Planning a trip to beautiful Connecticut? I’ve put together the ultimate list of Airbnb Connecticut rentals to get your trip planning started…
The state of Connecticut, nestled right in the heart of the stunning New England region of the United States, is often overlooked by keen travelers – and it shouldn’t be!
While small, Connecticut is mighty.
And just a short journey from both New York City and Boston, it is the ideal place to enjoy a mini-break to. Or a longer one, if you have the time.
The state of Connecticut has a diverse landscape. There are humble cities, coastal communities, woodsy retreats and lakefront locales – all waiting to enchant you. So which will you choose?
Cornwall, Connecticut.
Airbnb Connecticut: The Best Vacation Rentals
Looking for a specific Connecticut Airbnb to match your own budget, size requirements or stay style? Before we dive into my larger list, I’ve shortlisted the five best Connecticut Airbnb rentals below. If you find what you’re looking for here – great! Book via my links. Otherwise keep scrolling and I’m sure you’re find your dream Connecticut Airbnb…
- The Best Overall Connecticut Airbnb – Gem by the Sound
- The Best Luxury Connecticut Airbnb – NYC Secret Escape —Direct Ocean Front Home
- The Best Cheap Connecticut Airbnb – 1-of-A-Kind Renovated 2BR Apt w/Private Yard&Deck
- The Best Unique Connecticut Airbnb – Water Forest Retreat -Octagon
- The Best Family Connecticut Airbnb – Charming Fairfield Cottage By The Sea
I’ve included video guides to Connecticut throughout this list, which you should definitely watch to get ideas for which parts of this pretty state to add to your travel itinerary. I’ve also linked my other New England lists and guides at the end of this list, which cover other parts of this region of the USA you’ll want to see for yourself. I suggest starting with THE 15 BEST NEW ENGLAND GLAMPING LOCATIONS FOR A NORTHEASTERN GETAWAY.
The 15 Best Airbnbs in Connecticut, USA
From beachside abodes right on the sand, to country cottages with acres to roam, mountain retreats to enjoy the fresh air, to woodsy cabins right on the lake, I’ve put together the ultimate Connecticut Airbnb list for you.
These are the 15 best Airbnb Connecticut rentals for an incredible escape…
1) Gem by the Sound
The Overall Best Connecticut Airbnb
Location: Fairfield
Airbnb Plus: No
Superhost: Yes
Price: $200+ USD per night
https://www.airbnb.com/rooms/23149665
If you’re looking to stay in the best Connecticut Airbnb, this divine one-bedroom waterside home in Fairfield is the place to be. The cute and private home sits right on the Long Island Sound, and boats pretty views and country cottage interiors. This is a great place to take a peaceful solo vacation or a romantic couples retreat – especially in summer where the beach is right there at your doorstep for you to enjoy.
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Guest review: “The Gem By The Sea is FANTASTIC!!! We have already booked our next stay. The place was unbelievably clean and very homey. The sunrise from the living room was breathtaking. The beach is directly across the street and an easy walk into town. If you are traveling to Fairfield this is the place to stay!” – Leo
2) NYC Secret Escape —Direct Ocean Front Home
The Best Luxury Connecticut Airbnb
Location: Stamford
Airbnb Plus: No
Superhost: Yes
Price: $800+ USD per night
https://www.airbnb.com/rooms/37534977
Just 50 minutes from New York City, this tranquil oceanfront home in Stamford is the best luxury Connecticut Airbnb. The large home boasts two outdoor entertaining areas with ocean views and a rooftop deck, and has its own private beach area for swimming, boating or sailing. This upmarket Connecticut gem makes for the perfect escape from the Big Apple.
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Guest review: “This was our second time at Linda’s. The place was spotless clean, bright, spacious, with high end everything from appliances to fixtures to linens. The gourmet stove was a pleasure to use to make a family dinner and the huge island was perfect to gather around for meals and games. Plenty of great restaurants near by to choose from that also do take out..There is a ping pong table in the basement that is a lot of fun too. And of course the view is stunning! We thoroughly enjoyed out stay.” – Cathleen
3) 1-of-A-Kind Renovated 2BR Apt w/Private Yard&Deck
The Best Cheap Connecticut Airbnb
Location: Hartford
Airbnb Plus: No
Superhost: Yes
Price: $80+ USD per night
https://www.airbnb.com/rooms/43443694
Travelling on a shoestring and looking to stay in the best cheap Airbnb in Connecticut? This two bedroom apartment in the capital Hartford offers serious value for money! The renovated space is spacious, neat and stylish, and features a private backyard and deck. You’ll be staying in a quiet residential neighborhood, and Hartford is a truly enjoyable city to explore on foot.
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Guest review: “I really enjoyed staying at Monica’s place. It is beautiful, spacious and perfect for a long term stay. I stayed for one month and had everything I needed in the apartment. Checking in and accessing the apartment was easy and Monica was available to address any concerns or questions. She went above and beyond to make sure I had everything I needed and everything was working. If I’m back in CT I would absolutely stay here again.” – Symone
4) Water Forest Retreat -Octagon
The Best Unique Connecticut Airbnb
Location: Norwich
Airbnb Plus: No
Superhost: Yes
Price: $100+ USD per night
https://www.airbnb.com/rooms/27136191
“The Octagon” isn’t a UFC ring – it’s the best unique Connecticut Airbnb! This outstanding forest retreat is just what it sounds like – an octagon-shaped tiny house that’s perfect for a solo traveler or a couple. The cute abode spans 144 square feet, is powered and sits on 100 acres of pristine forest in Norwich. If you love hiking, bird watching and getting back to nature – this dream is for you!
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Guest review: “Go ahead and book, you won’t regret it! Our stay in the octagon was fabulous, the 360° view of the surroundings is magical, especially with the extremely active bird feeder right outside the window. Make sure you sign up for the guided nature tour, Nancy’s knowledge of the land, the trees, and the wildlife is impressive and well worth it. We will definitely be back!” – Elizabeth
5) Charming Fairfield Cottage By The Sea
The Best Family Connecticut Airbnb
Location: Fairfield
Airbnb Plus: No
Superhost: Yes
Price: $200+ USD per night
https://www.airbnb.com/rooms/20224485
Taking your family for a peaceful vacation to Connecticut? This seaside three-bedroom home is cute as a button and will thrill the entire family. The newly renovated home features spacious indoor and outdoor areas and is just steps from a private beach the adults and kids will love. From here to New York City, its just 48 miles.
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Guest review: “Right off the bat I was so impressed with the cleanliness of this seaside cottage! As the week went on I came to appreciate the check ins from the hosts, and the ease of the entire experience, from check in, to the amenities ( laundry, smart tv, linens, beach towels, bikes), to the simple checkout! Was so nice to be back on the beach in Fairfield, despite priorities changing since my college years ! We will be back for sure!” – Sheila
6) 969 Dream Loft
Location: New Haven
Airbnb Plus: No
Superhost: Yes
Price: $125+ USD per night
https://www.airbnb.com/rooms/38778497
This stunning one-bedroom loft in New Haven is a down to earth and stylish space, that sleeps up to two guests. The light-filled loft has many outstanding features, including a bidet and king size massaging bed, and is located right on the edge of a leafy city park. There are a range of cafes, restaurants and shops all nearby too.
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Guest review: “Absolutely BEAUTIFUL space! The loft was very spacious and sparkling clean. The skylights were stunning and I especially loved the one in the bathroom. Great location, too! About an 8 minute ride to the Yale area which had lots of places to shop and eat. Would highly recommend this space if you’re traveling to New Haven.” – Jen
7) The Little Lake Cabin – near lake with hot tub
Location: New Fairfield
Airbnb Plus: No
Superhost: Yes
Price: $150+ USD per night
https://www.airbnb.com/rooms/28826941
This cute lakefront cabin in New Fairfield promises a magical escape for up to four in the woods of Connecticut. The two bedroom cabin has been recently renovated, and boasts a patio, hot tub and fire pit. You’ll be located in a small lakefront community on Candlewood Lake, with a state park behind you. This dreamy cabin is an escape you’ll never forget.
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Guest review: “I cannot recommend this cabin enough! It is styled soo cute and so clean inside. The perfect tiny cabin just 4 miles away from the beautiful Squandz pond and Candlewood Lake boat launch. It is peak fall foliage so the views from the house are even better! The hot tub was so nice and clean. The fire pit was perfect for a cold fall evening as well. I did not want to leave! Would definitely book again!” – Taia
8) Get Back to Nature at a Modern Wood Clad Getaway
Location: Guilford
Airbnb Plus: Yes
Superhost: Yes
Price: $200+ USD per night
https://www.airbnb.com/rooms/1363928
One of limited Airbnb Plus Connecticut offerings, this modern one-bedroom guesthouse in Guilford has a perfect five-star rating from hundreds of guests who didn’t want to leave! The clean and stylish space is air-conditioned and fully-equipped to ensure your stay is hassle-free. This quiet pocket of Connecticut is just half a mile from the coastline and its beaches, and is located on three private acres.
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Guest review: “My wife and I loved this place! We were looking for a getaway from the city and this place was perfect! The home was cozy, inviting and tastefully decorated. There were trails for hiking within walking distance and the area was great for morning runs. Christine and Greg were great hosts always available to answer any questions we had. We HIGHLY recommend staying here.” – Victor
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9) Vintage Bolton Lake!
Location: Vernon
Airbnb Plus: No
Superhost: Yes
Price: $125+ USD per night
https://www.airbnb.com/rooms/36863583
One look at this cute as a button one bedroom lakefront cottage in Vernon and you’ll have no doubt why it has a perfect five-star score from so many guests who cannot wait to return! The cozy space has many vintage features, which will make you nostalgic for your own childhood vacations on the lake. With the lake in front of you and the woods behind you, this fantastic pad is the perfect place to get away from it all. And with a location right between NYC and Boston, it makes for a great escape from the big city!
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Guest review: “Our stay at Bolton Lake cottage was amazing and very relaxing. The cottage has a vintage feel and you can see the lake from almost every window. The porch area is great to have your morning coffee and a glass of wine in the evening. Other than the deck and BBQ grill, which were the best part, there is a garden as well from where you can see the beautiful little cottage with lake in the background. Middle Bolton Lake is a gem and we really enjoyed the fall colors around the lake. We were able to kayak as well, which was cherry on top of the cake. Will definitely visit again. We found Jason to be a great host who promptly responded to our questions and made sure the check-in was smooth.” – Aakanksha
10) New and modern Lakefront Sanctuary.
Location: Sherman
Airbnb Plus: No
Superhost: Yes
Price: $800+ USD per night
https://www.airbnb.com/rooms/23217023
This luxurious four bedroom lakefront home in Sherman is brand new and ready to impress! With a perfect five-star score thus far, the sprawling home features brand new everything – furniture, appliances, beds, a pool table and a hot tub – just to name a few perks! This picturesque part of Connecticut is the place to get outside and experience all the state has to offer. From hiking to horse riding to wine tasting – it will become your favourite getaway in this part of the world!
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Guest review: “Wonderful place. Every room views the beautiful lake. The house is modern with every amenity you would want. The neighborhood is a private community, where we wave to neighbors and felt safe and welcomed. We saw bald eagles and foxes and enjoyed the nature around us. It is a lake house with views that change hourly and has a creek that is across the road the front of the house with an expansive wooded area. Easy to reach New Milford that has your Starbucks, grocery stores, etc., but right down the road is the Village of Sherman with a sweet restaurant and bakery, also a coffee shop, etc. My teenage son enjoyed the pool table which is at the house. WIFI terrific! Highly recommend.” – Julie
11) Windy Top Cottage ~ A Romantic “European” Getaway
Location: Granby
Airbnb Plus: No
Superhost: Yes
Price: $100+ USD per night
https://www.airbnb.com/rooms/20456246
Immaculately presented and oh so charming, this two-bedroom guesthouse cottage is a step back in time in all the right ways! The stone cottage is a historic dream, and boasts fresh interiors across both levels. Enjoy the stone fireplace in winter and the covered patio overlooking flowering gardens in the warmer months. Granby is one of Connecticut’s most upmarket areas, located in the suburbs of the capital Hartford.
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Guest review: “This place was cozy, romantic, magical, it takes you back in time. The perfect place to stay the night after your wedding, or anniversary, or even just on your own. 10/10 would recommend!!!” – Brittany
12) The Red Anchor – Private Beachfront!
Location: East Haven
Airbnb Plus: No
Superhost: Yes
Price: $200+ USD per night
https://www.airbnb.com/rooms/24153437
With a private beachfront all to yourself, you’ll never want to leave this beautiful two bedroom home in East Haven, Connecticut. The two story home is cute and light-filled, and as the hosts made clear in their listing, it is located ON the sand – not just across the street from the beach! With space for a small family to enjoy a quiet beach getaway, “The Red Anchor” has earned every one of its five-star reviews – and that’s every review so far!
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Guest review: “How much did we enjoy staying at Chris and Tammy’s home? We basically were crying when we left. This place is really special. We’ve never seen a view like this. Being right on the beach is incredibly peaceful. We spent all our time on their comfortable chairs, looking at the sound. Tammy and Chris were lovely, thorough, and responsive. We are already looking at dates to book again.” – Zach
13) Quiet, lakefront cabin
Location: Sherman
Airbnb Plus: No
Superhost: Yes
Price: $250+ USD per night
https://www.airbnb.com/rooms/34461302
Located right on serene Candlewood Lake in Sherman, this fantastic two-bedroom cabin is rustic and magical. The updated home features spacious interiors, heating and cooling, and includes private lake access as well. This stylish abode is the perfect place for a family retreat, where your days will be filled with swimming, boating and hiking, and there’s a supermarket right nearby for essentials.
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Guest review: “We cannot recommend Nat’s place enough!! The photos do not do this awesome lake house justice. We cannot wait to return to this amazing property. Nat was a fantastic host and flexible with check in/ check out times! We were even able to book an extra night half way through our stay as we didn’t want to leave!” – Leon
14) Historic, secluded stone cabin
Location: Bloomfield
Airbnb Plus: No
Superhost: Yes
Price: $350+ USD per night
https://www.airbnb.com/rooms/7631195
This historic stone cottage in Bloomfield is truly special. The mountainside studio is perfect for a romantic weekend away, and has a kitchen, bathroom and two stone patios. The property also features an incredible pool, outdoor fireplace and basketball court, which guests enjoy full access to. You’ll feel like you’re a million miles away from the city, but in fact, the capital Hartford is just 15-minute drive away.
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Guest review: “Cynthia’s 100 year old stone cottage was like a fairy tale. Worth the money for the peace and tranquility and the historic stay. She was incredibly accommodating and over the top kind. Please help this wonderful lady out when you leave and don’t trash her wonderful establishment. Awesome job, Cynthia. Thank you for being so accommodating!” – Kelly
15) Modern Luxurious CT Country Home
Location: Old Lyme
Airbnb Plus: No
Superhost: Yes
Price: $350+ USD per night
https://www.airbnb.com/rooms/984367
This impeccable three-bedroom home in Old Lyme is modern, sparkling and ready to impress! The well-presented home is just two hours from both NYC and Boston, and spans 2580 square feet – more than enough for a big family! Outside there’s a patio, grill and almost four acres of forest to explore. This luxury Connecticut Airbnb comes highly-rated by hundreds of guests, and I’m sure you’ll be next!
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Guest review: “Absolutely beautiful home!!!!!! It is well designed, comfortable, secluded, filled with light and views of nature from every room… There are so many amenities, particularly in the very well stocked kitchen… My husband and I truly enjoyed our romantic days there…Thank you for sharing your amazing house with us…” – Miryam
Best Connecticut Airbnb Experiences
Fancy sailing on a serene Connecticut harbor or getting artsy with local creatives? These Connecticut Airbnb Experiences are perfect for those who love the indoors – and the outdoors!
LI Sound Sail and Dine priced pr couple
“Motor through Historic Milford Harbor and set sail in the Sound, whichever way the wind and tide take us. Snacks and beverages appropriate to the conditions. 2 hours of sailing. Enjoy a view of New Haven or Bridgeport from the water and sail back to scenic Charles Island (Capt. Kidd was captured there and probably buried treasure) to anchor for dinner. Enjoy the sunset and tuck into a three-course dinner in the salon prepared and served by the hosts and return to the dock.”
https://www.airbnb.com/experiences/355055
Price: From $300 USD per person (4 hours)
Review: “My wife found this as a surprise for our anniversary, needless to say, not only was it an incredible surprise but a wonderful experience. Chris and his wife were exceptional hosts, on board personal chefs, offering an exceptional sailing experience. Christopher was extremely detail to each guest with a wonderful exquisite 3 full course meal appetizer and tea and the end . The experience itself it worth every penny an the delicious was a huge extra.i will do again. I would not think twice it’s an amazing experience.” – Minina
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Abstract Palette Knife Painting Class
“Everyone will get a smock and a stool and I’ll introduce you to some of my work, then get you started on your own piece. Using acrylic paints, paint medium (thickener) and palette knives, you will choose your own colors and subject as I guide you through my method of abstract palette knife painting. Whether you create a landscape, a sunset or a color field, the process is soothing, meditative and an overall fun experience.”
https://www.airbnb.com/experiences/549825
Price: From $50 USD per person (90 minutes)
Review: “Jennifer made my family and I feel comfortable in knowing that we could create an abstract piece of art. Her encouragement and guidance helped me to open my technical engineering mind to a different way of thinking! It gave me the confidence to start pursuing art both the abstract form and other art forms as a hobby. This was an eye-opening experience that has brought about changes in my thinking and confidence that are life-changing!” – Dave
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Did I miss any top Connecticut Airbnbs?
Connecticut has a lot of top Airbnb’s on offer, so I couldn’t include every single standout on this list. However, if there’s a Connecticut Airbnb that you’ve stayed at that you definitely think deserved to make the cut, send me its details. I’ll check out the Connecticut Airbnb to see if it has the goods to be added to the list.
Yale University Law School, Connecticut.
Heading to New England?
New England is a beautiful part of the world – especially if you appreciate the great outdoors. From Vermont to Massachusetts to Maine, make sure to check out the rest of my New England content! I’ve also included some of my other top articles that you might like to check out!
- The 15 Best Airbnbs in New Hampshire
- The 15 Best Airbnb Cape Cod Vacation Rentals
- The 15 Best New England Glamping Destinations
- The 15 Best Airbnbs in Connecticut
- The 15 Best Airbnbs in Maine
- The 10 Coolest Airbnbs in Boston
- The 15 Best Glamping Maine Destinations
- The 15 Best Glamping New York Destinations
- The 15 Best Salem, MA Airbnb Vacation Rentals
- 77 Fun & Inspirational BEACH Quotes & Captions
- The 15 Best Airbnbs in Pittsburgh For a Steel City Getaway
- The 17 Best Airbnbs in Ocean City, Maryland
- The 20 Best Airbnbs in Los Angeles for a West Coast Vacation
- The 15 Coolest & Best Airbnbs in Minneapolis
- The 15 Coolest & Best Airbnbs in St. Louis, Missouri For BBQ & Blues
- The 17 Best Airbnbs in Cincinnati For Queen City Getaway
- The 19 Best Airbnbs in Charlotte, North Carolina
- The 18 Best Airbnbs in Charleston, South Carolina
- The 15 Best Airbnbs in Myrtle Beach For a Dreamy Beachfront Getaway
Final thoughts on Airbnb Connecticut?
The Connecticut Airbnb range truly impressed me, and it’s clear that these hosts put so much into ensuring their guests call in love with not only the space, but the state itself. Whether you’re heading to Connecticut for the beach, the mountains or the countryside, I’m sure you’ll find your new favorite pocket of the world. Have a fantastic vacation!
New Haven, Connecticut.
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