Search Vacation Homes in Cheshire Historic District

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Vacation Homes in Cheshire Historic District

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (30)
"A very comfortable short stay in a convenient location"
Cozy 2 bedroom home located minutes from downtown

McAngel Haven: 5 mins from Yale

9.6 out of 10, Exceptional, (14)
"My family and I stayed at the property for a wedding in Milford. The house had plenty of space for our group to say, and the bedrooms were comfortable. The three bathrooms were helpful for our group to efficiently get ready for the wedding, and the kitchen was adequately appointed for us to have meals."
The price is AED 843
AED 1,891 total
includes taxes & fees
5 Oct - 6 Oct
McAngel Haven: 5 mins from Yale

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

9.4 out of 10, Exceptional, (14)
"House is in a great location. Nearby beach was great. . The pictures were generally accurate and the house was decent enough for a night or two. Owner was responsive/allowed for early check-in, as requested.However, some reasons for only 4 stars:1) being behind the main house with long/narrow driveway, it was a bit of a challenge with a large SUV.2) barely any overhead lights (very dark)3) again being older, definitely some signs of water damage in various areas4) air conditioning window units...
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (14)
"the host was really great about getting back to us when we had a question or problem . his home was comfortable and artistic. the location was also easy to get to and the neighborhood was quiet and comvenient to all your needs."
Ranch style living at its best with country garden & patio!

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

9.8 out of 10, Exceptional, (68)
"Great family get together where we all were very comfortable. "
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

10.0 out of 10, Exceptional, (5)
The price is AED 522
AED 1,044 total
includes taxes & fees
1 Oct - 2 Oct
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Amazing Lakefront Property

9.8 out of 10, Exceptional, (26)
"Great views and a good central location for day trips 👌. "
Amazing Lakefront Property

Clear LI Sound waterview, Wedding pics, Yale&Beach

10.0 out of 10, Exceptional, (7)
"Attended a wedding close by. This house was a comfortable clean place to rest in between events. Lovely water front. Calm and peaceful"
The price is AED 1,074
AED 2,242 total
includes taxes & fees
5 Oct - 6 Oct
Clear LI Sound waterview, Wedding pics, Yale&Beach

3-bedroom house just walking distance from Yale and Downtown

The price is AED 826
AED 1,505 total
includes taxes & fees
1 Oct - 2 Oct
3-bedroom house just walking distance from Yale and Downtown

Cozy East Haven Home • Near Beach & Yale

10.0 out of 10, Exceptional, (3)
"Beautiful seaside cottage. Updated and well appointed, bidet, fire pit and more. Very close to several beaches. Driving distance to many attractions, statue of liberty, and more. I would stay again. "
The price is AED 459
AED 601 total
includes taxes & fees
29 Oct - 30 Oct
Cozy East Haven Home • Near Beach & Yale

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (13)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
The price is AED 422
AED 774 total
includes taxes & fees
14 Oct - 15 Oct
Family Stays: Middletown, CT

The Connecticut Chalet - On 5 Acres!

9.8 out of 10, Exceptional, (7)
"Highly recommend this property if you're heading to the area!"
The Connecticut Chalet - On 5 Acres!

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is AED 430
AED 1,161 total
includes taxes & fees
1 Oct - 2 Oct
Private Apartment in Berlin

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very Good, (18)
"I stayed for about two days and nights and had a great experience. The house was clean, everything we needed was easy to find, the only thing was that the shower was a little clogged. Overall, it was a great experience!!"
Cozy newly remodeled home close to major amenities in Connecticut a

Spacious 4-bedroom house with AC, WiFi in welcoming Guilford

10.0 out of 10, Exceptional, (3)
" The house was awesome, had an very good layout, great yard, nice deck and it was the perfect place for our group! Great communication with the owner!"
Spacious 4-bedroom house with AC, WiFi in welcoming Guilford

Westshore Luxury

7.0 out of 10, Good, (4)
"Perfect location near the beach! When we stayed the weather wasn’t ideal for the beach day but I can only imagine how perfect this house would be in a beautiful day! The host had a wagon and beach toys available as well which was wonderful. Very cute property. I was unsure of our check out instructions other than to ensure we cleaned our dishes and messaged the host and never heard back but other than that our stay was great. "
The price is AED 1,157
AED 1,619 total
includes taxes & fees
13 Oct - 14 Oct
Westshore Luxury

Family Gem on Dyer Street

10.0 out of 10, Exceptional, (1)
"The check in process was simple and easy. The house was exactly as pictured and perfect for 7 guests. It was clean and had all the amenities."
The price is AED 1,712
AED 3,611 total
includes taxes & fees
6 Oct - 7 Oct
Family Gem on Dyer Street

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

10.0 out of 10, Exceptional, (3)
"Great stay at this lovely house. Walk to beach! Perfect backyard to enjoy a beautiful weekend "
Modern Beach Home - Waterview, close to restaurants, universities and hospitals

Direct Waterfront Private Beach Escape

9.6 out of 10, Exceptional, (19)
"Thank you so Much, the family had a great time. Found some good seaglass"
Direct Waterfront Private Beach Escape

Relax by the River | Branford Waterfront Home

8.8 out of 10, Excellent, (6)
"Clean, family friendly, and fun."
Relax by the River | Branford Waterfront Home
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 Cheshire Historic District Hotel Reviews