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Connecticut short term rentals
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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

Cozy & Private Apartment Near The Ocean - Connecticut
9.8 601 reviews

Cozy & Private Apartment Near The Ocean

apartment, West Haven
This one-bedroom apartment in West Haven is located just minutes from the beach and a boat ramp, perfect for water enthusiasts.
The apartment offers a queen-size bed, a sofa/futon, and a fully-equipped kitchen, accommodating up to three guests.
4th Of July Open | Sleeps 36-38 | Group Compound - Connecticut
No reviews

4th Of July Open | Sleeps 36-38 | Group Compound

apartment, Stonington
This collection of four historic homes in Old Mystic offers a rare opportunity for larger groups, situated within 1 mile of downtown Mystic's shops and restaurants, and a short drive to the Mystic Seaport Museum and Mystic Aquarium.
This pet-friendly lodging accommodates up to 38 guests with 17 bedrooms and 14 bathrooms, featuring four fully equipped kitchens, multiple indoor and outdoor gathering spaces including firepits and a gazebo, and family-friendly amenities.
Boho Room In House - Connecticut
No reviews

Boho Room In House

B&B, New Haven
This New Haven homestay is located 1.2 miles from Tweed-New Haven Airport, 2.6 miles from City Hall, and 2.9 miles from Yale University.
This B&B offers 1 bedroom and 1 bathroom, accommodating up to 3 guests with air conditioning, WiFi, parking, and a kitchenette, situated conveniently for exploring attractions like The Yale Bowl (5 miles) and Thimble Islands (6.2 miles).
Pool, Sunroom & Gardens: Luxe Sandy Hook Home! - Connecticut
10 11 reviews

Pool, Sunroom & Gardens: Luxe Sandy Hook Home!

apartment, Newtown
This Sandy Hook vacation rental in Newtown, Connecticut, offers easy access to Blue Spruce Farm, Kettletown State Park, and the Housatonic River.
This three-bedroom, three-and-a-half-bathroom home comfortably sleeps nine guests and boasts a private pool, hot tub, fully equipped kitchen, Peloton bike, and a garage gym, plus numerous outdoor amenities including a deck, gas grill, and fire pits.

Top cities

Best Connecticut lodging with a balcony

The Bridge At Soundview · Beach+oceanview+sunrise - Connecticut
10 2 reviews

The Bridge At Soundview · Beach+oceanview+sunrise

apartment, Old Lyme
This beachfront Old Lyme rental is located near Rocky Neck State Park (2.1 miles) and the Lyme Academy of Fine Arts (2.6 miles), offering easy access to beaches and cultural attractions.
This 1880-square-foot apartment features five bedrooms, two bathrooms, and accommodates eight guests, boasting a fully equipped kitchen, a terrace, a garden, parking, and an on-site arcade.
Private Apartment  In Berlin - Connecticut
9.0 7 reviews

Private Apartment In Berlin

apartment, Berlin
This Berlin, Maryland vacation home is conveniently located 1.8 miles from New Britain Stadium and 2.5 miles from Putter's Paradise Mini Golf, a 13-minute walk from Berlin Station.
This 1190-square-foot house sleeps four, offering two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, in-house laundry, free WiFi, a Smart TV, air conditioning, parking, and a children's playground.
Farm Stay With Horses & Pool With Mountaintop Views - Connecticut
10 35 reviews

Farm Stay With Horses & Pool With Mountaintop Views

apartment, Bloomfield
This house is located in the mountains near Bloomfield, Connecticut, just a short drive from Talcott Mountain State Park and other attractions. It has received excellent ratings from previous guests.
The 2050 square foot house has two bedrooms and can comfortably accommodate four guests. It features a private pool, a garden, a terrace, a jacuzzi, and a spa, along with modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen.
Cheerful 3 Bedroom Beach Front Cottage With Fireplace - Connecticut
9.4 30 reviews

Cheerful 3 Bedroom Beach Front Cottage With Fireplace

apartment, Milford
This beach house in Milford is just a short walk from Bayview Beach and Melba Shopping Plaza, offering easy access to both relaxation and local amenities. Guests consistently rate this property as excellent, highlighting its comfortable and convenient location. This three-bedroom vacation rental comfortably sleeps eight guests, providing ample space for families or groups of friends. The fully equipped kitchen, outdoor grill, and spa create the perfect setting for a relaxing and enjoyable stay.

Frequently Asked Questions about short term rentals in Connecticut

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

    Absolutely! Connecticut boasts vibrant autumn foliage typically peaking in mid-to-late October, depending on elevation and weather. While not as famous for cherry blossoms as Washington D.C., some areas have cherry trees that bloom in the spring, though it's not a major tourist draw. The best time to see fall colors is by visiting the Litchfield Hills or the Berkshires (though the Berkshires are in Massachusetts).
  • What are the best short term rentals in Connecticut?

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

    Attend a local farmers market – many towns host them weekly during the warmer months. Visit smaller, less-touristy towns to experience a more authentic feel. Consider attending a performance at a local theater or concert hall. Engage in conversations with people you meet at restaurants, shops, or during outdoor activities. Many towns have historical societies that offer insights into local culture and history.
  • What are the best short term rentals with a pool in Connecticut?

    Luxury Furnished Apartments By Hyatus Downtown At Yale, Villa Signor and Go Jump In The Lake are the best short term rentals with a pool in Connecticut.

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

    Yes! Mystic Seaport offers various maritime-themed workshops. The Yale University Art Gallery frequently hosts workshops and classes. Many towns have pottery studios or art centers that provide hands-on experiences. Look for local craft fairs and festivals showcasing Connecticut artisans and their work. The state also has numerous historical sites offering living history demonstrations.
  • What are the best short term rentals with a jacuzzi in Connecticut?

  • What are some secret spots or hidden treasures to visit in Connecticut?

    The Devil's Hopyard State Park offers unique rock formations and waterfalls. The air museum at the Connecticut Air and Space Center is a lesser-known gem for aviation enthusiasts. The charming town of Kent, nestled in the Litchfield Hills, offers a peaceful escape with antique shops and scenic hiking trails. Exploring the smaller coastal towns like Noank or Westbrook can reveal hidden beaches and quaint harbors.
  • What are the best short term rentals for families and kids in Connecticut?

  • What are some of the most popular festivals in Connecticut?

    The Big E, a large agricultural fair held in West Springfield, Massachusetts (close to the Connecticut border), is a popular autumn event. Many towns host their own unique festivals throughout the year, celebrating everything from food to arts and crafts. Check local event listings for specific dates and details. The Connecticut Renaissance Faire is a popular seasonal event.
  • Where should one try the best local food in Connecticut?

    New Haven is famous for its pizza, particularly at Frank Pepe Pizzeria Napoletana and Sally's Apizza. For seafood, explore the coastal towns of Mystic and Essex. Hartford offers diverse culinary options, reflecting its status as the state capital. Litchfield County is known for its farm-to-table restaurants and locally sourced ingredients. Exploring different regions will offer diverse culinary experiences.

Nearby regions

Best Connecticut lodging with a kitchen

Bachi - Private Room 3 With Parking, Desk & Fast Wifi Near Yale, Quinnipiac, Scsu & Hospitals - Connecticut
8.8 4 reviews

Bachi - Private Room 3 With Parking, Desk & Fast Wifi Near Yale, Quinnipiac, Scsu & Hospitals

B&B, Hamden
This Hamden B&B is located 2.7 miles from Yale University, The Yale Bowl, and City Hall, offering convenient access to local attractions and medical facilities.
This non-smoking accommodation includes private parking, air conditioning, and complimentary high-speed WiFi, with one bedroom and one bathroom accommodating up to three guests.
Inn At Highland Lake: 1st Fl Suite W/ Dock - Connecticut
9.8 61 reviews

Inn At Highland Lake: 1st Fl Suite W/ Dock

apartment, Winchester
This Winchester apartment sits right on the shores of Highland Lake, just a short walk from the Marina at Highland Lake. It has earned excellent ratings for location, cleanliness, and overall user experience.
The apartment has one bedroom and one bathroom, comfortably sleeping up to four guests. Enjoy the private porch, grill, and picnic table overlooking the lake, along with a shared paddleboat, access to a shared laundry, and a full kitchen.
Charming 1870 Cape Cottage In Litchfield - Connecticut
10 72 reviews

Charming 1870 Cape Cottage In Litchfield

apartment, Litchfield
This charming cottage is situated in Litchfield, just minutes from the towns of Bantam and Litchfield, with views of the Litchfield Land Trust forest and close proximity to White Memorial Conservation Center. It's rated excellent by previous guests, making it a popular choice for travelers seeking a peaceful escape.
The cottage features three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It offers modern amenities, a private outdoor terrace, and easy access to hiking trails, nature programs, and local attractions.
Guilford Field House - Connecticut
10 25 reviews

Guilford Field House

apartment, Guilford
This 2-bedroom, 1-bathroom apartment is located in Guilford, Connecticut, on a historic property with a main house built in 1779, offering views of an open field and featuring a restored horse barn, just minutes from Guilford's downtown area.
This pet-friendly guest house accommodates up to 4 guests with a fully stocked kitchen, air conditioning, internet, and outdoor amenities including a deck, hammock, and swing set, with convenient access to Madison and Durham.

Neighborhoods and points of interest in Connecticut

Best Connecticut lodging with laundry available

Taft School Watertown/oakville - Connecticut
9.9 26 reviews

Taft School Watertown/oakville

apartment, Waterbury
This Waterbury apartment is conveniently located in a quiet neighborhood, within walking distance of laundromats. The surrounding area offers a peaceful retreat from the city's hustle and bustle.
This second-floor unit in a two-family house comfortably accommodates up to three guests. It features a kitchen, air conditioning, parking, and internet access.
Perfect Family Retreat In East Haven - Connecticut
10 9 reviews

Perfect Family Retreat In East Haven

apartment, East Haven
This East Haven rental house is situated in a peaceful residential neighborhood with convenient highway access, located minutes by car from Tweed New Haven Airport, Yale University, parks, beaches, and dining.
This furnished 3-bedroom, 1-bathroom house accommodates up to 4 guests and features a microwave, dishwasher, air conditioning, jacuzzi, garden, outdoor deck, and driveway and street parking, with pets negotiable.
Bedroom With Private Bathroom Near Yale 1b - Connecticut
9.9 26 reviews

Bedroom With Private Bathroom Near Yale 1b

apartment, New Haven
This New Haven guesthouse in the Dwight District is conveniently located within a one- to two-block walk of Yale University Hospital, a grocery store, and restaurants.
The newly renovated unit offers one bedroom, one bathroom, and sleeps two guests; amenities include a private kitchen with a fridge, freezer, and microwave, free high-speed WiFi, and a shared living room and backyard.
Historic Hearthstone Cottage - Connecticut
10 102 reviews

Historic Hearthstone Cottage

apartment, East Haddam
This East Haddam cottage, located on an 18-acre property bordering Devil's Hopyard State Park and a short drive from Mystic Seaport and the Goodspeed Opera House, offers a secluded yet convenient location.
The 600-square-foot, two-story house features one bedroom, one bathroom, sleeps four, and includes a wood-burning stove, a full kitchen, and access to organic garden produce (seasonal).
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