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15 Best Airbnbs in Connecticut in 2023

15 Best Airbnbs in Connecticut in 2023

Connecticut is a wonderful state to visit due to its gorgeous natural surroundings, engaging museums, educational aquariums, delicious pizza, inspiring theater shows, beautiful fall foliage, and much more.

However, although it’s a relatively small state, deciding where to stay in Connecticut can be a challenge for visitors.

The 15 Best Airbnbs in Connecticut in 2023

Connecticut Airbnbs are an excellent solution in terms of quality, location, and amenities. If you are looking for a unique place to stay during your visit, consider staying in one of the 15 best Airbnbs in Connecticut.

1. 969 Dream Loft

  • Location: New Haven
  • Average Price: $129 (closer to $200 in the summer)

969 Dream Loft is appropriately named, as staying here will make you feel like you’re living in a dream! This bright, spacious, and intentionally designed space has skylights, large window panels for natural light to shine through, and upgraded amenities such as a bidet toilet and a massaging bed.

It’s a one-bedroom space with a comfortable king bed, perfect for a couple looking to explore all that New Haven has to offer. It’s also well-located right in the downtown area, so you won’t have any trouble finding a fantastic place to eat or things to do.

2. Modern Wood Clad Guesthouse

  • Location: Guilford
  • Average Price: $236

Who says nature has to be rugged or rustic?

This guesthouse is an attractive option for your next nature getaway, especially if you appreciate crisp, minimalist, yet still bright and colorful interior design. Around the space, you’ll find various animals and appreciate the sound of birds fluttering by.

Even amongst nature, you’ll still have fast wifi, a fully-equipped kitchen, an oversized couch, and a TV—everything you need for a comfortable and relaxing stay.

Plus, you’ll only be a few minutes out of town when staying in this ultra-private space for two. You’ll get to relax in your private oasis when you wish, then visit more bustling areas when you would like to. You’ll have the best of both worlds!

3. Magical Waterfront Getaway

  • Location: Preston
  • Average Price: $150 (closer to $300 in the summer)

The Magical Waterfront Getaway is one of the best Airbnbs in Connecticut for small families of three or four people. You’ll get a lovely home with a grill, an outdoor picnic bench, a comfortable dining space, and an expansive deck that faces Poquetanuck Bay.

Additionally, you’ll only be 25 minutes away from popular attractions such as Mystic aquariums, the Submarine Museum, and the Foxwoods Casino. You can’t go wrong with this spotless, strategically located, well-equipped home on the water.

4. Huckleberry Quarters

  • Location: Redding
  • Average Price: $124

If you want to take a quick weekend getaway trip to a quiet, serene location where you won’t be bothered by anything or anyone, this Airbnb is perfect for you. Guests love this Airbnb because it is clean, cozy, well-equipped, and located in a quiet, charming, woodsy area.

It’s an excellent location for taking long, thoughtful walks, bird watching, going on runs with your dog, writing a book, or any other peaceful, rejuvenating, or focused activity you can think of!

Although seemingly secluded, you’ll still have convenient access to shops, restaurants, and laundry. A notable aspect of this rental is that they actually provide breakfast items such as butter, eggs, fruit, milk, cereal, and snacks.

Although the “bnb” in Airbnb stands for “bed and breakfast,” this is no longer a common practice on the site. No wonder this Airbnb has such rave reviews!

5. Gateway to the Berkshires

  • Location: Winchester
  • Average Price: $100

This Airbnb is the perfect spot to stay for exploring the Berkshires, even if you’re staying in Connecticut! The Berkshires is a region in Massachusetts home to many scenic towns, world-renowned museums, and various outdoor activities.

Since the rental is near the border, you will have convenient access. This Airbnb is located in a picturesque town called Winchester and provides everything you need for a comfortable stay, including fast internet, a well-equipped kitchen, a gorgeous garden, and more.

If you don’t want to travel to the Berkshires, there are still many outdoor things to do right in Winchester.

Plus, you’ll get the experience of living in a 1910 Victorian house! It has gone through necessary upkeep but still has history furniture that’ll make you feel like you’ve traveled back in time.

Finally, although this Airbnb only has one bedroom, it is suitable for up to six people given its queen size bed, full bed, pull-out couch, and additional couch space.

6. On the Run Farm House

  • Location: Ashford
  • Average Price: $125

If you’ve always dreamed of staying on a farm and spending time with horses, here’s your chance! Suitable for three guests, this Airbnb home is the epitome of charming, quaint, and inviting.

It’s situated in what’s considered the “Quiet Corner” of the state, so don’t expect a wide range of attractions. Instead, this is a lovely location for relaxed bonding time with your significant other or small family.

You can read on the porch, play board games, catch up, cook dinners, and go on a few hikes in the area. But don’t worry; since it’s still Connecticut, you still won’t be too far away from a delicious pizza joint!

7. The Inn at Moss Island

  • Location: Columbia
  • Average Price: $168

The Inn at Moss Island provides the perfect Airbnb for a couple’s getaway. This Airbnb offers a genuinely romantic feel without feeling corny or dramatic. The setting itself is romantic, as it’s right in front of a 113-acre pond, offering gorgeous natural views from within the room.

Guests have access to the dining area with functional appliances, the living area with an electric fireplace and Amazon TV, the patio with a sectional sofa and a grill, the backyard with a fire pit and hammocks, and more.

Additionally, you and your significant other will be able to relax in the steamy hot tub room! There’s so much you can do here, including but not limited to kayaking, writing, hiking, fishing, meditating, and exploring the surrounding town.

8. River Houseboat

  • Location: Newtown
  • Average Price: $140

Houseboats are excellent Airbnbs because they provide many amenities of a home while also feeling like a unique, tranquil, and nature-oriented vacation.They also usually offer more easy access to outdoor activities like hiking, swimming, and fishing.

This particular houseboat is located in the Pootatuck River and has one bedroom, a screened-in porch, and two rocking chairs for relaxing by the river.

There is no electricity, thus no oven or refrigerator. However, there is, fortunately, an outdoor kitchen with a grill, a stove, and drinking water. There is also no heating, so make sure to bring blankets!

This Airbnb can comfortably accommodate up to two people, making it perfect for adventurous couples who want to switch things up from the basic hotel or condo stay.

9. Underhill Hollow Treehouse

  • Location: Thompson
  • Average Price: $122

Treehouses are becoming increasingly popular accommodations to book on Airbnb because they offer a childhood dream come true for many people. This treehouse, located in Thompson, is the perfect example of why this type of rental has become so popular.

It features two comfortable bedrooms and can accommodate up to four guests, making it ideal for small families or groups of friends.

Additionally, the property offers stunning opportunities to sleep among the trees, go on treasure hunts (that the host can arrange), roast s’mores by the campfire, and meet the friendly neighborhood animals—chickens, deers, ducks, etc.

Since it feels like camping, guests often like to bring their own food. But if you’d prefer not to cook during your stay, there are several restaurants nearby that you can venture off to.

10. Waterfront Cottage

  • Location: Lyme
  • Average Price: $265

This Airbnb is fantastic for a weekend escape. It is amidst nature, right on Hamburg Cove, but is far from camping. You’ll get a contemporary-designed home for two with relatively high ceilings, an open living area, 1.5 bathrooms, a fully-equipped kitchen, and a spacious bedroom.

It’s the perfect location for couples or friends who enjoy water activities such as kayaking, boating, swimming, fishing, and canoeing.

If you enjoy watching the water but do not wish to go in or on it, you can also enjoy land activities like sunbathing, hiking, shopping, or visiting museums and other attractions around Lyme.

11. Private Forest Retreat

  • Location: Falls Village
  • Average Price: $215

If you’ve ever dreamt of living for a few days in a cottage in the woods with your own private forests, check out this cozy, delightful, warm, and inviting Airbnb.

You’ll stay in an ultra serene environment within 50 acres of private forest to explore and immerse yourself—or to simply appreciate from within the comforts of the wooden cottage walls.

This Japanese tea house-inspired space features two bedrooms, a small kitchen, and a jacuzzi bathtub in the bathroom. There is a bit of wifi, but the true beauty of coming to a place like this is to disconnect, so take advantage of connectivity issues if you have them!

Although you’ll feel immersed in a storybook scene, you’ll still have access to a tennis and basketball court, as well as a swimming pond.

12. Barn Loft With Modern Amenities

  • Location: Willington
  • Average Price: $85

Let’s say you want to stay in a barn that actually looks like an actual, authentic barn but still has modern amenities that you’re comfortable living with for several days.

In that case, you’ll want to check out this Airbnb, as it offers the traditional look and feel of an authentic barn but still provides a stovetop, gas grill, bathroom supplies, Amazon 4k Smart TV, and even a Super Nintendo.

You’ll be able to interact with farm animals, go hiking, and visit the local Farmer’s Market, then come back to a comfortable and cozy setting each evening. There’s also a drive-in movie, a vineyard, and breweries nearby.

There’s only one bedroom, but it is equipped with a double bed, a single bed, a bunk bed, and a toddler bed. So it’d be reasonable to squeeze a family of six, although it’d likely feel more comfortable for a family of three or four.

13. Geodesic Dome in the Woods

  • Location: Bethlehem
  • Average Price: $47

Many Airbnb options in Connecticut make you feel off-grid while not actually being off-grid. However, this Airbnb is one of the closest to “off-grid” you can get for Connecticut. You’ll truly be in the middle of the woods, with no electricity, air conditioning, or heating.

You even have to walk outside your room to go to the basement to use the toilet. And while this may sound like an awful experience to some, this is its significant appeal to many others!

People come to disconnect, unwind, let go, and appreciate their natural surroundings. It’s essentially a fashionable camping experience—a.k.a. “glamping.”

And if things start to get a bit mundane, you can use the host’s pool table in their basement nearby. If you’re interested in a dome but want to be able to see the stars while you sleep, check out this newer Airbnb listing as well!

14. The Bottling Paint

  • Location: New Haven
  • Average Price: $275 (closer to $350 for the summer)

This chic, bright, elegant two-bedroom rental unit is the perfect temporary home for a family staycation, a friend’s vacation, or a couple’s trip to New Haven.

The sparkling white walls give it a spacious and airy feel, and the hardwood floors, deep-colored furniture, and green plants add coziness and warmth to the overall look.

You’ll get a renovated kitchen, a Smart TV, high-speed internet, and a spacious dining area with lots of seating, making it perfect for events and gatherings. The keyless entry also makes it suitable for multiple guests so that you won’t have to worry about who has the keys at any given time.

Fun fact: It’s called “The Bottling Plant” because it’s located in the former Coca-Cola bottling plant!

15. Waystone Farm’s Tiny House

  • Location: Guilford
  • Average Price: $186

Last but not least—or perhaps only least in square footage—is this quaint and cozy tiny home. This tiny home is exceptionally well-decorated and well-appointed.

It has AC and heat, a full bathroom, a fully-equipped kitchen, and a queen-size bed, so you won’t feel like you’re missing out with this more sustainable option.Plus, you’ll get the experience of living on a farm with ducks, chickens, and goats.

Because there are farm animals, you will not be able to bring your furry friends from home. Although up to five guests are allowed to stay, it’s an excellent size for two guests or two parents and a small child.

Staying in Connecticut: What You Should Know

If you’re planning on staying in Connecticut, there are a few things you should know.

Checking In

Most Airbnbs will have a self-check-in option, which is convenient if you arrive late at night or your flight gets delayed. However, if you’re arriving during the day, it’s always good to call the host and let them know what time you’re planning on coming.

This way, they can give you a tour of the property and show you where everything is.


The average price of an Airbnb in Connecticut is $210 per night. However, prices will vary depending on the season, the location, and the type of Airbnb you’re looking for. For example, an entire home will usually be more expensive than a private room.

Airbnbs vs. Hotels

On average, Airbnb rentals in Connecticut are cheaper than hotels when you consider the number of guests that can stay in an Airbnb.

However, this number will also vary depending on the location, season, and guest number. If you’re traveling with a large group, an Airbnb is usually the better option price-wise.

But if you’re traveling alone or with one other person, a hotel might be a better option, especially if you’re mainly considering the price. Other than those considerations, it really comes down to preference!

Some people prefer the privacy and personal touches of an Airbnb, while others prefer the wide range of amenities and services that come with a hotel.

Activity Preferences

It’s essential to select an Airbnb that fits the activity preferences for your trip. For example, if you want to be amongst many people, visit various attractions, go bar hopping, etc., then make sure the Airbnb you select is not in the middle of the woods.

Alternatively, if you are hoping for an escape from the hustle and bustle and would like to relax and unwind, getting something in the center of New Haven or Hartford might not be ideal.

And, of course, if you’re primarily going to Connecticut to visit a specific attraction or attend a particular event, you want to be sure that your Airbnb has convenient access to it.

Although Connecticut is relatively small, you don’t want to drive an hour or longer each day to all the activities you came for! So make sure that it’s not just the Airbnb you like (the style, the amenities, the hosts, etc.) but also the specific location and access.

Style Preferences

The three main styles of the best Airbnbs in Connecticut are modern/minimalist, traditionally rustic, and historic. People might downplay the importance of style or only see it as an aesthetic choice.

However, the style of your Airbnb can influence what you get out of your trip. For example, if you want to rejuvenate and feel calm, getting a busy, eclectic space might not feel suitable.

If you got a brighter space with more natural colors, this could help you get what you want out of the trip—relaxation. Or, if you are going on a weekend trip to complete an urgent project without distraction, you might want a clean, crisp, modern space that will help you stay focused.

Ultimately, the location, price, and amenities are the most crucial factors, but the style of your selected Airbnb should not be ignored!

Major Attractions and Notable Areas in Connecticut

Row of houses in the Mystic Seaport in Mystic, one of the best places to rent a Connecticut Airbnb

Andreas Juergensmeier/Shutterstock

There are plenty of exciting, memorable, and relaxing things to do in Connecticut! Here are some of the major attractions and notable areas:

  • The Mark Twain House and Museum: This historic house is where Mark Twain lived from 1874 to 1891. It’s now a museum that features exhibits about his life and work.
  • The Bushnell Park: Look at statues, chill by the pond, or take a history tour at Bushnell Park! This park is also a great place to take a walk, have a picnic, or people-watch.
  • The New Haven Green: This is a 16-acre park that’s located in the center of New Haven. This park is a lovely place to relax, read a book, or take a nap.
  • The Yale University Art Gallery: This art museum is affiliated with Yale University and features a collection of over 200,000 works of art. It’s also the oldest university art museum in the Western Hemisphere! 
  • The Connecticut Science Center: This museum is perfect for kids and adults! It has interactive exhibits about space, the human body, and the environment.
  • The Old State House: This is the oldest surviving statehouse in the United States! It was built in 1796 and now houses a museum about the history of Connecticut. They also have a Farmer’s Market, concerts, and guided tours. 
  • The Wadsworth Atheneum Museum of Art: This art museum is the oldest in the United States! It features a collection of over 50,000 works of art, including primarily European and Egyptian pieces. 
  • The Mystic Seaport: This maritime museum is the largest in the country and is perfect for anyone who loves the ocean! It features exhibits on the history of the whaling industry and the Titanic.
  • The Connecticut River: This river is the longest in New England and runs through the state of Connecticut. It’s a fantastic place to go fishing, kayaking, or canoeing.

As you can see, there’s plenty to do in Connecticut! Outside of the major attractions in Hartford and New Haven, there are plenty more outdoor and relaxing activities in the state’s more rural areas, such as hiking, biking, swimming, etc. 

So whether you’re interested in history, art, or the outdoors, you’ll find something special and memorable to do here.

So, What’s the Best Airbnb in Connecticut?

Connecticut is clearly a great place to visit for many reasons. It has a wide range of activities and attractions, not to mention the beautiful scenery. But knowing where you want to stay is crucial for having an exceptional overall trip. 

Luckily, there are many unique Connecticut Airbnbs for all different styles, tastes, group sizes, and personal preferences. If you’re planning on visiting Connecticut, be sure to check out some of the best Airbnbs the state has to offer!