73+ Hotel & Resort Deals in Cheswold |
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Cheswold Hotels, Resorts, and Rentals

About Cheswold Vacation Rentals

There are more than 73 places to stay in Cheswold that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Cheswold.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Cheswold, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Cheswold. Places to stay near Cheswold are 556.09 ft² on average, with prices averaging US $190 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Cheswold with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Cheswold

Type Count
Vacation Homes 31
Holiday Apartments 5
B&B 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Cheswold

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Cheswold.

Weather in Cheswold, DE

View the weather forecast for Cheswold before booking your Cheswold Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Cheswold's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Cheswold's top attractions, neighborhoods, and points of interest.


Dover International Speedway
Dover Downs Casino
Delaware State University
Dover Mall
Firefly Music Festival
Woodland Beach
Killens Pond State Park
Delaware State Visitor Center
Delaware Agricultural Museum and Village
Wheel of Fortune
Delaware State Capitol
Silver Lake Park
Blue Hen Mall
Eden Hill
North Dover Shopping Center
Little Creek Wildlife Area
Appoquinimink Friends Meeting House
Historic Houses of Odessa
Spence's Bazaar
Frog Hollow Golf Club

Frequently Asked Questions About Cheswold?

What are the top hotels or resorts in Cheswold?

You have a lot of choices in or near Cheswold. If you need a hotel in the Cheswold area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Cheswold:

How many hotels, resorts, or rentals are available in Cheswold?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 73 in the Cheswold area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Cheswold.


People Also Ask

There are 33 hotels in Cheswold and 37 rentals

Recently Booked Hotels, Resorts, or Rentals in Cheswold