Connecticut vacation rentals
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Top-rated vacation rentals in Connecticut
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Popular amenities for Connecticut vacation rentals
Connecticut waterfront vacation rentals
Tiny home in Norwich
4.99 out of 5 average rating, 813 reviewsWater Forest Retreat -Octagon
Home in Milford
4.98 out of 5 average rating, 192 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Cottage in Hebron
4.89 out of 5 average rating, 113 reviewsWelcome to The Holly at Amston Lake
Bungalow in Old Lyme
4.94 out of 5 average rating, 288 reviewsPet Friendly Bungalow!!!
Home in Cornwall
4.92 out of 5 average rating, 252 reviewsSecluded modern forest cabin with private brook
Cabin in New Milford
4.95 out of 5 average rating, 175 reviewsThe Cottage on Babbling Brook
Cabin in Voluntown
4.95 out of 5 average rating, 706 reviewsVinola-Lakeside Cabin on Beach Pond with Sauna
Cottage in Chester
4.98 out of 5 average rating, 253 reviewsUpdated cottage "Beriozka" on Cedar Lake
Connecticut house rentals
Home in Stamford
4.99 out of 5 average rating, 152 reviewsSTAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Home in Haddam
5 out of 5 average rating, 104 reviewsCozy Comforts!
Home in Manchester
4.94 out of 5 average rating, 197 reviewsParadise On The Hill Luxury Apartment.
Home in Groton
4.9 out of 5 average rating, 181 reviewsBeautiful home near historic downtown Mystic.
Home in Wilton
4.93 out of 5 average rating, 181 reviewsMid Century Modern Cottage
Home in Milford
4.99 out of 5 average rating, 284 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Home in East Haven
4.88 out of 5 average rating, 217 reviewsBeach Cottage by the Sea
Home in New Haven
4.85 out of 5 average rating, 107 reviewsPrivate studio with parking (2)
Connecticut fishing vacation rentals
Cottage in Middlefield
4.92 out of 5 average rating, 244 reviewsLake Beseck cottage
Rental unit in Deep River
4.81 out of 5 average rating, 194 reviewsLoft apartment, deck and great water view
Cabin in New Milford
4.84 out of 5 average rating, 128 reviewsA-Frame Cottage off Candlewood Lake
Home in Coventry
5 out of 5 average rating, 121 reviewsWaterfront 10 min to Uconn outdoor tv gas fire pit
Home in Vernon
4.99 out of 5 average rating, 136 reviewsLuxe Bolton Lake
Home in Stamford
4.95 out of 5 average rating, 240 reviewsMidcentury Modern ZenHouse Sculptor Studio
Cottage in Lebanon
4.87 out of 5 average rating, 146 reviewsGo Jump in the Lake!
Rental unit in Winchester
4.91 out of 5 average rating, 369 reviewsGateway to the Berkshires
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.
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