Cottages in Connecticut

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Connecticut cottages
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666 Best cottages in Connecticut

Best family friendly Connecticut cottages

Among the 666 accommodations in Connecticut, here are the 4 best family friendly cottages

Westport "Gold Coast" Across From Southport Beach - Connecticut
10 103 reviews

Westport "Gold Coast" Across From Southport Beach

cottage, Fairfield
This charming cottage is located in Southport, Fairfield, a short walk from Southport Beach and within easy reach of other attractions like Burying Hill Beach and the Country Club of Fairfield. It has received excellent reviews from previous guests.
The cottage has one bedroom and one bathroom, covering 93 square metres of space. Amenities include a fully equipped kitchen, a washing machine, a garden, a terrace, a spa, a tennis court, and parking.
Lakeview Carriage House With Spectacular Sunset Views - Connecticut
10 19 reviews

Lakeview Carriage House With Spectacular Sunset Views

cottage, East Hampton
This lakeside property in the Lake Pocotopaug area of East Hampton, Connecticut, offers easy access to Hurd State Park and George D. Seymour State Park (driving distances vary).
The recently renovated two-bedroom, two-bathroom holiday home sleeps six, boasting a fully equipped kitchen, king-size beds, a living room with a sofa bed, a private patio with barbecue, and on-site laundry facilities; two kayaks and two paddleboards are included for use on the lake.
Modern 4 Bedroom Beach House: Ideal For Families & Long Stays - Connecticut
9.6 15 reviews

Modern 4 Bedroom Beach House: Ideal For Families & Long Stays

cottage, West Haven
This charming cottage is located just 1.4 kilometres from Sandy Point Beach and 4.3 kilometres from Yale University, making it a great base for exploring West Haven. It has consistently received excellent reviews from previous guests.
The property offers 4 bedrooms and 2 bathrooms across 158 square metres, comfortably accommodating up to 10 guests. Enjoy the convenience of a fully equipped kitchen, a garden, and a fitness centre, along with a range of other amenities like concierge services and a games room.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Connecticut
No reviews

Cottage ∙ 2 Bedrooms ∙ 6 Guests

cottage, Branford
This Branford holiday home is situated just 0.15 km from Long Island Sound's shoreline, offering easy access to Branford's beaches.
Sleeping six, the self-catering property boasts two queen-sized bedrooms, a queen-sized pull-out sofa bed, a fully equipped kitchen, and outdoor amenities including a propane grill and fire pit; beach chairs, a wagon and toys are also provided.

Best Connecticut cottages with a garden

Cozy  Home  Near Private Beach , Close To New Haven Area Colleges   Hospitals - Connecticut
9.4 80 reviews

Cozy Home Near Private Beach , Close To New Haven Area Colleges Hospitals

cottage, Branford
This charming cottage is located in Branford, just 3.2 kilometres from Double Beach and close to the Shoreline Trolley Museum and Branford Hills Plaza Shopping Centre. The cottage has consistently received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The cottage spans 102 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities including a private pool, a garden, a barbecue grill, and a tennis court, making it an ideal choice for a relaxing and enjoyable stay.
Lake Cottage Getaway - Connecticut
9.5 31 reviews

Lake Cottage Getaway

cottage, Portland
This charming cottage is situated just 15 kilometres from the centre of Middletown, offering a peaceful escape from the hustle and bustle of city life. It has received consistently high ratings for its cleanliness, location, and overall experience.
The cosy cottage sleeps up to three guests and features a master bedroom, living room, sunroom, and an outdoor gazebo. The property offers modern amenities, a private dock with lake views, and access to nearby walking trails for exploring the surrounding area.
Waterfront! The Perfect Cozy Cottage In Old Lyme, Ct - Connecticut
10 2 reviews

Waterfront! The Perfect Cozy Cottage In Old Lyme, Ct

cottage, Old Lyme
This waterfront holiday home in Old Lyme offers serene Black Hall Pond views and is conveniently located 700 meters from Hains Park, Coffee's Country Market, and Sapore Pizzeria.
This 81 square meter cottage sleeps four, featuring two bedrooms, one bathroom, a wraparound deck with water views, private dock access for water activities, central air conditioning, and fast Wi-Fi.
Available July 1, 2025 2 Week Or Monthly. - Connecticut
No reviews

Available July 1, 2025 2 Week Or Monthly.

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.

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, the Mark Twain House & Museum in Hartford and the Mystic Seaport Museum are essential visits. Nature lovers should explore the stunning coastline, perhaps visiting Hammonasset Beach State Park, the longest public beach in Connecticut. Foodies might enjoy exploring the charming towns of Mystic and Essex, known for their excellent restaurants and quaint shops. The Yale University campus in New Haven is also a must-see, showcasing impressive architecture and a rich history.
  • What are the best cottages in Connecticut?

    Among the cottages in Connecticut, Lakeside Cottage On The Water With Beautiful Views Up The Lake, Lake Front Cottage and Go Jump In The Lake are the most popular ones.

  • How to spend a 5-day holiday in Connecticut?

    A five-day trip allows for a good exploration of Connecticut. Day 1 could focus on exploring Hartford, visiting the Mark Twain House and the Connecticut State Capitol. Day 2 could be dedicated to the Mystic area, including Mystic Seaport and Mystic Aquarium. Day 3 allows a trip to the shoreline, perhaps spending time at Hammonasset Beach State Park. Day 4 could involve exploring New Haven, including Yale University and its museums. Day 5 could be used for exploring a smaller town like Essex or Litchfield, known for their charming architecture and local businesses, or revisiting a favourite spot.
  • 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 its coastal towns and Litchfield County. Many charming cottages are available for rent, offering a peaceful and relaxing getaway. The Litchfield Hills, with their rolling hills and quaint villages, are particularly popular for cottage rentals. Coastal areas like Madison and Old Lyme also offer many charming options.
  • What are the best cottages with a jacuzzi in Connecticut?

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

    Connecticut experiences four distinct seasons. Summers are warm and humid, while winters can be cold with snowfall, particularly in the northern parts of the state. Expect occasional thunderstorms throughout the year. Wildlife encounters are possible; be aware of deer, especially when driving at dawn and dusk. The coastline is susceptible to nor'easters, powerful storms that can bring high winds and flooding. Check weather forecasts before and during your trip.
  • 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 dedicated bike lanes in some areas, but navigating can be challenging in others. Smaller towns and coastal areas are generally more pedestrian-friendly, with many offering walking trails and scenic routes. Always exercise caution when cycling or walking, particularly near roads.
  • What are the best pet friendly cottages in Connecticut?

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

    Yes, beyond the well-known attractions, Connecticut holds many hidden gems. The Talcott Mountain State Park offers stunning views from Heublein Tower. The charming town of Kent, nestled in the Litchfield Hills, offers a peaceful escape. Exploring the many small, historic villages throughout the state will reveal unique and often overlooked aspects of Connecticut's character.
  • What are the best cottages with parking in Connecticut?

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

    Attending local farmers' markets, particularly those in smaller towns, is a great way to interact with locals and sample regional produce. Visiting local breweries or wineries offers opportunities to chat with staff and other patrons. Many towns host regular events and festivals, providing opportunities to mingle with the community. The annual Celebrate Connecticut event showcases the state's diverse culture.
  • What are the best authentic dishes to taste in Connecticut?

    Connecticut's culinary scene is diverse. Try New England Clam Chowder, a creamy and delicious soup. Lobster rolls are a classic coastal treat. Steamed cheeseburgers, a Connecticut specialty, are a must-try. For something different, sample some local craft beers from one of Connecticut's many breweries.
  • Are there any recommended items to pack for a stay in Connecticut?

    Packing for a trip to Connecticut depends on the season. In summer, pack light clothing, swimwear, and sunscreen. In winter, pack warm clothes, including a coat, hat, gloves, and scarf. Comfortable walking shoes are essential, as is rain gear, as showers can occur throughout the year. Insect repellent is also advisable during the warmer months.

Nearby regions

Best Connecticut cottages with a jacuzzi

Among the 666 accommodations in Connecticut, here are the 4 best cottages with a jacuzzi

A Perfect Getaway. Direct Assess To The 1000 Acre Old Saybrook Essex Preserve - Connecticut
10 5 reviews

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

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.
Montville Retreat Near Mohegan Sun: 2-home Bundle! - Connecticut
No reviews

Montville Retreat Near Mohegan Sun: 2-home Bundle!

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.
Escape To Bantam Lake. Waterfront! - Connecticut
10 4 reviews

Escape To Bantam Lake. Waterfront!

cottage, Morris
This modern lakefront lodge is located in Morris, Connecticut, within Litchfield County, offering convenient access to local wineries such as Haight-Brown Vineyard and Sunset Meadow Vineyards, White Memorial Conservation Centre, and Bellamy-Ferriday House and Garden.
This 102 square meter holiday home accommodates up to six guests across two bedrooms, featuring a fully equipped chef's kitchen with Viking and Subzero appliances, a gas fireplace, a hot tub with lake views, and complimentary kayaks and paddleboards.
Waterfront Cottage In Branford - Connecticut
10 108 reviews

Waterfront Cottage In Branford

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.

Best pet friendly Connecticut cottages

Among the 666 accommodations in Connecticut, here are the 4 best pet friendly cottages

Waterfront! Charming 4br Cottage On The Niantic River! - Connecticut
9.6 73 reviews

Waterfront! Charming 4br Cottage On The Niantic River!

cottage, Waterford
This charming cottage is situated on the banks of the Niantic River, just 15 kilometres from Ocean Beach Park, Harkness Park, and the Niantic Boardwalk. It boasts excellent user ratings and offers a peaceful retreat for families and groups. The cottage spans 135 square metres and comfortably accommodates up to eight guests in its four bedrooms and two bathrooms. The property is equipped with a range of amenities, including a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking. Guests can enjoy swimming, kayaking, and fishing right from the backyard, or explore the nearby Ferry Landing State Park and Haley Farm State Park.
Cozy Renovated Cottage With Game Room, Wifi, Ac - Mins To Beach & Boardwalk - Connecticut
10 33 reviews

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

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.
Waterfront Cottage W/ Sunroom + Patio & Grill - Connecticut
9.6 38 reviews

Waterfront Cottage W/ Sunroom + Patio & Grill

cottage, Clinton
This charming cottage is situated just a stone's throw from the beach in Clinton, Connecticut, offering easy access to the picturesque coastline and the nearby Town Beach. Guests consistently rate this property highly for its excellent location, cleanliness, and overall experience.
The cottage boasts two bedrooms, accommodating up to five guests, and features a fully equipped kitchen, a sunroom with stunning views, and a cosy living room with a fireplace. Enjoy the convenience of direct water access for kayaking, a spacious outdoor area for relaxing and entertaining, and amenities like free Wi-Fi and complimentary toiletries.
The Solo Shore Cottage - Walk To Beach + Sun Porch - Connecticut
No reviews

The Solo Shore Cottage - Walk To Beach + Sun Porch

cottage, Old Lyme
This 2-bedroom, 1-bathroom holiday home in Old Lyme offers a prime location near outlet shopping, just a 6-minute drive from Rocky Neck State Park and a 16-minute drive to Rocky Neck State Beach.
This property provides Wi-Fi, air conditioning, on-site parking, and a sunroom, with easy access to the Florence Griswold Museum and opportunities for jet skiing and kayaking.
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