Search Vacation Homes in Cheshire Historic District

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Compare 196 Vacation Homes in Cheshire Historic District with updated reviews, rates, and availability.

Updated ranch Home 4 minutes from the beach on a quiet end street.
6.0 out of 10, 1 review
"Family of 5 (2 adults, 3 teens) stayed for long weekend. Friendly and fairly quick communication with Fabian was appreciated. House is approx 1 to 1.5 miles to Long Island Sound and beach. Nice and quiet neighborhood. The place was clean with exception of downstairs which had some of the owner's personal belongings strewn about. The biggest disappoint was no hot water or heat for most of the stay. Fabian offered hot showers at another nearby location and brought in a space heater which was...
Updated ranch Home 4 minutes from the beach on a quiet end street.
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, 65 reviews
"Visited family back in CT and this was the perfect place to stay. Kind of like a Tardis, it was bigger on the inside! Thank you!"
Beautiful 4BR Beach House with Private Beach Access.
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, 106 reviews
"Very nice stay. Only disappointment was the lack of a hot tub. Otherwise a perfect venue for our group."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Save an average of 15% on thousands of hotels when you're signed in
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, 1 review
"Beautiful new home and property! Would one back for sure!"
The price is $600
$853 total
includes taxes & fees
Jun 9 - Jun 10
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, 111 reviews
"We were looking for a nice relaxing weekend getaway from NYC and happened to find this listing. The check in process was easy, and the owners were lovely! We'd absolutely book again."
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, 51 reviews
"Wonderful host. Easy communication. Great house."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Amazing Lakefront Property
10.0 out of 10, Exceptional, 15 reviews
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
Direct Waterfront Private Beach Escape
9.8 out of 10, Exceptional, 8 reviews
"We had a beautiful time . Kids didn’t wanted to leave. Amazing views from house , mostly just hung out by the water, watched the birds, and enjoyed the amazing views of the sky. We will be definitely back."
Direct Waterfront Private Beach Escape
Cozy Modern Home
9.6 out of 10, Exceptional, 26 reviews
"Very nice place, stay there for a couple of nights for a get together, plenty of room. Only problem was some of the cleaning supplies where locked away where we couldn’t access it so we had to bring a mop and other supplies."
Cozy Modern Home
McAngel Haven: 5 mins from Yale
9.0 out of 10, Wonderful, 2 reviews
"The location was good for our needs and the place well maintained. There were scent devices in many outlets and two of our guests are allergic. We had to unplug them and air out the home. It would be good to alert guests to those devices and allow them to choose to have them not present."
The price is $219
$529 total
includes taxes & fees
Jun 9 - Jun 10
McAngel Haven: 5 mins from Yale
Near Yale 8 beds Gaming Room
Near Yale 8 beds Gaming Room
lakefront estate
3.8 out of 10, 8 reviews
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
Ennis Cottage - A holiday by the sea!
9.8 out of 10, Exceptional, 14 reviews
"Branford is home to our family and this spot was a perfect place to drop the bags! Quient place, clean with all you need for 2 people"
Ennis Cottage - A holiday by the sea!
Beachside Retreat
9.4 out of 10, Exceptional, 3 reviews
"Old world charm meets modern amenities, beach views are calming and relaxing. Exceptional communication with host."
Beachside Retreat
Heavenly Home in New Haven
8.8 out of 10, Excellent, 13 reviews
"Nice house, clean and as described. Much of the hullabaloo about the neighborhood is a bit overblown. Fair Haven is a bit crunchy, but at no point did any of us feel unsafe or have any problems. Sure, don’t book the house is you’re looking for a suburban paradise. But the house itself was immaculate and very close to the key points on interest in New Haven. Very happy with our choice!"
The price is $475
$614 total
includes taxes & fees
Jun 6 - Jun 7
Heavenly Home in New Haven
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
8.6 out of 10, Excellent, 10 reviews
"Nice house..Good area.."
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Home on the sound
9.0 out of 10, Wonderful, 2 reviews
"Overall, I'd enjoyed my stay here. Pros: The apartment was clean, comfortable and had all the necessities to get through. It was close to the beach and had a nice front sitting area with a view of the water. Cons: There wasn't much initial communication with the property owner. I had to reach out upon arrival to ask how to access the property (i.e. key placement and lockbox code), where to park, and receive WIFI information. None of that information was provided in advance. There was also no...
Home on the sound
Charming Castle Cottage
Charming Castle Cottage
Walkable New Haven Retreat w/ Ocean Views!
9.6 out of 10, Exceptional, 9 reviews
"What a wonderful property! The home was simply beautiful and the view of the water was amazing. We had everything we needed and the home was spotless. There was such attention to detail. We would definitely stay here again. It was a most enjoyable experience. It was the nicest VRBO we have stayed in. Definitely a 5 star rating!"
Walkable New Haven Retreat w/ Ocean Views!
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See all available properties in Cheshire Historic District
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.

Other property types in Cheshire Historic District

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, 1,840 reviews
"Ok"
The price is $99
$113 total
includes taxes & fees
Jun 30 - Jul 1
New Haven Village Suites
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, 111 reviews
"We were looking for a nice relaxing weekend getaway from NYC and happened to find this listing. The check in process was easy, and the owners were lovely! We'd absolutely book again."
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, 20 reviews
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
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.

Cheshire Historic District Vacation Homes information

Number of reviews
385
Accommodation
196 Vacation Homes
Lowest Price
$219
Highest Price
$600

Recent reviews of Cheshire Historic District hotels
Expedia verified reviews