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Connecticut Vacation Rentals

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Top Cities in Connecticut

Our top choices for Connecticut vacation 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, (70 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is CA $497
CA $960 total
includes taxes & fees
Sep 24 - Sep 25
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

2. 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, (6 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

3. New Madison beach house - Ocean front- Great views- booking Summer 2026

New Madison beach house - Ocean front- Great views- booking Summer 2026
Madison
10.0 out of 10, Exceptional, (77 reviews)
"Always a great vacation."
United States
Matthew H.
New Madison beach house - Ocean front- Great views- booking Summer 2026

4. 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, (54 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

5. Beach House

Beach House
East Lyme
9.6 out of 10, Exceptional, (63 reviews)
"Clean room Nice house Air conditioning Decorating Pool Office Dog house"
United States
enock
Beach House

6. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (26 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is CA $163
CA $383 total
includes taxes & fees
Sep 9 - Sep 10
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

7. 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, (128 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

8. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is CA $126
CA $212 total
includes taxes & fees
Sep 29 - Sep 30
Business or Weekend escape

9. 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 and spacious home with open and comfortable space for socializing and relaxing.Deck, patio and backyard were a big plus! Beautiful ocean view!"
United States
S K.
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

10. 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, (40 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!

11. 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, (56 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!

12. TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12
Guilford
10.0 out of 10, Exceptional, (52 reviews)
"house was filled with great artwork and books. great location. "
United States
Rebecca N.
TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

13. Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art
Old Lyme
10.0 out of 10, Exceptional, (27 reviews)
"House was immaculate and very well appointed. Host was easy to reach and wanted to ensure we had a good stay. Beautiful views of the woods! Like staying in a treehouse"
United States
Ally Q.
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

14. Cheerful 5 bed Residential house.

Cheerful 5 bed Residential house.
South End
9.6 out of 10, Exceptional, (43 reviews)
"Nice place to stay, clean and comfortable "
United States
Brian P.
Cheerful 5 bed Residential house.

15. Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut

Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very quiet, comfortable, clean, the lanai was a nice touch, and the landscaping was nicely done too."
United States
David T.
Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut

16. 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

17. Spacious Family Home in Weston: Yard + Patio

Spacious Family Home in Weston: Yard + Patio
Weston
9.8 out of 10, Exceptional, (22 reviews)
"Great space with tons of character, easy access to Fairfield. "
United States
Norman Y.
Spacious Family Home in Weston: Yard + Patio

18. Tranquil Farmhouse Retreat

Tranquil Farmhouse Retreat
Montville
9.8 out of 10, Exceptional, (26 reviews)
"Had a great experience will definitely rent again "
United States
Unspecified U.
The price is CA $436
CA $1,012 total
includes taxes & fees
Sep 16 - Sep 17
Tranquil Farmhouse Retreat

19. Cottage at Sunny Day- Lakeside, views, kayak, dock

Cottage at Sunny Day- Lakeside, views, kayak, dock
Newtown
9.8 out of 10, Exceptional, (51 reviews)
"Wonderful lake house!"
United States
Judith S.
Cottage at Sunny Day- Lakeside, views, kayak, dock

20. Cozy Coastal Getaway

Cozy Coastal Getaway
Guilford
10.0 out of 10, Exceptional, (17 reviews)
"Excellent place to stay! The house was super clean, located in a nice neighborhood. The owner provided courteous and efficient communication."
United States
Yilang T.
Cozy Coastal Getaway
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 Vacation Homes information

Number of reviews
942
Accommodation
1174 Vacation Homes
Lowest Price
CA $212
Highest Price
CA $1,012