Hilltop Retreat. Amazing Views. Curated for Two.

Exterior
Fridge, microwave, oven, stovetop
Terrace/patio
Terrace/patio
Hilltop Retreat. Amazing Views. Curated for Two. House in Rockbridge County
5.0
Outstanding(105 Reviews)

House in Rockbridge County

2 guests · 1 bedroom · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones

About this house rental

Sometimes the best way to describe a place like Windward House is to let our guests say it for us:

“Best property we've rented for a vacation on any site, hands down.” (5 Stars)

“Words somehow fall short in describing this phenomenal property!” (5 Stars)

"Does it get better than this???" (5 Stars)

"This is my idea of perfection." (5 Stars)

"Tasteful, restful, creative, playful, peaceful and serene." (5 Stars)

"The horse and donkeys were very sweet. They soothed our souls." (15 Stars. Owner's Note: the boys insisted I include this and to let you know they each get 5 Stars)

We appreciate our guests, and we enjoy having them here. Because our focus is on creating a great guest experience. And our niche is to provide a special place for couples who are looking for a sophisticated retreat and an amazing Shenandoah Valley getaway.

Windward House is a place where old meets new, a place to relax, recharge, refresh, romance, or just chill when life gets to be too much. The house is designed to be a cross between vacation rental and boutique hotel, and is tailored for discerning travelers who like to discover memorable places. The owner (an architect and artist) has renovated the space to combine the aesthetic of Mid-Century Modern, with an eclectic and rural Mountain Log Cabin. This unique vacation home’s vibe is warm and relaxing, yet with a streamline feel.

Close to Lexington and Staunton (actually about halfway between each town), this lovely home has a large master bedroom with vaulted ceilings, a window seat, vanity desk, and spectacular views. It has two full baths and sleeps, 2 adults — our max occupancy. We do allow for 2 well-mannered dogs. Please contact us before booking for pre-pet approval. Also, please see the "Pet Policies" download, and the Windward House Policies, in the "Rules and Policy" section.

This unique retreat has been designed and furnished with visitor's enjoyment in mind including: self-check-in and check-out, tons of privacy, original art, a modern fully equipped kitchen — outfitted with a Samsung gas range and Keurig coffee maker with morning coffee or tea provided — a super comfy Queen sleigh bed with bed & bath linens, soaps, and shampoo also provided. Log on to a secured wireless network, watch Apple TV and Hulu Live, or use the Calm app to super chill. Enjoy a large sunny back deck, a lovely covered front porch with drop-dead gorgeous mountain views—all on seven private acres. Plus, there is a paved drive to get you up the hill to the house, (a real bonus in a rural area filled with bumpy gravel drives) that gently curves down to the barn, perfect for a short relaxing walk.

But wait, there's more! As ambassadors of the property, Cody the gorgeous Quarter Horse, Bug, and Jack the portly donkeys live there too, and will come to hang with you by the fence to say, "Welcome!"

Other amenities include: Central air, gas log fireplace with remote, stack washer and dryer, hairdryer, iron and clothes steamer, wireless Bluetooth speaker (for tunes on the deck), and, for the unplug-me minded, there is a stocked bookshelf lined with fun things to read from animal stories to recipes. Oh, and the cell service is excellent here! We book exclusively through Vrbo, but there is more information about the house and our vibe on Instagram, @ chill_windwardhouse.

There is a ton of stuff to do here too, everything from Shakespeare theater to the Lexington Horse Center, hiking, biking, shopping, and good eating. It is all around you. Check it out, you won't forget this special place.

OUR 2022 COVID-19 UPDATE for our returning guests, and to our future ones: I hope you all are well. Although the pandemic is slowing — thankfully — we are still currently doing limited bookings and still adding three days between bookings, so we can carefully clean and disinfect the house between guests. As the caretaker, one of my favorite reviews included the statement, "The house is immaculate upon entry." That was our goal before COVID-19, and will continue to be our goal as we strive to make our place both special and safe.

So if you need a break, a wide-open view of the mountains, and some sweet donkey love, contact me for a booking.

Amenities

Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly

Map of Rockbridge County

Reviews

5.0
Outstanding(105 Reviews)
5.0
Jul 2024
This is our second time around, and it was idyllic as before. Breath-taking views, calm, quiet, and just a short-drive from many enjoyable spots. Will definitely return.
5.0
Jun 2024
This incredibly well-appointed cabin is exactly the place you need to decompress from the pressures of your daily life. We spent every evening on the porch watching the sun set while the swifts fed their babies, the cows grazed and the deer trotted. Conveniently located close to both Staunton and Lexington and not a bad drive to Charlottesville either. And be sure to check out charming Brownsburg, just around the corner
5.0
Nov 2023
This was our second trip to Windward House. We had a wonderful time. We stayed a bit longer this go around and appreciated even more the stocked kitchen and comfortable surroundings. This place is such a treat. We can’t wait to return!
5.0
Oct 2023
The home and property was much more than described. The home was spotless. Was well equiped. Front porch is deffinately made for relaxing.
5.0
Aug 2023
The owner was flexible and accommodating and the house was quiet, clean, and perfect for an overnight getaway! Wonderful place to stay.
5.0
Aug 2023
We thoroughly enjoyed our stay. The house was comfortable, well decorated with plenty of amenities, the view was excellent, and the 4 footed neigh-bors were a delight. Comfy bed, lots of space and privacy... an excellent hidden gem in the countryside. Night time provided an impressive opportunity to star gaze. Highly recommended for a chance to getaway and reset for a few days.
5.0
Aug 2023
The hone was everything we wanted. It has history, woods in back, with deer in am, peaceful and quiet , stunning farm land around the home, and amazing view of farmland with mountains from front porch. The host had welcome gifts for us and our dog. The place was stocked well and immaculate. Our dog enjoyed the yard and eventually got comfortable with the donkeys Love bug and Jack and the horse. We stayed at 6 VRBO places and this was by far the best. We did hiking and visited Staunton . Lexington and Charlottesville. Toured Monticello, saw VMI, and Cemetary where Jackson buried.We will definitely be back!!
5.0
Jun 2023
My wife and I are still on a high from staying at this gorgeous home!! Our host was incredibly communicative, very helpful in local recommendations, and was the most gracious host we could ever have asked for! If you need to get away from it all, you can do no better than recharging your battery in this perfect country home! We will be visiting again - hopefully soon!

FAQs

How much does this house cost compared to others in Rockbridge County?

The average price for a rental in Rockbridge County is $170 per night. This rental is $101 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Hilltop Retreat. Amazing Views. Curated for Two.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

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

Is Hilltop Retreat. Amazing Views. Curated for Two. pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Hilltop Retreat. Amazing Views. Curated for Two.?

We found 12 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and fireplace.

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