Cheshire Historic District Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Cheshire Historic District

Luxury Furnished Apartments by Hyatus Downtown at Yale
In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (55)
"Loved our stay here. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Charming Studio| Near Yale| Downtown New Haven
Exterior

Charming Studio| Near Yale| Downtown New Haven

9.2 out of 10, Wonderful, (5)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is HK$833
HK$1,627 total
includes taxes & fees
6 Oct - 7 Oct
Charming Studio| Near Yale| Downtown New Haven
Luxury Apartments by Hyatus at Pierpont
Seasonal outdoor pool

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.4 out of 10, Exceptional, (20)
"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."
Luxury Apartments by Hyatus at Pierpont
Private Apartment in Berlin
Fridge, microwave, oven, stovetop

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 HK$911
HK$2,460 total
includes taxes & fees
5 Oct - 6 Oct
Private Apartment in Berlin
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay
3 bedrooms, iron/ironing board, WiFi, bed sheets

3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay

7.0 out of 10, Good, (2)
"My son and I booked this property last minute. The owner was very quick to get back to us. It was very clean and had everything we needed. We would definitely stay there again."
The price is HK$1,712
HK$2,187 total
includes taxes & fees
8 Oct - 9 Oct
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay
Stunning Apt W/ Parking and Gym | Downtown at Yale
Interior

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (44)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
Stunning Apt W/ Parking and Gym | Downtown at Yale
Conference Room Rental no sleeping arrangements
Interior

Conference Room Rental no sleeping arrangements

The price is HK$5,603
HK$7,244 total
includes taxes & fees
5 Oct - 6 Oct
Conference Room Rental no sleeping arrangements
New Cozy 2BR Stay New Haven Close to Yale
Fridge, microwave, oven, stovetop

New Cozy 2BR Stay New Haven Close to Yale

2.0 star property
7.4 out of 10, Good, (3)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
The price is HK$1,156
HK$1,805 total
includes taxes & fees
7 Oct - 8 Oct
New Cozy 2BR Stay New Haven Close to Yale
Cozy Safe Home
Fridge, microwave, oven, stovetop

Cozy Safe Home

The price is HK$1,576
HK$2,808 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Safe Home
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Beach nearby

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

9.4 out of 10, Exceptional, (14)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Dining

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
Cozy Two Bedroom Stay In Downtown New Haven!
Fridge, microwave, oven, stovetop

Cozy Two Bedroom Stay In Downtown New Haven!

10.0 out of 10, Exceptional, (1)
"Exactly as advertised and had nice personal touches. Very close to attractions and very walkable. "
The price is HK$1,051
HK$2,347 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Two Bedroom Stay In Downtown New Haven!
Angelica’s safe haven @ west haven
Exterior

Angelica’s safe haven @ west haven

10.0 out of 10, Exceptional, (5)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
The price is HK$1,066
HK$2,609 total
includes taxes & fees
1 Nov - 2 Nov
Angelica’s safe haven @ west haven
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
TV

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

10.0 out of 10, Exceptional, (5)
The price is HK$1,144
HK$2,257 total
includes taxes & fees
5 Oct - 6 Oct
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
Luxurious 3BR Apartment with Premium Amenities
Smart TV, video games, ping pong, books

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (16)
"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"
Luxurious 3BR Apartment with Premium Amenities
Family Gem on Dyer Street
Dining

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 HK$3,628
HK$7,651 total
includes taxes & fees
6 Oct - 7 Oct
Family Gem on Dyer Street
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Exterior

Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

10.0 out of 10, Exceptional, (5)
"Everything was amazing "
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
Interior

Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven

The price is HK$1,245
HK$2,367 total
includes taxes & fees
8 Oct - 9 Oct
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
McAngel Haven: 5 mins from Yale
Fridge, microwave, oven, stovetop

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 HK$1,786
HK$4,007 total
includes taxes & fees
5 Oct - 6 Oct
McAngel Haven: 5 mins from Yale
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

9.4 out of 10, Exceptional, (8)
"Needed a place to sleep for a couple of nights and this worked for us."
The price is HK$735
HK$1,359 total
includes taxes & fees
5 Oct - 6 Oct
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
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

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

10/10 Excellent
"The staff was welcoming and friendly. The clerk noticed that I had booked a handicap room, which I was unaware of, and upgraded me to a regular room without a problem. This location is excellent as it is right off the interstate, and easy access to shops nearby."
Stephen 4-night trip
Posted 12 hours ago
Extended Stay America Suites Hartford Farmington

Find out more about Cheshire Historic District

Find out more about Cheshire Historic District

Search for holiday rentals in Cheshire Historic District on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheshire Historic District using one of the methods below:

  • View our selection of featured holiday rentals in Cheshire Historic District
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Look no further and take a look at our great range of rental properties in Cheshire Historic District!

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Frequently asked questions

Can I find holiday rentals in Cheshire Historic District?

Yes, there are holiday rentals close to the most popular sights in Cheshire Historic District, or you can select a more secluded option if you're looking for a relaxing stay. Cheshire Historic District is known for its churches and university setting.

What are some of the best holiday rentals that Cheshire Historic District has to offer?

3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay: This holiday home rental outside of Cheshire Historic District has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Cheshire Historic District?

Explore the area and family-friendly sights such as Lake Compounce, or get out into nature at a spot like Mount Carmel. In the wider area, you’ll find Toyota Oakdale Theatre and Sleeping Giant State Park.

What are holiday rentals like in Cheshire Historic District?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cheshire Historic District. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.