Connecticut vacation rentals
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Connecticut vacation rentals
Other great vacation rentals in Connecticut
Bungalow in Old Lyme
4.93 out of 5 average rating, 256 reviewsPet Friendly Bungalow!!!
Jan 1 – 8
Cottage in Voluntown
4.95 out of 5 average rating, 190 reviewsLakeside Cottage in the Forest
Dec 18 – 25
Home in Preston
4.96 out of 5 average rating, 604 reviewsEntire House Magical Waterfront Getaway
Oct 21 – 28
Home in Milford
4.98 out of 5 average rating, 154 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Dec 31 – Jan 7
Cottage in Groton
4.95 out of 5 average rating, 273 reviewsRestored Historic Schoolhouse, Mystic River Views
Jan 19 – 26
Home in Preston
5.0 out of 5 average rating, 122 reviewsNew Lake Front Home w/ Game Room & Stunning Views
Mar 22 – 29
Cabin in North Stonington
4.95 out of 5 average rating, 150 reviewsCome unplug in the woods 15 mins from Mystic
Aug 17 – 24
Home in Lyme
4.97 out of 5 average rating, 191 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Connecticut fishing vacation rentals
Apartment in Deep River
4.83 out of 5 average rating, 173 reviewsLoft apartment, deck and great water view
Jan 28 – Feb 4
Guest suite in Thompson
4.98 out of 5 average rating, 115 reviewsMeadowside: Perfect Location w/ Endless Recreation
Jul 22 – 29
Cabin in New Fairfield
4.98 out of 5 average rating, 258 reviewsThe Little Lake Cabin— hot tub, fire pit, & kayaks
Oct 30 – Nov 6
Home in Coventry
4.94 out of 5 average rating, 163 reviewsCozy Cottage * Coventry Lake* 15 min to UConn *
Apr 1 – 8
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Apr 5 – 12
Home in Coventry
5.0 out of 5 average rating, 105 reviewsWaterfront 10 min to Uconn outdoor tv gas fire pit
Dec 2 – 9
Apartment in New Haven
4.89 out of 5 average rating, 467 reviewsFair Haven Heights Entire 1 Bedroom Apartment
Oct 6 – 13
Apartment in Middletown
4.81 out of 5 average rating, 132 reviewsLakeside apartment 2.5 miles from Wesleyan campus!
Nov 27 – Dec 4
Connecticut house rentals
Home in Wilton
4.93 out of 5 average rating, 160 reviewsMid Century Modern Cottage
Nov 13 – 20
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Mar 31 – Apr 7
Home in Stamford
4.98 out of 5 average rating, 133 reviewsSTAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Sep 12 – 19
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Jan 18 – 25
Home in Bristol
4.93 out of 5 average rating, 115 reviewsCozy Family Home - Kid & Pet Friendly
Dec 13 – 20
Home in Milford
4.99 out of 5 average rating, 232 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Dec 28 – Jan 4
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 14 – 21
Home in Westbrook
4.86 out of 5 average rating, 137 reviewsFamily-Friendly Cottage by The Shore
Oct 7 – 14
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
- Lakehouse rentals Connecticut
- Rentals with a washer and dryer Connecticut
- Rentals with breakfast Connecticut
- Monthly Rentals Connecticut
- Ski-in/ski-out rentals Connecticut
- Rentals with an accessible height toilet Connecticut
- Cottage rentals Connecticut
- Rentals with outdoor seating Connecticut
- Farmstay rentals Connecticut
- Rentals with pools Connecticut
- Bed and breakfasts Connecticut
- Rentals with a kayak Connecticut
- Villa rentals Connecticut
- Rentals with beach access Connecticut
- Rentals with a fireplace Connecticut
- Kid-friendly rentals Connecticut
- Beachfront rentals Connecticut
- Private suite rentals Connecticut
- Rentals with a home theater Connecticut
- Condo rentals Connecticut
- Waterfront rentals Connecticut
- Guesthouse rentals Connecticut
- Cabin rentals Connecticut
- Rentals with an EV charger Connecticut
- Rentals with a patio Connecticut
- Bungalow rentals Connecticut
- Family-friendly rentals Connecticut
- Pet-friendly rentals Connecticut
- House rentals Connecticut
- Tiny house rentals Connecticut
- Rentals with a sauna Connecticut
- Mansion rentals Connecticut
- Apartment rentals Connecticut
- Townhouse rentals Connecticut
- Rentals with lake access Connecticut
- Hotel rentals Connecticut
- Beach house rentals Connecticut
- Smoking-friendly rentals Connecticut
- Barn rentals Connecticut
- Loft rentals Connecticut
- Fitness-friendly rentals Connecticut
- Rentals with a fire pit Connecticut
- Rentals with a hot tub Connecticut
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom