73+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Cheswold |
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  2. Delaware
  3. Dover
  4. Cheswold

Explore Cheswold Golf Retreats

About Cheswold Vacation Rentals

Explore over 73 golf accommodation rentals in Cheswold. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Cheswold.

Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Cheswold. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.

Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.

On average, golf accommodation rentals in Cheswold offer approximately 556.09 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.

The average nightly rate for golf accommodation rentals in Cheswold typically ranges around US $190.

StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Cheswold. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.

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Top Golf 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: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat 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

Activities Cheswold Guest Reviews Local Attractions

StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Cheswold Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip


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 best golf resorts, luxury villas, and vacation rentals in Cheswold?

Looking for a place to stay in Cheswold? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:

How many golf stays with private pools are available in Cheswold?

Find exceptional golf retreats with private pools near Cheswold on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.

What are the top-rated golf retreats in Cheswold for family stays?

Searching for a family-friendly golf retreat in Cheswold? Explore these top-rated options, each loved by families and groups who have stayed in Cheswold:

How many StayAndPlay golf vacation rentals are available in Cheswold?

StayAndPlay, as of 2025, features over 73 unique golf villas, golf hotels, golf resorts, and more in Cheswold. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 73 stunning properties in Cheswold, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 73 premier golf accommodations in Cheswold. Find your ideal golf-retreat and play your best game with StayAndPlay.

People Also Ask

There are 33 hotels in Cheswold and 37 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Cheswold