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Compare 330 Apartments in Cheshire with updated reviews, rates, and availability.

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (12)
"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"
Luxurious 3BR Apartment with Premium Amenities

Cozy apartment in charming Hartford with AC, WiFi

The price is AED 459
AED 665 total
includes taxes & fees
11 Jun - 12 Jun
Cozy apartment in charming Hartford with AC, WiFi

Modern Condo|DWNTN Hartord| XL Center| GYM

4.0 out of 10, (1)
"The location was fantastic.Check-In, Parking and Check-Out easy.The images of the condo were misleading.- cockroaches were present- Floors were not swept- sofa bed sheets were still on bed and unwashed- makeup on the pillow cases from the pullout couch and the hair dryer bag- bedside furniture had broken drawers- one kitchen chair was extremely wobbly- kitchen table light did not workWe will not staying here again."
The price is AED 459
AED 863 total
includes taxes & fees
9 Jun - 10 Jun
Modern Condo|DWNTN Hartord| XL Center| GYM

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
10.0 out of 10, Exceptional, (2)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

Quiet 2bd Townhome apt in the heart of Cheshire.

10.0 out of 10, Exceptional, (3)
"Needed a place to sleep for a couple of nights and this worked for us."
The price is AED 344
AED 638 total
includes taxes & fees
10 Jun - 11 Jun
Quiet 2bd Townhome apt in the heart of Cheshire.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

9.4 out of 10, Exceptional, (3)
"Great night stay! Wonderful place would definitely recommend! "
The price is AED 327
AED 449 total
includes taxes & fees
9 Jun - 10 Jun
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Exquisite Downtown Loft Apartment

8.6 out of 10, Excellent, (8)
"Everything we needed for a comfortable stay for our family! Super clean, lots of space, convenient location, responsive and kind host!"
Exquisite Downtown Loft Apartment

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (59)
"This is such a cute little spot! It is a couple of miles outside the center of town. There is a pizza restaurant and breakfast spot within 50 yards. The hosts were fantastic with communicating in advance of my arrival. "
The price is AED 496
AED 866 total
includes taxes & fees
10 Jun - 11 Jun
Litchfield Hills Hideaway

The Haven - Feel at Home

10.0 out of 10, Exceptional, (7)
"This place was so well kept, cozy, and close to parts of Yale campus. We walked to campus and took the shuttle to the medical campus without too many issues. I wish it was closer to the medical campus so we could stay there next time we come!"
The Haven - Feel at Home

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

10.0 out of 10, Exceptional, (5)
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

Totally Private Cozy studio in awesome Hartford with WiFi, AC

8.8 out of 10, Excellent, (3)
"I was a little worried to be right in downtown with just me and my daughter. But this location was very safe and cute shopping area around the apartment. "
The price is AED 459
AED 665 total
includes taxes & fees
11 Jun - 12 Jun
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (40)
"Nice place...excellent amenities!"
Stunning Apt W/ Parking and Gym | Downtown at Yale

Experience Downtown Hartford near XL Center

6.0 out of 10, (4)
"Overall good location and clean unit. Mattress, pillows and linens need upgrading. Hosts were responsive with request for iron/iron board in unit. Can get noisy as bars are closing."
The price is AED 459
AED 665 total
includes taxes & fees
11 Jun - 12 Jun
Experience Downtown Hartford near XL Center

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

10.0 out of 10, Exceptional, (1)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
The price is AED 459
AED 831 total
includes taxes & fees
15 Jun - 16 Jun
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (59)
"The place is spacious, quiet, and was easy to get to. Very clean and inviting. Easy parking and was not far from places to eat."
The price is AED 477
AED 852 total
includes taxes & fees
8 Jun - 9 Jun
Spacious 2 Bedroom apartment close to Yale Bowl

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 1,130 total
includes taxes & fees
10 Jun - 11 Jun
Cozy Stay by Little Italy & Wooster Street

#25 *Massive* 5 BR in Downtown Southington*

9.0 out of 10, Wonderful, (2)
"The property was perfect for my family and I. "
The price is AED 690
AED 1,488 total
includes taxes & fees
15 Jun - 16 Jun
#25 *Massive* 5 BR in Downtown Southington*

Peaceful farm area, on the reservoir, near vineyards

10.0 out of 10, Exceptional, (31)
"Loved our 6 day stay! Hosts are wonderful and spot is a gem. Highly recommend and will be back for sure. "
Peaceful farm area, on the reservoir, near vineyards

Wooster Square Little Italy - 2BR/1BA

10.0 out of 10, Exceptional, (22)
"Charming apartment in a building with great character! Just the right size for a couple in this well appointed unit….great neighborhood with a ton of convenient places for coffee/breakfast, lunch, or dinner!! A stay here will not disappoint."
Wooster Square Little Italy - 2BR/1BA

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
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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Frequently asked questions

What's it like to stay at an apartment in Cheshire?
There might not be many choices centrally in Cheshire, but Expedia can help you locate accommodations within the larger area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as vacation homes, condos, or guest houses. Any visit to a new destination can be a culinary trip so why not visit the local restaurants?
Why choose an apartment over a traditional hotel room?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families who want the conveniences of home.
What's the best apartment I should consider for a stay in Cheshire?
Below are some of the top apartments in the area: Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!: Located 13.9 mi/22.4 km away in New Haven. Free WiFi, separate dining areas, and Smart TVs are included. Totally Private Cozy studio in awesome Hartford with WiFi, AC: It’s located in Hartford, 21.6 mi/34.8 km away. Beach Appt in Woodmont/Milford, across the street from Burwell Beach: Located in Milford, 20.3 mi/32.7 km from Cheshire. Includes free WiFi, private patios, and Smart TVs. Access to onsite laundry facilities is available on site.
What will the weather be like when I travel to Cheshire?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Cheshire. 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 is 54 inches.
What should I see in Cheshire?
Cheshire is known for its restaurants. Family-friendly attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm, whereas Drazen Orchards and Bartlem Park are a couple of great spots to enjoy the outdoors. While here, Maplecroft Plaza Shopping Center and Roaring Brook Park are other places worth a visit.
What's the best way to get to and around Cheshire?
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 mi (19.3 km) from the heart of the city. Otherwise, look for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.