Search holiday homes in Connecticut

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Featured holiday home destinations

Destination inspiration for your trip – find a holiday home

Milford

14 holiday homes

New Haven

13 holiday homes

Stamford

12 holiday homes

Bloomfield

11 holiday homes

East Hampton

10 holiday homes

Groton

9 holiday homes

Mystic

9 holiday homes

Bridgeport

8 holiday homes

Norwich

8 holiday homes

Stonington

7 holiday homes

Litchfield

6 holiday homes

Middletown

6 holiday homes

Southington

6 holiday homes

West Hartford

6 holiday homes

Westbrook

6 holiday homes

Fairfield

5 holiday homes

The best holiday homes in Connecticut

Check out our pick of great holiday homes in Connecticut

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Cozy 3BR Home near Casinos!

Mohegan

Featuring air-conditioned accommodation with a patio, Cozy 3BR Home near Casinos! is situated in Mohegan. This property offers access to a terrace, free private parking and free WiFi.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews
Price from
US$140
1 night, 2 adults

The Jefferson Guest House

Litchfield

Boasting air-conditioned accommodation with a balcony, The Jefferson Guest House is situated in Litchfield. This property offers access to a terrace, free private parking and free WiFi.

A
Alexis
From
United States
The guest house was so clean and comfortable . We loved the assortment of games too.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 16 reviews
Price from
US$263.50
1 night, 2 adults

New cozy coastal retreat!

Groton

Set in Groton, 1.8 km from Eastern Point Beach and 12 km from Mystic Seaport, New cozy coastal retreat! offers a private beach area and air conditioning.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 14 reviews
Price from
US$361
1 night, 2 adults

Great Hammock Getaway

Old Saybrook

Comprising free bikes and barbecue facilities, Great Hammock Getaway is a recently renovated accommodation in Old Saybrook located close to Great Hammock Beach.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$210.80
1 night, 2 adults

Getaway Villa- 3 mins to Mohegan- Fully Stocked with Two Full Beds & Fireplace- Jacuzzi, Saltwater Pools, Sauna

Norwich

Featuring air-conditioned accommodation with a balcony, Getaway Villa- 3 mins to Mohegan- Fully Stocked with Two Full Beds & Fireplace- Jacuzzi, Saltwater Pools, Sauna is set in Norwich.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 57 reviews
Price from
US$218.75
1 night, 2 adults

The Little Villa - 2Bed 1Bath Private Suite

Bristol

Situated in Bristol and only 6.9 km from Witch S Dungeon Classic Movie Museum, The Little Villa - 2Bed 1Bath Private Suite features accommodation with garden views, free WiFi and free private parking....

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 9 reviews
Price from
US$271.86
1 night, 2 adults

Thames River Cottage

Uncasville

A recently renovated holiday home located in Uncasville, Thames River Cottage features a private beach area. The property was built in 1983 and has air-conditioned accommodation with a patio.

J
John
From
United States
We loved the wild life in the morning and how peaceful it was.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$113
1 night, 2 adults

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Salem

Set in Salem, 27 km from Goodspeed Opera House and 27 km from Foxwoods Casinos, Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private offers a garden and air conditioning.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$116
1 night, 2 adults

Sunset Cove

East Hampton

Boasting air-conditioned accommodation with a patio, Sunset Cove is set in East Hampton. This beachfront property offers access to a balcony, free private parking and free WiFi.

D
Dr. Petra
From
Germany
This is such a wonderful home on lake Pocotopaug. We are almost afraid to give a review because we enjoyed our stay so much, and we are sure we will be coming back again and we don’t want too many people to know how good it is because it won’t be available then. The house has a beautiful view to the lake, especially nice is the upper deck. The house is equipped with canoes and kayaks, and you can swim from the dock. The kitchen has everything you need or want, including a lovely dinner table with view to lake. Kitchen with large refrigerator, stove, oven and there is also a gas grill just out the door. Basic items for cooking like salt, pepper, spices, sauces are also provided, which is very convinient. Multiple TVs and Alexas in almost every room and even one on the porch outside. Everything is very clean and modern. The coffee/tea corner has everything including a nice Nespresso machine. There are also plenty of towels provided, also a washing maschine and dryer is available. The host Kris makes you very welcome , and in their welcome book you find everything about the house, places to eat , things to do. We hope to come back soon.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 11 reviews
Price from
US$450
1 night, 2 adults

NEW! Updated Mystic Home w/ Sauna, Hot Tub & Deck

Mystic

Boasting a sauna, NEW! Updated Mystic Home w/ Sauna, Hot Tub & Deck is set in Mystic. This property offers access to a pool table, table tennis and free private parking.

D
Daniel
From
United States
Very clean and great amenities! It worked out very well for 2 adults and 5 kids!
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 15 reviews
Price from
US$342
1 night, 2 adults
All holiday homes in Connecticut

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Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 57 reviews

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 103 reviews

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 16 reviews

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Scored out of 10, guest rating 7.8
Good - What previous guests thought, 5 reviews

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 8.7
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Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 9 reviews

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 14 reviews

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday homes in Connecticut

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews

FAQs about holiday homes in Connecticut

Holiday homes that guests love in Connecticut

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Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 6 reviews
Loved our stay, the house had everything we needed for a comfortable family stay across the 2 bedroom, 2 bathroom set up. Very clean and well cared for. Kitchen is equipped with great tools and appliances for cooking. House stayed nice and warm even in frigid temps over the weekend! Also, perfectly located right in the center of adorable Litchfield shopping & restaurants. Also a very easy drive to Mohawk mountain. Can't wait to come back!
Guest review by
Katharine
Solo traveller
Avg. price/night: US$703.92
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 15 reviews
Very clean and great amenities! It worked out very well for 2 adults and 5 kids!
Guest review by
Daniel
Solo traveller