Connecticut is known for its beautiful fall foliage and picturesque small towns. The state has attractions for every kind of getaway, from riding the number-one-ranked rollercoaster in the country at Lake Compounce Amusement Park to strolling romantic vineyards and beaches. Oh, and let us not forget that Connecticut is also home to one of the country’s most prestigious Ivy League schools, Yale University.
Related: 15 Best Places to Visit in Connecticut, USA
With all the amazing attractions this state has to offer, you’ll want accommodation that will be equally as fantastic. We here at Road Affair want that for you, too. That is why we have curated a list of the absolute best Airbnbs in Connecticut. All of our listings are hosted by Airbnb superhosts, and some even hold Airbnb Plus status to ensure you are getting the crème de la crème of rentals. If you are unfamiliar with Airbnb, superhosts are rental owners with a consistent record of outstanding hospitality, while Airbnb Plus is an exclusive program showcasing high-quality homes that have been in-person verified.
Romantic Stone Cottage in Granby
This European-style cottage rental in Connecticut is the perfect romantic getaway for couples.
The home was built in 1932 by a wealthy businessman in an area popularized by the Hartford elite for summer vacations. Although the house was built as housing for the staff, it still holds an appealing English countryside charm. In the kitchenette, there is a retro icebox, toaster oven, and Keurig coffee maker with complimentary pods. Room service is also provided for anything from champagne and truffles to pizza and nachos.
The master bedroom has a king-size Comforpedic bed, and the second bedroom has a double bed. Both rooms have been decorated with vintage artwork and come with cotton robes. On cool Connecticut nights, guests can relax in the living room and cuddle on the couch next to the large stone fireplace or head outside and cozy up around the firepit.
The Brookside Barn
A barn may not sound like the most comfortable accommodation, but once you take a look inside this reimagined Connecticut Airbnb, you will be blown away.
This bright and spacious four-bedroom rental has been decorated with eclectic furniture, exposed wood beams, and modern appliances to create an ideal space for romantic getaways or family gatherings. Two of the bedrooms have a queen-size bed, while the third has two single beds. In the master bedroom, there is a king-size bed and a private balcony.
Guests are encouraged to show off their musical talents on the vintage 1900s mini-grand piano in the living room. For those whose talents lie in cooking, there is a beautiful modern full kitchen with a breakfast bar.
There is plenty to do outside on the home’s one-acre woodland lot, like reading in the garden, barbecuing on the deck, or gathering around the stone firepit at night.
Cozy Lake Cabin With a Hot Tub
Imagine returning to this homey cabin after a day of hiking and soaking in the private hot tub under a blanket of stars. If this sounds like your type of vacation, this is the Connecticut Airbnb for you.
This rustic cottage is located in a small lake community right beside Squantz State Park. The park is home to a beautiful public sand beach and a plethora of picturesque hiking trails. After a day at the lake, guests can rinse off in the private outdoor shower at the cabin then cozy up around the gorgeous stone firepit and roast marshmallows.
The inside of the cabin has been completely renovated in modern country décor, creating a comfortable and aesthetically pleasing space. There are two bedrooms, one with a queen-size bed and a second with two single beds. In the living room, guests can stream their favorite shows on the Smart TV. The full kitchen comes well stocked with a complimentary s’mores kit and breakfast items like cereal and oatmeal.
Modern Guesthouse Near Guildford
This Connecticut Airbnb Plus is ideal for those who want to experience nature from the comforts of a modern home.
Relax on the private balcony of this one-bedroom detached guesthouse overlooking a peaceful pond. Thanks to floor-to-ceiling windows, guests will have plenty of natural light and calming woodland views from the living room. The home has an open-concept design with a small kitchenette that includes a microwave, kettle, sink, and French press.
In the bedroom, there is a king-size memory foam mattress and a large built-in closet for storage. One of the best features of the home is the bathroom. It has heated floors, heated towel racks, and a sleek walk-in shower.
This Airbnb in Connecticut is only a short walk to Shell Beach and hiking trailheads. Guildford is less than a five-minute drive away and has plenty of restaurants, attractions, and shops to explore.
Tiny Octagon Forest Retreat
Sometimes the best accommodation is the most unique, and this tiny house near Norwich is definitely that.
This wooden octagon home is on 100 acres of private forest and is ideal for one or two guests looking for a serene glamping experience. As the rental has no running water, water bottles are provided. There is also a private outhouse and a shared outdoor shower.
Inside, there is an electric fireplace, a Keurig coffee maker, and a double bed. The interior has also been decorated with a beautiful floral, feather, and pine cone garland in the eaves of the ceiling to create an immersive nature feeling. Camping essentials, such as LED lanterns, a propane grill, and kitchen essentials, have also been provided.
Outside, guests can relax to the sounds of the babbling brook beside the firepit or explore the nearby treehouse. There are also 2.5 miles of hiking trails and a waterfall on the property.
Geodesic Dome Farm Retreat
This unique geodome rental is located near the antique capital of New England, Woodbury. This Connecticut Airbnb is ideal for couples looking to unplug from the hustle and bustle of the city.
The dome is situated on the edge of a forest on superhost Robert’s 65-acre organic farm. Guests are welcome to tour the farm or even help out with chores if they wish to learn more. Robert provides complimentary fresh produce during the growing seasons.
The dome features a gorgeous locally-made cedar double bed where guests can relax after a long day of hiking nearby trails. There is no electricity inside, so battery-powered LED lights are provided. A propane barbecue can be found outside for cooking. In the basement of the main house, there is a private full bathroom and a billiard table for visitors to use.
Rustic Cottage Near Collis P. Huntington State Park
If you are looking for a vacation cabin for rent in Connecticut that is dog-friendly, superhosts Jamie and Rose have the place for you.
This cozy cottage overlooks a beautiful pond with a tire rope swing in the front yard. After a day of canoeing in the park or taking a winery tour, guests can return and cuddle up by the woodstove oven in the living room and stream a movie on the Smart TV. The full kitchen has brand-new appliances and everything needed to prepare a meal. In the backyard, there is a barbecue and patio dining area where guests can enjoy a meal beside the peaceful pond.
The bathroom has been newly renovated with a spacious walk-in shower. In the bedroom, there is a queen-size bed and a single bed. Jamie and Rose will also provide a dog bed and towels for your furry friends.
Barn Loft for Larger Groups
This short-term rental in Connecticut is ideal for those traveling in a group of 15 or fewer.
This renovated home gives its visitors a taste of real country living on its 40-acre farm near Willington. On the property, guests will have access to a fully screened gazebo surrounded by gardens. There is also a large bonfire pit with Adirondack chairs, and superhost Joe provides the wood.
In the barn loft, there are two rocking chairs, a Smart TV, a futon couch, a single bed, a double bed, and a set of bunk beds. Foldout cots are also available if needed. Guests can also indulge in their competitive side by playing Super Mario Brothers on the Super Nintendo.
There is a small kitchenette that includes a watercooler, a toaster, a fridge, and a Keurig coffee maker with a selection of complimentary pods. A walk-in shower and complimentary toiletries are provided in the full bathroom.
Lakeside Cabin in Voluntown
This cabin rental in Connecticut is a great winter or summer getaway for the whole family, including your furry friends.
This Airbnb can sleep four guests in the winter and seven guests in the summer using the detached bunkhouse. The bunkhouse has three additional twin beds. The inside of this rustic log cabin has two bedrooms. One room has a queen-size bed, and the other has two singles. In the full kitchen, guests will find all they need for their stay, including a coffee maker and microwave. The bathroom is very minimal and has a quaint walk-in shower.
The best feature of this Airbnb in Connecticut is its private shore area on Beach Pond Lake. Guests will have to share the area with other renters on the property, but there is plenty of space for everyone on the dock and sandy beach. Also on the premises is a sauna.
Modern Forest Cabin in Cornwall
This two-bedroom vacation rental in Connecticut is ideal for those looking to escape to the countryside for some peace and quiet.
The cabin, built in the 1930s, has been completely renovated into a modern retreat in nature. Large picture windows and high-vaulted ceilings with exposed wood beams help to brighten the space and make it seem bigger than it is.
In the kitchen, there is a stocked pantry with all the cooking essentials as well as brand new stainless-steel appliances. The downstairs bedroom is quite spacious and features a stone fireplace and a queen-size bed. In the bathroom, there is a skylight above the bath and shower, creating a bright and airy space. The upstairs loft-style bedroom has a queen-size bed.
Outside, guests can relax in a hammock while listening to the soothing sounds of Gunn Brook running beside the cabin. There is also a small deck looking over the brook’s swimming hole – a great place to cool off in the summer heat.
Trumford Guesthouse
If lakes and swimming holes aren’t your idea of a holiday, then why not rent this cozy guesthouse that comes with a luxurious private pool?
This Airbnb in Connecticut has such a fantastic pool area that you will hardly want to spend any time inside. Here you can spend your days lounging at the pool under vintage 1940s patio furniture or sunbathing on the day beds. Cherry trees grow over the fence of the pool, offering a refreshing midday snack.
A red fireplace acts as the focal point inside the open-concept guesthouse. The interior has been decorated with vintage and fine art to create a colorful, energetic space. There is a queen-size bed fitted with 464 thread count sheets and a luxury down duvet. Adjacent to the bed, there is a small kitchenette with a Keurig coffee maker, a microwave, and a sink. The bathroom boasts a luxury vanity with custom honed marble fittings and a huge walk-in rain shower with a bench.
Historic Mill Apartment in Westport
This bright and spacious two-bedroom apartment is an excellent rental for anyone looking to experience a coastal New England town.
The interior of this Airbnb in Connecticut has been exceptionally decorated with radiant pops of color and modern furnishings, creating a relaxing and stylish space. The living room features a full-size sofa bed, a Smart TV, an Alexa, and an iPad tablet. Guests will find all their cooking needs met in the full kitchen and can enjoy their meals at the six-person dining table overlooking the river. In the bathroom, there is a gorgeous walk-in rain shower and complimentary toiletries.
Each room in the house pays homage to the owner’s favorite artists. The Pearl room is decorated with Van Gogh and Vermeer prints and features a double bed and a Smart TV. In the Frida Kahlo bedroom, there is a comfortable queen-size bed, a Smart TV, and a vintage couch.
Seaside Studio in Milford
Enjoy panoramic views of Long Island Sound at this spacious oceanside Connecticut Airbnb.
This studio is perfect for couples or solo travelers looking for a relaxing weekend getaway. Guests can enjoy evening cocktails on the bistro set overlooking the ocean on the 1,200-square-foot private patio. There is also access to the shoreline for sunrise strolls along the water, a barbecue, and sun loungers outside.
The inside of this Connecticut Airbnb has been fashionably decorated with contemporary furnishings and features many luxury upgrades. The bathroom has been fitted with a marble glass-enclosed shower with a massage showerhead and three body jets. Guests can cozy up in the queen-size bed with a glass of wine beside the remote-controlled gas fireplace and stream their favorite shows on the 50-inch Smart TV. Superhost David has stocked the full kitchen with everything that could be needed, including a blender.
Stunning Converted Barn With a Yoga Studio
If you and your family are looking to immerse yourself in nature, you should consider renting this beautifully converted barn in Redding.
This two-bedroom Airbnb in Connecticut can sleep six guests. In the master bedroom, there is a king-size bed and an en suite bathroom with a stall shower. In the second bedroom, there is a queen-size bed and a small dedicated work area with a desk and chair. The upstairs living room has a pullout trundle bed that can sleep two.
In the full kitchen, guests will find all they need to prepare a meal, including utensils for the outdoor barbecue. There is a half bathroom downstairs and a second full bathroom with a walk-in shower.
The number of luxurious amenities of this rental is in part what makes it one of the best Airbnb rentals in Connecticut. There is a full yoga studio, a sauna, and a great room with a 100-inch projector screen that has access to streaming channels.
The Candlewood Cabin
If you are looking for a cottage for rent in Connecticut that offers the best of lakeside activities, then this rental is for you.
This beautiful cabin is nestled in the woods on the shores of Lake Candlewood. Private water access is available from the dock, where there are two standup paddle boards, two inflatable two-person kayaks, and two wooden boats for guests to use.
The inside of this home has been completely remodeled with modern upgrades to create a more comfortable space. In the living room, there is an assortment of games and puzzles, a stone fireplace, a Smart TV, and an upright piano. The full kitchen has been well stocked to make cooking effortless.
Guests can wake up to beautiful views of the lake through the large picture windows from the queen-size bed in the master bedroom. The second bedroom also has picture windows facing the lake, as well as a double bed, a built-in closet, and a half en suite bathroom.
Coastal Cottage With A Private Beach
Are you looking for a modern and spacious beach house for rent in Connecticut? Then your search is over. This one-bedroom cottage in East Lyme has it all.
It is steps from a private beach only accessible for those staying in the community. After a day in the sun, guests can rinse off in the outdoor shower in the backyard, then gather around the firepit to warm up.
This A-frame, open-concept home has a loft-style bedroom with a queen-size bed fitted with 680 thread count cotton sheets. Downstairs, guests can access their favorite streaming services on the Smart TV or enjoy a meal at the dining table under the large skylight window.
The full kitchen has all the essentials, including a Keurig coffee maker, a drip coffee maker, and stainless-steel appliances. In the bathroom, there is a washer and dryer and a walk-in shower. This rental can sleep four guests using the pullout couch in the living room.
Beautiful Cottage Near Yale University
This stunning Connecticut Airbnb is perfect for anyone visiting New Haven on business or touring Yale University.
The house is decorated in a clean, modern farmhouse style using salvaged, recycled, and repurposed material to create a bright and relaxing space. Beautiful exposed wood beams highlight the high ceilings in the main living area. In the full kitchen, there is a breakfast bar where guests can enjoy their morning coffee. The living room has a comfortable couch and flatscreen TV with standard cable.
In the master bedroom, there is a king-size bed and a desk and chair. The loft bedroom is accessible by a ladder and has a queen-size bed. Possibly the best feature of the home is the stunning walk-in shower in the bathroom.
This cottage is nestled in New Haven’s historic City Point neighborhood, just a short drive from Yale University. Free on-site parking is also included.
Lakehouse Oasis With a Hot Tub
If you are looking to rent a cabin in Connecticut, then consider this lakeside retreat in New Milford with a private hot tub.
There are plenty of activities to keep the kids busy here, including swimming, kayaking, ice-skating, and hiking. A marina nearby also rents boats. After a day on the water, guests can grill some dinner on the barbecue or gather around the firepit and roast hot dogs.
The inside of this three-bedroom home has a classic, rustic cottage feel. The master bedroom has a king-size bed, the second bedroom has a queen-size bed, and the last bedroom has two double beds, making this rental suitable for six guests.
There are two full bathrooms in the home, one with a claw-foot bathtub. In the office, there is a billiards table that is sure to keep the kids busy while you cook in the full kitchen.
Classic New England Cottage in Salisbury
This Airbnb Plus is the perfect family getaway rental for those looking to enjoy the countryside.
This three-bedroom home has been beautifully decorated in a traditional country style and can sleep up to five guests. After a day hiking the nearby trails, guests can sink into the comfy leather couch in the living room and stream their favorite shows on the Smart TV or choose a book from the study’s extensive collection. In the full kitchen, there is everything needed to prepare a meal, including grilling utensils for the patio’s barbecue.
The master bedroom features a plush queen-size bed and a private terrace. The second bedroom has a set of bunk beds with pillow-top mattresses and a Smart TV. In the third bedroom, there is a double bed with a pillow-top mattress and a small closet for storage.
Romantic Barn Retreat
Wake up and take a dip in the pool or take a stroll through the fall foliage at this stunning Airbnb in Connecticut.
This renovated barn situated on a four-acre farm in Bethel is the ideal romantic weekend getaway. After a day of adventuring, guests can recline and relax on the sectional couch in front of the wood-burning fireplace in the living room. If a nap doesn’t do the trick, make a cup of coffee in the full kitchen and head out to the garden to listen to the soothing sounds of the surrounding nature.
The loft-style master bedroom features a king-size Temper-Pedic bed, an elliptical, and an en suite bathroom with a large soaking tub. A second bedroom features a double trundle bed, meaning this rental can comfortably sleep four. Guests will also have access to a washer and dryer located downstairs.
There you have it, the best Connecticut Airbnbs for every type of vacation. It’s hard not to picture yourself in any one of these fantastic accommodations. Choosing from among seaside studios, imaginative tiny homes, and picturesque cottages makes for a hard decision. But we will leave that decision up to you.
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