Cheshire holiday rentals

We found 281 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Cheshire to find one that's perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, including parking and a garden. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Cheshire

Showing deals for:13 Nov - 20 Nov

Private kitchen
Private kitchen
Dining
Interior
Very good
(9 reviews)

Excellent Home Away From Home

Waterbury

15% off
AU$2,170
for 7 nights, 1 home
AU$310 per night
includes taxes & fees
Excellent Home Away From Home
Living Room
Lake View
1 King Size Bed with View of River
The Kitchen
Exceptional
(15 reviews)

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

New Haven

8% off
AU$4,255
for 7 nights, 1 home
AU$608 per night
includes taxes & fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Living area
Exterior
Dining
Room
Exceptional
(20 reviews)

Charming 2-bedroom house centrally located in Bristol

Bristol

8% off
AU$1,833
for 7 nights, 1 home
AU$262 per night
includes taxes & fees
Charming 2-bedroom house centrally located in Bristol
Living area
Dining
Private kitchen
Terrace/patio
Exceptional
(109 reviews)

Lake Front Home.....

Middlefield

8% off
AU$3,904
for 7 nights, 1 home
AU$558 per night
includes taxes & fees
Lake Front Home.....
Winter; main room
Summer; forest view
3rd sleeping area with ground-floor walkout
Entrance
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
AU$4,112
for 7 nights, 1 cabin
AU$587 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
Dining
Room
Private kitchen
Terrace/patio
Exceptional
(23 reviews)

TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX

Bristol

16% off
AU$2,005
for 7 nights, 1 apartment
AU$286 per night
includes taxes & fees
TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX
Living Room
Stairwell
Backyard
Queen Bedroom 1
Wonderful
(7 reviews)

Private Apartment in Berlin

Berlin

7% off
AU$1,996
for 7 nights, 1 apartment
AU$285 per night
includes taxes & fees
Private Apartment in Berlin
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the lush landscape of Cheshire

Enjoy the history and other features of Cheshire. Well known for its hiking, waterfalls and shopping, this romantic city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Cheshire

Are you searching for things to do in the area? Venture out of your cosy holiday rental and experience everything that Cheshire has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mount Southington Ski Area (5.1 mi / 8.3 km)
  • Powder Ridge Mountain Park and Resort (8.8 mi / 14.2 km)
  • Lake Compounce (9 mi / 14.5 km)
  • Hawks Landing Country Club (9.7 mi / 15.6 km)
  • Putter's Paradise Mini Golf (10.4 mi / 16.7 km)
  • Quassy Amusement Park (12.5 mi / 20.1 km)

Exploring the natural features in Cheshire

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Cheshire is a great place to spend some time outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Mount Carmel (5.8 mi / 9.4 km)
  • YMCA Mountain Mist Day Outdoor Center (8.3 mi / 13.4 km)
  • Lake Beseck Beach (9.1 mi / 14.7 km)
  • Lake Quassapaug (12.6 mi / 20.2 km)
  • East Rock Park (12.6 mi / 20.3 km)
  • New Haven Green (13.9 mi / 22.3 km)

Transport to and around Cheshire

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 12 mi (19.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Cheshire?
The most sought-after types of holiday homes in Cheshire are houses. Hoping for something different? Stayz has many options to match the diverse needs of our guests, so you'll see properties in all sizes, and for all budgets. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Cheshire?
Property type, season and length of stay are some factors that can influence the price of a holiday home. Simply enter your dates of travel to find your perfect match. From comfy cabins to sprawling luxury villas, all Stayz holiday homes offer incredible value.
How much does it cost to rent a beach house in Cheshire?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Click on your Cheshire travel dates to see all your options on Stayz. Did someone just say "hot tub"? Use our filters to choose the features and amenities you want in your holiday home.
What are popular home amenities in Cheshire?
Some of the most popular home amenities guests are looking for in Cheshire are a fireplace, off-street parking options and a dishwasher. Whether you're on the road with buddies, family or even pets, Stayz holiday homes come with the best amenities for fun and relaxation with the people that matter most.
What are the top attractions for families in Cheshire?
Keep the kids happy at these fun family-friendly attractions in Cheshire:
  • Lake Compounce
  • Lake Beseck Beach
  • Cheshire Hollow Farm
How old do you have to be to rent a holiday home in Cheshire?
The minimum age requirements can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Cheshire you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Cheshire for?
The length of time you can book a holiday home in Cheshire is down to the property. Simply enter your selected travel dates to display a list of options offering extended stays. With loads of features like kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in Cheshire.

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