Explore Gainesboro Golf Retreats
- West Virginia
- Ridgeway
- 12.74 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- West Virginia
- Ridgeway
- 6.56 mi to center
- Fireplace/Heating
- View
- Pet Friendly
- Winchester
- Old Town Winchester
- 0.18 mi to center
- Spa
- Pool
- Breakfast
- Martinsburg
- Berkeley Springs
- 12.11 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Virginia
- Winchester
- 4.91 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- West Virginia
- Ridgeway
- 5.53 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Virginia
- Winchester
- 2.33 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Virginia
- Cross Junction
- 2.62 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Virginia
- Cross Junction
- 2.02 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Luxury Places to Stay in Gainesboro
- West Virginia
- Ridgeway
- 4.23 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- West Virginia
- Ridgeway
- 6.63 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- West Virginia
- Ridgeway
- 5.94 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- West Virginia
- Ridgeway
- 6.15 mi to center
- Fireplace/Heating
- View
- Pet Friendly
- Winchester
- Old Town Winchester
- 0.19 mi to center
- Private Pool
- Hot Tub
- Spa
- West Virginia
- Ridgeway
- 6.58 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- West Virginia
- Ridgeway
- 6.08 mi to center
- Fireplace/Heating
- View
- Pet Friendly
- Virginia
- Winchester
- 4.86 mi to center
- Fireplace/Heating
- Parking
- Air Conditioner
- Virginia
- Winchester
- 1.24 mi to center
- Parking
- Internet
- Child Friendly
Top-Rated Villas with a Pool in Gainesboro
- Virginia
- Winchester
- 1.80 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Virginia
- Winchester
- 2.69 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Virginia
- Winchester
- 1.34 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Virginia
- Winchester
- 1.39 mi to center
- Oceanfront
- Skiing
- Fireplace/Heating
- Virginia
- Winchester
- 3.29 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Virginia
- Winchester
- 1.82 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Virginia
- Winchester
- 1.26 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Virginia
- Winchester
- 2.72 mi to center
- Private Pool
- Pool
- Pet Friendly
- Virginia
- Winchester
- 1.91 mi to center
- Private Pool
- Oceanfront
- Hot Tub
Pet-Friendly Villas in Gainesboro
- West Virginia
- High View
- 5.82 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Pet Friendly
- Parking
- Air Conditioner
- Martinsburg
- Inwood
- 1.41 mi to center
- Pool
- Breakfast
- Pet Friendly
- West Virginia
- Ridgeway
- 5.55 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Private Pool
- Fireplace/Heating
- Pool
- West Virginia
- Ridgeway
- 6.15 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- West Virginia
- Ridgeway
- 6.56 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- West Virginia
- Ridgeway
- 5.88 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- West Virginia
- Ridgeway
- 5.94 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Large Private Villas in Gainesboro
- West Virginia
- Ridgeway
- 12.53 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- West Virginia
- Ridgeway
- 6.63 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Private Pool
- Hot Tub
- Spa
- Virginia
- Winchester
- 0.25 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Virginia
- Winchester
- 9.54 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Virginia
- Cross Junction
- 1.72 mi to center
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Virginia
- Winchester
- 4.91 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- West Virginia
- Ridgeway
- 6.63 mi to center
- Pet Friendly
- Internet
- Child Friendly
- Virginia
- Winchester
- 2.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Wheelchair Accessible Holiday Homes in Gainesboro
- Virginia
- Winchester
- 1.97 mi to center
- Fireplace/Heating
- Breakfast
- Parking
- Virginia
- Winchester
- 4.83 mi to center
- Fireplace/Heating
- Breakfast
- Parking
- West Virginia
- Ridgeway
- 14.02 mi to center
- Fireplace/Heating
- Breakfast
- Pet Friendly
- Virginia
- Winchester
- 3.29 mi to center
- Pool
- Breakfast
- Kitchen
- Virginia
- Winchester
- 2.01 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Winchester
- Old Town Winchester
- 2.56 mi to center
- Pool
- Breakfast
- Parking
- Virginia
- Winchester
- 1.30 mi to center
- Fireplace/Heating
- Pool
- Pet Friendly
- Virginia
- Winchester
- 2.58 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Virginia
- Winchester
- 1.25 mi to center
- Private Pool
- Fireplace/Heating
- Pool
Gainesboro Villas, Airbnb and Holiday Homes Under $200
- Virginia
- Winchester
- 9.84 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Spa
- Fireplace/Heating
- Parking
- Virginia
- Winchester
- 2.00 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Virginia
- Winchester
- 1.42 mi to center
- Fireplace/Heating
- Pool
- Kitchen
- Virginia
- Winchester
- 1.82 mi to center
- Private Pool
- Pool
- Parking
- West Virginia
- Shanks
- 13.75 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- West Virginia
- Ridgeway
- 6.42 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- West Virginia
- Ridgeway
- 6.58 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Martinsburg
- Shenandoah
- 1.37 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Instantly Bookable Villa Rentals in Gainesboro
- West Virginia
- Points
- 15.02 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Winchester
- Stephens City
- 1.95 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- West Virginia
- High View
- 4.73 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- West Virginia
- Ridgeway
- 6.08 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Virginia
- Winchester
- 0.82 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Virginia
- Winchester
- 2.40 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Virginia
- Winchester
- 0.35 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Virginia
- Winchester
- 2.43 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Winchester
- Old Town Winchester
- 0.11 mi to center
- Fireplace/Heating
- Kitchen
- Parking
Book a Last Minute Place to Stay in Gainesboro
About Gainesboro Vacation Rentals
Explore over 191 golf accommodation rentals in Gainesboro. 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 Gainesboro.
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 Gainesboro. 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 Gainesboro offer approximately 678.89 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 Gainesboro typically ranges around US $195.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Gainesboro. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
Top Golf Accommodation Types in Gainesboro
| Type | Count |
|---|---|
| Vacation Homes | 56 |
| Holiday Apartments | 37 |
| Cabin Rentals | 24 |
| Ski Chalet Rentals | 8 |
| Cottages | 3 |
| Others | 2 |
| B&B | 1 |
Use these Quick Filters to Find a Vacation Rental in Gainesboro
★ 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 Gainesboro.
Weather in Gainesboro, VA
View the weather forecast for Gainesboro before booking your Gainesboro Vacation Rentals to confirm your best time to go.
Activities Gainesboro Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Gainesboro Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Frequently Asked Questions About Gainesboro?
What are the best golf resorts, luxury villas, and vacation rentals in Gainesboro?
Looking for a place to stay in Gainesboro? 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:
- Modern 3BR Farmhouse in the Country
- Charming 4-bedroom House on beautiful farm in Clear Brook with lovely views
- Peaceful Berkeley Springs Home: Escape to Nature!
- Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
- Secret Gardens Carriage House
- The Little Red Schoolhouse
- King Bed Farmhouse Valley Views
- Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
- Modern w Mountain Views, Hot Tub, Deck & Fire Pit
- The George Washington Hotel, A Wyndham Grand Hotel
How many golf stays with private pools are available in Gainesboro?
Find exceptional golf retreats with private pools near Gainesboro 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.
- Stunning Hilltop Views w/ Saltwater Infinity Pool
- Spark By Hilton Winchester
- Country Inn & Suites by Radisson, Winchester, VA
- Courtyard by Marriott Winchester Medical Center
What are the top-rated golf retreats in Gainesboro for family stays?
Searching for a family-friendly golf retreat in Gainesboro? Explore these top-rated options, each loved by families and groups who have stayed in Gainesboro:
How many StayAndPlay golf vacation rentals are available in Gainesboro?
StayAndPlay, as of 2026, features over 191 unique golf villas, golf hotels, golf resorts, and more in Gainesboro. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 191 stunning properties in Gainesboro, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 191 premier golf accommodations in Gainesboro. Find your ideal golf-retreat and play your best game with StayAndPlay.






































![Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna](https://imgservice.stayandplay.com/640x301/serene-mountaintop-cabin-p-us-gore-ha-3212346605-0.jpg)
































