73+ Luxury Vacation Rentals & Cabins in Cheswold |
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Cheswold Cabin Rentals

About Cheswold Vacation Rentals

There are more than 73 incredible getaway rentals that are available in Cheswold. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Cheswold.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Cheswold, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Cheswold. Places to stay near Cheswold are 556.09 ft² on average, with prices averaging CA $262 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Cheswold. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals 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: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Cheswold with Cabinns.ca.

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

Activities Cheswold Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Cheswold. Discover Top Attractions For Your Next Outdoor Adventure.


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 cabins, lake houses & summer homes in Cheswold?

We provide an array of great vacation destinations in Cheswold. If you are looking to stay in or around the Cheswold area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Cheswold:

How many cabin rentals and resorts have private pools in Cheswold?

We have 1 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Cheswold. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Cheswold is best for families?

Searching for a family-friendly cabin in Cheswold? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

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

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 73 in the Cheswold area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Cheswold.


People Also Ask

There are 33 hotels in Cheswold and 37 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Cheswold