Chester vacation rentals

We found 169 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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Select from 39 homes, 29 cottages, and other vacation rentals in Chester to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the amenities you need and want for your stay, which might include hot tub and a washer and dryer. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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Find the perfect vacation rental for your Chester getaway

Learn about the unique charm of Chester with a stay in a private vacation home. This city has something for everyone. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Chester

Are you hoping to find attractions to see during your stay? Venture out of your vacation home and experience everything that makes Chester a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Chester Golf Club (6.9 mi / 11.1 km)
  • Shore Club Dance Hall (11.3 mi / 18.2 km)
  • Ski Martock (22 mi / 35.3 km)
  • Cocoa Organic Spa & Boutique (13 mi / 21 km)
  • Lunenburg County Winery (14.5 mi / 23.4 km)
  • Bluenose Golf Club (17.8 mi / 28.7 km)

Exploring the natural features in Chester

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chester is a great place to get out in nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Oak Island (7.8 mi / 12.6 km)
  • Hubbards Barn and Community Park (11.1 mi / 17.9 km)
  • Hubbards Beach (11.6 mi / 18.6 km)
  • Queensland Beach Provincial Park (12.9 mi / 20.7 km)
  • Mahone Bay Swimming Pool (13.2 mi / 21.3 km)
  • Bayswater Beach Provincial Park (13.8 mi / 22.2 km)

Frequently asked questions

What is the best area to stay in Chester when booking a vacation rental?

Chester is among the most preferred areas to select a vacation property in Chester. Searching for some fun things to do here? Take time to visit Chester Golf Club and Graves Island Provincial Park.

What is the most popular type of vacation rental accommodation in Chester?

The most sought-after types of vacation rentals in Chester are houses. Ready for more choices? Vrbo has many options to match the unique needs of our guests, so you'll see properties in loads of sizes and shapes. The ideal home away from home is waiting for you — book yours today.

How much does it cost to rent a vacation rental in Chester?

The average price for a vacation home in Chester depends on several factors, like time of year, length of stay and property type. Whether you're looking for a sprawling villa with space for extended family or a cozy cabin perfect for just you and the kids, just enter your dates of travel to find stays that offer great value.

How much does it cost to rent a beach house in Chester?

Prices for beach houses in Chester may differ depending on the size and style of the property and when you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use the filters to narrow your search results by amenities, nearby activities, ratings and more.

What are popular rental amenities in Chester?

When it comes to rental amenities that people are searching for in Chester, a fridge, a microwave oven and off-street parking options rank highest. With Vrbo vacation homes, you'll discover options to match your taste and style, whether you're going away with friends, relatives or even pets.

Are there large group vacation rentals in Chester?

With eight properties that can sleep 10 or more guests in Chester, you don't have to keep your invite list short. From vacations with the extended family to special events like birthday parties and weddings, Vrbo will help you find a large group rental to suit the occasion.

What are the top attractions for families in Chester?

Keeping the kids entertained during your Chester vacation is a cinch with these exciting family-friendly attractions:

  • Oak Island
  • Chester Golf Club
  • Saint Margarets Bay

Can I find two-bedroom vacation rentals in Chester?

Chester has 14 two-bedroom properties to select from. Go for a vacation home with all the comfort and space you want at a price that won't break the bank on Vrbo.

Are there vacation rentals with WiFi in Chester?

Chester has 29 vacation rentals with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to checking emails, these Vrbo homes make it easy to go online.

How old do you have to be to rent a vacation rental in Chester?

The minimum required age is usually 16, 18 or 21. It can change between properties on Vrbo, so look at the rules of your preferred Chester stay before you book.

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

It's down to the Chester property. To see a list of options offering extended stays, just enter your travel dates and guest number into Vrbo's search page. Enjoy having the property to yourself, along with amenities such as a full kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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