Book Holiday Homes in Connecticut
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Connecticut

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Cozy 2 bedroom home located minutes from downtown

Thames River Retreat · CT College+Casinos+USCGA

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Classic Mystic Retreat Walking Distance to Downtown

Business or Weekend escape

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Direct waterfront vacation rental, family friendly, pets allowed

Charming beach home, complete with pool & cozy guest house!
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 | 1429 Holiday Homes |
---|---|
Lowest Price | NZ$286 |
Highest Price | NZ$1,169 |
Popular accommodation | Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed, Cozy 2 bedroom home located minutes from downtown, Thames River Retreat · CT College+Casinos+USCGA, Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food, Classic Mystic Retreat Walking Distance to Downtown, Business or Weekend escape, Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds, Direct waterfront vacation rental, family friendly, pets allowed, Charming beach home, complete with pool & cozy guest house! |
Top trending hotels in Connecticut

New Haven Hotel

Best Western Mystic Hotel

Hilltop Inn and Suites, near Foxwoods Casino

The Fox Tower at Foxwoods
More ways to explore Connecticut
Top picks
- Family Hotels in New York
- Accommodation in Minnesota
- Accommodation in Florida
- Accommodation in Alaska
- Accommodation in Pennsylvania
- Accommodation in North Dakota
- Accommodation in Maine
- Accommodation in Michigan
- Winery Hotels in Vermont
- Accommodation in Hawaii
- Boutique Hotels in Pennsylvania
- Accommodation in Nevada
- Family Hotels in California
- Accommodation in Wisconsin
- Accommodation in California
- Accommodation in Virginia
- Accommodation in Montana
- Accommodation in Vermont
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.