Vacation Homes in Connecticut

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Top Cities in Connecticut

Our top choices for Connecticut vacation homes

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (26 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is AED 415
AED 907 total
includes taxes & fees
8 Feb - 9 Feb
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Secluded Waterfront Location With Dock

Secluded Waterfront Location With Dock
Stonington
10.0 out of 10, Exceptional, (152 reviews)
"overall super place great stay "
United States
paul k.
Secluded Waterfront Location With Dock

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Wequetequock
10.0 out of 10, Exceptional, (3 reviews)
"This IS an AMAZING home! It is very clean, very comfortable and has beautiful views. Thirteen of our family members stayed here to celebrate Christmas. Our stay was perfect! The king size beds in every room made for a good nights rest. Our host was welcoming and responded to any questions. The property manager, Louie, went above and beyond to make sure we were taken care of and comfortable. Thank you both for everything!"
United States
Lisa B.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches
Clinton
9.6 out of 10, Exceptional, (39 reviews)
"The house was clean and welcoming. The little town is super cute as well! "
United States
Leigh H.
Large Charming Historic House close to Beaches

Walk to the beach at Black Point, Niantic, Ct.

Walk to the beach at Black Point, Niantic, Ct.
Niantic
10.0 out of 10, Exceptional, (103 reviews)
"Great location, nestled back in the community and close to the water. This home is well maintained and a great get away. It easily accommodated the five adults in our group. Lots of sitting/community space and good sized bedrooms. We’d definitely stay here again. Bill was quickly responsive to a couple of questions we had. "
United States
Ed V.
Walk to the beach at Black Point, Niantic, Ct.

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
8.6 out of 10, Excellent, (15 reviews)
"Loved our stay! It has a fenced in yard and my dogs loved it. It was clean and cute. It is in the main road so there is traffic noise, this didn’t bother us though because we live on a main busy road so it was fine. "
United States
Ennedelia D.
Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7 reviews)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is AED 2,865
AED 5,364 total
includes taxes & fees
5 Feb - 6 Feb
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Oak Grove Cottage - in the foothills of Mystic

Oak Grove Cottage - in the foothills of Mystic
Groton
10.0 out of 10, Exceptional, (17 reviews)
"We loved our girl’s weekend here. It was so clean and homey. We had a fire in the firepit and we felt like we were at home. Would definitely stay here again."
United States
Michelle M.
The price is AED 967
AED 1,609 total
includes taxes & fees
7 Mar - 8 Mar
Oak Grove Cottage - in the foothills of Mystic

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (21 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is AED 514
AED 753 total
includes taxes & fees
1 Mar - 2 Mar
Wizard's Roost at Underhill Hollow

Cozy Winter Retreat with Private Pond and Fireplaces in Redding, CT.

Cozy Winter Retreat with Private Pond and Fireplaces in Redding, CT.
Redding
9.6 out of 10, Exceptional, (8 reviews)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is AED 1,488
AED 2,372 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Winter Retreat with Private Pond and Fireplaces in Redding, CT.

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
East Lyme
10.0 out of 10, Exceptional, (109 reviews)
"Great time"
United States
Ali K.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Brookfield
9.4 out of 10, Exceptional, (6 reviews)
"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."
United States
Paula R.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

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, (57 reviews)
"It was a lovely home within walking distance of almost everything. The host was wonderful and so accommodating. "
United States
Valerie W.
The price is AED 918
AED 1,940 total
includes taxes & fees
5 Feb - 6 Feb
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (164 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is AED 661
AED 1,330 total
includes taxes & fees
8 Feb - 9 Feb
Charming Historic House in Downtown Mystic

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
New Britain
10.0 out of 10, Exceptional, (11 reviews)
"It was a really nice stay"
United States
Alana V.
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Amazing lake house with everything you need!

Amazing lake house with everything you need!
Ashford
9.6 out of 10, Exceptional, (24 reviews)
"Nice location and well appointed house. Comfy bed and easy check in. "
United States
Keith J.
Amazing lake house with everything you need!

Charming Home in Seaside

Charming Home in Seaside
South End
8.0 out of 10, Very Good, (2 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

Gorgeous 4BR Beach House with Private Beach Access.

Gorgeous 4BR Beach House with Private Beach Access.
Pine Orchard
9.8 out of 10, Exceptional, (76 reviews)
"Worked out perfectly for a wedding we had nearby. Couple good restaurants nearby and uber available no problem. "
United States
Dylan M.
Gorgeous 4BR Beach House with Private Beach Access.

Stareway to Heaven Su

Stareway to Heaven Su
Fairfield Beach
10.0 out of 10, Exceptional, (15 reviews)
"We had a three night stay and were very pleased with the house and all its amenities. I would definitely stay here again!!"
United States
Linda B.
Stareway to Heaven Su

A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!

A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!
Guilford
10.0 out of 10, Exceptional, (40 reviews)
"The house was great, we enjoyed hanging out in the living room with the fireplace. Beautiful house, would enjoy going back."
United States
Jennifer C.
A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!
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