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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 10527 accommodations in Connecticut, here are the 4 best family friendly rentals

Sunny Fairfield Studio Apartment - Connecticut
10 176 reviews
Connecticut
06/30 – 07/04
$177/nighttotal: $708 (4 )

Sunny Fairfield Studio Apartment

1 2
apartment , Fairfield
This modern studio apartment is located in a historic carriage house in Fairfield, just a short drive from downtown, the beach, and Fairfield University. It has received excellent ratings for its cleanliness, location, and overall experience.
This charming apartment can comfortably accommodate up to four guests and features a queen-size bed, a twin daybed with a pull-out trundle, a well-equipped kitchenette with a marble countertop, a dedicated work desk, a Smart TV, and a private entrance. Guests can enjoy the convenience of amenities like air conditioning, a garden, parking, and a Nespresso machine, as well as the unique experience of staying in a historic carriage house.
Nyc-area Escape  Game Room  Firepit  Chef's Kitchen  Near Boarding Schools - Connecticut
Connecticut
06/17 – 11/30
$442/nighttotal: $73372 (166 )

Nyc-area Escape Game Room Firepit Chef's Kitchen Near Boarding Schools

3 3
apartment , New Milford
This 3-bedroom, 3-bathroom apartment in New Milford is located an 8-minute drive from Lake Waramaug and a 14-minute drive from Lake Waramaug State Park.
This family-friendly rental accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, complimentary Wi-Fi, on-site parking, a fire pit, and a washer and dryer.
Cozy Lakefront Bungalow W Firepit/dock/kayaks - Connecticut
10 46 reviews
Connecticut
06/20 – 06/27
$595/nighttotal: $4165 (7 )

Cozy Lakefront Bungalow W Firepit/dock/kayaks

2 2
apartment , Plymouth
This waterfront vacation home is located within 9 miles of several popular attractions in Plymouth, including Black Rock State Park, Rockwell Park, and Muzzy Field, making it a great base for exploring the area. The property has earned excellent user ratings, indicating a high level of satisfaction among previous guests.
This 2-bedroom home can comfortably accommodate up to 4 guests, offering a relaxing and spacious retreat. Enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and spa, as well as a fully equipped kitchen, free Wi-Fi, and air conditioning.
Greenwich Garden Apartment - Connecticut
9.9 97 reviews
Connecticut
07/16 – 07/17
$275/nightfor 1 night

Greenwich Garden Apartment

1 6
apartment , Greenwich
This two-story Greenwich apartment is conveniently located a short walk from Greenwich's downtown area, offering easy access to shops, restaurants, and attractions.
The 2-bedroom, 1-bathroom unit sleeps 6, features a fully equipped kitchen, private garden patio with grill, family entertainment space, and modern amenities including high-speed internet, central air conditioning, and washer/dryer.

Top cities

Best Connecticut lodging with a balcony

Cozy Attic 10 Min To Llitchfield - Connecticut
9.2 5 reviews
Connecticut
06/17 – 06/30
$165/nighttotal: $2145 (13 )

Cozy Attic 10 Min To Llitchfield

1 2
apartment , Torrington
This cozy apartment in Torrington is just a short 10-minute drive from Litchfield, offering easy access to attractions like Sunnybrook State Park and KidsPlay Museum. The surrounding area is peaceful and offers a mix of natural beauty and charming small-town vibes.
The apartment is a comfortable one-bedroom unit, ideal for two guests. It features a well-equipped kitchen, a modern bathroom, and a unique "tiny house" design with handcrafted details and triangular ceilings.
Downtown New Haven By Yale & Little Italy - Ao Destinations - Connecticut
Connecticut
08/05 – 08/26
$197/nighttotal: $4137 (21 )

Downtown New Haven By Yale & Little Italy - Ao Destinations

1 2
apartment , New Haven
This apartment is located in New Haven's Wooster Square, a district known for its Italian heritage, just a short walk from famous pizzerias like Frank Pepe Pizzeria Napoletana and Sally's Apizza, and within a 15-20 minute walk of the New Haven Green, Yale University, and the Shubert Theatre.
This 550 square foot residence offers a comfortable stay with air conditioning, a kitchen equipped with a fridge, a balcony, and parking, ensuring a convenient experience for travelers exploring the area.
Backyard Tiny House In The Woods - Connecticut
8.3 4 reviews
Connecticut
07/08 – 07/09
$126/nightfor 1 night

Backyard Tiny House In The Woods

1 2
apartment , Tolland
This secluded one-bedroom tiny house in Tolland provides a wooded retreat with convenient access to the University of Connecticut (11 miles) and Eastern Connecticut State University (18 miles), as well as attractions like the Wadsworth Atheneum and XL Center (22 miles).
This 3230 square foot apartment features a private balcony, a fully equipped kitchen, air conditioning, complimentary parking, and high-speed Wi-Fi, accommodating up to two guests with a 10:00 AM check-out.
Winner's Getaway - 2mi To Mohegan Sun - Connecticut
10 12 reviews
Connecticut
09/04 – 09/07
$810/nighttotal: $2430 (3 )

Winner's Getaway - 2mi To Mohegan Sun

4 8
apartment , Norwich
This pet-friendly apartment is conveniently located in the Westside Norwich neighborhood, within walking distance of shops, restaurants, and just 3 minutes from Mohegan Sun Casino. With an excellent user rating, this apartment offers a spacious and comfortable stay for up to 13 guests with 4 bedrooms, 2 bathrooms, a large living area, and outdoor seating.
The fully renovated kitchen is equipped with all appliances and cookware, and the apartment also features a washer and dryer, air conditioning, a terrace or balcony, a garden, and parking. Entertainment options include a poker table, board games, and outdoor grilling facilities.

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

Breathtaking Bungalow-home Away From Home - Connecticut
10 45 reviews
Connecticut
09/18 – 09/21
$192/nighttotal: $576 (3 )

Breathtaking Bungalow-home Away From Home

2 4
apartment , Milford
This Milford vacation home is located just a short walk from the Coastal Center at Milford Point and within a few miles of Walnut Beach and Silver Sands State Park.
The 700-square-foot house features two bedrooms, one bathroom, and can accommodate up to four guests, perfect for a family or small group looking to explore the area.
The Beach Nest-lux Cottage Steps To The Beach - Connecticut
9.4 62 reviews
Connecticut
06/26 – 06/29
$411/nighttotal: $1233 (3 )

The Beach Nest-lux Cottage Steps To The Beach

1 4
apartment , Clinton
This Clinton, Connecticut beach house is located on Shore Road, steps from the beach and minutes from Clinton town center and other Connecticut shoreline attractions.
The two-bedroom, one-bathroom vacation rental sleeps up to six guests and features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and parking; enjoy water views and easy access to local shops and restaurants.
2br  Yale Visit Stay + Easy Parking - Connecticut
Connecticut
06/19 – 06/21
$448/nighttotal: $896 (2 )

2br Yale Visit Stay + Easy Parking

1 5
apartment , New Haven
This downtown New Haven condo is located steps from Yale University and Wooster Square, with Grove Street Cemetery and Harkness Tower nearby.
This one-bedroom, one-bathroom unit accommodates up to five guests and features a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning and internet.
Waterford, Ct - Beautiful 2 Bedroom/2 Bath, 2nd Floor Apartment, 1,252sf - Connecticut
9.6 38 reviews
Connecticut
06/22 – 06/26
$253/nighttotal: $1012 (4 )

Waterford, Ct - Beautiful 2 Bedroom/2 Bath, 2nd Floor Apartment, 1,252sf

2 4
apartment , Waterford
This apartment is located in Waterford, just a short drive from Electric Boat, CT College, and other local attractions, offering a peaceful retreat in a wooded setting. It has earned excellent user ratings for its comfort and amenities.
The 1,250 square foot apartment comfortably accommodates up to four guests with two bedrooms and two bathrooms. Residents enjoy access to a resort-style swimming pool, a fitness center, and other amenities, creating a relaxing and enjoyable stay.

Neighborhoods and points of interest in Connecticut

Best Connecticut lodging with laundry available

Torrington 4br Near Theatre - Connecticut
9.7 12 reviews
Connecticut
07/04 – 07/05
$497/nightfor 1 night

Torrington 4br Near Theatre

1 6
apartment , Torrington
This Torrington apartment rental is ideally situated within walking distance of the Warner Theatre and downtown Torrington's shops and restaurants, offering easy access to local attractions.
The 4-bedroom, 2-bathroom unit sleeps 7 guests comfortably and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and a cozy living room with a TV; explore nearby Litchfield Hills, Mohawk Mountain, and local wineries.
On Jordan's Cove! - Connecticut
9.3 15 reviews
Connecticut
06/17 – 06/30
$144/nighttotal: $1872 (13 )

On Jordan's Cove!

1 2
apartment , Waterford
This Waterford, Connecticut efficiency apartment offers direct access to Jordan's Cove, a kayak launch point for exploring the Long Island Sound and Jordan River, and is conveniently located near several state parks and local beaches.
The one-bedroom, one-bathroom unit features a queen-sized bed, full kitchen with fridge, freezer, and microwave, air conditioning, private parking, and a private garden, accommodating up to two guests and ideal for those seeking a peaceful retreat near Waterford's attractions.
Beach Condo - Connecticut
10 14 reviews
Connecticut
06/28 – 07/02
$196/nighttotal: $784 (4 )

Beach Condo

1 1
apartment , West Haven
This newly renovated 2nd-floor condo in West Haven is located blocks from the Long Island Sound, a five-minute walk to the beach, and a 1.5-mile walk to the Sandy Point Beach & Bird Sanctuary.
This 1-bedroom, 1-bathroom condo accommodates up to 2 guests and features a newly renovated interior with hardwood floors, brand-new kitchen appliances, a private balcony, and full access to the entire unit.
The Bay Cottage · Rocky Neck Park, Beach & Niantic - Connecticut
9.4 34 reviews
Connecticut
07/24 – 07/25
$615/nightfor 1 night

The Bay Cottage · Rocky Neck Park, Beach & Niantic

1 3
apartment , East Lyme
The Bay Cottage is a charming ranch-style home located in East Lyme, just a short drive from the beautiful beaches of Giants Neck and Niantic. The surrounding area is peaceful and offers easy access to the Connecticut coastline's natural beauty.
The cottage comfortably accommodates 6-8 guests with 3 bedrooms, 2 bathrooms, and a spacious living room. The well-equipped kitchen, outdoor deck, and fast Wi-Fi ensure a comfortable and enjoyable stay for families and groups.
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