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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Cheshire apartments

Smart TV

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, (16 reviews)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is AED 327
AED 619 total
includes taxes & fees
18 Feb - 19 Feb
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Exterior

Quiet and cozy studio apartment on premier Cheshire street close to New Haven

Quiet and cozy studio apartment on premier Cheshire street close to New Haven
Cheshire
The price is AED 509
AED 730 total
includes taxes & fees
21 Feb - 22 Feb
Quiet and cozy studio apartment on premier Cheshire street close to New Haven
Terrace/patio

Soothing 2-bedroom lower-level apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin
Berlin
10.0 out of 10, Exceptional, (1 review)
"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 AED 446
AED 1,170 total
includes taxes & fees
9 Feb - 10 Feb
Soothing 2-bedroom lower-level apartment in Berlin
Exterior

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

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Downtown Hartford
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Clean property"
United States
Sue R.
The price is AED 386
AED 728 total
includes taxes & fees
8 Feb - 9 Feb
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
TV

Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is AED 422
AED 1,066 total
includes taxes & fees
8 Feb - 9 Feb
Newly Remodeled with deck. Close to town center
Exterior

Cozy Two Bedroom Stay In Downtown New Haven!

Cozy Two Bedroom Stay In Downtown New Haven!
Dwight
10.0 out of 10, Exceptional, (1 review)
"Exactly as advertised and had nice personal touches. Very close to attractions and very walkable. "
United States
Kimberly S.
The price is AED 400
AED 995 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Two Bedroom Stay In Downtown New Haven!
Cookware/dishes/utensils

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.8 out of 10, Exceptional, (11 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Interior

Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale

Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale
East Shore
10.0 out of 10, Exceptional, (1 review)
"Had a Great stay at the nauti nook!"
United States
David D.
The price is AED 494
AED 1,616 total
includes taxes & fees
9 Feb - 10 Feb
Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"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."
United States
Veronica
The price is AED 533
AED 1,243 total
includes taxes & fees
8 Feb - 9 Feb
Angelica’s safe haven @ west haven
Interior

DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"We loved this rental. The location is one you might not think is good BUT IT IS. I loved the location. Great coffee shop around the corner. Short walk to great restaurants and it was a safe location. I will stay here again. Also the two bedrooms with two bathrooms is rare and each bedroom with a king bed is super rare. I highly recommend this rental and Joshua was so great and helpful. "
United States
Sharla C.
The price is AED 441
AED 1,269 total
includes taxes & fees
8 Feb - 9 Feb
DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!
Smart TV, fireplace, books, music library

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, (28 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is AED 459
AED 937 total
includes taxes & fees
16 Feb - 17 Feb
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Fridge, microwave, oven, stovetop

All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"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 AED 422
AED 1,066 total
includes taxes & fees
8 Feb - 9 Feb
All New Studio apartment in center of town
Interior

The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
8.8 out of 10, Excellent, (25 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is AED 253
AED 921 total
includes taxes & fees
9 Feb - 10 Feb
The Sun Filled Cozy Creamery
Living area

Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry

Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
Mill River
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive. I would recommend Vrbo as well as this host for future stays."
United States
Larmeka A.
The price is AED 453
AED 1,424 total
includes taxes & fees
9 Feb - 10 Feb
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
Exterior

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 AED 422
AED 1,066 total
includes taxes & fees
8 Feb - 9 Feb
All New 1BR with tons of Charm
Apartment (2 Bedrooms) | Interior

Luxe Living! Apt 1 Mi to West Haven Medical Center

Luxe Living! Apt 1 Mi to West Haven Medical Center
3.0 star property
West Haven
The price is AED 503
AED 1,315 total
includes taxes & fees
8 Feb - 9 Feb
Luxe Living! Apt 1 Mi to West Haven Medical Center
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is AED 371
AED 990 total
includes taxes & fees
8 Feb - 9 Feb
Private Apartment in Southbury 103
Interior

The Nest At Elm City Flats.

The Nest At Elm City Flats.
West New Haven
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay at this apartment. You do have to go up three flight of stairs but thankfully we were able to climb them. "
United States
Joan S.
The price is AED 327
AED 877 total
includes taxes & fees
16 Feb - 17 Feb
The Nest At Elm City Flats.
1 bedroom, iron/ironing board, WiFi, bed sheets

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (3 reviews)
"The owner was very polite in his emails and answered all my questions promptly. The room was clean and well-maintained. They provided detergent and other items so I didn't have to buy them. When I ran out of toilet paper towards the end of my 8-day stay, they sent me a roll when I asked. It was very helpful. I didn't have any particular problems during my stay. I had a comfortable stay. If my daughter would participate in the world scholar’s cup at Yale University next year, I will choose this...
Japan
Hitomi M.
The price is AED 482
AED 1,087 total
includes taxes & fees
9 Feb - 10 Feb
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Interior

Spacious 3-BR apartment in brilliant Near Yale University and Hospitals#Apt 5

Spacious 3-BR apartment in brilliant Near Yale University and Hospitals#Apt 5
The Hill
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable stay"
United States
sammie f.
The price is AED 608
AED 1,145 total
includes taxes & fees
8 Feb - 9 Feb
Spacious 3-BR apartment in brilliant Near Yale University and Hospitals#Apt 5
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"It was clean and the staff was very kind"
Najae 2-night trip
Posted 1 day ago
Courtyard by Marriott Waterbury Downtown

Frequently asked questions

What's it like to stay at an apartment in Cheshire?
You'll find 5 accommodations in Cheshire. Though there aren't many apartments, we can help you find similar accommodations. 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?
Here is a top apartment in the area: Landing Apartments Prospect Hill Historic District: Located in New Haven, 12.9 mi/20.8 km from Cheshire. Includes laundry facilities. Free parking and a fitness center are 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 Cheshire Hollow Farm and Barker Character, Comic and Cartoon Museum, whereas Roaring Brook Park and Drazen Orchards are a couple of great spots to enjoy the outdoors. While here, Maplecroft Plaza Shopping Center and Bartlem 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.

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