Book Holiday Homes in Connecticut

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Featured Holiday Homes in Connecticut

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location

Mystic
Book a stay at this family-friendly vacation home in Mystic. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the property condition ...
Unbeatable Downtown Mystic Location
Regency Inn & Suites

Regency Inn & Suites

New London
The price is NZ$209 per night from 21 Apr to 22 Apr
NZ$209
includes taxes & fees
21 Apr - 22 Apr
Stay at this vacation home in New London. Enjoy a fitness center and air conditioning. Popular attractions Ocean Beach Park and Connecticut College Arboretum ...
Regency Inn & Suites
Historic Three Bedroom Townhouse -- Downtown Mystic

Historic Three Bedroom Townhouse -- Downtown Mystic

Mystic
Stay at this vacation home in Mystic. Enjoy free WiFi and air conditioning. Popular attractions Mystic Seaport and Mystic Aquarium and Institute for Exploration ...
Historic Three Bedroom Townhouse -- Downtown Mystic
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Historic Connecticut Home w/ Grill & Spacious Yard

Historic Connecticut Home w/ Grill & Spacious Yard

Weston
Stay at this vacation home in Weston. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Wilton Historical Society and ...
Historic Connecticut Home w/ Grill & Spacious Yard
Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic

Mystic
Book a stay at this family-friendly vacation home in Mystic. Enjoy free WiFi, a water park, and a garden. Popular attractions Mystic Seaport and Mystic Aquarium ...
Charming Historic House in Downtown Mystic
Waterfront House with picture-perfect views from all 3 levels.

Waterfront House with picture-perfect views from all 3 levels.

Westbrook
Book a stay at this beach vacation home in Westbrook. Enjoy free WiFi, a beach locale, and furnished patios. Popular attractions Westbrook Town Beach and Tanger ...
Waterfront House with picture-perfect views from all 3 levels.
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

Stonington
Stay at this vacation home in Mystic. Enjoy free WiFi and air conditioning. Popular attractions Mystic Seaport and Mystic Aquarium and Institute for Exploration ...
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
The Seaport Bridgeman - All things Mystic steps from your door

The Seaport Bridgeman - All things Mystic steps from your door

Mystic
Book a stay at this family-friendly vacation home in Mystic. Enjoy free WiFi, a garden, and patios. Popular attractions Mystic Seaport and Mystic Aquarium and ...
The Seaport Bridgeman - All things Mystic steps from your door
Lakeside luxury: beautiful, relaxing 4 bedroom home

Lakeside luxury: beautiful, relaxing 4 bedroom home

Trumbull
Stay at this vacation home in Trumbull. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Roosevelt Forest and Beardsley Zoo are located ...
Lakeside luxury: beautiful, relaxing 4 bedroom home
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Connecticut Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Connecticut vacation homes are the perfect way for you to wing it.

Holiday houses in Connecticut let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Connecticut in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Connecticut adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Connecticut with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Connecticut vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Connecticut Holiday Homes essential information

Accommodation
1409 Holiday Homes
Lowest Price
NZ$199
Highest Price
NZ$406
Popular accommodation
Unbeatable Downtown Mystic Location, Regency Inn & Suites , Historic Three Bedroom Townhouse -- Downtown Mystic, Historic Connecticut Home w/ Grill & Spacious Yard, Charming Historic House in Downtown Mystic, Waterfront House with picture-perfect views from all 3 levels., Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic. , The Seaport Bridgeman - All things Mystic steps from your door, Lakeside luxury: beautiful, relaxing 4 bedroom home

Top trending hotels in Connecticut

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$228 per night from 20 Apr to 21 Apr
NZ$228
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
New Haven Hotel
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard, Montville, CT
Fully refundableReserve now, pay when you stay
The price is NZ$406 per night from 4 May to 5 May
NZ$406
includes taxes & fees
4 May - 5 May
Stay at this 4.5-star luxury resort in Montville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms ...
Mohegan Sun
The Fox Tower at Foxwoods

The Fox Tower at Foxwoods

3.5 out of 5
350 Trolley Line Blvd, Mashantucket, CT
Fully refundableReserve now, pay when you stay
The price is NZ$318 per night from 28 Apr to 29 Apr
NZ$318
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3.5-star spa hotel in Mashantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Foxwoods Resort Casino and Grand Theater ...
The Fox Tower at Foxwoods
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Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road, North Stonington, CT
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 15 May to 16 May
NZ$199
includes taxes & fees
15 May - 16 May
Stay at this 3.5-star hotel in North Stonington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our ...
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.