162+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Pittsfield |
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Explore Pittsfield Golf Retreats

About Pittsfield Vacation Rentals

Explore over 162 golf accommodation rentals in Pittsfield. 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 Pittsfield.

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 Pittsfield. 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 Pittsfield offer approximately 1182.36 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 Pittsfield typically ranges around US $386.

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

Type Count
Vacation Homes 93
Cabin Rentals 28
Others 10
Holiday Apartments 9
Cottages 7
B&B 5
Unique Vacation Rentals 4
Ski Chalet Rentals 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pittsfield

★ 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 Pittsfield.

Weather in Pittsfield, NY

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

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


National Baseball Hall of Fame
Cooperstown All Star Village Fields
Cooperstown Dreams Park
Colgate University
State University of New York-Oneonta
Otsego Lake
Brewery Ommegang
Hartwick College
Interskate 88
Farmers' Museum
Clark Sports Center
Doubleday Field
Foothills Performing Arts Center
Cooperstown Brewing Company
Wolf Mountain Nature Center
Blue Stone Golf Club
Fenimore Art Museum
Cooperstown Fun Park
Northeast Classic Car Museum
Joseph L. Popp

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Hoboken 103 Properties

Frequently Asked Questions About Pittsfield?

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

Looking for a place to stay in Pittsfield? 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 Pittsfield?

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

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

How many StayAndPlay golf vacation rentals are available in Pittsfield?

StayAndPlay, as of 2025, features over 162 unique golf villas, golf hotels, golf resorts, and more in Pittsfield. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 162 stunning properties in Pittsfield, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 162 premier golf accommodations in Pittsfield. Find your ideal golf-retreat and play your best game with StayAndPlay.

People Also Ask

There are 2 hotels in Pittsfield 1 resorts, and 131 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Pittsfield