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Cheshire Holiday Rentals

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Check prices for these dates

Tonight
10 Jul - 11 Jul
Tomorrow
11 Jul - 12 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Cheshire

🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass
Fridge, microwave, oven, stovetop

🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass

9.2 out of 10, Wonderful, (88)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
The price is HK$2,826
HK$5,146 total
includes taxes & fees
16 Jul - 17 Jul
🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass
#29 - Modern 5 Bedroom/2 Bath
Fridge, microwave, oven, stovetop

#29 - Modern 5 Bedroom/2 Bath

10.0 out of 10, Exceptional, (4)
"Beautiful home and well suited for a peaceful stay. Great neighborhood and a wonderful how. Would recommend the property to anyone."
#29 - Modern 5 Bedroom/2 Bath
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Smart TV, fireplace, video games

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (16)
"I have stayed here multiple times because I love it so much and it's amazing as always! Beautiful house, so clean, and great communication with Chad! "
The price is HK$4,239
HK$5,950 total
includes taxes & fees
21 Jul - 22 Jul
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Modern Luxury, The Perfect Getaway Awaits
Fridge, oven, stovetop, dishwasher

Modern Luxury, The Perfect Getaway Awaits

10.0 out of 10, Exceptional, (1)
The price is HK$2,292
HK$4,159 total
includes taxes & fees
13 Jul - 14 Jul
Modern Luxury, The Perfect Getaway Awaits
Family Stays: Middletown, CT
Fridge, microwave, oven, stovetop

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (9)
"Our experience with this facility, from online service to exiting the residence, was the most pleasurable experience, for staying in accommodations when traveling!!The owner was a complete gentleman and it was absolutely wonderful experience to meet and talk with him."
The price is HK$1,829
HK$2,861 total
includes taxes & fees
6 Aug - 7 Aug
Family Stays: Middletown, CT
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Microwave, electric kettle, cookware/dishes/utensils, paper towels

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 HK$824
HK$1,572 total
includes taxes & fees
13 Jul - 14 Jul
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Private Apartment in Berlin
Fridge, microwave, oven, stovetop

Private Apartment in Berlin

2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is HK$1,224
HK$3,504 total
includes taxes & fees
14 Jul - 15 Jul
Private Apartment in Berlin
Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut
Fridge, microwave, oven, stovetop

Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut

7.6 out of 10, Good, (15)
"The house and the owners are perfect. We stayed here for a concert in Hartford and it was perfect only being 15 minutes from the venue. "
The price is HK$1,055
HK$2,450 total
includes taxes & fees
17 Jul - 18 Jul
Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Fridge, microwave, oven, stovetop

Charming 3-Bedroom Home with Modern Comforts in West Hartford

2.0 star property
9.2 out of 10, Wonderful, (5)
"Enjoyed one night in this 3Br property. It was comfortable, secure and easy to locate. Great parking, kitchen, tv and wash/dry facilities. Would recommend."
The price is HK$1,864
HK$3,399 total
includes taxes & fees
30 Jul - 31 Jul
Charming 3-Bedroom Home with Modern Comforts in West Hartford
BEST Location-Spacious Luxury Oasis-Free Wine
Fridge, microwave, oven, stovetop

BEST Location-Spacious Luxury Oasis-Free Wine

2.0 out of 10, (1)
" This joke of a property management and Vrbo double booked the property so when we got there after 6 hours of driving, we couldnt stay there! Both the property management and VRBO did more to try and deflect blame on one another instead of just refunding my money asap. I had to wait a week and a half before vrbo approved the refund because of it! If you stay here, call the property management first so you can make sure you're not getting screwed like we did! "
The price is HK$934
HK$2,256 total
includes taxes & fees
14 Jul - 15 Jul
BEST Location-Spacious Luxury Oasis-Free Wine
Blue Back Bungalow
Exterior

Blue Back Bungalow

2.0 star property
9.4 out of 10, Exceptional, (13)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is HK$801
HK$2,789 total
includes taxes & fees
22 Jul - 23 Jul
Blue Back Bungalow
Cozy Safe Home
Fridge, microwave, oven, stovetop

Cozy Safe Home

The price is HK$1,590
HK$2,562 total
includes taxes & fees
13 Jul - 14 Jul
Cozy Safe Home
Once the old Schools house now a newly furnished Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

9.0 out of 10, Wonderful, (12)
"The place was perfect for a quick weekend trip back to our hometown."
The price is HK$858
HK$2,172 total
includes taxes & fees
19 Jul - 20 Jul
Once the old Schools house now a newly furnished Apartment
New! Trail-side Haven Retreat! Pet friendly
Beach

New! Trail-side Haven Retreat! Pet friendly

9.4 out of 10, Exceptional, (8)
"Clean and comfortable, in a quiet area. Prefect for a family gathering"
The price is HK$816
HK$2,612 total
includes taxes & fees
14 Jul - 15 Jul
New! Trail-side Haven Retreat! Pet friendly
Gorgeous beachfront house with hot tub
Property grounds

Gorgeous beachfront house with hot tub

The price is HK$9,530
HK$13,800 total
includes taxes & fees
9 Aug - 10 Aug
Gorgeous beachfront house with hot tub
Family Home|Pool|HotTub|Near Lighthouse Point Park
Interior

Family Home|Pool|HotTub|Near Lighthouse Point Park

Family Home|Pool|HotTub|Near Lighthouse Point Park
The Jewel of The Cove - Historic Coastal Retreat
Beach nearby

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
9.6 out of 10, Exceptional, (4)
"loved it so much, beautiful property 100 % would stay again "
The price is HK$2,190
HK$4,779 total
includes taxes & fees
3 Aug - 4 Aug
The Jewel of The Cove - Historic Coastal Retreat
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Outdoor pool

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

The price is HK$4,969
HK$7,763 total
includes taxes & fees
27 Jul - 28 Jul
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Clear LI Sound waterview, Wedding pics, Yale&Beach
Smart TV, books

Clear LI Sound waterview, Wedding pics, Yale&Beach

10.0 out of 10, Exceptional, (5)
"Amazing location & views. House was pristine & had all amenities. Great park & dog walking path across the street"
The price is HK$4,345
HK$7,580 total
includes taxes & fees
15 Jul - 16 Jul
Clear LI Sound waterview, Wedding pics, Yale&Beach
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

Can I find a holiday rental in Cheshire?

Yes, there are holiday rentals in Cheshire close to Barker Character, Comic and Cartoon Museum, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Cheshire has a good selection of restaurants. Make sure you have time to check out the waterfalls and shopping during your trip.

What are some of the best holiday rentals that Cheshire has to offer?

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub : This holiday home rental outside of Cheshire is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in Cheshire?

Expedia has 3 holiday rentals for your stay in Cheshire.

What’s there to see and do in Cheshire?

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 a holiday rental in Cheshire like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheshire. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.