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Vacation Homes in Connecticut

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Top Cities in Connecticut

Our top choices for Connecticut holiday homes

1. Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (72 reviews)
"Loved our stay, beautifully decorated inside and out. Conveniently located and so much within walking distance."
United States
Deborah J
The price is HK$2,823
HK$5,417 total
includes taxes & fees
1 Oct - 2 Oct
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

2. Stareway to Heaven Su

Stareway to Heaven Su
Fairfield Beach
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful home with great location"
United States
Jeff J.
Stareway to Heaven Su

3. 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
9.2 out of 10, Wonderful, (58 reviews)
"Great location and access to kayaks, etc. It wasn't super clean, but manageable."
United States
Makayla G.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

4. 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, (47 reviews)
"Thank you place was enormous and beautiful"
United States
Kristin
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

5. Well laid out 2-bedroom private home in Washington-close to the green and depot

Well laid out 2-bedroom private home in Washington-close to the green and depot
Washington
10.0 out of 10, Exceptional, (8 reviews)
"Sarah is an amazing host! Her home is beautiful, charming and the cleanest rental I’ve ever stayed. The house is perfectly located near Gunn for a weekend visit! We can’t wait to come back and stay again!"
United States
Shawna G.
Well laid out 2-bedroom private home in Washington-close to the green and depot

6. Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Danbury
10.0 out of 10, Exceptional, (59 reviews)
"We had a wonderful time at the house - it was clean comfortable and had everything you may need. Definitely want to come back again! It was a perfect winter getaway! "
United States
Blayke S.
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

7. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (68 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
The price is HK$854
HK$2,096 total
includes taxes & fees
29 Sept - 30 Sept
Cozy, comfy,quiet &close to casinos

8. Litchfield County Getaway

Litchfield County Getaway
Warren
10.0 out of 10, Exceptional, (50 reviews)
"nice, clean, easy house. perfect for what we needed"
United States
Demian R.
Litchfield County Getaway

9. Historic home in downtown Mystic-1 block from green, river, shops & restaurants

Historic home in downtown Mystic-1 block from green, river, shops & restaurants
Stonington
10.0 out of 10, Exceptional, (129 reviews)
"This was such a special place to spend a long weekend with family and friends. The house has so much history and character and is stocked with everything you need. The grounds are lovely and outdoor patio is perfect for outdoor dining. The hosts were friendly and available from the time we booked to the time we checked out. We highly recommend this property!"
United States
Tara M.
Historic home in downtown Mystic-1 block from green, river, shops & restaurants

10. 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, (63 reviews)
"Lovely property, very accommodating for bedrooms, good communication with the owners."
United States
Pat D.
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

11. Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches
Clinton
9.6 out of 10, Exceptional, (50 reviews)
"Beautifully appointed and spotlessly clean, one block from town beach and plenty of bedrooms with super comfy beds and fresh linens! Our family (8) stayed here for a fantastic long weekend. "
United States
Nancy
Large Charming Historic House close to Beaches

12. Cabin Love at the Lake

Cabin Love at the Lake
Coventry Lake
10.0 out of 10, Exceptional, (6 reviews)
"Very fitting name - We LOVED cabin love. Super cozy, best area ever, so much room to hang out and take in the sun. Likely the best stay in New England I've had so far. 5 Stars!"
United States
Owen M.
Cabin Love at the Lake

13. Coastal Vibes 3BR in Mystic w/ Private Backyard, Outdoor Shower & Firepit

Coastal Vibes 3BR in Mystic w/ Private Backyard, Outdoor Shower & Firepit
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay at the house which was a perfect location with easy access to everything in town. "
United States
Norm O.
Coastal Vibes 3BR in Mystic w/ Private Backyard, Outdoor Shower & Firepit

14. Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount

Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
Danbury
9.8 out of 10, Exceptional, (35 reviews)
"Really lovely place with fantastic lake view and access. "
United States
Patrick D.
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount

15. Private Annex/Former Artist Studio

Private Annex/Former Artist Studio
Washington
10.0 out of 10, Exceptional, (59 reviews)
"We had another wonderful stay at the Artist's annex!"
United States
david l.
Private Annex/Former Artist Studio

16. 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, (47 reviews)
"This home was fantastic. It had everything we needed for a quick weekend stay. I loved all the available charging ports in every room. The beds were very comfortable, plenty of pillows. The towels were so soft and fluffy. Neighborhood was quiet, great location."
United States
RACHEL W.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

17. Spacious Family Home in Weston: Yard + Patio

Spacious Family Home in Weston: Yard + Patio
Weston
9.8 out of 10, Exceptional, (23 reviews)
"Great space with tons of character, easy access to Fairfield. "
United States
Norman Y.
Spacious Family Home in Weston: Yard + Patio

18. Waterfront Beach House

Waterfront Beach House
Clinton
9.6 out of 10, Exceptional, (70 reviews)
"Great location and home for beach getaway with family. I hope to return."
United States
Patrice F.
Waterfront Beach House

19. Updated ranch Home 4 minutes from the beach on a quiet end street.

Updated ranch Home 4 minutes from the beach on a quiet end street.
West Haven
8.6 out of 10, Excellent, (17 reviews)
"Was in town visiting family and decided to go this route rather than stay at a hotel. The space was spotless, beautifully decorated, and exactly as described in pictures.The whole check in and check out was seamless which made the whole experience stress free. Fabian is an incredible host and I would absolutely stay here again."
United States
Henry N.
Updated ranch Home 4 minutes from the beach on a quiet end street.

20. Stonington Village | Walk to Beach, Shops & Dining

Stonington Village | Walk to Beach, Shops & Dining
The Borough
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property. It was so clean, had so much space, and was a great place for our family to gather."
United States
ZACH C.
Stonington Village | Walk to Beach, Shops & Dining
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

Find out more about Connecticut

Connecticut Vacation Homes information

Number of reviews
812
Accommodation
1159 Vacation Homes
Lowest Price
HK$2,096
Highest Price
HK$5,417

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