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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

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)
"Great Location - all the amenities you need for a nice restful stay. Did not have to reach-out to the host at all during our stay. "
United States
Robert S.
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 440
AED 642 total
includes taxes & fees
1 Mar - 2 Mar
Quiet and cozy studio apartment on premier Cheshire street close to New Haven
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
24 Feb - 25 Feb
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
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 1,059 total
includes taxes & fees
18 Feb - 19 Feb
All New 1BR with tons of Charm
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 1,251 total
includes taxes & fees
18 Feb - 19 Feb
Angelica’s safe haven @ west 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, (14 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.
The price is AED 349
AED 982 total
includes taxes & fees
18 Feb - 19 Feb
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Fridge, microwave, oven, stovetop

One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven
Dwight
8.6 out of 10, Excellent, (4 reviews)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is AED 349
AED 757 total
includes taxes & fees
18 Feb - 19 Feb
One bedroom apartment in United States of America, New Haven
1 bedroom, iron/ironing board, WiFi, bed sheets

Downtown New Haven Escape

Downtown New Haven Escape
Dwight
8.0 out of 10, Very Good, (6 reviews)
"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."
United States
Michael H.
The price is AED 505
AED 912 total
includes taxes & fees
18 Feb - 19 Feb
Downtown New Haven Escape
Smart TV

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

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (8 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 AED 586
AED 1,283 total
includes taxes & fees
7 Mar - 8 Mar
#23 *COMFORT & LUXURY* 3 BR/2 BA House
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
9.4 out of 10, Exceptional, (6 reviews)
"Great location. Clean property"
United States
Sue R.
The price is AED 386
AED 792 total
includes taxes & fees
18 Feb - 19 Feb
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
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 1,059 total
includes taxes & fees
23 Feb - 24 Feb
All New Studio apartment in center of town
Lobby

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 AED 413
AED 941 total
includes taxes & fees
20 Feb - 21 Feb
Spacious Bohemian Nook
Dining

XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
Downtown Hartford
7.4 out of 10, Good, (3 reviews)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveler
The price is AED 419
AED 969 total
includes taxes & fees
18 Feb - 19 Feb
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
Desk, iron/ironing board, WiFi, bed sheets

Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.6 out of 10, Exceptional, (9 reviews)
"Had a great stay!"
United States
Jeffrey C.
The price is AED 349
AED 749 total
includes taxes & fees
18 Feb - 19 Feb
Yale Casa Verde Studio
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (13 reviews)
"Everything was great and just as charming as the photo indicated. "
United States
Nancy F.
The price is AED 400
AED 908 total
includes taxes & fees
18 Feb - 19 Feb
Bright Downtown Studio near Yale & East Rock!
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is AED 321
AED 443 total
includes taxes & fees
18 Feb - 19 Feb
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

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 AED 327
AED 449 total
includes taxes & fees
20 Feb - 21 Feb
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Bar (on property)

Modern Studio Stay On Howe

Modern Studio Stay On Howe
Dwight
9.0 out of 10, Wonderful, (4 reviews)
"Cute, clean property good for a visit to New Haven for a single or couple. The area is a little noisy, but that's the price you pay for being in close walking distance to everything you'd want to be in close walking distance to! Would definitely stay again. "
United States
Robin A.
The price is AED 461
AED 1,066 total
includes taxes & fees
18 Feb - 19 Feb
Modern Studio Stay On Howe
Dining

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
The price is AED 334
AED 990 total
includes taxes & fees
18 Feb - 19 Feb
2BR Apartment Near Wesleyan 102
Interior

Beach Apartment in Woodmont Milford

Beach Apartment in Woodmont Milford
Milford
9.0 out of 10, Wonderful, (2 reviews)
"Had a great stay!"
United States
Garry G.
The price is AED 411
AED 1,232 total
includes taxes & fees
18 Feb - 19 Feb
Beach Apartment in Woodmont Milford
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

The Capitol Hotel

The Capitol Hotel

10/10 Excellent
"Yes"
Raynado 2-night trip
Posted 12 hours ago
The Capitol Hotel

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?
Below are some of the favorite apartments in the area: Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.: Includes free WiFi and Smart TVs. Stylish and Cozy Apartment Near Downtown Hartford: It's situated in East Hartford, 22.2 mi/35.7 km away. Includes free WiFi, fireplaces, and separate dining areas. Cozy One Bedroom Apartment Centrally Located in Southbury: Located 15.2 mi/24.5 km away in Southbury. Private patios and separate dining areas are included. Onsite laundry facilities and a water park are on site. Downtown New Haven Escape: It's situated in New Haven, 13.7 mi/22 km from Cheshire.
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 Roaring Brook Park and Bartlem 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 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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