188+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Great Oak Landing |
  1. USA
  2. Maryland
  3. Chestertown
  4. Great Oak Landing

Explore Great Oak Landing Golf Retreats

About Great Oak Landing Vacation Rentals

Explore over 188 golf accommodation rentals in Great Oak Landing. 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 Great Oak Landing.

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 Great Oak Landing. 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 Great Oak Landing offer approximately 939.82 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 Great Oak Landing typically ranges around US $469.

StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Great Oak Landing. 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 Great Oak Landing

Type Count
Vacation Homes 136
Holiday Apartments 17
Cottages 13
B&B 4
Others 2
Unique Vacation Rentals 1
Cabin Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Great Oak Landing

★ 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 Great Oak Landing.

Weather in Great Oak Landing, MD

View the weather forecast for Great Oak Landing before booking your Great Oak Landing 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 Great Oak Landing Guest Reviews Local Attractions

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


Ripken Stadium
White Marsh Mall
Sandy Point State Park
Washington College
Queenstown Harbor Golf Club
Elk Neck State Park
Druid Hill Park
Cal Ripken Museum
Double Rock Park
Essex Marina
The Mainstay
Wilmer Park
Eastern Neck National Wildlife Refuge
Rock Hall Harbor
Miami Beach
Tilmon's Island Winery
Natural History Society of Maryland Museum
Rolphs Wharf Marina
Crumpton Auction
Historical Society of Kent County Maryland

Frequently Asked Questions About Great Oak Landing?

What are the best golf resorts, luxury villas, and vacation rentals in Great Oak Landing?

Looking for a place to stay in Great Oak Landing? 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 Great Oak Landing?

Find exceptional golf retreats with private pools near Great Oak Landing 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 Great Oak Landing for family stays?

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

How many StayAndPlay golf vacation rentals are available in Great Oak Landing?

StayAndPlay, as of 2025, features over 188 unique golf villas, golf hotels, golf resorts, and more in Great Oak Landing. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 188 stunning properties in Great Oak Landing, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 188 premier golf accommodations in Great Oak Landing. Find your ideal golf-retreat and play your best game with StayAndPlay.

People Also Ask

There are 8 hotels in Great Oak Landing 1 resorts, and 155 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Great Oak Landing