A stone tower with a metal gate, surrounded by trees and a stone wall.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Cheshire apartments

Smart TV

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (22 reviews)
"Great place clean and quiet "
United States
James P.
The price is CA $164
CA $280 total
includes taxes & fees
Sep 1 - Sep 2
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Apartment, City View | Living area

2. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
The price is CA $261
CA $411 total
includes taxes & fees
Aug 25 - Aug 26
Trumbull Apartments
Exterior

3. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Very nice! Clean and had everything you would need for a few nights away from home. I book again. "
United States
ALRUNDUS L.
The price is CA $164
CA $407 total
includes taxes & fees
Aug 22 - Aug 23
All New 1BR with tons of Charm
Coffee/tea maker, fridge, microwave, oven

4. 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 CA $164
CA $409 total
includes taxes & fees
Sep 6 - Sep 7
Fully Furnished 1BR Apartment
Exterior

5. 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 CA $164
CA $407 total
includes taxes & fees
Aug 27 - Aug 28
All New Studio apartment in center of town
TV

6. 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 CA $164
CA $403 total
includes taxes & fees
Sep 10 - Sep 11
Newly Remodeled with deck. Close to town center
TV

7. 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 CA $164
CA $407 total
includes taxes & fees
Aug 20 - Aug 21
All New Private and Cozy in great location
Coffee/tea maker, fridge, microwave, oven

8. All New Fully Furnished Cozy Studio

All New Fully Furnished Cozy Studio
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! "
United States
Rick C.
The price is CA $164
CA $403 total
includes taxes & fees
Sep 12 - Sep 13
All New Fully Furnished Cozy Studio
TV

9. 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
10.0 out of 10, Exceptional, (1 review)
"Clean & Comfortable, excellent accessibility to area restaurants & shopping.There was a hitch with my payment before check-in, the owner was helpful & communicative in resolving the issue.Overall, a great place to stay."
United States
Thomas S.
The price is CA $164
CA $407 total
includes taxes & fees
Aug 24 - Aug 25
All new 1BR apartment with all the features you are looking for
Coffee/tea maker, fridge, microwave, oven

10. Seasons Hospitality offers all new 1Br with tons of charm

Seasons Hospitality offers all new 1Br with tons of charm
Wallingford Center
10.0 out of 10, Exceptional, (1 review)
"Suited my needs perfectly. Enjoyed my time there. "
United States
Abby G.
The price is CA $164
CA $407 total
includes taxes & fees
Aug 23 - Aug 24
Seasons Hospitality offers all new 1Br with tons of charm
TV

11. Old Silver factory converted to a new 1Br with all the charm

Old Silver factory converted to a new 1Br with all the charm
Wallingford Center
The price is CA $164
CA $407 total
includes taxes & fees
Aug 28 - Aug 29
Old Silver factory converted to a new 1Br with all the charm
Coffee/tea maker, fridge, microwave, oven

12. #10 *THE ULTIMATE AIRBNB GETAWAY!*

#10 *THE ULTIMATE AIRBNB GETAWAY!*
Southington
9.0 out of 10, Wonderful, (2 reviews)
"A great place to stay with family. The great room was an xtra bonus and surprise for all with lots of room!"
United States
Susan N.
#10 *THE ULTIMATE AIRBNB GETAWAY!*
Coffee/tea maker, fridge, microwave, oven

13. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (3 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 CA $182
CA $450 total
includes taxes & fees
Aug 20 - Aug 21
2BR Apartment Near Wesleyan 301
Smart TV

14. #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 CA $341
CA $650 total
includes taxes & fees
Aug 29 - Aug 30
#23 *COMFORT & LUXURY* 3 BR/2 BA House
Smart TV, fireplace

15. #25 *Massive* 5 BR in Downtown Southington*

#25 *Massive* 5 BR in Downtown Southington*
Southington
8.8 out of 10, Excellent, (3 reviews)
"The property was perfect for my family and I. "
United States
Marguerite
The price is CA $415
CA $811 total
includes taxes & fees
Sep 2 - Sep 3
#25 *Massive* 5 BR in Downtown Southington*
Dining

16. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.8 out of 10, Excellent, (5 reviews)
The price is CA $132
CA $342 total
includes taxes & fees
Aug 20 - Aug 21
2BR Apartment Near Wesleyan 102
Dining

17. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (1 review)
"Clean apartment plenty of parking"
United States
Rebecca P.
The price is CA $176
CA $440 total
includes taxes & fees
Aug 20 - Aug 21
3 BR Apartment Near Wesleyan 201
1 bedroom, desk, iron/ironing board, WiFi

18. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is CA $103
CA $250 total
includes taxes & fees
Aug 20 - Aug 21
One bedroom in United States of America, New Haven
Smart TV, fireplace, books, music library

19. 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, (35 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is CA $173
CA $357 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Interior

20. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is CA $96
CA $349 total
includes taxes & fees
Aug 25 - Aug 26
The Sun Filled Cozy Creamery
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Great location and great breakfast"
Leydy 2-night trip
Posted 2 hours ago
Best Western Executive Hotel Of New Haven - West Haven

Find out more about Cheshire

Cheshire Apartments information

Number of reviews
109
Accommodation
415 Apartments
Lowest Price
CA $250
Highest Price
CA $811

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?
Listed below are some of the more popular apartments in the area: Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.: Includes free WiFi and Smart TVs. 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids: Located 19.4 mi/31.2 km away in Shelton. A private pool, free WiFi, and private patios are included. Access to an outdoor pool is available on site. Fun Downtown Location 2nd flr: Located in Southington, 6.5 mi/10.5 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!: 13.9 mi/22.4 km away in New Haven. Free WiFi, separate dining areas, and Smart TVs are included. The Overlook near South Farms in Litchfield County is Hospitality, integrated.: It's located in Morris, 18.7 mi/30.1 km from Cheshire. Includes free WiFi, private patios, and Smart TVs.
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.

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