Cheshire vacation rentals

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your current months are March, 2024 and April, 2024.
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Scroll through and select from vacation rentals in Cheshire to find one that's perfect for your trip. Vacation rentals offer the best amenities for your family, friends, or furry companion, such as a fireplace and a washer and dryer. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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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 hoping to discover attractions to see in the area? Venture out of your cozy vacation rental and experience everything that makes Cheshire a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Mount Southington Ski Area (5.1 mi / 8.3 km)
  • Crystal Bees (8.7 mi / 13.9 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)
  • Quassy Amusement Park (12.5 mi / 20.1 km)

Exploring the natural features in Cheshire

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Cheshire. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Hubbard Park (5.1 mi / 8.3 km)
  • Sleeping Giant State Park (5.4 mi / 8.6 km)
  • Mount Carmel (5.8 mi / 9.4 km)
  • Hop Brook Lake (8.3 mi / 13.3 km)
  • Lake Beseck Beach (9.1 mi / 14.7 km)
  • Casey Field (10.7 mi / 17.3 km)

Transportation to and around Cheshire

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 12 mi (19.3 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to 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 vacation rental accommodation in Cheshire?

The most sought-after types of vacation rentals in Cheshire are houses. Hoping for something different? Vrbo 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 vacation rental in Cheshire?

Property type, season and length of stay are some factors that can influence the price of a vacation home. Simply enter your dates of travel to find your perfect match. From comfy cabins to sprawling luxury villas, all Vrbo vacation rentals 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 vacation rental. Click on your Cheshire travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use our filters to choose the features and amenities you want in your vacation home.

What are popular rental amenities in Cheshire?

Some of the most popular rental 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, Vrbo vacation 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 vacation rental in Cheshire?

The minimum age requirements can vary across properties on Vrbo, so be sure to look at the rules of the vacation rental in Cheshire you want to book. But in general, it's 16, 18 or 21.

How long can I rent a vacation rental in Cheshire for?

The length of time you can book a vacation rental 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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