Holiday Homes in Connecticut

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Top Cities in Connecticut

Featured Holiday Homes in Connecticut

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (29)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (9)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is AU$1,284
includes taxes & fees
1 Sept - 2 Sept
Thames River Retreat · CT College+Casinos+USCGA

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (28)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

8.0 out of 10, Very good, (9)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

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

10.0 out of 10, Exceptional, (98)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
The price is AU$2,996
includes taxes & fees
11 Sept - 12 Sept
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Cozy East Haven Home • Near Beach & Yale

10.0 out of 10, Exceptional, (1)
"So comfy for the dog and I for a night. Just what we needed!"
The price is AU$246
includes taxes & fees
9 Sept - 10 Sept
Cozy East Haven Home • Near Beach & Yale

Lake Oasis with Firepit, Game room and Kayaks

8.8 out of 10, Excellent, (3)
"Our weekend at Rory’s home was everything and then some. The hospitality was truly unmatched. Rory bought us a new grill, provided pizza, and gave us fantastic suggestions to go do in the area. There was so much to do around the house between using the kayaks during the day and ending the night by the bonfire. I highly recommend staying here for a weekend getaway, reunion, or even to just unwind and get away from the city. 10/10 experience, would absolutely stay here again! "
Lake Oasis with Firepit, Game room and Kayaks

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

9.8 out of 10, Exceptional, (164)
"Very nice!"
The price is AU$390
includes taxes & fees
23 Sept - 24 Sept
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

10.0 out of 10, Exceptional, (1)
"The check in process was very easy. The home was airy and bright. My family and I felt the peace and relaxation of the home. The kitchen was large and clean."
Modern Beach Home - Waterview, close to restaurants, universities and hospitals

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

10.0 out of 10, Exceptional, (124)
"The house is beautiful, and one of the most unique and homey places we have everything stayed. Very spacious with lots of artwork, and arts and crafts style woodwork. The view of the sound is so serene. We enjoyed very much sitting out on the porch and gazing at the water and the passerbys, and taking walks along the sound. It has everything you need and then some. Thank you so much for sharing your gracious and beautiful home with us!"
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Classic Mystic Retreat Walking Distance to Downtown

10.0 out of 10, Exceptional, (35)
"Great accommodations. Awesome location to downtown Mystic. "
Classic Mystic Retreat Walking Distance to Downtown

Direct waterfront vacation rental, family friendly, pets allowed

10.0 out of 10, Exceptional, (72)
"Beautiful location on the river. Great place for a local college graduation we attended. Even caught some fish off the dock."
Direct waterfront vacation rental, family friendly, pets allowed

Charming 3-bedroom house with WiFi, AC in serene Fairfield

9.2 out of 10, Wonderful, (7)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield

New!Quaint & Convenient Hideaway: Great Location

9.8 out of 10, Exceptional, (12)
"Our family of 4 stayed there while visiting Hartford for our daughter’s college graduation. Great location great property and responsive host. Would def stay again!"
New!Quaint & Convenient Hideaway: Great Location

Stareway to Heaven Su

10.0 out of 10, Exceptional, (6)
"We stayed with family at this lovely home for my son’s graduation and Mother’s Day. The home is even nicer than the pictures- everything is top notch. It’s one block from a nice beach with lovely views from many of the rooms. We would love to come back and stay! "
Stareway to Heaven Su

Beach Bungalow, walk to beach, private backyard

10.0 out of 10, Exceptional, (3)
"The property was perfect for all of us. It was in a quiet neighborhood and great location."
Beach Bungalow, walk to beach, private backyard

Business or Weekend escape

9.2 out of 10, Wonderful, (45)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
The price is AU$227
includes taxes & fees
14 Sept - 15 Sept
Business or Weekend escape

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (28)
"Great stay and the tree house was amazing. We loved walking the trails and finding all the fairy houses and interacting with the animals! "
The price is AU$268
includes taxes & fees
8 Sept - 9 Sept
The Tree House at Underhill Hollow

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

8.8 out of 10, Excellent, (22)
"We were very happy with the accommodations. The cottage was neat, clean and well kept, as was the property. All the amenities were as described. We had a great weekend and would highly recommend this lake house."
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (59)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is AU$690
includes taxes & fees
1 Sept - 2 Sept
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
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

Find out more about Connecticut

Connecticut Holiday Homes information

Number of reviews
45
Accommodation
1429 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$2,996

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