2088+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Windsor County |
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Explore Windsor County Golf Retreats

About Windsor County Vacation Rentals

Explore over 2088 golf accommodation rentals in Windsor County. 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 Windsor County.

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 Windsor County. 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 Windsor County offer approximately 1119.52 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 Windsor County typically ranges around US $571.

StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Windsor County. 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 Windsor County

Type Count
Vacation Homes 1048
Holiday Apartments 187
Cabin Rentals 119
Ski Chalet Rentals 58
Cottages 40
Others 40
B&B 32
Villas 6
Unique Vacation Rentals 4

Use these Quick Filters to Find a Vacation Rental in Windsor County

★ 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 Windsor County.

Weather in Windsor County, VT

View the weather forecast for Windsor County before booking your Windsor County 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 Windsor County Guest Reviews Local Attractions

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


Okemo Mountain Resort
Quechee Gorge
Jackson Gore Ski Resort at Okemo
King Arthur Flour
Quechee Gorge Village
Little Pico Mountain
Weston Playhouse
Suicide Six Ski Area
Weston Priory
Mt Ascutney State Park
Upper Valley Aquatic Center
Sugarbush Farm
Simon Pearce Mill
Mount Ascutney
Woodstock Country Club
Billings Farm and Museum
Okemo Valley Golf Club
Silver Lake State Park
Vermont River Tubing
Woodstock Town Hall Theatre
Briggs Opera House
Montshire Museum of Science
Wilderness Trails
Buttermilk Falls
Long Trail Brewing Company
Calvin Coolidge Historic Site
Mount Tom Peak
Vermont Institiute of Natural Science
Calvin Coolidge Homestead
Harpoon Brewery

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Ludlow 704 Properties
Bridgewater Corners 120 Properties
West Bridgewater 89 Properties
Cavendish 82 Properties
Woodstock 71 Properties
Quechee 62 Properties
Plymouth 60 Properties
Chester 58 Properties
Chester Depot 58 Properties
Proctorsville 44 Properties
Weston 35 Properties
West Windsor 28 Properties

Frequently Asked Questions About Windsor County?

What are the best golf resorts, luxury villas, and vacation rentals in Windsor County?

Looking for a place to stay in Windsor County? 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 Windsor County?

Find exceptional golf retreats with private pools near Windsor County 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 Windsor County for family stays?

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

How many StayAndPlay golf vacation rentals are available in Windsor County?

StayAndPlay, as of 2026, features over 2088 unique golf villas, golf hotels, golf resorts, and more in Windsor County. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2026, StayAndPlay has curated over 2088 stunning properties in Windsor County, sourced from trusted platforms. Plan your next golf trip now.

For 2026, StayAndPlay provides access to over 2088 premier golf accommodations in Windsor County. Find your ideal golf-retreat and play your best game with StayAndPlay.

People Also Ask

There are 135 hotels in Windsor County 19 resorts, and 1360 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Windsor County