Barn With New England Charm
Jan 17 – 24
$226 per night
Guest favorite
Home in East Lyme
Beachfront Paradise
Nov 19 – 26
$375 per night
Guest favorite
Home in Litchfield
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Mar 31 – Apr 7
$188 per night
Guest favorite
Home in New Haven
Q River House - 2 bdrm, minutes from Yale/Downtown
Oct 29 – Nov 5
$159 per night
Guest favorite
Home in Westbrook
Family-Friendly Cottage by The Shore
May 4 – 11
$179 per night
Guest favorite
Home in Old Lyme
Modern Luxurious CT Country Home
Apr 15 – 22
$333 per night
Guest favorite
Home in Lyme
Stunning, peaceful and private home
Sep 13 – 20
$269 per night
Guest favorite
Home in Milford
The Beach House!
Oct 31 – Nov 7
$293 per night
Guest favorite
Home in Stonington
Romantic Seaside Cottage in Mystic
Dec 21 – 28
$188 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.


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 visit. 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.


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.

Destinations to explore