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Connecticut vacation rentals
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Best Vacation rentals and Airbnb offers in Connecticut

Best family friendly Connecticut vacation rentals

Among the 11702 accommodations in Connecticut, here are the 4 best family friendly rentals

Casino Stay & Play House - Connecticut
9.9 229 reviews
Connecticut
07/02 – 07/06
$890/nighttotal: $3560 (4 )

Casino Stay & Play House

3 2
apartment , Montville
This family-friendly vacation home is located just 1.4 miles from Camp Oakland and within a 6-mile radius of popular attractions like Dinosaur Place and Gardner Lake. The property has received excellent ratings for location, cleanliness, and user experience.
This 3-bedroom house comfortably sleeps up to 7 guests. Enjoy a private pool, a spa tub, a garden, a barbecue grill, and an arcade/game room for entertainment.
Ranch Style Living At Its Best With Country Garden & Patio! - Connecticut
9.4 20 reviews
Connecticut
07/23 – 07/25
$346/nighttotal: $692 (2 )

Ranch Style Living At Its Best With Country Garden & Patio!

3 2
apartment , North Haven
This farm is located in North Haven, close to stores, parks, and within easy reach of major tourist attractions such as the Connecticut Children's Museum, New Haven Harbor, and the Peabody Museum of Natural History. It has an excellent user rating.
The ranch-style vacation home has three bedrooms and one bathroom, with a guest capacity of four. It features a modern kitchen with appliances like a microwave oven and dishwasher, a dining room that opens to the backyard, a country garden with a cabana grill area, air conditioning, parking, and allows pets. Guests can also enjoy activities like kayaking and biking in the nearby Quinnipiac River State Park and West Rock Ridge State Park.
Litchfield County Four Season Country Paradise - Connecticut
9.5 114 reviews
Connecticut
07/11 – 07/26
$1534/nighttotal: $23010 (15 )

Litchfield County Four Season Country Paradise

5 2
apartment , Roxbury
This Roxbury apartment is located just a short drive from Lake Waramug and a few miles from the town center of Woodbury, offering easy access to local attractions and amenities. The apartment consistently receives excellent ratings for user experience, location, and cleanliness.
This spacious 5-bedroom home spans 3800 square feet and comfortably accommodates up to 12 guests. The apartment offers a range of amenities, including a heated pool, Jacuzzi, sauna, game room, movie room, and a fully stocked kitchen with a grill and smoker for outdoor cooking.
Pinkn'peachy: East Rock 5 Mins From Dt|yale 5 Beds - Connecticut
10 4 reviews
Connecticut
06/27 – 07/04
$574/nighttotal: $4018 (7 )

Pinkn'peachy: East Rock 5 Mins From Dt|yale 5 Beds

5 2
apartment , New Haven
This apartment is located in the East Rock neighborhood of New Haven, just steps away from restaurants, parks, and nightlife, making it easy to explore the city's attractions. It has an excellent user rating, so you can be sure you're getting a quality stay. This four-bedroom, one-bathroom dwelling offers plenty of space for up to eight guests. The apartment comes equipped with modern amenities like a fully stocked kitchen, high-speed internet, and laundry facilities, ensuring a comfortable and convenient stay.

Top cities

Best pet friendly Connecticut vacation rentals

Among the 11702 accommodations in Connecticut, here are the 4 best pet friendly rentals

Studio City Stay In The Heart Of Downtown New Haven, Commutable And Walkable To Yale And Yale Hospital. - Connecticut
8.0 2 reviews
Connecticut
06/27 – 07/04
$167/nighttotal: $1169 (7 )

Studio City Stay In The Heart Of Downtown New Haven, Commutable And Walkable To Yale And Yale Hospital.

1 2
studio , New Haven
This New Haven studio apartment is conveniently located in the Dwight neighborhood, within walking distance of the Yale University Art Gallery and New Haven Green, and a short drive from East Rock Park.
This pet-friendly unit sleeps three guests and features in-unit Wi-Fi, a TV, air conditioning, and a hairdryer; nearby attractions include the Shubert Theater, Putnam Place Shopping Center, and Yale Bowl.
Gorgeous 1br Wooster Sq. Apt. - Wshr/dryr, Parking - Connecticut
9.7 213 reviews
Connecticut
07/19 – 08/19
$148/nighttotal: $4588 (31 )

Gorgeous 1br Wooster Sq. Apt. - Wshr/dryr, Parking

1 1
apartment , New Haven
This apartment is located in Wooster Square, a charming neighborhood in New Haven, just a short walk from Yale University and the Yale Bowl. This rental has excellent user, location, and cleanliness ratings, making it a great choice for your stay.
This one-bedroom, one-bathroom apartment offers 1190 square feet of space and can accommodate up to three guests. The apartment comes with a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, and parking, making it a comfortable and convenient place to stay.
Cape On The Water - Connecticut
9.9 105 reviews
Connecticut
06/24 – 06/30
$371/nighttotal: $2226 (6 )

Cape On The Water

2 2
apartment , Bridgeport
This Bridgeport home is situated in the Black Rock district, a quiet residential area with easy access to shops, restaurants, and waterfront attractions. It boasts excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, two-bathroom home can comfortably accommodate up to four guests. It features a fully equipped kitchen, a large deck, a private garden, and a pet-friendly environment, making it ideal for a relaxing getaway.
Spacious 5-bedroom Family Home - Connecticut
Connecticut
06/26 – 06/29
$334/nighttotal: $1002 (3 )

Spacious 5-bedroom Family Home

1 4
apartment , New Britain
This New Britain apartment is located 22 miles from Bradley International Airport.
This one-bedroom unit offers two bathrooms, a fully equipped kitchen, complimentary WiFi, and air conditioning, accommodating up to 19 guests with free private parking.

Frequently Asked Questions about vacation rentals in Connecticut

  • What are the must-see sights in Connecticut?

    Mystic Aquarium, Mystic Seaport Museum, and the Mark Twain House & Museum in Hartford are popular choices. For a taste of history, visit the Old State House in Hartford or the Yale University campus in New Haven. The Litchfield Hills offer charming New England towns and scenic drives.
  • What are the best Airbnb and vacation rentals in Connecticut?

    Whole Apartment - Private - Walk To Yale And Downtown, Windy Top Cottage ~ A Romantic "European" Getaway and Villa Signor are the most popular Airbnb and vacation rentals in Connecticut among travelers.

  • Are there unique natural phenomena in Connecticut?

    While not exactly 'phenomena,' Connecticut's diverse geography offers unique natural features. The rocky coastline, the rolling hills of Litchfield County, and the forests of the state's interior each provide distinct landscapes. Exploring the various state parks reveals diverse ecosystems.
  • What are the most popular Airbnbs in Connecticut?

  • What essentials should you bring along for a trip to Connecticut?

    Comfortable walking shoes are a must, especially if you plan on exploring the many charming towns and historical sites. Layers of clothing are recommended, as Connecticut's weather can be unpredictable. Don't forget sunscreen, insect repellent, and a reusable water bottle.
  • What are the best vacation rentals with a pool in Connecticut?

  • What famous events or festivals are happening in Connecticut?

    The Connecticut Renaissance Faire is a popular annual event. Many towns and cities host their own smaller festivals throughout the year; checking local event listings is recommended for specific dates and details.
  • What are the best rentals for families and kids in Connecticut?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Connecticut?

    A daily budget of $150-$300 per person is a reasonable estimate, depending on your accommodation choices and spending habits. This could be lower if you opt for budget-friendly accommodations and dining options, or higher if you choose luxury hotels and fine dining experiences. Transportation costs will vary depending on your method of travel.
  • What are the best rentals or Airbnbs with a jacuzzi in Connecticut?

    The best vacation rentals or Airbnb with a jacuzzi in Connecticut are Whole Apartment - Private - Walk To Yale And Downtown, Villa Signor and Spacious 2 Bedroom Apartment Close To Yale Bowl.

  • Where can you find the best restaurants serving local dishes in Connecticut, and what are the must-try specialties?

    Many restaurants throughout the state offer New England classics. Look for places specializing in seafood chowder, lobster rolls, and clam cakes. Each town will have its own unique culinary offerings. Exploring local farmers' markets can also be a great way to sample local produce and specialties.
  • What are some less-famous attractions in Connecticut that are worth the visit?

    The Webb-Deane-Stevens Museum in Wethersfield offers a glimpse into colonial life. The Florence Griswold Museum in Old Lyme showcases American art. Exploring the charming towns of Kent and Litchfield offers a taste of quintessential New England life.
  • What are the best activities for engaging with locals and understanding their culture in Connecticut?

    Visiting local farmers' markets, attending town events, or simply striking up conversations with people you meet in smaller towns and villages can provide insights into Connecticut's culture. Exploring local shops and businesses can also be a great way to connect with the community.
  • What unique natural landscapes and terrain features can travelers explore in Connecticut?

    Connecticut boasts diverse landscapes, from the rocky coastline along Long Island Sound to the rolling hills of Litchfield County and the forests of the state's interior. The state parks offer hiking trails, opportunities for water activities, and scenic overlooks.
  • How many days are ideal for visiting Connecticut, and what are some itinerary suggestions?

    Three to five days allows for a good overview of the state. A possible itinerary could include exploring Mystic and New London one day, Hartford and the surrounding area another day, and then focusing on the Litchfield Hills or the shoreline. Adjust this based on your interests.

Nearby regions

Best Connecticut vacation rentals with a pool

Among the 11702 accommodations in Connecticut, here are the 4 best rentals with a pool

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Connecticut
Connecticut
08/16 – 08/20
$358/nighttotal: $1432 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Newtown
This Newtown, Connecticut lake house boasts a direct Lake Zoar waterfront location, offering stunning lake views and easy access to swimming and boating.
The two-bedroom, one-bathroom vacation rental sleeps four, features a fully equipped kitchen with microwave and dishwasher, a hot tub, kayaks, and multiple outdoor lounging areas including a deck, covered patio, and dock with fire pits.
Treetops! A Reunion/retreat/event Estate! July Openings Seasonal Pool! Sleeps 12 - Connecticut
10 43 reviews
Connecticut
06/25 – 06/28
$885/nighttotal: $2655 (3 )

Treetops! A Reunion/retreat/event Estate! July Openings Seasonal Pool! Sleeps 12

5 2
apartment , Guilford
This 5-bedroom, 3-bathroom home is located in Guilford, Connecticut, perched on a granite cliff overlooking two acres of private forest, just minutes from the town beach and "Westwoods" hiking trails. The 4,850-square-foot Mid-century Modern home features a spacious layout with vaulted ceilings, a wrap-around deck, a private pool, and a fire pit, making it ideal for family reunions, work retreats, yoga retreats, writers' workshops, and small weddings.
Seashore Getaway - Ct Shoreline - Connecticut
9.8 100 reviews
Connecticut
07/25 – 07/26
$296/nightfor 1 night

Seashore Getaway - Ct Shoreline

1 2
apartment , Old Saybrook
This Old Saybrook apartment is conveniently located just 0.7 miles from the beach, making it easy to enjoy the beautiful coastline. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has 1 bedroom and 2 bathrooms, comfortably accommodating 2 guests. Enjoy the on-site amenities, including a swimming pool, fitness center, and garden, as well as easy access to nearby restaurants, shopping outlets, and public transportation.
Westport Summer Retreat: Available 6/21-7/6 - Connecticut
Connecticut
06/27 – 07/04
$1997/nighttotal: $13979 (7 )

Westport Summer Retreat: Available 6/21-7/6

6 9
apartment , Westport
This 6-bedroom, 5-bathroom residence in Westport offers convenient access to the town center, beaches, and train station, all within 0.5 miles.
This expansive vacation home accommodates up to 12 guests and features a saltwater pool, spa, outdoor TV, recreation room, gym, and wine cellar.

Neighborhoods and points of interest in Connecticut

Best Connecticut vacation rentals with parking

107 M² House ∙ 1 Bedroom ∙ 2 Guests - Connecticut
Connecticut
07/10 – 08/09
$119/nighttotal: $3570 (30 )

107 M² House ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Wallingford
Accommodation for 2 guests. Your accommodation will be based in Wallingford.
Services and facilities include an elevator, a freeze and a dish washer.
Residence Inn New Haven Hamden - Connecticut
8.9 237 reviews
Connecticut
06/30 – 07/15
$183/nighttotal: $2745 (15 )

Residence Inn New Haven Hamden

1 2
apartment , Hamden
The Residence Inn by Marriott Hamden, CT offers spacious studio and one-bedroom suites with fully equipped kitchens, perfect for extended stays.
Each suite features separate living and sleeping areas, complimentary breakfast, high-speed internet, and access to an on-site fitness center, swimming pool, and tennis court; pet-friendly accommodations are also available.
1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids - Connecticut
9.4 403 reviews
Connecticut
10/28 – 11/05
$148/nighttotal: $1184 (8 )

1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids

1 2
apartment , Shelton
This Shelton apartment is a secluded retreat surrounded by woodlands, offering privacy and tranquility just 5 minutes from the Connecticut Sports Center and within a 15-minute drive of over 80 eateries. It has excellent user, location, and cleanliness ratings.
The apartment has one bathroom, a floor area of 620 square feet, and a guest capacity of four. It features a fully equipped kitchen, a home theater with a 66-inch HD Smart TV, and outdoor amenities including a swimming pool, hot tub, fire pit, and bocce court.
The Blue Back Bungalow - Connecticut
9.4 18 reviews
Connecticut
06/27 – 06/28
$372/nightfor 1 night

The Blue Back Bungalow

2 2
apartment , West Hartford
This West Hartford vacation rental is conveniently located less than a mile from The Center and The Square, and Noah Webster House, with UConn Health and the American School for the Deaf within two miles.
The two-bedroom, one-bathroom home sleeps four guests and features a fully equipped kitchen with microwave and dishwasher, in-unit laundry, air conditioning, a terrace, parking, and excellent guest reviews.
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