Cottages in Connecticut

666 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Connecticut cottages
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

666 Best cottages in Connecticut

Best family friendly Connecticut cottages

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

Enchanted Waterfront Cottage - Connecticut
9.0 22 reviews

Enchanted Waterfront Cottage

cottage, Old Lyme
This pet-friendly detached house in Old Lyme offers an idyllic waterfront setting, located a mere 4-minute drive from the Florence Griswold Museum and Beckett Hill State Park.
Accommodating up to 10 guests across 4 bedrooms and 1 bathroom, this property features a well-equipped kitchen with an oven and fridge, air conditioning, Wi-Fi, a garden, and direct access to kayaking and water sports.
Beach Retreat - 5 Beds , 2 Kitchens @ Salt Island- Westbrook -Walk To Water - Connecticut
9.4 3 reviews

Beach Retreat - 5 Beds , 2 Kitchens @ Salt Island- Westbrook -Walk To Water

cottage, Westbrook
This Westbrook Centre holiday home is situated 1.8km from Westbrook Town Beach and within a 8km radius of Tanger Outlets and Chalker Beach.
Sleeping eight guests, this four-bedroom, two-bathroom property boasts a fully equipped kitchen, Jacuzzi, barbecue, Smart TV, and free Wi-Fi; plus, it's pet-friendly.
Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston. - Connecticut
9.8 116 reviews

Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston.

cottage, Westbrook
This charming cottage is situated in Westbrook Center, just a few kilometres from Chalker Beach, Westbrook Town Beach, and Crystal Lake Town Park, offering a peaceful retreat close to local attractions. The property has received excellent user ratings, reflecting its high standard of comfort and amenities.
The cottage has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, a sauna, a spa, and a tennis court, perfect for a relaxing and enjoyable stay.
Adorable Cottage With Cottage Porch, Walk To Water & Town - Connecticut
9.0 8 reviews

Adorable Cottage With Cottage Porch, Walk To Water & Town

cottage, Westbrook
This Westbrook Centre holiday home is situated 1.8km from Westbrook Town Beach and within a short drive of Tanger Outlets and Chalker Beach.
The 65 square metre property boasts two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, private patio, spa, and free Wi-Fi.

Best Connecticut cottages with a garden

Welcoming 1-bedroom Cottage In Charming Madison Is One Mile To Town And Beach! - Connecticut
10 1 review

Welcoming 1-bedroom Cottage In Charming Madison Is One Mile To Town And Beach!

cottage, Madison
This one-bedroom bungalow in Madison is located an 8-minute walk from Hammonasset Beach State Park and a short drive from Hammonasset Beach, with convenient access to cultural sites such as the Allis-Bushnell House and Museum and the Hyland House Museum.
The 42 square metre property accommodates two guests and features a fully equipped kitchen, complimentary Wi-Fi, air conditioning, an on-site garden, and off-street parking, with an in-unit washer and dryer provided for added convenience.
Family Retreat In Old Lyme Gated Miami Beach - Connecticut
No reviews

Family Retreat In Old Lyme Gated Miami Beach

cottage, Old Lyme
This Old Lyme cottage is situated 3.5 km from the Lyme Academy of Fine Arts and 3.9 km from Rocky Neck State Park, offering convenient access to local attractions.
The self-catering property features a fully equipped kitchen, air conditioning, a private patio, free on-site parking, and free Wi-Fi in public areas, perfect for a relaxing getaway.
Convenient, Cozy Home: Porches, Fire Pit, Office - Connecticut
No reviews

Convenient, Cozy Home: Porches, Fire Pit, Office

cottage, Meriden
This Meriden holiday cottage is situated within 5 kilometres of Cedar Park, Brookside Park, Columbus Park, the Andrews Homestead Museum, and the Connecticut Law Enforcement Memorial, with Meriden Station a short walk away.
This family-friendly property offers a fully equipped kitchen with a microwave and dishwasher, air conditioning, a garden with barbecue grills, an arcade/game room, and complimentary WiFi, alongside free on-site parking.
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, 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 666 accommodations in Connecticut, here are the 1 best cottages with a jacuzzi

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.

Best pet friendly Connecticut cottages

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

West Cornwall Cabin ~ 4 Mi To Covered Bridge! - Connecticut
10 1 review

West Cornwall Cabin ~ 4 Mi To Covered Bridge!

cottage, Cornwall
This Cornwall cottage is situated within 3.2km of Mohawk Mountain State Forest, Park, and Ski Area, and within 9.6km of the West Cornwall Covered Bridge and the Housatonic River.
The pet-friendly holiday home offers self-catering facilities including a microwave and dishwasher, air conditioning, a garden, parking, and Wi-Fi; on-site barbecue grills are also available for guest use.
The Connecticut Cottage Historic Modern Charm - Connecticut
10 3 reviews

The Connecticut Cottage Historic Modern Charm

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.
Waterfront 1-bedroom Cottage With Dock In Charming Fairfield - Connecticut
8.0 2 reviews

Waterfront 1-bedroom Cottage With Dock In Charming Fairfield

cottage, Fairfield
This 1-bedroom holiday home in Fairfield Beach offers waterfront living on Pine Creek with direct access to Long Island Sound, located a short drive from Bridgeport Downtown South Historic District and Westport Historical Society, and approximately 9.5 kilometres from Trout Brook Valley State Park Reserve.
This furnished bungalow, ideal for two guests, provides a private dock for a tranquil retreat and allows pets, with amenities including Wi-Fi and air conditioning, and is available for short or longer stays.
Guest Cottage On Country Estate - Connecticut
9.2 42 reviews

Guest Cottage On Country Estate

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.
©2026 cozycozy.com