Cottages in Connecticut

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Connecticut cottages
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905 Best cottages in Connecticut

Best family friendly Connecticut cottages

Among the 905 accommodations in Connecticut, here are the 4 best family friendly cottages

Guest Cottage On Country Estate - Connecticut
9.2 42 reviews
Connecticut
05/08 – 26/08
1041 ﺩ.ﺇ/nighttotal: 21861 ﺩ.ﺇ (21 )

Guest Cottage On Country Estate

2 2
cottage , Watertown
This charming cottage is located in the heart of Watertown, just a short walk from the town centre and two kilometres from Taft School, providing a peaceful retreat in a convenient location. With an excellent user rating, this property is a popular choice for travellers seeking a comfortable and well-equipped holiday home.
The cottage spans 83 square metres and comfortably sleeps six guests in two bedrooms and one bathroom. It offers a range of amenities including a fully equipped kitchen, a private fenced-in garden with a campfire area, high-speed Wi-Fi, and a modern living room with a working fireplace, perfect for enjoying a relaxing evening after exploring the local area.
Cozy Renovated Cottage With Game Room, Wifi, Ac - Mins To Beach & Boardwalk - Connecticut
10 22 reviews
Connecticut
21/08 – 23/08
2482 ﺩ.ﺇ/nighttotal: 4964 ﺩ.ﺇ (2 )

Cozy Renovated Cottage With Game Room, Wifi, Ac - Mins To Beach & Boardwalk

2 3
cottage , Waterford
This Waterford holiday home is situated within 3.2km of Amtrak Beach, Tumbleweeds Beach, and Hole-in-the-Wall Beach, and within 4.8km of the Children's Museum of Southeastern Connecticut and The Book Barn.
Sleeping four guests, this three-bedroom, one-bathroom property boasts a fully equipped kitchen, private garden with barbecue, free Wi-Fi, and a Smart TV; it also offers air conditioning and parking.
Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day! - Connecticut
9.6 14 reviews
Connecticut
27/07 – 07/08
1153 ﺩ.ﺇ/nighttotal: 12683 ﺩ.ﺇ (11 )

Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day!

3 5
cottage , Bethlehem
This charming cottage is located in Bethlehem, Connecticut, just a short distance from Woodbury Ski Area, Flanders Nature Center, and Camp Columbia State Park. It enjoys a peaceful setting on a lake and is within walking distance of the beach. Guests have consistently rated it excellent, praising its comfortable atmosphere and convenient location.
The property is a three-bedroom, one-bathroom dwelling that comfortably accommodates up to six guests. It has a fully equipped kitchen, air conditioning, and Wi-Fi, along with a private deck, fire pit, and access to kayaks and other outdoor games.
Lakefront Home, Close To Mt Southington! - Connecticut
10 2 reviews
Connecticut
28/10 – 05/11
1466 ﺩ.ﺇ/nighttotal: 11728 ﺩ.ﺇ (8 )

Lakefront Home, Close To Mt Southington!

1 2
cottage , Wolcott
This Wolcott holiday home is situated 0.6km from Mattatuck Beach, within 5km of Panthorn Park and Mount Southington Ski Area, and less than 10km from Cheshire Hollow Farm and Brass Mill Centre.
The self-catering property features two bathrooms, a fully equipped kitchen with microwave and dishwasher, free Wi-Fi, and parking; nearby activities include relaxing at the beach or exploring local parks and attractions.

Best Connecticut cottages with a garden

Available July 1, 2025 2 Week Or Monthly. - Connecticut
Connecticut
19/07 – 19/08
1555 ﺩ.ﺇ/nighttotal: 48205 ﺩ.ﺇ (31 )

Available July 1, 2025 2 Week Or Monthly.

2 1
cottage , Madison
This waterfront cottage in Madison is located just 5km from Deacon John Grave House, Anna Mia's, RJ Julia Booksellers, and Scranton Memorial Library, offering easy access to local attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom cottage spans 149 square meters and comfortably accommodates up to four guests. The property features a fully equipped kitchen, a private fenced yard with barbecue grills, a terrace, a garden, a spa, a fitness centre, free WiFi, and parking.
The Connecticut Cottage Historic Modern Charm - Connecticut
Connecticut
01/08 – 03/08
2687 ﺩ.ﺇ/nighttotal: 5374 ﺩ.ﺇ (2 )

The Connecticut Cottage Historic Modern Charm

2 2
cottage , Clinton
This 1790s stone holiday home in Clinton offers a prime shoreline position, located 5 minutes' drive from Clinton Outlets and Town Beach, and 10-15 minutes' drive from Madison Beaches and Old Saybrook Historic Downtown.
This two-bedroom, two-bathroom holiday home accommodates up to four guests and features air conditioning, Wi-Fi, a garden, and parking, with nearby attractions including the Allis-Bushnell House and Museum and the Hyland House Museum.
Cozy & Warm Getaway Cottage In Beach Community - Connecticut
9.8 20 reviews
Connecticut
28/10 – 05/11
907 ﺩ.ﺇ/nighttotal: 7256 ﺩ.ﺇ (8 )

Cozy & Warm Getaway Cottage In Beach Community

2 2
cottage , East Lyme
This charming cottage is situated in Niantic, just a short walk from a private beach and Rocky Neck State Park, and three kilometres from Niantic Main Street with its restaurants, breweries, and attractions. It's rated excellent by previous guests, making it a popular choice for those seeking a peaceful retreat in a beautiful location.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with a kitchen, air conditioning, a garden, and parking, as well as a wood-burning stove, making it perfect for cosy evenings.
Updated Cottage "Beriozka" On Cedar Lake - Connecticut
10 21 reviews
Connecticut
28/10 – 05/11
829 ﺩ.ﺇ/nighttotal: 6632 ﺩ.ﺇ (8 )

Updated Cottage "Beriozka" On Cedar Lake

2 2
cottage , Chester
This Chester cottage is situated 0.8km from Cockaponset State Forest and within a 9.6km radius of the Norma Terris Theatre and Plattwood Park, offering easy access to local attractions.
This two-bedroom, one-bathroom holiday home sleeps four guests and includes on-site laundry facilities, air conditioning, and Wi-Fi; nearby activities include exploring the Chester Creek Marina and the Museum of Fife and Drum.

Frequently Asked Questions about cottages in Connecticut

  • What are the top must-see attractions in Connecticut?

    Connecticut offers a diverse range of attractions. For history buffs, Mystic Seaport Museum, a recreated 19th-century seafaring village, and the Mark Twain House & Museum in Hartford are essential. Nature lovers should explore the stunning coastline, including beaches like Hammonasset Beach State Park, and the scenic hiking trails of the Litchfield Hills. Foodies might enjoy exploring the diverse culinary scene in New Haven, home to Yale University and famous for its pizza. Finally, the charming towns of Mystic and Litchfield offer a glimpse into quintessential New England life.
  • What are the best cottages in Connecticut?

  • How can one spend a 5-day holiday in Connecticut?

    A five-day trip could involve spending a day exploring Mystic, visiting Mystic Seaport and the Mystic Aquarium. A second day could be dedicated to exploring Hartford, including the Mark Twain House and the Connecticut State Capitol building. Day three could focus on the natural beauty of the state, perhaps hiking in the Litchfield Hills or relaxing on the beaches of Hammonasset Beach State Park. Day four could be spent in New Haven, enjoying the Yale University campus and indulging in some of the city's famous pizza. The final day could be used for exploring a charming town like Litchfield or exploring a different area based on your interests.
  • What are the best cottages with a pool in Connecticut?

  • Is Connecticut a good destination to rent a cottage?

    Yes, Connecticut is excellent for cottage rentals, particularly in areas like the Litchfield Hills and along the shoreline. Many charming cottages offer a peaceful escape, and websites specializing in vacation rentals can help you find the perfect fit for your needs and budget. Consider the proximity to desired activities when choosing a location.
  • What are the best cottages with a jacuzzi in Connecticut?

  • What weather, wildlife, or natural hazards might affect travelers in Connecticut?

    Connecticut experiences all four seasons. Summers are warm and humid, while winters can be cold with snowfall, especially in the northern parts of the state. Expect rain throughout the year. Wildlife includes deer, black bears (though encounters are rare), and various bird species. Natural hazards include occasional severe thunderstorms and, in coastal areas, nor'easters. Checking the weather forecast before and during your trip is always advisable.
  • What are the best cottages for families and kids in Connecticut?

  • Is Connecticut pedestrian and cyclist-friendly?

    Connecticut's pedestrian and cyclist friendliness varies by location. Larger cities like Hartford and New Haven have areas that are more challenging for pedestrians and cyclists, while smaller towns and dedicated bike paths offer a more pleasant experience. Many towns have developed walking trails and bike paths, but always check local conditions and use caution when cycling or walking on roads.
  • What are the best pet friendly cottages in Connecticut?

  • Are there any unusual or hidden places to explore in Connecticut?

    While Connecticut is known for its established attractions, there are hidden gems. The charming town of Kent Falls State Park offers beautiful waterfalls and hiking trails. Exploring the less-traveled roads in the Litchfield Hills can lead to unexpected picturesque views and quaint villages. Researching local historical societies can also uncover unique historical sites and lesser-known museums.
  • What are the best cottages with parking in Connecticut?

  • What are some of the best cultural experiences that allow one to meet locals in Connecticut?

    Attending local farmers' markets, particularly those in smaller towns, offers a chance to interact with locals and sample regional produce. Visiting local breweries or wineries provides opportunities to engage with the people behind these businesses. Exploring the many town greens and attending community events, if scheduled, can also provide a chance to connect with the local community.
  • What are the best authentic dishes to taste in Connecticut?

    New Haven-style pizza is a must-try. Also, explore the fresh seafood options along the coast. Lobster rolls are a classic New England treat. Look for local variations on clam chowder and other seafood dishes. Don't forget to sample local craft beers and wines.
  • What are some recommended items to pack for a stay in Connecticut?

    Pack for all types of weather, as Connecticut experiences varied conditions throughout the year. Comfortable walking shoes are essential for exploring towns and hiking trails. Layers of clothing are recommended to adjust to changing temperatures. Sunscreen, insect repellent, and a rain jacket are also advisable, depending on the time of year.

Nearby regions

Best Connecticut cottages with jacuzzi

Among the 905 accommodations in Connecticut, here are the 4 best cottages with a jacuzzi

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Connecticut
Connecticut
04/09 – 07/09
1227 ﺩ.ﺇ/nighttotal: 3681 ﺩ.ﺇ (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Newtown
This Lake Zoar Lakeside Cottage in Newtown, Connecticut offers direct lakefront access with stunning views of Lake Zoar.
The two-bedroom, one-bathroom property sleeps four guests and boasts a private dock with kayaks, a hot tub, fire pit, BBQ grill, and modern amenities including smart TVs, a dishwasher, and air conditioning.
Montville Retreat Near Mohegan Sun: 2-home Bundle! - Connecticut
Connecticut
28/10 – 05/11
1906 ﺩ.ﺇ/nighttotal: 15248 ﺩ.ﺇ (8 )

Montville Retreat Near Mohegan Sun: 2-home Bundle!

4 2
cottage , Montville
This Montville holiday let provides views of Lake Konomoc and is situated opposite a nature preserve, with Mohegan Sun Casino 22.5 kilometres away.
This 142 square metre cottage accommodates six guests and features a private guest house and studio, an indoor hot tub, a seasonal outdoor pool, a pool table and a stone fireplace.
Waterfront Cottage In Branford - Connecticut
10 104 reviews
Connecticut
28/10 – 05/11
3426 ﺩ.ﺇ/nighttotal: 27408 ﺩ.ﺇ (8 )

Waterfront Cottage In Branford

4 2
cottage , Branford
This charming waterfront property is located in the Pawson Park district of Branford, just two miles from Branford Center and ten miles from New Haven's train station, offering a peaceful retreat with easy access to local attractions. The cottage has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
This spacious holiday home spans 223 square metres and comfortably sleeps up to ten guests in its four bedrooms and three bathrooms. The cottage provides a range of amenities, including a private dock, a Jacuzzi, and a garden, as well as access to nearby beaches, walking trails, and the Owenego Beach and Tennis Club.
A Perfect Getaway. Direct Assess To The 1000 Acre Old Saybrook Essex Preserve - Connecticut
10 3 reviews
Connecticut
16/10 – 18/10
2151 ﺩ.ﺇ/nighttotal: 4302 ﺩ.ﺇ (2 )

A Perfect Getaway. Direct Assess To The 1000 Acre Old Saybrook Essex Preserve

2 2
cottage , Old Saybrook
This charming cottage is situated in Essex, just a short drive from Old Saybrook's town beaches, shops, restaurants, and the Kate Cultural Arts Center. It's a peaceful location, perfect for those seeking a relaxing getaway.
The cottage features two bedrooms and two bathrooms, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, a private patio, a jacuzzi, and access to nearby hiking and biking trails, making it ideal for families and couples alike.

Best pet friendly Connecticut cottages

Among the 905 accommodations in Connecticut, here are the 4 best pet friendly cottages

Beachfront Cottage With Panoramic Views Of Long Island Sound In Madison Ct - Connecticut
10 5 reviews
Connecticut
16/10 – 18/10
5121 ﺩ.ﺇ/nighttotal: 10242 ﺩ.ﺇ (2 )

Beachfront Cottage With Panoramic Views Of Long Island Sound In Madison Ct

6 2
cottage , Madison
The Bunce Cottage, a six-bedroom holiday home in Madison, Connecticut, enjoys direct Seaview Beach access via a boardwalk and is near Hammonasset Beach State Park.
This 261 square metre property sleeps twelve guests and boasts a fully equipped kitchen, three bathrooms, a large screened porch, a double lot with space for outdoor games, and a detached two-car garage; water activities such as jet skiing and kayaking are readily available nearby.
Watertown Home W/ Yard: 1 Mi To Echo Lake Park! - Connecticut
Connecticut
28/10 – 05/11
1254 ﺩ.ﺇ/nighttotal: 10032 ﺩ.ﺇ (8 )

Watertown Home W/ Yard: 1 Mi To Echo Lake Park!

1 2
cottage , Watertown
This Oakville cottage, situated in Watertown, Connecticut, offers convenient access to attractions such as Black Rock State Park, Soldiers' Monument, and Harrub Pilgrim Memorial, all within 10 kilometres.
The self-catering property features three bathrooms, a fully equipped kitchen with microwave and dishwasher, free Wi-Fi, and parking, providing comfortable accommodation for a relaxing stay near Waterbury Green and Union Station Clocktower.
Charming 2-bedroom Cottage In Fantastic Longmeadow With Ac, Wifi & Fenced Yard - Connecticut
9.0 2 reviews
Connecticut
16/10 – 18/10
1280 ﺩ.ﺇ/nighttotal: 2560 ﺩ.ﺇ (2 )

Charming 2-bedroom Cottage In Fantastic Longmeadow With Ac, Wifi & Fenced Yard

2 2
cottage , Enfield
This Longmeadow, Massachusetts cottage, near Six Flags New England and the Naismith Memorial Basketball Hall of Fame, offers a convenient base for exploring the area.
The two-bedroom, one-bathroom property sleeps five, includes a fully equipped kitchen, Wi-Fi, air conditioning, a garden, and parking, plus is pet-friendly and close to family attractions like Sand Trap Mini Golf at Twin Silos and the Big E Coliseum.
Beachfront Cottage Located In The Heart Of Fairfield Beach!! - Connecticut
9.6 18 reviews
Connecticut
24/06 – 30/06
2715 ﺩ.ﺇ/nighttotal: 16290 ﺩ.ﺇ (6 )

Beachfront Cottage Located In The Heart Of Fairfield Beach!!

3 2
cottage , Fairfield
This charming cottage is situated in Fairfield, within a 10-minute walk of Fairfield Beach and Penfield Beach, and within 2 miles of Jennings Beach and the Fairfield Museum and History Centre. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient accommodation.
The cottage offers 3 bedrooms and 1 bathroom, accommodating up to 6 guests in its 111 square metres of space. Guests can enjoy a range of amenities, including a fully equipped kitchen, a patio, a garden, a spa, free Wi-Fi, and parking.
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