1263+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Annapolis |
  1. USA
  2. Maryland
  3. Annapolis

Explore Annapolis Golf Retreats

About Annapolis Vacation Rentals

Explore over 1263 golf accommodation rentals in Annapolis. 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 Annapolis.

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 Annapolis. 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 Annapolis offer approximately 987.71 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 Annapolis typically ranges around US $558.

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

Show more
Show less

Top Golf Accommodation Types in Annapolis

Type Count
Vacation Homes 891
Holiday Apartments 128
Cottages 34
Unique Vacation Rentals 22
Villas 7
B&B 6
Cabin Rentals 1
Others 1
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Annapolis

★ 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 Annapolis.

Weather in Annapolis, MD

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

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


U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Bowie State University
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
Annapolis Maritime Museum
Allen Pond Park
Maryland Quiet Waters Park
St John's College
Bay Hills Golf Club
Maryland World War II Memorial
William Paca House
The Kunta Kinte Alex Haley Memorial

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Northern Chesapeake Bay 10,027 Properties
Murray Hill 796 Properties
Historic District 373 Properties
Cape Saint Claire 101 Properties
Kent Island 77 Properties
Stevensville 62 Properties
Eastport 61 Properties
Bowie 60 Properties
Parole 60 Properties
Edgewater 44 Properties
Selby-on-the-Bay 36 Properties
Arnold 24 Properties

Frequently Asked Questions About Annapolis?

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

Looking for a place to stay in Annapolis? 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 Annapolis?

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

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

How many StayAndPlay golf vacation rentals are available in Annapolis?

StayAndPlay, as of 2025, features over 1263 unique golf villas, golf hotels, golf resorts, and more in Annapolis. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 1263 stunning properties in Annapolis, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 1263 premier golf accommodations in Annapolis. Find your ideal golf-retreat and play your best game with StayAndPlay.

Nearby Neighborhood (16) 
Neighborhood Property Count
Historic District Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 373
Eastport Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 61
Murray Hill Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 796
Homewood Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 777
West Annapolis Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 760
Hillsmere Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 786
Arundel on the Bay Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 157
Epping Forest Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 346
Oyster Harbor Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 229
Atlantis Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 113
Anchorage Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 689
Cape St. John Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 161
Hunt Meadows Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 825
Kingsport Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 801
Winchester-on-the-Severn Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 562
Downs on the Severn Golf Rental Cottages and Golf Getaways in Annapolis, Maryland 144

People Also Ask

There are 125 hotels in Annapolis and 1027 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Annapolis