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Holiday Homes in Connecticut

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Top Cities in Connecticut

Our top choices for Connecticut holiday homes

1. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
6.8 out of 10, (3 reviews)
"Blankets where itchy and smelled dirty small room when whole house was listed"
United States
Isabella R.
The price is NZ$234
includes taxes & fees
24 Aug - 25 Aug
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

2. 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, (2 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

3. NEW! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome.

NEW! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome.
Stonington
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, and lovely host. She was thoughtful, accommodating and a pleasure. Definitely had a spa like feel and you can even order services to the house. Great for a girls weekend. Be aware the kitchen is in the basement which worked out fine for us but flagging for anyone with a mobility issue. There is also just one full bathroom if thats on your radar. Other than that the outdoor space is lovely and you drive up to a beautiful stone cottage. Great vibe!"
United States
SEEMA B.
NEW! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome.

4. Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Saybrook Manor
9.8 out of 10, Exceptional, (55 reviews)
"Great stay with our daughter and dogs. Backyard and walls around the neighborhood and to downtown were great! Thank you!"
United States
Patricia P.
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

5. Charming Home in Seaside

Charming Home in Seaside
South End
8.6 out of 10, Excellent, (7 reviews)
"Amazing beautiful property in a rustic urban environment. Perfect check in, super comfortable, TVs in every room… essentially a new house. Close to the water and amphitheater. If you’re used to city life we’d recommend it, because we are!"
United States
Matt H.
Charming Home in Seaside

6. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (63 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
The price is NZ$568
includes taxes & fees
8 Sept - 9 Sept
Cozy, comfy,quiet &close to casinos

7. 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, (69 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is NZ$1,284
includes taxes & fees
1 Sept - 2 Sept
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

8. Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Westbrook Center
10.0 out of 10, Exceptional, (14 reviews)
"The house was very clean and everyone in our group found the beds to be very comfortable! Great communication from the hosts. Very walkable neighborhood with quick access to the beach, coffee shop; quick drive to outlet shopping. We were very happy with our stay and would love to stay here again!"
United States
Deirdre M.
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

9. Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!

Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!
West Mystic
9.4 out of 10, Exceptional, (31 reviews)
"A beautiful home in historic Mystic, just a mile from Downtown. The hostess was lovely, and we had a wonderful time - will definitely stay again!"
United States
Erin
Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!

10. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (175 reviews)
"Great location "
United States
Brian S.
The price is NZ$770
includes taxes & fees
7 Sept - 8 Sept
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

11. Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking

Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking
Niantic
10.0 out of 10, Exceptional, (49 reviews)
"Great property and location. Will stay again. "
United States
Kyle K.
Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking

12. 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, (4 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

13. LUX, Fireplace, Deck, Foosball, Pingpong, Private, Firepit, Multi-Gen Layout

LUX, Fireplace, Deck, Foosball, Pingpong, Private, Firepit, Multi-Gen Layout
West Mystic
10.0 out of 10, Exceptional, (36 reviews)
"Sparkling clean, well stocked, exactly as advertised property. The owner is responsive and easy to communicate with. Beautiful property! "
United States
Shirley M.
The price is NZ$2,598
includes taxes & fees
3 Sept - 4 Sept
LUX, Fireplace, Deck, Foosball, Pingpong, Private, Firepit, Multi-Gen Layout

14. 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

15. 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, (8 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

16. Mystic Morgan House

Mystic Morgan House
Mystic
10.0 out of 10, Exceptional, (16 reviews)
"Awesome place! Quiet and charming. "
United States
Tan P.
Mystic Morgan House

17. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (4 reviews)
"Very clean, all you need away from home, super !!!"
United States
Igor L.
Bear Retreat - 2-bedroom house in Waterbury

18. 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

19. 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, (31 reviews)
"Nice space, perfect location for our home base our vacation! Only wish the weather was nicer and we could’ve spent some time on the lake as well :)"
United States
Tabitha
Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

20. 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, (25 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 NZ$413
includes taxes & fees
9 Sept - 10 Sept
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
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 Holiday Homes information

Number of reviews
620
Accommodation
1278 Holiday Homes
Lowest Price
NZ$234
Highest Price
NZ$2,598

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