Cheshire Historic District Vacation Rentals

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Sep 25 - Sep 26
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Sep 26 - Sep 27
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Sep 26 - Sep 28
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Oct 3 - Oct 5

Vacation Rentals in Cheshire Historic District

Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the property and we will surely be coming back."
Luxury Furnished Apartments by Hyatus Downtown at Yale
Charming Studio| Near Yale| Downtown New Haven
Exterior

Charming Studio| Near Yale| Downtown New Haven

9.0 out of 10, Wonderful, (4)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is ￥15,626
￥30,806 total
includes taxes & fees
Oct 1 - Oct 2
Charming Studio| Near Yale| Downtown New Haven
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!
New Furnished Apt in West Hartford w/ Parking and Central AC
Microwave, oven, stovetop, coffee/tea maker

New Furnished Apt in West Hartford w/ Parking and Central AC

6.8 out of 10, (3)
"Good communication with the manager, quiet place and extremely clean. I enjoyed it"
The price is ￥10,938
￥27,536 total
includes taxes & fees
Oct 1 - Oct 2
New Furnished Apt in West Hartford w/ Parking and Central AC
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, (42)
"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
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
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 ￥34,154
￥76,632 total
includes taxes & fees
Sep 28 - Sep 29
McAngel Haven: 5 mins from Yale
Conference Room Rental no sleeping arrangements
Interior

Conference Room Rental no sleeping arrangements

The price is ￥107,150
￥137,212 total
includes taxes & fees
Sep 26 - Sep 27
Conference Room Rental no sleeping arrangements
Modern Beach Home - Waterview, close to restaurants, universities and hospitals
Beach

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
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 ￥20,984
￥42,139 total
includes taxes & fees
Sep 28 - Sep 29
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
Cozy Safe Home
Fridge, microwave, oven, stovetop

Cozy Safe Home

The price is ￥26,118
￥48,639 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Safe Home
Yale Casa Verde Studio
Fridge, microwave, oven, stovetop

Yale Casa Verde Studio

10.0 out of 10, Exceptional, (5)
"The apartment was very comfortable , clean and close to the university. "
The price is ￥14,733
￥31,044 total
includes taxes & fees
Sep 30 - Oct 1
Yale Casa Verde Studio
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!

The price is ￥23,067
￥48,491 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Two Bedroom Stay In Downtown New Haven!
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Outdoor pool, a heated pool

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (144)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
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 ￥23,618
￥43,877 total
includes taxes & fees
Oct 18 - Oct 19
Chic 1-bedroom apartment with WiFi, fitness room in cool 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 ￥20,388
￥49,899 total
includes taxes & fees
Sep 29 - Sep 30
Angelica’s safe haven @ west haven
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 ￥66,031
￥142,013 total
includes taxes & fees
Sep 28 - Sep 29
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
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Smart TV, fireplace, video games

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (19)
"I've stayed here multiple times and it was amazing as always. Great communication, clean, and beautiful! "
The price is ￥87,060
￥140,077 total
includes taxes & fees
Sep 26 - Sep 27
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Great location good view"
Jeremiah 1-night trip
Posted 22 hours ago
Omni New Haven Hotel at Yale

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!

Frequently asked questions

Can I find vacation rentals in Cheshire Historic District?

Yes, there are vacation rentals near popular sights in Cheshire Historic District, or you can go with a 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 vacation home rentals in Cheshire Historic District?

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!: This vacation home rental outside of Cheshire Historic District is located near the beach and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 larger area, you’ll find Toyota Oakdale Theatre and Sleeping Giant State Park.

What are vacation rentals like in Cheshire Historic District?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Cheshire Historic District. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.