Book Holiday Homes in Connecticut

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Featured Holiday Homes in Connecticut

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

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

New Fairfield
Book a stay at this family-friendly vacation home in New Fairfield. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Squantz Pond State ...
Opens in a new windowLakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Cozy 2 bedroom home located minutes from downtown

Cozy 2 bedroom home located minutes from downtown

New Haven
Stay at this vacation home in New Haven. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Yale Bowl and Cullman-Heyman ...
Opens in a new windowCozy 2 bedroom home located minutes from downtown
Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA

Waterford
The price is NZ$1,169 per night from 30 Sept to 1 Oct
NZ$1,169
30 Sept - 1 Oct
includes taxes & fees
Book a stay at this beach vacation home in Quaker Hill. Enjoy free WiFi, a beach locale, and a garden. Popular attractions New London Ferry Dock and Mohegan ...
Opens in a new windowThames River Retreat · CT College+Casinos+USCGA
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Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

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

East Lyme
Book a stay at this family-friendly vacation home in East Lyme. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the helpful staff ...
Opens in a new windowHistoric Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Classic Mystic Retreat Walking Distance to Downtown

Classic Mystic Retreat Walking Distance to Downtown

Groton
Book a stay at this family-friendly vacation home in Mystic. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mystic Seaport and Mystic ...
Opens in a new windowClassic Mystic Retreat Walking Distance to Downtown
Business or Weekend escape

Business or Weekend escape

Stratford
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowBusiness or Weekend escape
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

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

New Britain
Stay at this vacation home in New Britain. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions New Britain Stadium and New ...
Opens in a new windowClean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
Direct waterfront vacation rental, family friendly, pets allowed

Direct waterfront vacation rental, family friendly, pets allowed

East Lyme
Book a stay at this beach vacation home in Niantic. Enjoy free WiFi, private pools, and a beach locale. Popular attractions New London Ferry Dock and Ocean Beach ...
Opens in a new windowDirect waterfront vacation rental, family friendly, pets allowed
Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!

Clinton
Book a stay at this family-friendly vacation home in Clinton. Enjoy free WiFi, private pools, and a garden. Popular attractions Indian River Marina and Adam ...
Opens in a new windowCharming beach home, complete with pool & cozy guest house!
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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
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

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$286 per night from 28 Sept to 29 Sept
NZ$286
28 Sept - 29 Sept
includes taxes & fees
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 ...
Opens in a new windowNew Haven Hotel
Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is NZ$292 per night from 13 Oct to 14 Oct
NZ$292
13 Oct - 14 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Mystic. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Opens in a new windowBest Western Mystic Hotel
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd, North Stonington, CT
Fully refundableReserve now, pay when you stay
Stay at this hotel in North Stonington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient ...
Opens in a new windowHilltop Inn and Suites, near Foxwoods Casino
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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$314 per night from 22 Sept to 23 Sept
NZ$314
22 Sept - 23 Sept
includes taxes & fees
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 ...
Opens in a new windowThe Fox Tower at Foxwoods
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See all available properties in Connecticut
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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.

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^Subject to availability and chosen travel dates.