Book Holiday Homes in Connecticut
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Featured Holiday Homes in Connecticut

The Tree House at Underhill Hollow

Thames River Retreat · CT College+Casinos+USCGA

Cozy 2 bedroom home located minutes from downtown

Spacious Home nestled along the Blackberry River in Northwest CT

Regency Inn and Suites - Non Smoking King

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Stareway to Heaven Su

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
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 | 1430 Holiday Homes |
---|---|
Lowest Price | AU$134 |
Highest Price | AU$970 |
Popular accommodation | The Tree House at Underhill Hollow, Thames River Retreat · CT College+Casinos+USCGA, Cozy 2 bedroom home located minutes from downtown, Spacious Home nestled along the Blackberry River in Northwest CT, Regency Inn and Suites - Non Smoking King, Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village, Stareway to Heaven Su, Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge, Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc! |
More accommodations in Connecticut
Top trending hotels in Connecticut

Best Western Mystic Hotel

Hilltop Inn and Suites, near Foxwoods Casino

The Fox Tower at Foxwoods

The Capitol Hotel
More ways to explore Connecticut
Top picks
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^Subject to availability and chosen travel dates.