The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit

There’s something about this place that just settles you. Maybe it’s the way the trees sway outside the windows. Maybe it’s the quiet hum of the woods at night. Or maybe it’s just the kind of home that lets you drop your shoulders and actually relax for once.

Welcome to Retreat at Upland—a private mountain home tucked into the hills of Berkeley Springs, WV. It’s where cozy meets convenience, and every corner whispers, you’ve got time now.

Where comfort meets character

Hosting up to 8 guests, this space was made for making memories—without sacrificing a bit of comfort.

Let’s talk bedrooms:

✅ Master bedroom with a king bed and a private balcony—a secret perch for sunrise coffee or sneaking away with a good book.
✅ Two more bedrooms, each with a queen bed—no bunk beds, no air mattresses, just real, grown-up comfort.
✅ Two full bathrooms, because mornings are smoother when no one’s waiting on the shower.

There’s a loft, too—great for reading, yoga, or that inevitable game of charades that someone insists on after dinner.
The wood-burning fireplace in the living room isn’t just there for show. It’s real wood, real warmth, and real crackling sounds that pair beautifully with a glass of wine and a quiet night in.
And if you're cooking? The full-service kitchen is ready for everything from charcuterie boards to family-style dinners. (Or microwave popcorn. No judgment.)

Outside space that feels like part of the house

Ever sat on a wraparound deck and watched the fog roll off the hills? You’ll get your chance here.

✅ Large wraparound deck that catches both the sun and the breeze
✅ Screened-in porch for bug-free hangouts
✅ Campfire ring—because marshmallows don’t roast themselves
✅ Propane grill for burgers, steaks, or grilled peaches (trust us)

It’s the kind of setup that makes it easy to wander outside and forget to come back in.

All the practical stuff (without the fuss)

You want the getaway, but you also want your creature comforts. We get it.

✅ Smart TV in the living room
✅ High-speed internet (yep, even out here in the woods)
✅ Central A/C and heat—because mountain weather can be a little moody
✅ Washer and dryer, just in case adventure gets messy
✅ Private driveway and free parking
✅ Entire home is yours—no shared walls, no awkward neighbor run-ins

And no need to bring anything weird—linens, towels, and basic supplies are already here.

A little nudge, in case you need it

Berkeley Springs is known for its healing waters and artsy charm, but you don’t even have to leave the house to get that sense of calm. Retreat at Upland gives you the space to breathe, wander, reconnect, and maybe even slow down long enough to remember what weekends are for.

So bring the kids. Or don’t. Bring your best friends, your favorite snacks, your hiking boots, or just your sweatpants. This house can handle it..

And if you're lucky enough to wake up after a fresh snowfall or a fiery fall sunrise? Let’s just say you’ll be glad you booked.

Want a stay that feels like a real break? Retreat at Upland is calling.

This is a rural property and the access road to the property can be an adventure, we recommend a SUV or all wheel drive vehicle to enjoy the adventurous terrain to access this property.
House Rules & Checkout Instructions
This property is non-smoking.
So emergency vehicles can access the surrounding roads and properties, please do not block any driveways, roads or intersections.
 Please do not exceed the number of vehicles driven per the number of bedrooms.
Check in time is 3 pm or anytime after, please call our office to see if any early check in is available the day before or the day of your arrival.
Check out time is 12 noon promptly. Our housekeeping staff travels a great distance, please depart no later than 12 noon.
Please bring your own personal hygiene products (shampoo, soap, toothpaste, etc).
Please bring any spices and cooking preparation items (oil, foil, wax paper, etc). * If the property has internet service, the internet logon information is located on the refrigerator
We have a rental agreement that we email to you to electronically sign.
While we want our guests to enjoy their visit, please be respectful of the neighbors by refraining from playing loud music or any unacceptable behavior.
Guests must be twenty five years of age or older to rent this property.
CHECKOUT INSTRUCTIONS:
If traveling with a pet at a pet friendly property, please remove pet residue from the yard and pet hair from the cabin.
Check out time is 12:00 noon promptly.
Please do not leave any perishable food in the refrigerator or freezer, condiments are acceptable to leave.
Please bag all trash in a standard trash bag and ensure all recyclables are bagged. Garbage service will not remove any non bagged trash.
Place your garbage in the trash box at the driveway entrance (for Woods Resort Properties only, please take your garbage to the community dumpster just past the outdoor pool). Please call office for trash pick up if garbage is overflowing.
Please wash all your dishes or start the dishwasher.
If there is a wood burning stove or fireplace, ensure the fire is burnt all the way down and close the door or fireplace screen. DO NOT PUT WATER INSIDE FIREPLACE OR WOODSTOVE, WATER WILL CRACK THE DEVICE. Leave all ashes in the fireplace or wood stove.
Campfire ring burning - if property has a campfire ring, please make sure campfire is burnt all the way down and wet down with water before departing.
Please turn off all lights before departing. Ensure all windows and doors are closed and locked.
During summer months, please set air conditioning to 75 degrees.
During winter months, please set heat to 55 degrees.
Please return key to lock box and roll the lock box numbers on all zeros (0-0-0-0). Ensure you leave the key in the lock box for housekeeping to access the property.
Please leave the cabin in an orderly and reasonable condition, our housekeeping staff works very hard to make the properties sparkle. Gratuity is appreciated for the housekeeping staff.