10 Best Luxury Airbnbs In Connecticut, USA - Updated 2024

Lutfannisa
Lutfannisa  
Contributing Writer
Updated
| 5 min read

Experience the perfect blend of urban sophistication and traditional allure in Connecticut, the southernmost state in New England. In New Haven, immerse yourself in a vibrant arts scene with renowned theaters, such as Shubert Theater and Long Wharf Theater, as well as Yale University Art Gallery. If you’re seeking a coastal retreat, Branford offers 20.0 miles (32.1 kilometers) of pristine beaches, ideal for relaxation. Don’t miss the opportunity to explore Thimble Islands on an unforgettable boating adventure. To glimpse late 18th-century New England, stroll along Litchfield’s historic Litchfield Town Green and enjoy its delightful shops and restaurants. After a day of exploration, pamper yourself with a luxurious and comfortable stay. Connecticut offers a variety of exquisite Airbnb accommodations that cater to your desire for upscale lodging. Read on to discover the best luxury Airbnbs in Connecticut, USA.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on June 02, 2024.

1. Beachfront haven with hot tub and open kitchen, Branford (from USD 1075)

Enjoy a relaxing retreat at this getaway featuring a private beach, where you can unwind on comfortable sun loungers. You can also indulge in the hot tub after having fun in the water. In the summer, you’ll have complimentary access to the nearby Owenego Beach & Tennis Club throughout your stay.

Step inside the air-conditioned interiors and escape the heat. The open kitchen is equipped with modern appliances, providing an inviting atmosphere for cooking. Furthermore, you can enjoy the relaxing spa shower and savor the panoramic views from the wrap-around decks. Fitness enthusiasts can revitalize themselves with the available free weights and a yoga mat.

Stayed at this property?
Branford, Connecticut, United States
22.73 km (14.2 mi) from Chatfield Hollow State Park
56 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 9 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
nice comfortable house with water views abound
the open space living area large bed rooms and awesome views and amenities were incredible
the views were unmatched from every room i have only great things to say about this home
Cleanliness:
the house was very clean and comfortable
very clean house and comfortable beds
it’s also impeccably clean
the house is impeccably clean and welcoming with all conveniences
the property is well maintained and extremely clean
Host:
outstanding place the host is very nice and accommodating
we enjoyed our stay the house was awesome and the host was even better
carol was a great host and quick about communication and responses
the hot tub was a bonus thanks carol for being responsive to our questions
overall we had a great time and carol was extremely responsive to our questions
Location:
the location is very peaceful
carol’s place was the perfect spot for a friends getaway
Read more reviews

2. The Killingworth Estate, Killingworth (from USD 1226)

Engage in various activities at this sports lover’s haven, including tennis, volleyball, and bocce courts. The pool boasts a soothing waterfall, perfect for a relaxing swim. You can even stay active with a private gym and indulge in a refreshing outdoor shower.

While here, cooking al fresco is a breeze, with the outdoor kitchen featuring a pizza oven. Additionally, multiple patios provide an ideal setting for relaxation and social gatherings. In the evenings, you can gather by the fire pit and make precious memories with your loved ones. Inside, a gas fireplace creates a warm ambiance, while the game room adds a touch of fun.

Stayed at this property?
Killingworth, Connecticut, United States
1.75 km (1.1 mi) from Chatfield Hollow State Park
8 reviews   Superhost Wifi Available
Entire villa 4 Beds 11 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 11

Top guest reviews
Amenities & Room:
the outdoor area is done right; bar/bbq pool with a waterfall upper/lower deck terrace it's absolutely beautiful
Host:
check in with victoria one of the hosts was seamless and easy
Read more reviews

3. Captivating estate with orchard and organic garden, East Haddam (from USD 500)

Immerse yourself in nature at this property, featuring an organic vegetable garden and apple orchard. Host a barbecue in the private backyard and savor your favorite wine from the bar.

Furthermore, you can groove to the sound system and fill the space with your favorite tunes, creating a vibrant atmosphere. After a long day, relax in the refreshing bathtub with a continuous hot water supply. Families will also appreciate the availability of a travel crib and a high chair. Convenient laundry facilities are provided, including a washer and dryer.

Stayed at this property?
East Haddam, Connecticut, United States
19.28 km (12.0 mi) from Chatfield Hollow State Park
22 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the house is very well equipped has plenty of room for every one and is very comfortable
Cleanliness:
the house is spacious and clean
beautifully furnished meticulously clean and historic with all the modern amenities
Host:
the hosts were gracious and kind
if we had questions travis' mum lives on site and is very helpful and kind
hosts are extremely nice and helpful
peggy and travis are very accommodating and responsive
travis was always responsive and helpful
Location:
beautiful house set in a beautiful location
Read more reviews

4. Idyllic hideaway with heated pool and sound systems, Sharon (from USD 601)

This villa is ideal for outdoor enthusiasts, offering a heated saltwater pool and a wrap-around deck. Families can enjoy a safe and pleasant experience with the fully fenced yard, which also includes a swing set for the little ones.

Additionally, guests can take advantage of the villa’s sound systems, both indoors and outdoors, for their entertainment. For moments of quiet contemplation, there is a den/sunroom available. Furthermore, the private outdoor kitchen provides a delightful setting for al fresco meals, while the smart lock ensures a smooth and secure stay at the villa.

Stayed at this property?
Sharon, Connecticut, United States
88.52 km (55.1 mi) from Chatfield Hollow State Park
8 reviews   Wifi Available
Entire villa 6 Beds 9 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
nice cozy decor and furnishings
Cleanliness:
very nice and big house clean and comfortable
Host:
daniel was very responsive and made our stay easy and enjoyable
friendly pool the kids had a blast
Location:
great house secluded and quiet
Read more reviews

5. Elegant retreat with private pond and barbecue grill, Litchfield (from USD 599)

Experience kayaking and swimming at this house with a private pond. Inside, you’ll be greeted by sophisticated hardwood floors and exposed beams, adding to the overall chic charm. Moreover, entertainment options here include a TV and a sound system, while a dedicated workspace and WiFi ensure productivity during your stay.

Additionally, year-round comfort is guaranteed with air conditioning and heating. Step outside to the furnished back patio, where you can host gatherings and relish delicious meals using the provided barbecue grill. Enhance your stay with the convenience of a coffee and bread maker to prepare delicious feasts for your loved ones.

Stayed at this property?
Litchfield, Connecticut, United States
74.15 km (46.1 mi) from Chatfield Hollow State Park
71 reviews   Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi was excellent for working
beds were super comfy
directions for connecting our cells for wifi calling was super helpful and worked great the entire weekend
the living space offers several comfortable spots to relax
Cleanliness:
comfortable beds and very clean
both the house and the property were clean and beautiful
the house is beautifully decorated spotless and very well appointed
the facilities are super nice clean and comfortable
such a nice and relaxing stay the property and silo are so interesting while also extremely clean and comfortable
Host:
the hosts were kind and attentive and made the space welcoming and comfortable
the staff running this property was more than helpful and communicative
he was very attentive and only wanted us to enjoy and relax
we loved the owner's recommendation of community table
this property is an absolute dream the team was responsive and welcoming - everything was perfect
Location:
great location- close to town restaurants
very close to the litchfield town center and easy to go in for food
i was lucky enough to use this location for my wedding
this place is so unique and beautiful
Read more reviews

6. Riverside oasis with piano and bar area, Old Lyme (from USD 853)

Indulge in the tranquil ambiance of this property, boasting stunning river views and easy access to the beach. Cleaning services are also included for a worry-free retreat. Unwind in the comfort of central air conditioning and enjoy the warmth of an indoor fireplace.

For music enthusiasts, a piano awaits, while the bar area is ideal for savoring your favorite drinks. Stay active with exercise equipment, including free weights, a stationary bike, and a yoga mat. Plus, relish a premier movie experience with a 75" HDTV and theater sectional. If you want some mental detox, curl up on the cozy couch and pick a book from the vast collection available.

Stayed at this property?
Old Lyme, Connecticut, United States
22.03 km (13.7 mi) from Chatfield Hollow State Park
36 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
plenty of room to run around and amazing views of the river from the backyard
Cleanliness:
it’s comfortable clean and gorgeous
Host:
hector is an amazing host
hector was a great host
hector and carmen are wonderful hosts and they made us feel welcome from the moment we arrived
hector the owner is a great communicator and very welcoming
hector is a great host
Location:
great location quite a gem
so do our kids close to everything but quiet enough to feel like you are far away
lovely serene scenic location great bird watching perfect vacation home
amazing place to watch birds we’ll definitely be back
Read more reviews

7. Enchanting cottage with kayaking opportunities, Guilford (from USD 400)

Enjoy kayaking at this beachfront cottage on Joshua Cove. After a long day, you can enjoy a refreshing outdoor shower. The property is also equipped with a washer and dryer for your convenience.

In the evening, unwind and share stories by the cozy fire pit. Indoors, you can catch a movie on the TV or make use of the book collection provided in this cottage. Furthermore, you can begin your day with a delicious cup of freshly brewed coffee from the provided coffee maker or go for a walk around the property. The furnished private backyard also offers the perfect setting for relaxation. For the adventurous, a kayak is available to explore the ocean.

Stayed at this property?
Guilford, Connecticut, United States
16.5 km (10.3 mi) from Chatfield Hollow State Park
83 reviews   Superhost Wifi Available
Entire cottage 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
very comfortable home with beautiful outdoor patio and amazing view of the li sound
breakfast/coffee and dinner/ wine on the patio overlooking the water the sunrise the sunset was such a highlight
we would love to return in the warmer months so we can enjoy swims in the water
everything was comfortable and inviting with quality finishes and furniture
perfect facilities and amenities
Cleanliness:
so clean peaceful and just a wonderful weekend
the cottage is clean comfortable cozy and warm
everything was spotless which to use was very important for peace of mind in this covid time
inside the cottage was clean and well-stocked
such a beautiful cottage super clean and perfect for a weekend getaway
Host:
our hosts were great
annalisa was a great host
annalisa was a perfect host
annalisa was a flexible and kind host
very private great hosts
Location:
excellent peaceful location on the water’s edge
wonderful place to escape the city stress
such a great place to get away for peace and quiet
our girls’ trip was relaxing and the town has cute local shops grocery restaurants and outlets nearby
many great shops down town to go to but we mostly just relaxed in the cabin
Read more reviews

8. Dove Haven, New Haven (from USD 360)

Just minutes from downtown, this villa provides easy access to all that New Haven offers. Inside, you can relax by the cozy gas fireplace and indulge in a lavish rainfall steam shower. The gourmet kitchen, equipped with high-end appliances, allows you to unleash your culinary creativity.

Also, the sun porch is flooded with natural light, offering a serene space for relaxation in the mornings with your coffee. Additionally, there is an eight-person hot tub available for your enjoyment. You can also stay active in the home gym and find peace in the tranquil Zenscape garden. Step outside to the private backyard, where you’ll discover a soothing water feature and a charming dining area for intimate family gatherings.

Stayed at this property?
New Haven, Connecticut, United States
31.83 km (19.8 mi) from Chatfield Hollow State Park
80 reviews   Superhost Wifi Available
Entire villa 5 Beds 10 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 10

Top guest reviews
Cleanliness:
gorgeous house that was spotless and just perfect
it's clean huge and has everything needed to enjoy the stay
this was a newly renovated home spotless on the inside and a beautiful outdoor area
it's fully renovated incredibly thoughtful presentation in a clean modern and well-equipped house
Host:
jonah was so responsive and an amazing host
really thoughtful host and set up
owners were very responsive and provided very clear instructions
the host is super responsive and did a little virtual tour when we arrived
they are easy to communicate with responsive and proactive
Location:
the house is also extremely close to the great new haven pizza
when we arrived at jonah’s place we were completely flabbergasted at how beautiful the house is
Read more reviews

9. Amston Manor, Hebron (from USD 1500)

This mansion is nestled amidst beautiful vineyards, providing guests access to nearby wine trails. On-site, guests can enjoy friendly ping pong, pool, or foosball competitions. Music enthusiasts are also welcome to showcase their skills on the baby grand piano.

For relaxation, guests can indulge in the private hot tub and sauna. In addition, a private gym is available to stay active, and those seeking serenity can relax in the hammock. Outdoor enthusiasts will appreciate the horseshoe game area and a basketball court. Furthermore, security cameras are in place to ensure your safety throughout your stay.

Stayed at this property?
Hebron, Connecticut, United States
35.4 km (22.0 mi) from Chatfield Hollow State Park
43 reviews   Wifi Available
ENTIRE HOME 7 Beds 12 Guests 7 Bedrooms 4 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the furnishings and linens are modern and comfortable
the amenities (hot tub pool sauna pool table) added the perfect touch to a small get together
we enjoyed the hot tub the pool table and the arcade-level video game console enormously
the main room is incredibly relaxing and beautiful
our kids really enjoyed the pool while the adults relaxed in the jacuzzi
Cleanliness:
everything was very clean and perfectly decorated
clean bright beautiful and fun
it was beyond clean spacious and comfortable
rooms are well kept and very clean
the house is absolutely beautiful and spotless
Host:
the hosts really love their home and it shows
cathie was a great host and responded quickly to my questions and requests
the host responds quickly and is very helpful
cathie the host was just amazing would absolutely love to return
cathie and kaila were so helpful and responded quickly to any questions we had throughout our stay
Location:
the house is in a great location to walk to the lake and very private
this is a giant beautiful home very close to a lovely lake and a walking trail
the lake was a 5 minute walk and it was so pretty
it was even better the home is magnificent and the location is idyllic
Read more reviews

10. Seaside getaway with bathtub and air conditioning, East Haven (from USD 899)

Wake up to the sound of waves at this oceanfront cottage. You can engage in various outdoor activities, such as fishing, swimming, kayaking, and jet skiing, while here. Moreover, the plush bedding and soothing bathtub will make you feel pampered after an exhaustingly fun day out.

The expansive wrap-around deck is ideal for sunbathing or enjoying picturesque sunsets. And you can admire the meticulously crafted stone sea wall and vibrant colors of the perennial garden while relaxing. Stay comfortable year-round with central air conditioning. The property also features a smart lock system, ensuring security and ease of access. As an added bonus, you can bring your pets along with you too.

Stayed at this property?
East Haven, Connecticut, United States
29.33 km (18.3 mi) from Chatfield Hollow State Park
101 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
very comfortable nice furniture in relaxing color palettes
the outdoor sitting is comfortable and looks pretty with all solar lighting at night
the house had everything we needed for dinner and relaxing in the living room for our larger group
Cleanliness:
the house is clean comfortable and very tastefully decorated
the house was perfectly clean on arrival and the bedding was very comfortable as well
the house was beautiful great location clean and it was great for our dog
the house was clean everything in working order beautifully furnished
the place was beautiful private clean and organized
Host:
host was very responsive
the owner worked was very responsive during the reservation process
home was lovely and very user friendly
maya was a great host
the host was very responsive and helpful for entire stay she answered all our questions promptly
Location:
it was the perfect location for our son’s graduation weekend
beautiful location directly on the water with a sandy beach within walking distance
the house is truly amazing with a location to match
we had a great time - the house is beautiful and couldn’t be a better location
this place was so cute and perfect for a getaway from the city even on a gloomy day
Read more reviews

Experience the ultimate luxury in Connecticut

Connecticut offers a delightful blend of historical landmarks and modern attractions. Immerse yourself in upscale Airbnbs and create cherished memories that will last long after your trip ends. So book now and ensure you have an opulent getaway with your loved ones.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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As a travel writer, Lutfannisa has fostered her passion for writing since her student days, eventually transitioning into a travel blogger. With a track record of winning blog competitions, her...Read more

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