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Holiday Homes in Connecticut

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Top Cities in Connecticut

Our top choices for Connecticut holiday homes

1. 4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
East Shore
10.0 out of 10, Exceptional, (49 reviews)
"Thank you place was enormous and beautiful"
United States
Kristin
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

2. Stunning downtown Mystic 4 bedroom 2 kitchen newly renovated historic home

Stunning downtown Mystic 4 bedroom 2 kitchen newly renovated historic home
Mystic
10.0 out of 10, Exceptional, (2 reviews)
"Excellent. Meticulous. Well thought out for vacationers."
United States
Greg S.
Stunning downtown Mystic 4 bedroom 2 kitchen newly renovated historic home

3. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (75 reviews)
"All aspects of our stay were excellent!"
United States
Lori G.
The price is NZ$413
includes taxes & fees
16 Nov - 17 Nov
Cozy, comfy,quiet &close to casinos

4. Waterfront Beach House

Waterfront Beach House
Clinton
9.6 out of 10, Exceptional, (73 reviews)
"We loved it and plan to visit again next year!!"
United States
Lynn M.
Waterfront Beach House

5. Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (146 reviews)
"Lovely property and super easy communication and check-in/check-out process with the host. Would definitely book again."
United States
Benjamin G.
The price is NZ$1,384
includes taxes & fees
1 Dec - 2 Dec
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

6. Stonington Village | Sleeps 8 | Shops & Dining

Stonington Village | Sleeps 8 | Shops & Dining
The Borough
10.0 out of 10, Exceptional, (7 reviews)
Stonington Village | Sleeps 8 | Shops & Dining

7. Dream vacation home

Dream vacation home
Derby
6.8 out of 10, (3 reviews)
"The unit is in a good location, close to hospital, restaurants, neighborhood is quite and parking on the property made it nice. It was clean when we arrived, no issue to get into the house. It had new towels and linens. Communication to the host was just fine, they responded to our questions within few minutes. Overall we had a nice 4day stay."
United States
shailesh P.
Dream vacation home

8. Private Annex/Former Artist Studio

Private Annex/Former Artist Studio
Washington
10.0 out of 10, Exceptional, (64 reviews)
"Amazing! The Annex was charming and cozy! Quilted beds and fluffy white towels- and pet friendly! Our dog also loved it! The hosts were friendly and helpful and when we checked in there were the most delicious cookies and chilled wine! Would definitely stay there again!"
United States
Gerd
Private Annex/Former Artist Studio

9. 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, (124 reviews)
"The property at White Gate was absolutely stunning. It was perfect for our large group, with plenty of space and comfortable rooms for all. The pool was a huge added bonus and a ton of fun for everyone!"
United States
Mitchell R.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10. 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, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is NZ$583
includes taxes & fees
12 Nov - 13 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

11. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is NZ$448
includes taxes & fees
22 Nov - 23 Nov
Centric property close to all the great things in the city

12. Gorgeous 3BR Beach House with Private Beach Access.

Gorgeous 3BR Beach House with Private Beach Access.
Pine Orchard
9.8 out of 10, Exceptional, (86 reviews)
"Hosts were very communicative and the house was perfect for a beach weekend!"
United States
Andrew K.
Gorgeous 3BR Beach House with Private Beach Access.

13. The Goshen Glass Chalet

The Goshen Glass Chalet
Goshen
9.6 out of 10, Exceptional, (51 reviews)
"Truly beautiful area and the property shows that off so well. A great experience overall."
United States
Stephanie
The Goshen Glass Chalet

14. 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, (193 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is NZ$437
includes taxes & fees
17 Nov - 18 Nov
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

15. Spacious Family Home in Weston: Yard + Patio

Spacious Family Home in Weston: Yard + Patio
Weston
9.8 out of 10, Exceptional, (24 reviews)
"Great space with tons of character, easy access to Fairfield. "
United States
Norman Y.
Spacious Family Home in Weston: Yard + Patio

16. 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
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is NZ$611
includes taxes & fees
16 Nov - 17 Nov
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

17. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
The price is NZ$798
includes taxes & fees
15 Nov - 16 Nov
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

18. Adorable 3-bedroom 2-bath House in quiet, safe, kid/pet friendly neighborhood.

Adorable 3-bedroom 2-bath House in quiet, safe, kid/pet friendly neighborhood.
Enfield
9.8 out of 10, Exceptional, (8 reviews)
"The perfect stay for our weekend trip. Easy check in and clean space. Good for kids to play in the fenced in back yard. We had a great stay! "
United States
Carly G.
Adorable 3-bedroom 2-bath House in quiet, safe, kid/pet friendly neighborhood.

19. Coastal Victorian Home, Walk to Downtown

Coastal Victorian Home, Walk to Downtown
Mystic River Historic District
10.0 out of 10, Exceptional, (129 reviews)
"Great location, just steps away from everything in Mystic. Nice layout for a family get together."
United States
Mike J.
Coastal Victorian Home, Walk to Downtown

20. Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Wequetequock
9.0 out of 10, Wonderful, (21 reviews)
"This was a GREAT spot for a family reunion!"
United States
Mike D.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
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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Top Connecticut Hotel Reviews

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Connecticut Holiday Homes information

Number of reviews
1,022
Accommodation
1138 Holiday Homes
Lowest Price
NZ$413
Highest Price
NZ$1,384

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