Holiday Homes in Connecticut

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Top Cities in Connecticut

Featured Holiday Homes in Connecticut

Charming 2-bedroom townhome

2.0 star property
9.6 out of 10, Exceptional, (5)
"The home was beautiful and I would stay there again."
The price is €167
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom townhome

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

10.0 out of 10, Exceptional, (28)
"House fit out family's needs and host was very responsive. "
The price is €569
includes taxes & fees
5 Dec - 6 Dec
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (140)
"We are Florida peeps…had a wedding at the winery down the road. This was perfect for this trip. "
The price is €217
includes taxes & fees
26 Nov - 27 Nov
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Coates Suite · Cheerful Historic 3 BR Townhouse - Downtown Mystic

10.0 out of 10, Exceptional, (9)
"Very convenient "
Coates Suite · Cheerful Historic 3 BR Townhouse - Downtown Mystic

Private Annex/Former Artist Studio

10.0 out of 10, Exceptional, (46)
"The owner greeted us the first night. Very pleasant and super friendly. The space is beautiful and the fact that it was once an artist's studio for me made it even more special. The nearby lake is gorgeous. We brought our dog and she was very relaxed and comfortable for the stay. I thoroughly enjoyed the property and our mini vacation! "
Private Annex/Former Artist Studio

Business or Weekend escape

9.6 out of 10, Exceptional, (30)
"Stayed for my other half bday. Place was clean and described well"
The price is €139
includes taxes & fees
1 Dec - 2 Dec
Business or Weekend escape

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (114)
"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "
Lower Lvl Private 2BR/1BA Family/Pet Friendly

Waterfront Beach House

9.6 out of 10, Exceptional, (39)
"This was perfect for us. We had a family funeral and this was a nice retreat. We would stay again for sure. "
Waterfront Beach House

Cozy, comfy,quiet &close to casinos

9.6 out of 10, Exceptional, (12)
"Was great, will be conducting business again. "
Cozy, comfy,quiet &close to casinos

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (126)
"We stayed here for an anniversary weekend away and found the property and neighborhood to be amazing. We enjoyed the hot tub, pool and firepit and went kayaking in the afternoon. Enjoyed amazing sunsets from the deck; Adam gave us spot-on restaurant recommendations. I don't know if the supply of snacks is standard or an anniversary "special", but all in all this place was a wonderful find. Thank you!!"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Unbeatable Downtown Mystic Location

9.8 out of 10, Exceptional, (139)
"Perfect area, few minute walk from the main strip. House is very clean, and very cool staying in such an old and well maintained home. "
The price is €238
includes taxes & fees
24 Nov - 25 Nov
Unbeatable Downtown Mystic Location

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Historic Three Bedroom Townhouse -- Downtown Mystic

10.0 out of 10, Exceptional, (31)
"Our stay in Mystic was really awesome. The location of this property was near everything we wanted to see, and the host sent additional information about the area that helped with our planning. The bedrooms were spacious with well placed outlets for all our electronics and the kitchen had everything we needed and more! Best stay ever!!"
The price is €317
includes taxes & fees
2 Dec - 3 Dec
Historic Three Bedroom Townhouse -- Downtown Mystic

Oceanfront Beach House lay in bed and hear the waves, boats , birds

10.0 out of 10, Exceptional, (17)
"We had a wonderful 2 day stay! We already knew the area……what a treat to stay so close to the beach in such a cozy cottage. Thank you!"
Oceanfront Beach House lay in bed and hear the waves, boats , birds

Lakeview Estate - Chef's Kitchen - NYC Getaway

10.0 out of 10, Exceptional, (23)
"Fantastic place! Beautiful views, lots of room, comfy beds, clean. There was 10 of us and it was a delight. Highly recommend it. "
Lakeview Estate - Chef's Kitchen - NYC Getaway

Victorian Gem · Sunny Victorian Gem in Downtown Mystic

10.0 out of 10, Exceptional, (93)
"Location is one block to everything. House is comfortable, clean, and perfect for 9 people (6 adults and 3 kids). Communication with Gerard was easy. Stay here. "
Victorian Gem · Sunny Victorian Gem in Downtown Mystic

Historic Essex Home w/ Large Yard Near Downtown!

9.8 out of 10, Exceptional, (40)
"All bedrooms up were difficult with luggage. Fully equipped for an extended stay would be convenient. Very close to marina and shopping."
Historic Essex Home w/ Large Yard Near Downtown!

The Iconic Dutch Bell in Downtown Mystic

10.0 out of 10, Exceptional, (47)
"Fantastic home with a thoughtful lay-out, including three bedrooms, each with a private bathroom! Kitchen was well-stocked with every possible consideration for prepping meals. Location central to a hub of activity, easy walking distance to shops, bars, and restaurants. Beware that the proximity to nightlife may disturb a light sleeper, however owner has made accomodation with sound devices."
The Iconic Dutch Bell in Downtown Mystic

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

10.0 out of 10, Exceptional, (90)
"Beautiful spot on the lake. Great house. "
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

Harper House Downtown Mystic Romantic Weekend Getaway

9.8 out of 10, Exceptional, (30)
"Overall a great experience, you could to most anything. Mystic is a cute little town to visit. The rental was cute and comfortable old historic apartment in a home."
Harper House Downtown Mystic Romantic Weekend 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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