The skyline of downtown Hartford, Connecticut at dusk from across the Connecticut River.

Vacation Homes in Connecticut

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Top Cities in Connecticut

Our top choices for Connecticut vacation homes

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (182 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is AED 459
AED 1,064 total
includes taxes & fees
13 Jul - 14 Jul
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk

SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk
Mystic River Historic District
9.8 out of 10, Exceptional, (26 reviews)
"The property was beautiful and maintained nicely. We loved that it was so close to the small downtown area. "
United States
Debora C.
SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12
Guilford
10.0 out of 10, Exceptional, (45 reviews)
"house was filled with great artwork and books. great location. "
United States
Rebecca N.
TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY short walk 2 private beach

FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY short walk 2 private beach
East Lyme
10.0 out of 10, Exceptional, (1 review)
"Our holiday weekend ended up being indoors due to poor weather, but our 20 month old was still able to run around the spacious property and have a great time. The host is tremendously accommodating with ample towels, well equipped kitchen, comfortable mattresses, and a game room. We were able to communicate specific needs for our sudden booking, and again, John responded quickly and graciously met them. Despite 3 hours of sunlight on our 3 day 2 night stay, we had a great time. The lobster...
United States
Ellen M.
FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY short walk 2 private beach

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, (50 reviews)
"Loved the house the host was wonderful!"
United States
Barbie H.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Amazing lake house with everything you need!

Amazing lake house with everything you need!
Ashford
9.8 out of 10, Exceptional, (32 reviews)
"Enjoyed our stay, cute place. "
United States
David K.
Amazing lake house with everything you need!

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (37 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is AED 463
AED 711 total
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow

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
8.8 out of 10, Excellent, (29 reviews)
"House was clean and comfortable. We enjoyed our visit to that beautiful area."
United States
Anonymous traveler
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Tranquil Waters: Modern Bolton Escape on the Lake

Tranquil Waters: Modern Bolton Escape on the Lake
Bolton
Tranquil Waters: Modern Bolton Escape on the Lake

Beachy Bay Breeze Bungalow

Beachy Bay Breeze Bungalow
West Haven
9.4 out of 10, Exceptional, (13 reviews)
"Great place"
United States
Sara S.
Beachy Bay Breeze Bungalow

Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (9 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

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (41 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AED 612
AED 1,159 total
includes taxes & fees
6 Jul - 7 Jul
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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, (21 reviews)
"Needed an inexpensive place to stay for a trade show event. This was 20 minutes from Mohegan and perfect for me and an employee. "
United States
Hippy P.
The price is AED 446
AED 992 total
includes taxes & fees
30 Jun - 1 Jul
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Milford
10.0 out of 10, Exceptional, (145 reviews)
"Very comfortable accommodations and interesting house to boot"
United States
Steven S.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Greenhaven Getaway • Near Mystic, Beaches & Westerly

Greenhaven Getaway • Near Mystic, Beaches & Westerly
Stonington
10.0 out of 10, Exceptional, (1 review)
"So cozy."
United States
eric k.
Greenhaven Getaway • Near Mystic, Beaches & Westerly

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (56 reviews)
"Clean home. Couldn’t be easier to get to Mohegan Sun! Very convenient."
United States
Angela
The price is AED 430
AED 1,027 total
includes taxes & fees
30 Jun - 1 Jul
Cozy, comfy,quiet &close to casinos

Harper House Downtown Mystic Romantic Weekend Getaway

Harper House Downtown Mystic Romantic Weekend Getaway
Mystic River Historic District
9.6 out of 10, Exceptional, (40 reviews)
"Location and condo was great."
United States
Brandi G.
The price is AED 1,157
AED 2,256 total
includes taxes & fees
12 Jul - 13 Jul
Harper House Downtown Mystic Romantic Weekend Getaway

Stones Throw - Seaport 2Min walk

Stones Throw - Seaport 2Min walk
Stonington
10.0 out of 10, Exceptional, (5 reviews)
"The house was impeccably clean, rooms were comfortable, and the check in process was easy as was the communication with the owner. "
United States
Brette M.
Stones Throw - Seaport 2Min walk

Lakefront Summer Stunner in New England Just 2 Hours From NYC

Lakefront Summer Stunner in New England Just 2 Hours From NYC
Sharon
10.0 out of 10, Exceptional, (93 reviews)
"What a lovely place. The view across the lake even with the snow was stunning. Hosts very responsive when i had questions. Would highly recommend!"
United States
Jessica W.
Lakefront Summer Stunner in New England Just 2 Hours From NYC

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (9 reviews)
"Great spot "
United States
Mike P.
The price is AED 1,488
AED 2,605 total
includes taxes & fees
29 Jun - 30 Jun
Awesome Lake Home with tons of fun!
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