Holiday Homes in Connecticut

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Connecticut

Our top choices for Connecticut holiday homes

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (51 reviews)
"It was cozy, clean and very close to Mohegan sun! "
United States
Lauren K.
The price is €259
includes taxes & fees
10 May - 11 May
Cozy, comfy,quiet &close to casinos

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (177 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is €217
includes taxes & fees
11 May - 12 May
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Cozy Room in charming New Haven near Yale/Hospitals!

Cozy Room in charming New Haven near Yale/Hospitals!
The Hill
9.4 out of 10, Exceptional, (3 reviews)
"Very nice house and very clean I really love it "
United States
Peterson
The price is €136
includes taxes & fees
31 May - 1 Jun
Cozy Room in charming New Haven near Yale/Hospitals!

Family Waterfront Vacation Estate in New London, CT.

Family Waterfront Vacation Estate in New London, CT.
New London
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home with gorgeous views. We thoroughly enjoyed our stay and hope to visit again. Highly recommended!"
United States
Jared V.
Family Waterfront Vacation Estate in New London, CT.

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!
Mystic
10.0 out of 10, Exceptional, (129 reviews)
"Second time staying. "
United States
Louis O.
Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

Downtown and secluded

Downtown and secluded
Manchester Center
7.8 out of 10, Good, (7 reviews)
"The apartment was plenty of space for our family (two young kids). Great location - beautiful park/walking path across the street and walkable to downtown Manchester"
United States
Maura H.
Downtown and secluded

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge
Preston
9.0 out of 10, Wonderful, (20 reviews)
"Cute house. Enjoyed our stay. "
United States
Ennedelia D.
Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

11 Bedroom Tranquil Waterfront Getaway

11 Bedroom Tranquil Waterfront Getaway
Noank
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful Family Reunion for Thanksgiving at this amazing property! There was plenty of room for all; great gathering spaces; well stocked kitchens; and comfortable sleeping for everyone! We will definitely be back! Thanks so much for a great experience! "
United States
Sharon G.
11 Bedroom Tranquil Waterfront Getaway

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
West Haven
10.0 out of 10, Exceptional, (56 reviews)
"Beautiful property in a great location it was just perfect for my girls trip with family and friends!! Thank you ! "
United States
Danielle B.
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

Spacious 6-bedroom 5 bathroom Dream House, with salt water pool & stone hot tub.

Spacious 6-bedroom 5 bathroom Dream House, with salt water pool & stone hot tub.
Westport
Spacious 6-bedroom 5 bathroom Dream House, with salt water pool & stone hot tub.

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
10.0 out of 10, Exceptional, (111 reviews)
"Wonderful home! Somehow both spacious snd cozy at the same time. We’d love to come back when it’s warmer! Kevin, our host was friendly and always available if we needed to reach out. "
United States
Emil C.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Tranquil Farmhouse Retreat

Tranquil Farmhouse Retreat
Montville
9.8 out of 10, Exceptional, (22 reviews)
"We had a great stay during the Thanksgiving holiday. We were able to enjoy the space of the house and the close proximity to Mohegan Sun."
United States
Allison R.
The price is €715
includes taxes & fees
1 Jun - 2 Jun
Tranquil Farmhouse Retreat

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (33 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is €298
includes taxes & fees
21 May - 22 May
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (39 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is €227
includes taxes & fees
13 May - 14 May
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Windsor
9.4 out of 10, Exceptional, (33 reviews)
"This was the perfect place for our family’s quick weekend getaway!"
United States
DEBORAH B.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
The price is €298
includes taxes & fees
19 May - 20 May
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Stonington Borough 2 bed, 2 bath, Sleeps 6, close to beach, Fire place, pets

Stonington Borough 2 bed, 2 bath, Sleeps 6, close to beach, Fire place, pets
The Borough
10.0 out of 10, Exceptional, (75 reviews)
"The host was communicative, understanding and responsive. We loved the home and the location."
United States
Jacky P.
Stonington Borough 2 bed, 2 bath, Sleeps 6, close to beach, Fire place, pets

Salt & Blue - Walk to Beach - Near Tyde Wedding Venue

Salt & Blue - Walk to Beach - Near Tyde Wedding Venue
Milford
10.0 out of 10, Exceptional, (1 review)
"All was great and michael was a wonderful host! "
United States
Robin L.
Salt & Blue - Walk to Beach - Near Tyde Wedding Venue

Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic, unique property, perfect for a couple, fully stocked with all the essentials. Most of all we loved the view, it is breathtaking. "
United States
Lee-Ann D.
Charming Waterfront Getaway — South Cove, Old Saybrook

Cozy Ski/Lakefront Retreat

Cozy Ski/Lakefront Retreat
Wolcott
9.6 out of 10, Exceptional, (8 reviews)
"Quaint house in a quiet setting with nice views. The host was highly responsive. Would definitely book again if returning to the area!"
United States
Lucas P.
Cozy Ski/Lakefront Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Connecticut Hotel Reviews

Find out more about Connecticut

Connecticut Holiday Homes information

Number of reviews
788
Accommodation
1286 Holiday Homes
Lowest Price
€136
Highest Price
€715

Explore a world of travel with Expedia