Connecticut Short term rentals

15781 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Connecticut short term rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Connecticut

Best family friendly Connecticut Short term rentals

Among the 15781 accommodations in Connecticut, here are the 4 best family friendly rentals

Spacious Home Nestled Along The Blackberry River In Northwest Ct - Connecticut
10 97 reviews

Spacious Home Nestled Along The Blackberry River In Northwest Ct

apartment, North Canaan
This spacious holiday home is situated in East Canaan, Connecticut, just a few kilometres from attractions like Norfolk Curling Club, Great Falls Brewery, and Freund’s Farm Market. The property has received excellent user ratings and is ideal for families and groups looking for a comfortable and convenient base for exploring the area.
The property spans 232 square metres and can comfortably accommodate up to 10 guests across its three bedrooms and three bathrooms. The house is well-equipped with modern amenities, including a fully-stocked kitchen, high-speed internet, four smart TVs, a washer and dryer, and a private deck with a grill.
Steele Brook Manor Tranquil Get Away Nestled  In  Litchfield County. - Connecticut
9.2 5 reviews

Steele Brook Manor Tranquil Get Away Nestled In Litchfield County.

apartment, Watertown
This family-friendly Watertown apartment, near Black Rock State Park (approx. 26km) and Union Station (approx. 18km), offers convenient access to both natural beauty and urban amenities.
The two-bedroom, one-bathroom dwelling sleeps six, boasting a fully equipped kitchen, in-unit laundry, a terrace, and access to a garden and spa; nearby attractions include The Christmas Shop and Glebe House Museum.
The Winchester House At Science Park-yale - Connecticut
10 203 reviews

The Winchester House At Science Park-yale

apartment, New Haven
The Winchester House apartment, situated in New Haven's Science Park district, is conveniently located near Yale University's Franklin and Murray Colleges and Ingalls Rink.
This newly renovated, two-bedroom, two-and-a-half-bathroom dwelling offers comfortable accommodation for four guests, boasting a well-equipped kitchen, complimentary snacks and beverages, secure off-street parking, and 1000-count bedding.
Charming Historic 2br Retreat In New Haven  Cozy Stay Near Yale & Downtown! - Connecticut
8.4 27 reviews

Charming Historic 2br Retreat In New Haven Cozy Stay Near Yale & Downtown!

apartment, New Haven
This New Haven apartment, situated in the West River neighbourhood, offers easy access to downtown attractions and is minutes from the Knights of Columbus Museum and Woolsey Hall.
The two-bedroom, one-bathroom flat sleeps four, includes a fully equipped kitchen with dishwasher, air conditioning, and on-site parking, plus a spa; nearby family-friendly options include the Connecticut Children's Museum and Peabody Museum of Natural History.

Top cities

Best Connecticut short term rentals with a balcony

Beautiful Bunker Hill Home With Gym And Yard! - Connecticut
No reviews

Beautiful Bunker Hill Home With Gym And Yard!

apartment, Waterbury
This two-bedroom flat is located in Waterbury, just 0.6 kilometres from Bunker Hill, offering convenient access to local attractions.
This 1100 square meter apartment accommodates up to seven guests, featuring separate living, dining, and family rooms, a fully equipped kitchen, air conditioning, a terrace, balcony, garden, and private on-site parking, with access to a shared gym and yard.
Phenomenal One Bedroom Cottage In Historic Old Lyme, Connecticut - Connecticut
10 3 reviews

Phenomenal One Bedroom Cottage In Historic Old Lyme, Connecticut

apartment, Old Lyme
This private guest cottage, offering a secluded retreat, is located in the historic district of Old Lyme, within walking distance of the Florence Griswold Museum and Lyme Street arts district.
This self-contained annex features a kitchenette, a private outdoor pergola, and dedicated parking with an electric vehicle charging station, situated a short distance from White Sand Beach and the waters of Long Island Sound.
Spacious Modern Beach House, Perfect For Families - Connecticut
9.8 75 reviews

Spacious Modern Beach House, Perfect For Families

apartment, Branford
This charming house is situated just 1.6km from Double Beach and within 5km of Branford Hills Plaza Shopping Center and East Haven Town Beach, offering a peaceful seaside atmosphere. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious dwelling spans 232 square meters and comfortably accommodates up to 12 guests. The property boasts a range of amenities, including a fully equipped kitchen, a relaxing Jacuzzi, a private terrace, and a beautiful garden, making it ideal for families and groups seeking a comfortable and enjoyable stay.
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included - Connecticut
10 1 review

Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included

apartment, Westbrook
This Westbrook flat is centrally located in Westbrook Centre, a four-minute drive from West Beach and less than 1 kilometre from the Westbrook Outlets.
This one-bedroom, 50-square-metre flat accommodates up to four guests and features a Level 2 EV charger, off-street parking, air conditioning, a kitchen with a fridge, microwave, and dishwasher, and a spacious living area with a 55-inch television.

Frequently asked questions about short term rentals in Connecticut

  • What attractions should one visit during a week-long stay in Connecticut?

    A week in Connecticut allows for a good overview. Start in Mystic, exploring Mystic Seaport, a living history museum showcasing 19th-century maritime life. Then, head to New Haven, home to Yale University's stunning campus and the delicious pizza at Frank Pepe Pizzeria Napoletana. Spend a day exploring the charming coastal town of Essex, perhaps taking a boat trip up the Connecticut River. For nature, consider a hike in the Litchfield Hills State Forest, known for its scenic trails and waterfalls. Finally, dedicate some time to Hartford, visiting the Mark Twain House & Museum and the Connecticut Science Center.
  • What are the best short term rentals in Connecticut?

  • What attractions should one visit when spending a month in Connecticut?

    A month gives ample time for a deeper exploration. Besides the locations mentioned above, consider these additions: Spend several days exploring the shoreline, visiting towns like Guilford, Madison, and Old Lyme, each with its unique character and beautiful beaches. Explore the art scene in New London, visiting the Lyman Allyn Art Museum. Delve into Connecticut's history with visits to historical sites like the Henry Whitfield State Museum in Guilford, one of the oldest surviving houses in Connecticut. For outdoor enthusiasts, consider hiking or biking the Farmington Canal Heritage Trail, a scenic path following the route of a former canal. Don't forget to dedicate time to exploring smaller towns and villages throughout the state, discovering hidden gems along the way.
  • What are the best short term rentals with a pool in Connecticut?

  • Can visitors to Connecticut witness any unique natural cycles, like cherry blossom season or autumn colours?

    Absolutely! Connecticut experiences vibrant autumn foliage typically peaking in mid-to-late October, making it a fantastic time for leaf-peeping drives or hikes. While not as renowned for cherry blossoms as Washington D.C., some areas do have cherry trees that bloom beautifully in spring, though the display is less dramatic.
  • What are the best short term rentals with a jacuzzi in Connecticut?

  • What are the most meaningful ways to engage with locals and discover the culture in Connecticut?

    Visiting local farmers' markets, particularly those in smaller towns, is a great way to interact with residents and sample regional produce. Attending local events, such as town fairs or concerts in parks, offers opportunities to meet people and experience the community spirit. Exploring the many charming small towns and engaging with shop owners and restaurant staff provides a more authentic cultural experience than larger city centres. Consider visiting a local brewery or distillery for a taste of Connecticut's craft beverage scene and a chance to chat with the people who make them.
  • What are the best short term rentals for families and kids in Connecticut?

  • Are there any distinctive cultural activities or hands-on workshops in Connecticut?

    Yes, Connecticut offers various cultural activities and workshops. The Mystic Seaport offers hands-on maritime workshops. Many art museums and galleries host classes and workshops, and several locations throughout the state offer pottery, glassblowing, or other craft workshops. Check local listings for specific offerings during your visit.
  • What should not be left out of your suitcase if you are going to Connecticut?

    Comfortable walking shoes are essential, as exploring many of Connecticut's towns and attractions involves walking. Layers of clothing are recommended, as the weather can be unpredictable, especially during shoulder seasons. Insect repellent is advisable, particularly during warmer months. A reusable water bottle is helpful for staying hydrated, especially during outdoor activities.
  • What are some of the most popular festivals in Connecticut?

    Connecticut hosts numerous local festivals throughout the year. The annual Connecticut River Valley Tourism's Apple Harvest Festival is a popular event, and many towns host their own unique celebrations. Checking local event listings closer to your travel dates will provide the most up-to-date information on specific festivals.
  • Where should one try the best local food in Connecticut?

    For classic New Haven-style pizza, Frank Pepe Pizzeria Napoletana is a must-try. In Mystic, consider a seafood meal at one of the restaurants along the Mystic River. Exploring the various farm-to-table restaurants throughout the state offers a chance to sample fresh, locally sourced ingredients. Many smaller towns have charming cafes and restaurants offering unique culinary experiences.

Nearby regions

Best Connecticut short term rentals with a kitchen

Black Rock Suites-86-1 - Connecticut
9.5 2 reviews

Black Rock Suites-86-1

apartment, Bridgeport
Black Rock Suites offers a one-bedroom apartment in Bridgeport's Black Rock neighbourhood, conveniently located 2.7 kilometres from Jennings Beach.
This self-contained flat provides free Wi-Fi, in-unit laundry, air conditioning, and parking, sleeping one guest and is ideal for exploring Bridgeport and its surroundings.
Coastal Relaxation Getaway - Connecticut
9.9 98 reviews

Coastal Relaxation Getaway

apartment, East Haven
This East Haven apartment, situated near a tidal marsh with private beach access within 0.32 kilometres, offers stunning sunset views.
The second-floor flat comprises two bedrooms, a living room, bathroom, kitchenette, and dinette, sleeping up to two guests and boasting amenities including air conditioning, parking, and Wi-Fi.
Historic Victorian Apartment, Close To Downtown, Hospital, Capitol - Connecticut
9.7 64 reviews

Historic Victorian Apartment, Close To Downtown, Hospital, Capitol

apartment, Hartford
This apartment is situated in Frog Hollow, a neighbourhood in Hartford, less than 2km from the Museum of Connecticut History and XL Center. It has received excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms, one bathroom and is 93 square metres in size. It comes with a fireplace, a fully equipped kitchen, a washing machine, a terrace, parking and internet access.
The Yale Sanctuary - Connecticut
9.9 16 reviews

The Yale Sanctuary

apartment, New Haven
This 1-bedroom flat is located in central New Haven, a mere 500 metres from local shops, restaurants, and attractions.
This modern accommodation offers a queen bed and a pull-out sofa for up to three guests, with a fully equipped kitchen, in-unit laundry, and access to the building's fitness centre.

Best Connecticut short term rentals with laundry available

Sage Haven: Comfy, Family Friendly, Close To Yale - Connecticut
10 111 reviews

Sage Haven: Comfy, Family Friendly, Close To Yale

apartment, New Haven
This New Haven apartment, situated near Yale University's Old Campus, is less than 2.4km from the city centre and within 1.3km of Edgerton Park and 1.9km of East Rock Park.
Sleeping six guests, this recently renovated three-bedroom property boasts a fully equipped kitchen, washer/dryer, super-fast Wi-Fi with streaming services, and family-friendly items including a travel cot and high chair, plus parking and access to a shared patio.
Fair Haven Heights Entire 1 Bedroom Apartment - Connecticut
9.8 497 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

apartment, New Haven
This fully renovated one-bedroom apartment is situated near New Haven's waterfront, a five-minute walk from the marina and approximately 1.6km from Yale University and New Haven city centre.
The self-catering flat offers a queen-size bed, sleeps two guests, includes a fully equipped kitchen with modern appliances, free Wi-Fi, and access to a private backyard with a grill and fire pit.
2nd Floor The Inn At Highland Lake - Connecticut
9.8 83 reviews

2nd Floor The Inn At Highland Lake

apartment, Winchester
This apartment is located on the shores of Highland Lake in Winchester, just a short distance from the town centre and its historical attractions. It has received excellent ratings for location, cleanliness and user experience.
The apartment has three bedrooms and one bathroom, comfortably accommodating up to eight guests. It offers a fully equipped kitchen, a private waterfront yard with a dock, a sunroom, and access to shared laundry facilities, as well as a discount on boat rentals at the nearby marina.
Mansion Near Casinos 9br - Connecticut
9.5 274 reviews

Mansion Near Casinos 9br

apartment, Norwich
This charming house is located in Norwich, just a 1.5 kilometre walk from Slater Memorial Museum, The Blue Lady of Yantic Cemetery, and Spirit of Broadway Theater. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The property is a spacious 465 square metre home with five bathrooms. It offers a range of amenities including a private pool, spa tub, fireplace, garden, parking, and a fully equipped kitchen with a dishwasher, microwave, and other modern conveniences.
©2026 cozycozy.com