Holiday Homes in Connecticut

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Top Cities in Connecticut

Our top choices for Connecticut holiday homes

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (22 reviews)
"Cute house, very comfortable and clean"
United States
Jeffrey W.
The price is AU$457
includes taxes & fees
21 Apr - 22 Apr
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (172 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is AU$589
includes taxes & fees
28 Apr - 29 Apr
Charming Historic House in Downtown Mystic

Cape Cod home in great location! Walk to downtown

Cape Cod home in great location! Walk to downtown
Stonington
9.4 out of 10, Exceptional, (167 reviews)
"great location. accommodations met our needs. great price."
United States
Bette G.
Cape Cod home in great location! Walk to downtown

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, (19 reviews)
"Cute house. Enjoyed our stay. "
United States
Ennedelia D.
Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

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
9.4 out of 10, Exceptional, (45 reviews)
"Beautiful view, attentive host, plenty of room. Thank you for a lovely stay."
United States
Kevin M.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches
Clinton
9.6 out of 10, Exceptional, (40 reviews)
"The host was professional, friendly, and very accommodating. The house was clean, kitchen well stocked, and the bedrooms/beds were very comfortable. Perfect house for a weekend away in January. Location was perfect!! Definitely exceeded our expectations. "
United States
Kathryn K.
Large Charming Historic House close to Beaches

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Manchester
9.2 out of 10, Wonderful, (11 reviews)
"We enjoyed our stay here and really appreciated how great the property manager was. The house was comfortable and met all our needs. We would definitely come back again! "
United States
Annie F.
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$207
includes taxes & fees
23 Apr - 24 Apr
Business or Weekend escape

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, (126 reviews)
"Second time staying. "
United States
Louis O.
Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

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

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (166 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
The price is AU$438
includes taxes & fees
21 Apr - 22 Apr
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
9.0 out of 10, Wonderful, (27 reviews)
"House was clean and comfortable. We enjoyed our visit to that beautiful area."
United States
Anonymous traveller
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Modern Cape Downtown Mystic

Modern Cape Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (38 reviews)
"Our weekend stay was amazing! The host was extremely welcoming and helpful. The welcome snacks and drinks were much appreciated after a long drive. We will definitely stay again!"
United States
Frank K.
Modern Cape Downtown Mystic

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!

Cozy Ocean Front Retreat with Private Beach!

Cozy Ocean Front Retreat with Private Beach!
Milford
10.0 out of 10, Exceptional, (38 reviews)
"The view is stunning!"
United States
Catherine M.
Cozy Ocean Front Retreat with Private Beach!

The Art House: 5-Acre Private Getaway w/ Firepit & AC

The Art House: 5-Acre Private Getaway w/ Firepit & AC
Bridgewater
9.8 out of 10, Exceptional, (20 reviews)
"We loved everything about our stay! It’s a beautiful home and we enjoyed holiday dinners around the dining table and gathering around the fireplace. The beds and pillows were comfy too! "
United States
Kerry H.
The Art House: 5-Acre Private Getaway w/ Firepit & AC

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 AU$218
includes taxes & fees
2 May - 3 May
Cozy Room in charming New Haven near Yale/Hospitals!

2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS
East Lyme
10.0 out of 10, Exceptional, (48 reviews)
"Had an excellent time over Christmas having family gathering at the cottage. "
United States
Rob B.
2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

Sweet Mystic Retreat

Sweet Mystic Retreat
Stonington
10.0 out of 10, Exceptional, (255 reviews)
"Excellent location, beautiful home and very nice! Highly recommend! "
United States
Debbie P.
Sweet Mystic Retreat

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, (23 reviews)
"Wonderful property, just like the pictures. Great kitchen. Excellent host. "
United States
Nilda N.
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (6 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
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
1,147
Accommodation
1269 Holiday Homes
Lowest Price
AU$207
Highest Price
AU$589

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