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Staycations in Connecticut

Connecticut
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$100 - $199
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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

House Milford
Jan 13 - Jan 20
-31%
$375
$260 per night
House ∙ 7 guests ∙ 4 bedrooms

Vacation Home in Milford with Private Parking + Unobstructed Views

4.9
Outstanding (29 ratings)
Milford, New Haven County, Connecticut
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Cottage Niantic
Feb 3 - Feb 10
-25%
$226
$170 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Beautiful Cottage in Niantic with Grill & Yard

5.0
Outstanding (16 ratings)
Niantic, East Lyme, Connecticut
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House Voluntown
Nov 16 - Nov 23
-29%
$268
$189 per night
House ∙ 6 guests ∙ 2 bedrooms

Beautiful House in Voluntown with Grill

5.0
Outstanding (20 ratings)
Voluntown, New London County, Connecticut
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House Milford
Dec 27 - Jan 3
-52%
$978
$470 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Milford with Grill

5.0
Outstanding (12 ratings)
Milford, New Haven County, Connecticut
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House Waterford
Nov 16 - Nov 23
$235 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Waterford with Pool, Yard & Grill + Water Views

4.9
Outstanding (31 ratings)
Waterford, New London County, Connecticut
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Apartment Milford
Oct 5 - Oct 12
-24%
$126
$96 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Milford with Grill

5.0
Outstanding (30 ratings)
Milford, New Haven County, Connecticut
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House Saybrook Manor
Jan 13 - Jan 20
-71%
$313
$90 per night
House ∙ 6 guests ∙ 1 bedroom

House in Saybrook Manor with Grill & Yard

4.9
Outstanding (62 ratings)
Saybrook Manor, Old Saybrook, Connecticut
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House Old Saybrook
Jan 31 - Feb 7
-58%
$661
$281 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Old Saybrook with Grill & Yard + Direct Views

4.9
Outstanding (188 ratings)
Old Saybrook, Middlesex County, Connecticut
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House New London
Dec 1 - Dec 8
$995 per night
House ∙ 15 guests ∙ 7 bedrooms

Nice House in New London with Yard & Grill

5.0
Outstanding (34 ratings)
New London, New London 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

Apartment New Haven
May 15 - May 22
$176 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment in Dwight

New Haven, New Haven County, Connecticut, United States
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Apartment New Haven
Feb 3 - Feb 10
$133 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Beautiful Apartment in Wooster Square

5.0
Outstanding (4 ratings)
New Haven, New Haven County, Connecticut, United States
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House New Haven
Jul 6 - Jul 13
$189 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Wooster Square

4.4
Very good (22 ratings)
New Haven, New Haven County, Connecticut, United States
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House New Haven
Jan 20 - Jan 27
-53%
$332
$156 per night
House ∙ 9 guests ∙ 4 bedrooms

House in West River with Grill & Yard

New Haven, New Haven County, Connecticut, United States
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Apartment New Haven
Mar 2 - Mar 9
$274 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment in Wooster Square with Free Parking + Skyline View

5.0
Outstanding (2 ratings)
New Haven, New Haven County, Connecticut, United States
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House New Haven
Nov 16 - Nov 23
$899 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Momauguin with Yard & Grill

4.9
Outstanding (16 ratings)
New Haven, New Haven County, Connecticut, United States
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Cottage New Haven
Aug 24 - Aug 31
$224 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Momauguin with Yard & Grill

5.0
Outstanding (18 ratings)
New Haven, New Haven County, Connecticut, United States
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Apartment New Haven
Dec 2 - Dec 9
$184 per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Entire Rental Apartment in East Rock

5.0
Outstanding (2 ratings)
New Haven, New Haven County, Connecticut, United States
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House New Haven
Dec 2 - Dec 9
-25%
$185
$139 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Quinnipiac Meadows + Water View

4.0
Very good (6 ratings)
New Haven, New Haven County, Connecticut, United States
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Information about Staycations in Connecticut

📏 Average home size 234 m²
🥳 Busiest month October
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months July and August
❄️ Coldest months January and February
🌧️ Rainiest months December and January

Frequently Asked Questions

What types of vacation homes are available for Staycations in Connecticut?

You can find 1,476 House rental and 507 Apartment rental for Staycations in Connecticut on HomeToGo.

Staycations in Connecticut: What is the cost per night?

HomeToGo has great rentals for Staycations in Connecticut, with retes as low as $81 per night.

Can I find a vacation home for a large group for Staycations in Connecticut?

House rental in Connecticut may fit 8 people.

The Weather in Connecticut

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Average Nightly Rental Prices in Connecticut

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Vacation Rental Price Information in Connecticut

Vacation Rental Availability in Connecticut

Rental availability information in Connecticut

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