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Our top choices for Cheshire apartments

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.4 out of 10, Exceptional, (18 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is €179
includes taxes & fees
26 May - 27 May
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

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

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (30 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is €238
includes taxes & fees
27 May - 28 May
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is €234
includes taxes & fees
14 May - 15 May
2BR Apartment Near Wesleyan 301

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is €253
includes taxes & fees
21 May - 22 May
All New 1BR with tons of Charm

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
Beach Apartment in Woodmont Milford 102

New Railside Residents

New Railside Residents
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Clean & comfortable, in an architecturally unique setting. Great proximity to a variety of downtown shops & restaurants - check out Center Street Brewing Co. for some excellent beer."
United States
Thomas S.
The price is €253
includes taxes & fees
24 May - 25 May
New Railside Residents

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
2BR Apartment Near Wesleyan 102

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is €214
includes taxes & fees
19 May - 20 May
Spacious Bohemian Nook

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (70 reviews)
"The apartment was very clean and convenient. Will definitely stay there again. "
United States
Joan S.
The price is €200
includes taxes & fees
24 May - 25 May
Spacious 2 Bedroom apartment close to Yale Bowl

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is €297
includes taxes & fees
14 May - 15 May
Angelica’s safe haven @ west haven

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (4 reviews)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
The price is €389
includes taxes & fees
27 May - 28 May
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
The price is €251
includes taxes & fees
14 May - 15 May
All new 1BR apartment with all the features you are looking for

River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is €258
includes taxes & fees
14 May - 15 May
River Overlook - What a view from your deck!

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

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is €124
includes taxes & fees
19 May - 20 May
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
The price is €251
includes taxes & fees
14 May - 15 May
Fully Furnished 1BR Apartment

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is €325
includes taxes & fees
19 May - 20 May
#23 *COMFORT & LUXURY* 3 BR/2 BA House

XL Center Downtown Condo w/ Onsite Parking and Gym

XL Center Downtown Condo w/ Onsite Parking and Gym
Downtown Hartford
7.0 out of 10, Good, (4 reviews)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveller
The price is €244
includes taxes & fees
14 May - 15 May
XL Center Downtown Condo w/ Onsite Parking and Gym

Beach Apartment in Woodmont Milford

Beach Apartment in Woodmont Milford
Milford
8.8 out of 10, Excellent, (3 reviews)
"Had a great stay!"
United States
Garry G.
The price is €314
includes taxes & fees
14 May - 15 May
Beach Apartment in Woodmont Milford

All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
The price is €253
includes taxes & fees
17 May - 18 May
All New Private and Cozy in great location

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
East Rock
9.6 out of 10, Exceptional, (8 reviews)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
The price is €381
includes taxes & fees
20 May - 21 May
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
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 Hotel Reviews

Find out more about Cheshire

Cheshire Apartments information

Number of reviews
194
Accommodation
469 Apartments
Lowest Price
€124
Highest Price
€389

Frequently asked questions

What's it like to stay at an apartment in Cheshire?
You'll find 5 accommodation options in Cheshire. Though there aren't many apartments, we can help you find accommodation with similar amenities. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— one of the conveniences often found in an apartment. You can also search for similar properties such as holiday homes, condos or guest houses. Any visit to a new destination can be a culinary trip, so why not visit the area's restaurants?
Why choose an apartment versus a traditional hotel?
An apartment features a kitchen for convenient meals, and is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families who want the conveniences of home.
What's the top apartment for a stay in Cheshire?
Here is a popular apartment in the area: Landing in Downtown Hartford Near Dunkin' Park: Located 21.9 mi/35.3 km away in Hartford . A washer/dryer and a Smart TV are included . Free parking and a fitness centre are on site .
What will the weather be like during my trip 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 temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.
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 Bartlem Park and Roaring Brook Park are a couple of great spots to enjoy the outdoors. While here, Maplecroft Plaza Shopping Center and Drazen Orchards 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 make your trip smoother 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. You can also search 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 explore more sights.