349+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Gloucester |
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Explore Gloucester Golf Retreats

About Gloucester Vacation Rentals

Explore over 349 golf accommodation rentals in Gloucester. 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 Gloucester.

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 Gloucester. 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 Gloucester offer approximately 975.32 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 Gloucester typically ranges around US $533.

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

Type Count
Vacation Homes 231
Holiday Apartments 67
Cottages 22
Villas 3
B&B 1

Use these Quick Filters to Find a Vacation Rental in Gloucester

★ 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 Gloucester.

Weather in Gloucester, MA

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

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


Good Harbor Beach
Wingaersheek Beach
Hammond Castle
Maritime Gloucester
Stage Fort Park
Lucky 7 Arcade
Eastern Point Lighthouse
Niles Beach
The Gorton Theatre
Half Moon Beach
Mount Ann Park
Dogtown
Cape Ann Museum
Plum Cove Beach
Ravenswood Park
Sargent House Museum
Capt Bill & Sons Whale Watch
Fishermen's Memorial Monument
Cape Ann Historical Museum
Gloucester Unitarian Universalist Church

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Dogtown 473 Properties
Good Harbor Beach 406 Properties
Plum Cove Beach 294 Properties
Annisquam 270 Properties
Northeast Hospital Corporation - Addison Gilbert Campus 262 Properties
Sargent House Museum 244 Properties
Cape Ann Historical Museum 244 Properties
Cape Ann Museum 244 Properties
Gloucester Unitarian Universalist Church 243 Properties
Lucky 7 Arcade 239 Properties
Schooner Adventure 237 Properties
Magnolia 74 Properties

Frequently Asked Questions About Gloucester?

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

Looking for a place to stay in Gloucester? 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 Gloucester?

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

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

How many StayAndPlay golf vacation rentals are available in Gloucester?

StayAndPlay, as of 2025, features over 349 unique golf villas, golf hotels, golf resorts, and more in Gloucester. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 349 stunning properties in Gloucester, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 349 premier golf accommodations in Gloucester. Find your ideal golf-retreat and play your best game with StayAndPlay.

Nearby Neighborhood (1) 
Neighborhood Property Count
Annisquam Golf Rental Cottages and Golf Getaways in Gloucester, Massachusetts 270

People Also Ask

There are 17 hotels in Gloucester and 301 rentals

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