Cheshire Historic District Holiday Rentals

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Check prices for these dates

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Cheshire Historic District

Cookware/dishes/utensils
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
9.8 out of 10, Exceptional, (8)
"Home was very clean and comfortable. Easy walking distance to all of the sites and restaurants. The host was easy to communicate with and answered my questions immediately."
United States
Lorna S.
The price is NZ$427
includes taxes & fees
29 Oct - 30 Oct
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Outdoor dining
Soothing 2-bedroom lower-level apartment in Berlin
Soothing 2-bedroom lower-level apartment in Berlin
10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is NZ$460
includes taxes & fees
9 Nov - 10 Nov
Soothing 2-bedroom lower-level apartment in Berlin
Fridge, microwave, oven, stovetop
Family Stays: Middletown, CT
Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (16)
"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!"
United States
Cari M.
The price is NZ$375
includes taxes & fees
10 Nov - 11 Nov
Family Stays: Middletown, CT
Private kitchen
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
10.0 out of 10, Exceptional, (1)
"The host was very responsive. I would recommend Vrbo as well as this host for future stays."
United States
Larmeka A.
The price is NZ$604
includes taxes & fees
29 Oct - 30 Oct
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
3 bedrooms, iron/ironing board, WiFi, bed sheets
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
9.0 out of 10, Wonderful, (10)
"Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale."
United States
Todd L.
The price is NZ$406
includes taxes & fees
29 Oct - 30 Oct
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
2.0 star property
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is NZ$224
includes taxes & fees
10 Nov - 11 Nov
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Fridge, microwave, oven, stovetop
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Charming 3-Bedroom Home with Modern Comforts in West Hartford
2.0 star property
9.0 out of 10, Wonderful, (8)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
The price is NZ$472
includes taxes & fees
29 Oct - 30 Oct
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Exterior
Charming Studio| Near Yale| Downtown New Haven
Charming Studio| Near Yale| Downtown New Haven
9.0 out of 10, Wonderful, (9)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is NZ$358
includes taxes & fees
29 Oct - 30 Oct
Charming Studio| Near Yale| Downtown New Haven
Fridge, microwave, oven, stovetop
Private Apartment in Berlin
Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is NZ$551
includes taxes & fees
29 Oct - 30 Oct
Private Apartment in Berlin
Interior
The Nest At Elm City Flats.
The Nest At Elm City Flats.
9.4 out of 10, Exceptional, (6)
"The house itself was very nice and in excellent shape. Almost everything in the house seemed new. Kudos! The biggest negative was the neighborhood, which was trashy."
United States
Keith C.
The price is NZ$408
includes taxes & fees
29 Oct - 30 Oct
The Nest At Elm City Flats.
Outdoor dining
The Sun Filled Cozy Creamery
The Sun Filled Cozy Creamery
8.8 out of 10, Excellent, (22)
"Nice,cozy and a reasonable rate."
United States
Rachelle B.
The price is NZ$478
includes taxes & fees
29 Oct - 30 Oct
The Sun Filled Cozy Creamery
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm
All New 1BR with tons of Charm
9.6 out of 10, Exceptional, (5)
"This property was almost perfect for what I needed, which was a home base where I could sleep, bathe, cook, and eat. I did not spend a lot of time there during the day, but was able to pop in as needed to make meals before heading back out. It's very cute and I appreciated all of the thoughtful touches, like the Brita water filter, the basket of travel toiletries in case I forgot something, a decent amount of hangers to fully unpack, a spice rack, cooking necessities, etc. It was also nice to...
United States
Danielle B.
The price is NZ$499
includes taxes & fees
5 Nov - 6 Nov
All New 1BR with tons of Charm
Fridge, microwave, oven, stovetop
Yale Casa Verde Studio
Yale Casa Verde Studio
9.8 out of 10, Exceptional, (6)
"Great location!"
United States
Eugenia H.
The price is NZ$368
includes taxes & fees
10 Nov - 11 Nov
Yale Casa Verde Studio
Exterior
Spacious 2 Bedroom apartment close to Yale Bowl
Spacious 2 Bedroom apartment close to Yale Bowl
9.6 out of 10, Exceptional, (67)
"Beautiful space. Everything perfect. "
United States
Mark Z.
Spacious 2 Bedroom apartment close to Yale Bowl
1 bedroom, iron/ironing board, WiFi, bed sheets
All New Studio apartment in center of town
All New Studio apartment in center of town
10.0 out of 10, Exceptional, (1)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is NZ$499
includes taxes & fees
6 Nov - 7 Nov
All New Studio apartment in center of town
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (9)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is NZ$302
includes taxes & fees
6 Nov - 7 Nov
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop
Westville Stay • 2BR • Near Yale • Free Parking
Westville Stay • 2BR • Near Yale • Free Parking
The price is NZ$369
includes taxes & fees
29 Oct - 30 Oct
Westville Stay • 2BR • Near Yale • Free Parking
Exterior
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
10.0 out of 10, Exceptional, (4)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
The price is NZ$648
includes taxes & fees
3 Nov - 4 Nov
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
Fridge, microwave, oven, stovetop
Cozy Two Bedroom Stay In Downtown New Haven!
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. "
United States
Kimberly S.
The price is NZ$561
includes taxes & fees
31 Oct - 1 Nov
Cozy Two Bedroom Stay In Downtown New Haven!
Outdoor dining
J Suite on John Smith
J Suite on John Smith
2.0 star property
6.0 out of 10, (3)
"Did not stay even one night. Was charged anyway. The driveway, walkway and stairs were dangerously icy and poorly treated considering the weather. Moved to a hotel."
United States
Kae V.
The price is NZ$428
includes taxes & fees
10 Nov - 11 Nov
J Suite on John Smith
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

Find out more about Cheshire Historic District

Everything you need to know about Cheshire Historic District holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheshire Historic District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheshire Historic District holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cheshire Historic District holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheshire Historic District. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheshire Historic District holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheshire Historic District holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cheshire Historic District rentals

At Expedia, we put the best Cheshire Historic District holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheshire Historic District rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheshire Historic District holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheshire Historic District. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Private Apartment in Berlin: This holiday home rental outside of Cheshire Historic District is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.