Top 10 Airbnb Vacation Rentals In Connecticut, USA - Updated 2024

Sharon A.
Contributing Writer
Updated
| 5 min read

Connecticut, also known as the Nutmeg State, may be a small state, but its impact on the country’s politics, art, culture, and history can’t go unnoticed. Its mesmerizing beauty, starting from the East Coast Urban Centers to the breathtaking Bear Mountains, is a popular travel destination for all kinds of travelers seeking solitude. The traditional seaports, historic architecture, expansive farms, museums, casinos, and historic houses have more than enough to offer round-the-clock entertainment for any duration of travel. To get the most out of your trip, however, you need a solid itinerary, and this should include decent, comfortable and convenient accommodation. Check out our recommendations for the top Airbnb in Connecticut, USA, that are bound to make your nights comfortable so that you are full of energy the following day for more exploration of the region.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 17, 2024.

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1. Waterfront studio with a private patio, Milford (from USD 175)

This is a beautifully designed studio apartment with a large private patio that boasts the breathtaking views of the Long Island Sounds. It comes with a spacious interior, featuring a queen bed, spacious seating area, a dining section with a dining table and chairs, a fully equipped kitchen, a private bath, a flat-screen TV, and a fireplace. The patio has sunbeds and chairs where you can lounge on while you watch the sunset and soak in the beautiful views above the waters. If you would love to explore around, Downtown Milford is only ten minutes away from the property.

Stayed at this property?
Milford, Connecticut, United States
54.27 km (33.8 mi) from Gillette Castle State Park
531 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

2. Beautiful hideaway with wooded views, Guilford (from USD 265)

It is a beautiful winter getaway located right in the middle of the woods. It is private, secluded and comes with all the amenities you will need for comfort and convenience during your stay, including a towel warmer, heated floors in the bathroom, a fully equipped kitchen, and a spacious living room with large glass doors opening up to the beautiful patio. If you are looking for peace and tranquility, both during the day and at night, and in a place where the beach is just a few miles away, then this will make a great option for your accommodation in Connecticut.

Stayed at this property?
Guilford, Connecticut, United States
29.52 km (18.4 mi) from Gillette Castle State Park
465 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

3. Riverfront cottage with a front yard, Chester

The cottage sits on the banks of the Connecticut River in the old mill town of Chester. It features a living room fitted with a comfy couch, a dining area, and a fully equipped kitchen with all the essentials you may need to prepare a decent home meal. The bedroom has a queen-sized bed and a bathroom with a shower and tub. The property also features a beautiful private front yard, with the river flowing just a few meters away.

Stayed at this property?
Chester, Connecticut, United States
1.84 km (1.2 mi) from Gillette Castle State Park
417 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

4. Private one-bedroom apartment with elegant furnishings, Portland (from USD 99)

It is a one-bedroom apartment, featuring a stylish design with elegant furnishing. It is spacious, with a comfy seating area fitted with a satellite TV, and a dining section with dining chairs and a table. The apartment also comes with a full kitchen with all the appliances you may need to prepare your meals. The bedroom has a queen-sized bed and a private bath with a sink and shower. The apartment is less than a 10-minutes’ drive from Downtown Middletown, Middlesex Hospital, and Wesleyan University.

Stayed at this property?
Portland, Connecticut, United States
24.92 km (15.5 mi) from Gillette Castle State Park
473 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

5. Renovated apartment with water views, New Haven (from USD 100)

The newly renovated one-bedroom apartment is located in a quiet and serene setting, with beautiful water views. It features new appliances and furniture, as well as a fully equipped kitchen to make the process of home meal preparation a breeze. It is comfy, welcoming, and in a location that offers great proximity to some of the best attractions in the city. Yale is only 15 minutes away by bus. The Marina and Anastasios Boat Café is also a few minutes’ walk for guests who don’t want to make it to downtown for dining.

Stayed at this property?
New Haven, Connecticut, United States
39.76 km (24.8 mi) from Gillette Castle State Park
473 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

6. Lovely two-bedroom apartment in a quiet location, Glastonbury (from USD 106)

The apartment is located just a mile from the Connecticut River, and it is in a quiet location that is not only peaceful, but also calming to the mind, body, and soul. It has a very comfortable living room featuring comfy seating, and a flat-screen TV and free Wi-Fi for entertainment. The kitchen is fully equipped with all the appliances you may need to prepare home meals, and the bathroom is also well-stocked with fresh towels and free toiletries. From the property’s location, there are plenty of hiking areas, restaurants, and shops for any extras you may wish to have during your stay.

Stayed at this property?
Glastonbury, Connecticut, United States
28.63 km (17.8 mi) from Gillette Castle State Park
416 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

7. Private oasis best for couples, Shelton (from USD 128)

It has been described as the ultimate couple’s getaway, and this is rightly so, owing to the range of luxurious amenities which it has and which most couples will be glad to have. It is a fully furnished one-bedroom apartment located right in the middle of the woods, giving it the peace and serenity most couples would wish for during their getaway. Notable features include a 60-inch smart TV with a soundbar, a home theater, a swimming pool, a hot tub, a full kitchen, comfy queen beds, a hot tub, and an outdoor leaving room with comfy seats and a fire pit.

Stayed at this property?
Shelton, Connecticut, United States
59.04 km (36.7 mi) from Gillette Castle State Park
321 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

8. Lakeside cabin with a sauna, Voluntown (from USD 180)

The cabin has been nicknamed “Vinola” and it is a great choice for the nature enthusiast in need of ideal accommodation in Connecticut. The charming cabin sits gently on the shores of a lake and surrounded by tall, mature woods. It is decently furnished, with a comfortable sofa, a fully functional kitchen, a private bathroom with shower, and a front porch with two chairs and a table. With such a location, there are plenty of exciting outdoor opportunities here, including kayaking, hiking, fishing and swimming.

Stayed at this property?
Voluntown, Connecticut, United States
54.81 km (34.1 mi) from Gillette Castle State Park
684 reviews   Superhost Wifi Available
Entire cabin 6 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

9. Tiny house with forest views, Norwich (from USD 124)

This is a tiny cedar octagon house with electricity but no running water or plumbing. It is located right in the middle of a forest, surrounded by beautiful views and sounds of nature. It features a full-size bed, a table with two chairs for dining, a cabinet for storing camping essentials, and lamps with charging ports for more convenience. Upon arrival, instructions will be provided on how to use the propane heater and you will also be supplied with a trail map to help you find your way to the incredible adventures within the forest.

Stayed at this property?
Norwich, Connecticut, United States
26.51 km (16.5 mi) from Gillette Castle State Park
787 reviews   Superhost Wifi Available
Tiny home 0 Beds 2 Guests 1 Bedroom 0 Bathrooms

Accommodates: 2

10. Historic Craftsman bungalow with a garden, Wallingford (from USD 85)

This is a historic Craftsman bungalow constructed in 1915, but still intact to provide you with a good accommodation experience in Connecticut. It features a spacious bedroom that comes with an en-suite bath. There’s also a fully equipped kitchen complete with a coffee maker, toaster, and fridge, and a spacious living room with a TV, dining and reading areas. The property has a beautiful front porch that leads to a well-maintained garden with furniture ideal for outdoor relaxation. From the bungalow, Downtown is less than 2.5 mi (4 km) away. Dining, shopping, and entertainment options are just a few minutes’ away from this property.

Stayed at this property?
Wallingford, Connecticut, United States
32.31 km (20.1 mi) from Gillette Castle State Park
517 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Enjoy comfortable accommodation in Connecticut

Don’t ruin your Connecticut experience by going for awful accommodation. Consider our recommendations of the top Airbnb in Connecticut, USA, that are safe, comfortable, and affordable, too.

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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Sharon, also known as Shaz, resides in the vibrant City in the Sun. Her passion is to travel, immerse herself in diverse cultures, savor their cuisines, dance with the locals, and share her...Read more

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