Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views

Top rated by guests
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Private kitchen
Private kitchen
Exterior
Exterior
review stars
9.9Outstanding
(48 Ratings)
" great experience"
Janet S.
Don't miss out! Price and availability may change
9.9 / 10
Outstanding(48 Ratings)

Cottage in Shenandoah Valley, VA

6 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cottage rental

Welcome to Ramsay Estate Cottage, a gorgeous yellow Cape Cod in the Charlottesville countryside with sweeping views of the Blue Ridge Mountains. This charming 3-bedroom, 3-bathroom home is tastefully decorated in a casually elegant style and offers plenty of space for families or couples.

The cottage features a full kitchen, living and dining area, and a cozy family room perfect for reading or relaxing. Two bedrooms are located on the main level—the primary queen suite with a fireplace and ensuite bath, and a sunny king bedroom with a private hall bath—while the upstairs double twin bedroom and full bath create a quiet retreat for guests. Step out onto the screened porch to take in the fresh air or enjoy your morning coffee surrounded by gardens and mountain views.

Just outside, you are welcome to enjoy a private fire pit area (wood provided) and propane grill, and we invite you to explore the property's meticulous gardens, private vineyards, walking trails, animals, and creek. This historic property is home to five cows, thirty chickens, and eighteen acres of vineyards. We are just minutes from some of the top vineyards on the East Coast, including Chiswell Winery, Septenary, and King Family. Other local attractions include Greenwood Gourmet Grocery and Shenandoah National Park.

Ramsay Estate features additional accommodations and is a lovely retreat for larger groups and wedding parties- inquire with Guesthouses to book the entire estate for your special occasion. The property also has an on-site farm manager who is available to assist you during your stay. This is truly a special experience in the heart of Virginia's wine country!

Bookings for 3 or more nights include complimentary access to The Greencroft Club for pool, racquet sports, and dining. Please note that a booking and confirmation agreement will also be sent via email/text to review and sign upon booking.

Hosted by VA Guesthouses

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Shenandoah Valley, VA


Ratings and reviews

9.9 / 10
Outstanding(48 Ratings)
10 / 10Outstanding·Mar 2026
great experience
10 / 10Outstanding·Jun 2025
Came to the area for a wedding, this space was perfect for our family. Our toddler loved running around the outdoor area and our baby loved the screened in porch area. Gorgeous views of the mountains. The property manager was helpful and easy to reach. Couldn’t recommend this house more!
10 / 10Outstanding·May 2025
I always enjoy my stay here. The comfy coziness of the house, the beautiful grounds, the friendliness of Matt the groundskeeper- always accessible and accommodating! A great location for all the activities.
6 / 10Average·Jun 2026
The Ramsey Estate has beautiful scenery out the back. It's quiet. The decor was really fun and unique. Beds were comfortable. The house has a lot of character and space. It's an older estate.

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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views pet friendly?

Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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