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.
Note: This property has an adventurous access road, you need a 4x4 or high setting vehicle to access this property, a car or low riding vehicle will not clear the `jeep trail like` access road to the 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.
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House Rules & Checkout Instructions
This property is non-smoking.
So emergency vehicles can access the surrounding roads and properties, please do not
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Frequently asked questions
Is The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit?
As of 4 April 2026, prices found for a 1-night stay for 2 adults at The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit on 8 June 2026 start from NZ$458, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit?
On-site parking is available at the property.
What time is check-in at The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit?
Check-in begins at 3:00 PM.
What time is check-out at The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit?
Checkout is at 12:00 PM.
Where is The Retreat at Upland Trail - Private | View | Fireplace | Game room | Fire pit located?
Situated in the mountains, this holiday home is steps from Sleepy Creek Wildlife Management Area and within 9 mi (15 km) of Morgan County Observatory and Cacapon Resort State Park. Colonial Springs Spa and Artists of Merrywoods are also within 12 miles (20 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thank you for booking with us, Jennifer. We are glad to hear you had a great time and hope you will come back to visit!
Thank you,
Berkeley Springs Cottage Rentals
It’s a great property with all amenities. Even internet worked throughout our stay. Need improvement on cleanliness as some deck furnitures and grill were dirty so we can’t use them.
Abhik D.
Stayed 2 nights in May 2023
Response from VrboOwner on 16 July 2023
Thank you for letting us know about the grill. We wish you would have notified us when you arrived about the grill and furniture. Those are not our standards and we would have addressed the immediately. We do hope you can visit us again in the future. Berkeley Springs Cottage Rentals
A beautiful spot, super private, very remote. The layout and amenities of the house were great for two couples. It worked very well for us, but the house is showing a little bit of wear-and-tear and could probably use a little bit of updating.
Laura C.
Stayed 3 nights in Aug 2022
Response from VrboOwner on 13 July 2023
Thank you Laura for staying with us at The Retreat at Upland Trail. So glad you enjoyed your time at the cabin with friends. Thank you for your feedback. The owners are working on doing some upgrades.
We welcome you back anytime. We appreciate your business.
Berkeley Springs Cottage Rentals
This property was in a great location for our needs. The home was very clean and well maintained. It has a beautiful view.
The only fair warning is do not take a car that is low to the ground due to the road coming in. It is a good road, however, it was not made for a Kia Stinger.
My sons and I stayed at the upland retreat for only 2 nights. We came into town for a funeral. Highly recommend getting some groceries and then finding the house before it gets dark. The drive from the road is about 8 minutes to get to the house. Just follow the ssigns. We had no problem finding the driveway but then the GPS had no idea where to go. We had no problems with cell service. Hope to stay again soon on better terms.
Susan R.
Stayed 2 nights in Nov 2021
Response from VrboOwner on 13 July 2023
We are glad you finally found the cottage and hope you can visit again under better term. Berkeley Springs Cottage Rentals
Exceptional view! Excellent booking process: very speedy. Beautiful deck, covered(for rainy days) and uncovered for full sunset experience, or late dinner under the stars. Kitchen was very well stocked with everything a good cook would need, including spices, pans, pots and packing supplies. I would recommend a complete set of wine glasses. They were kind of mixed and not enough for 5 persons. Rooms were very clean and very tastefully furnished and decorated. On this note, we appreciated the neutral, minimalistic style, while providing everything one might need. Lots of closets, bath and kitchen supplies. There are also lots of kids/family games, which we didn't use, but some might love. The surroundings are magnificent. If you want a peaceful and secluded retreat, that's the place for you! No cars, no neighbors, no road, nothing/nobody to see around, but pure nature! That's exactly what we needed. My parents loved it! They had a blast! My mom literally harassed me to post the review. Berkley Springs people are very nice. We shopped for excellent grass/pasture meat, organic milk, and vegetables at Creek View Farm, 10-15 minutes down the road. Such sweet people! We cooked everything we bought and ate it on the beautiful deck, under the shining stars, with a glass of wine and searching for the Ursa Major. Some people kind of complained about the private forest road to the cabin. We loved it! It was a path through deep forest towards peace and relaxation for a family reunion.
Celebrated my husbands birthday at this mountain cabin and he is already talking about going back! It was so hard to leave this cozy cabin with incredible views of the mountains! The cabin was clean, well stocked, and felt like a home away from home. The road leading up to the cabin was super bumpy and a little tricky to navigate so having an SUV was extremely helpful but once we got there and knew the route, it was fantastic! HIGHLY recommend and we plan on being back soon!!
Leah C.
Stayed 2 nights in Oct 2022
Response from VrboOwner on 13 July 2023
Thank you for staying with us at The Retreat at Upland Trail. We are glad you enjoyed your stay and hope you do visit us again in the future! Berkeley Springs Cottage Rentals
We were here for my friend’s bachelor party and we had much fun here. The property had many things provided that we did not expect which was very nice.
Once you get to the property, it is beautiful. The bedrooms were wonderful, the views were amazing. Wish we had stayed a bit longer. Only downside is getting to the property. You will need All-Wheel or 4 Wheel drive. It is out in the woods and up the mountain, there are signs but there is guessing work involved on which direction to take. We didn't leave after dark because we weren't sure if we could find our way back through the woods in the dark. You are given a gate code and it's just metal gate and a chain. I would still book again. It's beautiful and very private. If 60 year old chicks can get up there, anyone can!! Berkeley Springs Cottage Rental was wonderful because we had some pricing issues and they fixed everything. I will probably not book through VRBO again and go directly to Berkley Springs Cottage Rentals. VRBO is impossible to reach.
Diane D.
Stayed 2 nights in Sep 2021
Response from VrboOwner on 13 July 2023
We're so happy you had a good time. Thank you for your feedback. I'll see if we can do anything to make navigating to the cabin easier in the future. We look forward to seeing you again!
The house itself is clean and very comfortable. The indoor living room is rather small and no dining table per se. It was perfectly fine for us two, but more than 4 adults and two kids might be bit tight.
The outside space is huge and the highlight is definitely the deck with an amazing view. The property is very, very secluded. If you‘re looking for total relaxation, peace and solitude, this is perfect.
The only reason I don‘t give this property 5 stars is that the kitchen and bathrooms, while very clean and functional, look and feel a bit dated.
Communication and check-in was friendly and easy.
Berkeley Springs Cottage Rentals is a family owned and operated business. We are committed to providing the highest possible lodging standard and superior customer service. We look forward to your visit and sharing with you scenic mountain sights, adventurous outdoor activities, amazing spa services and terrific quaint owner operated shops and restaurants in our charming community. We are your vacation solution!
Why they chose this property
We chose to become small business entrepreneurs and offer quality lodging options in the surrounding scenic Berkeley Springs Area because the local residents are so friendly, the mountainous landscape is captivating and life moves at a slower pace where harmony and relaxation are an art.
What makes this property unique
We offer a high standard of lodging at a value price and we are committed to offering friendly service and a wonderful vacation experience where you will return time and time again.
Languages:
English
Premier Host
They consistently provide great experiences for their guests