Hilltop Retreat. Amazing Views. Curated for Two. | House in Raphine

10.0 (109 Reviews) |   Pet Friendly   1 Bedroom  2 Bathrooms  2 Guests
Fairfield House | Hilltop Retreat. Amazing Views. Curated for Two.

1 Bedroom House in Fairfield, Raphine

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.

Hilltop Retreat Amazing Views Curated for Two is located in Fairfield. Hilltop Retreat Amazing Views Curated for Two provides accommodation, featuring Air Conditioner, Pet Friendly, Balcony/Terrace, among other amenities. This House features Air Conditioner, Pet Friendly, Balcony/Terrace, to make your stay a comfortable one.

Hilltop Retreat Amazing Views Curated for Two has 1 Bedroom , 2 Bathrooms, and max occupancy of 2 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Fairfield has interesting places to visit. If you want to learn more about the House in Fairfield, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Towels provided
  • Hair dryer
  • Toilet paper
  • 2 bathrooms
  • Bathtub or shower
  • Soap
  • Shampoo
Bedroom
  • 1 bedroom
  • Bed sheets provided
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Coffee grinder
  • Stovetop
  • Spices
  • Coffee/tea maker
  • Dishwasher
  • Refrigerator
  • Microwave
  • Oven
  • Cookware/dishes/utensils
Laundry
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Beach towels
Parking
  • Onsite parking
  • Car required
Pet Friendly
  • Pet friendly
  • 2 total pets
  • Welcoming dogs only
Accessibility
  • Smoke-free property
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Gravel flooring in public areas
  • Note from host: No smoking inside or outside of the house.
Activities
  • Mountain biking nearby
  • Birdwatching nearby
  • Hiking nearby
  • Winery tours nearby
  • Rafting nearby
  • Hiking/biking trails nearby
  • Fishing nearby
  • Wildlife and game walks nearby
Entertainment
  • Books
  • Games
  • Smart TV
General
  • Property does not allow children
  • Unit size: 1400 sq ft (130 sq m)
  • English
  • In the mountains
  • In a rural location
  • Desk
Guest Services
  • Iron/ironing board
  • Safe
Internet
  • Free WiFi
Outdoors
  • Garden
  • Patio
  • Outdoor furniture
Security/Safety
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • First aid kit

Policies

Check-in
Check-in time starts at 2:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am contactless check-out available
Child Policy
This property does not allow children. note from host: adults only, please.
Event Policy
No events allowed;guests only. no parties or events on the property.
Pet Policy
2 total pets note from host: with approval —$25 per dog, per night, 2 dogs max. pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted;no smoking inside or outside of the house.

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip note from host: guests only. no parties or events on the property. onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Tamela C.
Jul 6, 2025 12:22:32 AM
Review Score:   10
Summary: Our stay at this property far exceeded every expectation—combining the comfort and luxury of a five-star hotel with breathtaking mountain views and the peacefulness of a wellness retreat.Dee was an absolute pleasure to work with and went above and beyond to anticipate every need, making us feel completely at home. Truly the best rental experience I’ve ever had—we’ll definitely be returning.
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