73+ Rental Villas and Private Getaways in Cheswold |
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  3. Dover
  4. Cheswold

Cheswold Vacation Rentals & One Degree Stays Homes

About Cheswold Vacation Rentals

There are more than 73 vacation rentals that are available in Cheswold. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Cheswold.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Cheswold, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Cheswold. Places to stay near Cheswold are 556.09 ft² on average, with prices averaging US $190 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Cheswold with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Cheswold

Type Count
Vacation Homes 31
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in Cheswold

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation 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

Top Attractions Around Cheswold, DE

OneDegreeStays offers a large selection of top attractions around Cheswold. Research things to do on your vacation before you visit Cheswold.


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 vacation rentals in Cheswold?

There are a lot of options in Cheswold. If you plan on staying in the Cheswold area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cheswold:

Which vacation homes in Cheswold are best for families?

If you are looking for a family-friendly vacation home in Cheswold, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cheswold:

How many onedegreestays vacation rentals are available in Cheswold?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 73 in the Cheswold area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Cheswold. 


People Also Ask

There are 73 Cheswold, DE Vacation Rentals

Recently Booked Vacation Rentals in Cheswold