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Staycations in Connecticut

Connecticut
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$100 - $199
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Very Good: 4+
Good: 3.5+

Staycations in Connecticut

Connecticut has the perfect mix of rural areas and coastal cities, making it perfect for a relaxing vacation. Staycations in Connecticut deliver culture, history, and natural beauty in equal measures.

Staycations in Connecticut: Top Accommodations

Cottage Madison
Feb 3 - Feb 10
$452 per night
Cottage ∙ 10 guests ∙ 6 bedrooms
Beachfront Cottage in Madison with Grill + Fabulous Views
4.9
"Excellent" (21 ratings)
Madison, New Haven County, Connecticut
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House Mystic
Dec 2 - Dec 9
-50%
$417
$208 per night
House ∙ 8 guests ∙ 4 bedrooms
Charming Vacation Home in Mystic with Yard & Grill
5.0
"Excellent" (114 ratings)
Mystic, Stonington, Connecticut
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House Madison
Dec 2 - Dec 9
-34%
$574
$377 per night
House ∙ 10 guests ∙ 5 bedrooms
House in Madison with Pong Pool + Water Views
4.9
"Excellent" (85 ratings)
Madison, New Haven County, Connecticut
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Affordable Staycations in Connecticut

Affordable Staycations in Connecticut

Sandwiched between Massachusetts and New York, Connecticut offers a wealth of fascinating landmarks, rural beauty, and historic charm. This quintessentially American state has everything vacationers could ever want, from stunning coastal towns to picturesque towns.

  • 1. New Haven

    Nestled on the Atlantic coast, New Haven is a small city with a big history. Steeped in the traditions of American culture and education, it’s home to global institutions such as Yale University and Yale Peabody Museum of Natural History. The first planned city in the US, New Haven is a treasure trove of historical landmarks. But for those looking for a relaxing staycation, the coastal neighborhoods of City Point and Long Wharf is the place to be. These waterfront areas are home to restaurants, bars, and coffee shops.

  • 2. Stamford Connecticut

    The city of Stamford Connecticut is a relatively quiet urban oasis of culture, history, and entertainment. Perfect for vacationers of all ages, the city is home to several iconic institutions, including the Stamford Museum & Nature Center and the bird habitat Cove Island Park. The city is also home to its fair share of entertainment venues and exciting nightspots. However, Mother Nature is never too far away, thanks to attractions such as the Bartlett Arboretum & Gardens. Boasting beaches, wetlands, and protected parks, Stamford is the ideal place for a staycation in the Great Outdoors.

  • 3. Madison Connecticut

    Madison is a picturesque town with some stunning beachfront properties. Travelers looking for somewhere to rest and recuperate have plenty of options in Madison. One of the town’s most popular attractions is Hammonasset Beach — the largest public beach in the state. Visitors can enjoy a range of watersports and leisure activities at the popular Surf Club Beach. And there are countless opportunities to sail along the Connecticut coastline at West Wharf.

  • 4. Old Lyme

    Old Lyme in New London County is the perfect hiding place for visitors who want to escape the rat race for a few days. Home to several public beaches, this historic town boasts a plethora of quaint cottages, bed and breakfasts, and colonial buildings. Named after Lyme Regis in England, Old Lyme is a sleepy seaside town — perfect for decompressing. Vacationers can simply relax on the beach or immerse themselves in local traditions at attractions such as the Lyme Art Association and the Florence Griswold Museum. This charming settlement is the perfect choice for people in search of a sedate staycation in Connecticut.

Best Places to Stay for Staycations in Connecticut

House New Haven
Dec 16 - Dec 23
$275 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Momauguin with Grill + Water Views
4.8
"Excellent" (91 ratings)
New Haven, New Haven County, Connecticut, United States
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House New Haven
Nov 4 - Nov 11
-50%
$1,085
$543 per night
House ∙ 14 guests ∙ 6 bedrooms
Vacation Home in Momauguin with Grill & Yard + Fantastic Views
5.0
"Excellent" (13 ratings)
New Haven, New Haven County, Connecticut, United States
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Apartment New Haven
Sep 9 - Sep 16
$223 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Downtown
5.0
"Excellent" (108 ratings)
New Haven, New Haven County, Connecticut, United States
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Frequently Asked Questions

Staycations in Connecticut: How much does it cost to rent a vacation home in Connecticut?

HomeToGo offers ideal rentals for Staycations in Connecticut, with retes as low as $80 per night.

Can I find a vacation rental for a group for Staycations in Connecticut?

in Connecticut, large groups should consider House rental since they can fit 7 guests.

What types of vacation homes can i book for Staycations in Connecticut?

There is a lot of House rental and Apartment rental that are perfect for Staycations in Connecticut.

The Weather in Connecticut

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Average Nightly Rental Prices in Connecticut

Vacation Rental Price Information in Connecticut

Vacation Rental Availability in Connecticut

Rental Availability Information in Connecticut

Staycations in Connecticut Inspiration

Top Vacation Ideas in Connecticut

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