Cheswold, Delaware holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Cheswold to find one that's perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and parking. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find the best place to stay - Cheswold

Captain's Quarters

Sleeps 12 · 5 bedrooms · 3+ bathrooms

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Cheswold getaway

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

Sightseeing in and around Cheswold

Do you want to find top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cheswold a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Dover International Speedway (3.6 mi / 5.8 km)
Dover Par 3 & Driving Range (4.8 mi / 7.7 km)
Hoppin Good Time (8 mi / 12.9 km)
Tilmon's Island Winery (15 mi / 24.2 km)

Exploring the natural landscape of Cheswold

Whether you're looking for adventure or just want to take in the scenery, Cheswold is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

Wheel of Fortune (3.8 mi / 6.1 km)
Bombay Hook National Wildlife Refuge (7.6 mi / 12.2 km)
Woodland Beach (9.7 mi / 15.6 km)
Killens Pond State Park (16.1 mi / 25.9 km)
Saulsbury Road Park (5 mi / 8 km)
Silver Lake Park (5 mi / 8.1 km)

Transport to and around Cheswold

The nearest airport is in Millville, NJ (MIV-Millville Municipal), located 29.2 mi (47 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Cheswold?

A number of factors can affect the price of a holiday home in Cheswold, including the season, length of stay and type of property. But, all Stayz homes have something in common — excellent value. Simply enter your travel dates to find your ideal match.

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

The average price for a holiday home by the beach in Cheswold will depend on when you're going and the type and size of property you're searching for. You can quickly and easily find prices on Stayz by entering your travel dates and destination. Then use the handy filter tool to choose the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.

What are the top attractions for families in Cheswold?

Keep the kids happy at these popular family-friendly attractions in Cheswold:

Air Mobility Command Museum
Hoppin Good Time
The State House Museum

How old do you have to be to rent a holiday home in Cheswold?

The minimum age requirements can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Cheswold you want to book. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Cheswold for?

It's really down to the Cheswold property. To see a list of options offering extended stays, just type your travel dates and guest number into Stayz. You can enjoy having the entire property to yourself, along with home comforts like a full kitchen, air conditioning and outdoor spaces to play in. Keep an eye out for any long-term stays that offer weekly or monthly discounts.