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Check prices for these dates

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2 May - 4 May
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9 May - 11 May
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23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 251 Apartments in Cheshire Historic District with updated reviews, rates, and availability.

StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
Terrace/patio

StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.

2.0 star property
10.0 out of 10, Exceptional, (4)
"What a great place. We will be back!"
The price is AED 632
AED 1,511 total
includes taxes & fees
29 Apr - 30 Apr
StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
Luxurious 3BR Apartment with Premium Amenities
3 bedrooms, desk, iron/ironing board, free WiFi

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (9)
"The apartment was convenient, clean, and furnished in a modern style. The management team was very helpful and responsive. Three bedrooms at a reasonable rate was perfect for our family stay!"
Luxurious 3BR Apartment with Premium Amenities
Overlook New Haven In this 2 BDR Peaceful Carribean Nest
Interior

Overlook New Haven In this 2 BDR Peaceful Carribean Nest

The price is AED 364
AED 808 total
includes taxes & fees
28 Apr - 29 Apr
Overlook New Haven In this 2 BDR Peaceful Carribean Nest
Cozy quite private location that makes you feel like home
Fridge, microwave, oven, stovetop

Cozy quite private location that makes you feel like home

10.0 out of 10, Exceptional, (3)
"The apartment had everything we needed for our short trip. Bedrooms were cozy and had soft beds, big closets, and their own TVs. The bathroom was amazing!! Double sinks and included rain-like shower head. The kitchen, living room, and large patio were bonuses for this place. I will definitely book again."
Cozy quite private location that makes you feel like home
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Interior

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

10.0 out of 10, Exceptional, (16)
"The property was excellent. Quiet, comfortable and roomy. The bed was really comfortable and we have already booked to come back in July. The personal touches were wonderful. We loved the place, perfect been for 1 or 2 people."
The price is AED 540
AED 1,044 total
includes taxes & fees
6 May - 7 May
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Stunning Apt W/ Parking and Gym | Downtown at Yale
Fridge, microwave, oven, stovetop

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (39)
"My girlfriend and I stayed for a long weekend and it was amazing. The location was perfect the unit was so clean and looked even better than the pictures. The staff was so quick to reposed to questions and very friendly. Overall 10 out of 10, I definitely recommend. "
Stunning Apt W/ Parking and Gym | Downtown at Yale
Modern Middletown Retreat, Minutes to Downtown!
Fridge, microwave, stovetop, dishwasher

Modern Middletown Retreat, Minutes to Downtown!

9.6 out of 10, Exceptional, (4)
"The house was exactly as described and was as nice as it looked in the photos. The property contact was very responsive and communicated well. Beds were comfy, plenty of linens available, kitchen well stocked, and all appliances and fixtures are updated. This was originally planned for my three adult sons to stay, but I ended up staying there several nights. Was a great location to visit family in Cromwell. We stayed 10 nights and would highly recommend. "
Modern Middletown Retreat, Minutes to Downtown!
Modern 1-bedroom in the heart of New Haven!
Property grounds

Modern 1-bedroom in the heart of New Haven!

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is a nice little apartment in the heart of New Haven. It was clean and very well stocked (i.e. the kitchen had everything from plates/silverware, coffee maker, electric kettle, colander, etc. even a tandoor); and there was even laundry detergent. The host clearly wants his guests to feel at home. Also, he responded immediately when I called/texted to ask a question while there. "
The price is AED 444
AED 796 total
includes taxes & fees
29 Apr - 30 Apr
Modern 1-bedroom in the heart of New Haven!
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
3 bedrooms, iron/ironing board, WiFi, bed sheets

Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr

9.0 out of 10, Wonderful, (4)
"Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale."
The price is AED 298
AED 911 total
includes taxes & fees
28 Apr - 29 Apr
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
Luxury 2BR Apt + Work-From-Home Space
Fridge, microwave, oven, stovetop

Luxury 2BR Apt + Work-From-Home Space

10.0 out of 10, Exceptional, (3)
"So nice we were so happy everything was amazing the best location"
Luxury 2BR Apt + Work-From-Home Space
Spacious 2 Bedroom apartment close to Yale Bowl
Exterior

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (55)
"Loved this two bdrm for our overnight stay. As we prepared for our first college visit, the apartment brought me some peace as it was beautifully quiet decorated, very clean and well-appointed. We especially LOVED the Biscoff’s! This unit will meet your needs. "
The price is AED 477
AED 834 total
includes taxes & fees
12 May - 13 May
Spacious 2 Bedroom apartment close to Yale Bowl
Modern apartment in Westville/Yale Bowl area
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Modern apartment in Westville/Yale Bowl area

10.0 out of 10, Exceptional, (30)
"Wonderful roomy apartment, very clean, lots of thoughtful details. Easy walk to university area."
The price is AED 477
AED 834 total
includes taxes & fees
27 Apr - 28 Apr
Modern apartment in Westville/Yale Bowl area
Downtown New Haven Escape
1 bedroom, iron/ironing board, WiFi, bed sheets

Downtown New Haven Escape

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
The price is AED 505
AED 912 total
includes taxes & fees
27 Apr - 28 Apr
Downtown New Haven Escape
Quiet 2bd Townhome apt in the heart of Cheshire.
Fridge, microwave, oven, stovetop

Quiet 2bd Townhome apt in the heart of Cheshire.

10.0 out of 10, Exceptional, (1)
"Overall a positive experience. Property was clean and worked out really well for us as location was close to family we were visiting. We are from Florida, and it was cold in CT and the heat worked great so that was really good. Andrew was responsive to requests. Only criticism was in some of the set up. There are no dressers, so you need to stack your clothes on shelves in closet, which was not terrible. Also, the only mirror in the entire place was in the bathroom downstairs (bedrooms...
The price is AED 400
AED 703 total
includes taxes & fees
7 May - 8 May
Quiet 2bd Townhome apt in the heart of Cheshire.
Wooster Square Little Italy - 2BR/1BA
Fridge, microwave, oven, stovetop

Wooster Square Little Italy - 2BR/1BA

10.0 out of 10, Exceptional, (22)
"My sister and I came to New Haven for the Cherry blossom Festival. I was presenting as I'm a wildlife educator specializing in birds of prey. My sister came from Florida.The festival was cancelled due to weather. But we still had an amazing time! Because of our adorable Flat smack dab in the middle of everything. We explored New Haven. What a beautiful magical place. Great place to stay. Thank you Jarrett "
The price is AED 575
AED 1,417 total
includes taxes & fees
27 Apr - 28 Apr
Wooster Square Little Italy - 2BR/1BA
New One Bedroom Apartment Centrally Located in Southbury
Exterior

New One Bedroom Apartment Centrally Located in Southbury

9.4 out of 10, Exceptional, (3)
"Five night stay to attend a funeral. Our apartment met all of our needs. "
The price is AED 342
AED 466 total
includes taxes & fees
5 May - 6 May
New One Bedroom Apartment Centrally Located in Southbury
Penthouse Apartment at Yale University.
Smart TV

Penthouse Apartment at Yale University.

10.0 out of 10, Exceptional, (98)
"Unit was clean and comfortable. In a safe area, easy access to Yale/within walking distance. The unit comes with a private parking spot, very easy to navigate in and out. Love that the unit has lots of windows for natural lighting and fresh air! Marc is a very gracious host. My son is ending his Junior year at Yale, and I wish I would have known about this VRBO from the time he was a freshman! We would have skipped the hotels and only stayed here on all our visits! "
Penthouse Apartment at Yale University.
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Fridge, microwave, stovetop, dishwasher

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Walk to Memorial Park: Pet-Friendly Bethlehem Home
1 bedroom, desk, iron/ironing board, WiFi

Walk to Memorial Park: Pet-Friendly Bethlehem Home

10.0 out of 10, Exceptional, (4)
"We had a great stay at this home. We stayed for a total of 12 nights. The home was very cozy and all the furnishings were in good condition. It was well stocked with everything one would need. The host Tom was a very pleasant man. We would definitely stay there again. "
Walk to Memorial Park: Pet-Friendly Bethlehem Home
Cozy Stay by Little Italy & Wooster Street
1 bedroom, desk, free WiFi, bed sheets

Cozy Stay by Little Italy & Wooster Street

10.0 out of 10, Exceptional, (1)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
The price is AED 437
AED 1,116 total
includes taxes & fees
5 May - 6 May
Cozy Stay by Little Italy & Wooster Street
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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Other property types in Cheshire Historic District

New Haven Village Suites
Suite, Multiple Beds | Egyptian cotton sheets, premium bedding, pillowtop beds, desk

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2025)
"Good stay. "
New Haven Village Suites
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, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Apartment, 2 Bedrooms, Kitchen | Private kitchen | Full-size fridge, microwave, oven, stovetop

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (43)
"This was the perfect place for our family to stay while visiting Yale / New Haven. Everything was walkable, the property was great - our teenagers played pool for hours and we used the big screen downstairs to stream movies. Loved it! "
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.

Frequently asked questions

What's it like to stay at an apartment in Cheshire Historic District?
You might have as many choices centrally in Cheshire Historic District, but Expedia can help you search for lodging options in the area with similar amenities to an apartment. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also filter by similar properties such as vacation homes, condos, or cabins.
Are you thinking about apartments over traditional hotel rooms?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's the top apartment for my stay in Cheshire Historic District?
Here are some of the more popular apartments in the area: Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!: Situated in New Haven, 13.3 mi/21.4 km from the heart of Cheshire Historic District. Includes free WiFi, separate dining areas, and Smart TVs. StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.: Located in Branford, 17.4 mi/28.1 km away. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. Stunning Apt W/ Parking and Gym | Downtown at Yale: Located in New Haven, 13.7 mi/22.1 km from Cheshire Historic District. Includes free WiFi, separate dining areas, and sofa beds. Onsite laundry facilities and a game room are on site.
What will the weather be like in Cheshire Historic District?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Cheshire Historic District. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire Historic District is 54 inches.
What are the must-see places to visit in Cheshire Historic District?
Explore the area and family-friendly sights such as Crystal Bees, or get out into nature at a spot like Mount Carmel. Toyota Oakdale Theatre and Sleeping Giant State Park are a couple of places you’ll find in the larger area.
What's the best way to get to and around Cheshire Historic District?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12.3 mi (19.8 km) from the city center. Otherwise, you can search for flights to New Haven, CT (HVN-Tweed - New Haven Regional), which is 15.8 mi (25.5 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.