Cottages in Connecticut

666 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Connecticut cottages
Choose the perfect holiday 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

Guest Cottage On Country Estate - Connecticut
9.4 43 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.
Charming, Private 2-bedroom Cottage On Classic New England Farm In Washington Ct - Connecticut
10 13 reviews

Charming, Private 2-bedroom Cottage On Classic New England Farm In Washington Ct

cottage, Washington
This Washington Depot cottage, situated adjacent to the Steep Rock Preserve and a five-minute drive from Lake Waramaug and the town centre, offers easy access to Washington Depot’s amenities and the surrounding Litchfield Hills.
The 102 square metre property features two bedrooms and two bathrooms, sleeping up to four guests, and includes a fully equipped kitchen, private garden with Weber grill, Wi-Fi, and a wood-burning fireplace; nearby attractions include Woodbury Ski Area and Hopkins Vineyard.
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.
Classic Cottage In Best Private Community In Old Lyme Ct. - Connecticut
10 34 reviews

Classic Cottage In Best Private Community In Old Lyme Ct.

cottage, Old Lyme
This charming cottage is located just 4 kilometres from Rocky Neck State Park, a beautiful natural area with hiking trails and scenic views, and is within 10 kilometres of Lyme Academy of Fine Arts and The Book Barn. The property enjoys excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient base for exploring Old Lyme.
The cottage offers 3 bedrooms and a bathroom, providing space for up to 6 guests across its 102 square metres of floor area. It comes equipped with a kitchen, a terrace, a garden and a tennis court, making it ideal for families or groups looking for a relaxing getaway with plenty of outdoor activities on offer.

Best Connecticut cottages with a garden

Updated Cottage "Beriozka" On Cedar Lake - Connecticut
10 33 reviews

Updated Cottage "Beriozka" On Cedar Lake

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.
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.
Private Guest House W/ Deck + Spectacular Views! - Connecticut
9.8 68 reviews

Private Guest House W/ Deck + Spectacular Views!

cottage, Montville
This Montville studio apartment is situated near Lake Konomoc and a nature reserve, offering easy access to hiking trails and tranquil countryside views.
The self-catering unit, sleeping up to four guests, boasts a kitchenette with fridge and microwave, two Smart TVs, free Wi-Fi, a private yard with elevated deck, and access to a shared swimming pool and gas grill; an additional studio is available on-site.
Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston. - Connecticut
9.8 117 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.

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, perhaps visiting Hammonasset Beach State Park, Connecticut's longest public beach, or the scenic hiking trails of Litchfield Hills State Forest. Art enthusiasts might enjoy the Yale University Art Gallery in New Haven, one of the oldest and largest university art museums in the United States.
  • What are the best cottages in Connecticut?

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

    A five-day trip allows for a good exploration of Connecticut's variety. Day 1: Explore Mystic, visiting Mystic Seaport and the Mystic Aquarium. Day 2: Drive along the Connecticut shoreline, stopping at beaches like Hammonasset and enjoying the charming coastal towns. Day 3: Head inland to explore Hartford, visiting the Mark Twain House and the Connecticut State Capitol. Day 4: Discover the Litchfield Hills, hiking in Litchfield Hills State Forest and enjoying the quaint towns. Day 5: Spend time in New Haven, visiting Yale University and enjoying its vibrant food scene. This itinerary is a suggestion; adjust it based on your interests.
  • What are the best cottages with a pool in Connecticut?

  • Is Connecticut a good destination to rent a cottage?

    Yes, particularly in the Litchfield Hills and along the shoreline. Many charming cottages are available for rent, offering a peaceful and relaxing getaway. Websites specializing in vacation rentals can help you find options that suit your needs and budget. Expect to find options ranging from rustic cabins to more modern cottages, depending on location and preference.
  • What are the best cottages with a jacuzzi in Connecticut?

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

    Connecticut experiences all four seasons. Summers are warm and humid, with occasional thunderstorms. Winters can be cold and snowy, especially in the northern parts of the state. Wildlife encounters are generally limited to common animals like deer, squirrels, and birds. However, be aware of black bears, though attacks are rare. The biggest natural hazard is severe weather, including heavy snowstorms in winter and hurricanes or tropical storms in late summer/autumn. 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 cycling infrastructure varies by location. Larger cities like Hartford and New Haven have some dedicated bike lanes and walkways, but many smaller towns and rural areas are less developed in this regard. Many towns have charming, walkable centres. However, using caution when cycling on roads with limited bike lanes is advisable. Always check local conditions and consider using designated trails for cycling where possible.
  • 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. The charming town of Kent Falls State Park offers stunning waterfalls and hiking trails. The submarine base in Groton is a fascinating historical site. Exploring the less-travelled roads in the Litchfield Hills can reveal hidden gems and picturesque villages. Researching specific areas of interest can lead to unexpected discoveries.
  • 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. Many towns host seasonal festivals and events; these are great opportunities for social interaction. Visiting local breweries or wineries can also provide opportunities to meet people and learn about the local culture. Checking local event listings for concerts, plays, or other community events can lead to more chances to interact with locals.
  • What are the best authentic dishes to taste in Connecticut?

    Connecticut's culinary scene is diverse. Lobster rolls are a classic New England treat, often found along the coast. Steamed cheeseburgers are a local specialty, unique to the state. New Haven-style pizza, known for its thin crust and unique tomato sauce, is another must-try. Many local farms offer fresh produce and artisanal cheeses. Exploring local restaurants and markets will reveal a variety of delicious options.

Nearby regions

Best Connecticut cottages with a jacuzzi

Among the 666 accommodations in Connecticut, here are the 3 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.
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

Cozy Cottage With Ac And Lake Access In Charming Connecticut Suburb. - Connecticut
9.6 14 reviews

Cozy Cottage With Ac And Lake Access In Charming Connecticut Suburb.

cottage, Watertown
This pet-friendly cottage is located in a rural area of Watertown, Connecticut, approximately 24km from Quassy Amusement Park and 21km from The Christmas Shop.
The two-bedroom, one-bathroom holiday home sleeps six, boasting a fully equipped kitchen with microwave, air conditioning, Wi-Fi, parking, and barbecue facilities, plus proximity to Flanders Nature Center & Land Trust and Black Rock State Park.
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.
The Little Cottage On The Ct River - Connecticut
10 14 reviews

The Little Cottage On The Ct River

cottage, Haddam
This Haddam cottage is situated near the Connecticut River and the Connecticut Valley Railroad State Park Trail, within walking distance of the Goodspeed Opera House and East Haddam Historical Society and Museum.
The self-catering property sleeps four guests in one bedroom with one bathroom, and includes a fully equipped kitchen, laundry facilities, free Wi-Fi, parking, and air conditioning.
Beach Duplex2 Full Homes With Private Access, Backyard, And Ocean Views! - Connecticut
10 31 reviews

Beach Duplex2 Full Homes With Private Access, Backyard, And Ocean Views!

cottage, Clinton
This charming cottage is located just 1.6km from the Clinton Plaza Shopping Center, and within 5km of the Adam Stanton House and General Store Museum and Clinton Town Beach, making it a great base for exploring the area. Guests have consistently rated this property as excellent, praising its comfortable and well-equipped nature.
The cottage offers 186 square metres of space, comfortably accommodating up to 12 guests across its 6 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities, including a private garden, a terrace, a spa, a tennis court, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
©2026 cozycozy.com