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- Connecticut is home to sandy beaches, lush rolling greenery, and quaint towns.
- Especially ideal in summer and fall, Connecticut is also teeming with great Airbnb options.
- We found Connecticut Airbnb cabins, cottages, and barns near beaches, in the woods, and with pools.
Connecticut is one of New England’s brightest gems, with its sunkissed shorelines dotted with lobster roll stands, wooded enclaves tucked amid rolling greenery, and small cities ripe with boutique attractions. A delight in every season, it’s an especially attractive destination for summer beach vacations and fall foliage getaways.
Of course, I’m slightly biased, since I grew up here in a small town facing the Long Island Sound. Though, you don’t have to be a local to appreciate Connecticut’s varied offerings, which include stunning state parks, sandy beaches, picturesque lakes, and even high-end gambling.
Its location between New York and Massachusetts draws urbanites from both New York City and Boston, and a plethora of vacation rentals on Airbnb offer varied lodging choices, from tiny homes to restored barns and posh homes with pools. I’ve carefully combed through listings to find the best Connecticut Airbnbs.
Browse all the best Airbnbs in Connecticut below, or jump directly to a specific area here:
These are the best Airbnbs in Connecticut, sorted by price from low to high.
Scoop up this airy loft for a city stay close to downtown New Haven. High vaulted ceilings and brick pillars serve as the centerpiece of this bright space lit by skylights.
The open layout includes a gleaming chef’s kitchen and one bedroom with a King-sized bed with massage features. There’s also a sleeping nook and a sofa bed. The spa-like bathroom has a bidet toilet, and there’s also a fireplace, plush couches, and eclectic accents. Do note that this home takes up the third floor of a house, with the unit accessible only by two flights of stairs.
Whimsical European cottage
With stone walls, vintage frames, and farmhouse-inspired decor, this whimsical cottage feels plucked from a fairy tale. In reality, it’s tucked in the Connecticut countryside in a structure built in 1932 by H. L. Bitter, a wealthy Hartford businessman, in an area once considered an elite place to summer in the early 20th century.
Today, the interiors have been completely modernized to include newly sanded pumpkin pine floors and over 1,000 square feet of living space with original bath fixtures from the ’30s, an impressive fireplace, and two bedrooms furnished from the owner’s own business.
Outside, find an herb and flower garden, a covered patio, solar twinkle lights, plus a fire pit. There is no TV or kitchen, however, there is a small coffee area, a few electric appliances, and a retro Frigidaire stocked with cold drinks.
Coastal chalet with a private beach
Skip the crowds at the state parks and carve out your own stretch of sand in this A-frame chalet in the coastal community of East Lyme, which is well-placed to explore the Niantic Boardwalk, Mystic Seaport, Essex Village, and more.
Tucked behind a quintessential clapboard facade, this home plays up its beachside location with seaside motifs and nautical blue accents. There’s a lofted sleeping nook perched atop a spiral staircase (note that there’s no door to fully close the space off from the living area below) and an open floor plan includes a plush couch, small table and chairs, and a cozy farmhouse kitchen. Laundry is available too, hidden inside a whimsical bathroom done up with wallpaper adorned with sailboats and fish.
The home has deeded rights to a private beach that’s less than a mile away and peaceful deck seating.
Charming loft-style cottage near the water
If the idea of hiding out in the country sounds too tame, consider this cottage near vibrant New Haven, which is home to an Ivy League university, fascinating history, innovative dining, shopping, and entertainment.
Housed in a 100-year-old building amid New Haven’s iconic Victorian houses in a neighborhood once known for being the center of New England’s oyster trade, this lovely home is a two-block walk from the waterfront and a quick drive to downtown New Haven or other area beaches. The one-bedroom loft space was built using mostly salvaged, recycled, and repurposed materials such as reclaimed wood, a ’60s steel kitchen cabinet, and an old telephone company ladder.
Though everything looks shiny and new with added perks like Wi-Fi, a large-screen TV, a King-sized bed, as well as a lofted sleep nook and additional Queen-sized mattress set under a skylight. If you’re coming from New York, New Haven is a quick Metro-North train ride away, and won’t require a car.
Art-filled apartment above a historic mill
Located above a former mill from the 1800s, this sophisticated apartment is located near tony Westport, a beachside town known for ritzy shopping and dining, mansions, and a pretty downtown and beach area.
Art lovers will adore this creative home where all furnishings were designed and crafted to celebrate the hosts’ favorite artists including Johannes Vermeer, Sir Frederic Leighton, and Vincent Van Gogh. Sleep under the gaze of Frida Kahlo in the “Frida” bedroom, or grab a seat on one of the cool orange chairs in the “Flaming June” living area featuring bright pops of color that complement that art and otherwise neutral space.
If you’ve come seeking a restorative space to work, this Airbnb also has a partnership with B: Hive Co-Working, a multi-level workspace located downstairs with views of a lake and waterfall. All guests receive a free day pass or discounted rates for additional time.
The home is also less than two miles from Lighthouse Point, and beach parking passes are provided for Fairfield Beach in the summer.
Contemporary cabin in the forest
If your ideal retreat involves secluded woodsy surroundings, this bright and airy two-bedroom home should be on your radar.
Originally built in the 1930s, the home retains its historic appeal while incorporating modern touches including bright white walls, beamed ceilings, and light wood floors. Jewel-toned furniture adds a contemporary punch, while both bedrooms infuse midcentury style with natural wood and stone finishes.
Of course, the standout feature is the wall of windows overlooking dense woods and forest for a feeling of being perched among the trees. While it certainly seems remote, this home is a short drive to attractions such as Kent Falls, Mohawk Ski Resort, swimming, kayaking, hiking, and loads of restaurants.
Guest house with a pool
Skip a crowded resort pool and opt for this guest house that comes with full use of a private pool set right outside its French doors.
The home itself is a guest house that is part of a larger estate, however, it’s located far enough away from the main house to feel private. The fenced-in pool is certainly the main draw, flanked by vintage furniture from the ’40s, multiple gardens (feel free to pick some cherries), and balustrades that were sourced from the Bronx Zoo.
Inside is equally enticing with a design that blends country and midcentury style featuring vibrant fabrics in the Queen-sized bedroom, a well-stocked kitchenette, and a Carrera marble bathroom with a huge walk-in rainfall shower. The hosts write that the concept for the sun-filled design all started with the red metal fireplace that serves as the focal point, and the entire house was essentially built around it.
While you’re sunbathing or wandering the gardens, keep an eye on the cupola atop the roof, which is a nod to the hosts’ dear departed dog, Jed. A hand-hammered copper weathervane with a 24-carat gold collar is engraved with the pet’s name. It’s hard to see, but a prime example of all the small details woven throughout the home.
Luxe restored barn next to a babbling brook
With rich velvet furnishings, vibrant art, and immaculate grounds, this four-bedroom restored barn makes for a family or group getaway with a luxury feel.
Everything about the design is purposeful, mixing modern conveniences with the rustic charm you’d expect from a converted barn that dates back to the 1900s. Set on one acre of wooded land with a babbling brook, this home has reclaimed furnishings, soaring ceilings, exposed wooden beams, and even a grand piano, all soaked by light that streams through multiple windows.
The second and third floors were constructed by rearranging the barn’s giant beams horizontally instead of vertically, and much of the art lining the walls was painted by the Superhost’s mother and grandmother. In addition to four well-appointed bedrooms, there is also a full kitchen, spacious deck, patio, and lots of private outdoor space.
Little lake cabin with a hot tub
The beaches of Connecticut usually steal the spring and summer spotlight, but the state is home to many stunning lakes as well.
You’ll face fewer crowds at a lake cabin like this one, surrounded by nature, hiking, and waterfront activities, including a lakefront beach. Inside, wood walls exude a cozy vibe in the living room outfitted with a smart TV and couch, while the kitchen comes stocked with everything needed to make s’mores, plus goodies for snacks and breakfast.
There are two bedrooms, one with a Queen-sized bed and the other with a Twin-sized day bed and a second Twin-sized pullout. The subway-tiled bath is brand new and looks like something out of a sleek hotel. Robes are slippers are even provided.
Outside, take a dip in the private hot tub, fire up the grill, or gather ’round the fire pit. Inflatable kayaks and pool floats are provided to use on the lake, and the cabin is pet-friendly. As the cabin is seasonal, there is no heat, but space heaters are provided for chilly nights.
Modern home overlooking a pond
I grew up next to Guilford and can vouch for its sweet New England charm with a picturesque town green surrounded by lovely boutiques, great dining, and historic appeal. The nearby beach is a draw in summer, while ample hiking trails and foliage make fall a worthy time to visit, too.
This contemporary Airbnb Plus home ensconced in nature offers seclusion with all the conveniences and comforts of a luxury stay. The look is minimal with muted furnishings and monochrome walls. The spa-like bathroom includes a walk-in shower and heated floors, while the King-sized bed features a memory foam mattress. The living room couch also turns into a daybed, making this a nice choice for a couple or small family. Other features include a kitchenette, dining area, and tranquil terrace overlooking a small pond.
Luxury home in the countryside
If you’re a traveler who typically prefers hotels, but feels unsure about booking one in a pandemic and would rather stay on private property, this immaculate home is quite hotel-like.
Furnishings are tied together by a soothing palette of beige, white, and slate green accents, and exude an elegant air akin to a boutique inn. Though, with three bedrooms, there’s also room for the whole family. The listing is an Airbnb Plus home, which means it’s been vetted for exceptional quality and includes one-of-kind details and curated amenities that promise a memorable stay.
Here, that includes thoughtful decor and common spaces, as well as an outdoor patio with a grill, a library stocked with books, and a wood-burning stove. When it’s time to be active, the property is well-located to access many hiking trails.
Guest cottage with a pool and marsh views
Another Guilford gem, this small cottage feels like a boutique villa with access to a serene pool with five-star fittings such as plush towels, loungers, umbrellas, and a hot tub.
It’s a guest cottage, so your host will be on-site, but there’s plenty of privacy within the design-forward home that includes one bedroom, a nice kitchen, and a calming blue and white color palette. At night, sink into the bed with goose feather duvets and shut the blackout blinds for a restful night’s sleep.
In addition to the pool, the home enjoys water and marsh views from every room, a boon for bird watchers and wildlife enthusiasts. This is a place to unplug as there is no TV, however, Wi-Fi is available.
If your vision of Connecticut is made up of images of ancient ships docked in a seaside village, or simply led by one pizza joint made famous by a certain Julia Roberts movie, you’re likely thinking of Mystic.
Everything about this four-bedroom home within walking distance of Mystic Seaport feels positively New England, from the nautical-inspired beige and blue furnishings to bedrooms dubbed “Captain’s Cabin,” “First Mate’s Cabin,” and “Crew Quarters.”
But the look is far from full-on seafarer. Everything feels new and modern, including a zen-like bathroom, farmhouse kitchen, and an open floor plan. A private back patio with a grill and outdoor shower also leads to a secondary cottage included in reservations known as the “Stowaway Room” with double-sided lofts for extra sleeping space for a family getaway. Bikes and kayaks are also provided, as are air beds, high chairs, and two pack and play cribs.
Colorful house on a private beach
The only thing better than staying by the beach is perhaps staying by a private beach.
Avoid the crowds with a stay at this colorful home located directly across the street from private beachfront. Close to the Metro North stop, and only a little over an hour from New York City, it’s easy to reach this home without a car and plant your toes in the sand.
The three-bedroom home includes pops of turquoise throughout, from the flower beds spilling out with blooms, to the sun-filled, screened patio, and bright living room that flows seamlessly into the dining and kitchen areas. Bedrooms include Queen, Double, and two single beds all done up with a subtle beach theme, though it’s far from kitschy.
Grab a beach chair and head across the street, or plop down in the house’s shaded hammock located in a pleasant seating area underneath the expansive deck. There’s also an outdoor dining set, grill, spacious backyard, and an outdoor shower to rinse off after a dip in the Long Island Sound.
Large home with a private pool
Ideal for a group or family getaway, this resort-style home boasts four bedrooms, a spa, and a sprawling heated pool.
Ensconced within the hills of Litchfield County, this home is located on a quiet country road but close to wineries, antique shops, horseback riding, dining, and shopping.
The master suite includes a King-sized bed, bathroom with a large jetted tub, and walk-in shower that’s practically the size of a large walk-in closet. There are also three additional bedrooms, a finished basement with a bar, and a gourmet kitchen. Well-kept grounds include a large grassy fenced-in yard, a generous deck, and a stone patio that wraps around the pool. Just note that the pool and spa are only open from April 1 to October 15.
FAQ: Connecticut travel
Where is Connecticut?
A small state within New England, Connecticut is located between New York and Rhode Island, and underneath Massachusetts.
What is there to do in Connecticut?
Connecticut features a beautiful shoreline area filled with Long Island Sound beaches that run the full stretch of the state. There are also buzzy cities like New Haven with its gourmet dining and historic Yale campus, and historic seafaring villages like Mystic. Many people also visit Connecticut for Mohegan Sun and Foxwoods casinos, which feature luxury suites, world-class entertainment, celebrity chef dining, and, of course, lots of gaming.
Connecticut is also home to beautiful state parks, pick-your-own-fruit orchards, craft breweries, and many outdoor activities.
Is it safe to stay in an Airbnb?
Medical and cleaning experts told us that private home rentals on Airbnb are safe, especially compared to hotels. They eliminate interactions with others outside of your group, and hosts are required to follow enhanced cleaning procedures.
What is Airbnb’s cancellation policy?
Cancellation policies on Airbnb differ for each home. They are set by the individual host. Here’s a closer look at Airbnb’s cancellation policies.
What are Connecticut travel restrictions?
There are currently no travel restrictions for Connecticut, however travelers who may be at risk are encouraged to self-quarantine or postpone travel.
Is it safe to travel?
According to the CDC, fully vaccinated people can safely travel in the US.
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