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Middleway Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middleway vacation rentals

A house with a well-lit entrance, a small garden, and a gravel driveway.

1. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (25 reviews)
"Nice place to stay. Could use some privacy."
United States
Arnold A.
The price is CA $130
CA $361 total
includes taxes & fees
Nov 18 - Nov 19
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

2. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful location and property."
United States
Helen F.
The price is CA $137
CA $369 total
includes taxes & fees
Nov 8 - Nov 9
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

3. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is CA $58
CA $139 total
includes taxes & fees
Nov 15 - Nov 16
❤️ Secluded 1940s Romantic Tiny House on the River
A deck with outdoor seating and a lake view.

4. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
The price is CA $148
CA $472 total
includes taxes & fees
Nov 17 - Nov 18
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
A modern building with a patio area, a fire pit, and a view of a river and forest.

5. Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"Great views, house is clean and cozy with a fireplace"
United States
Matthew P.
The price is CA $141
CA $498 total
includes taxes & fees
Nov 18 - Nov 19
Cabin at the Gap | You Won't Believe the View!
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

6. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
The price is CA $191
CA $604 total
includes taxes & fees
Nov 11 - Nov 12
Log Cabin w/ Hot Tub & Waterfront Patio!
A spacious living area with a fireplace, a sofa, and a coffee table.

7. Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"Overall, the cabin was very nice and provided a quiet getaway with relatively easy access to surrounding accommodations, including activities and restaurants."
United States
Tracy H.
The price is CA $142
CA $576 total
includes taxes & fees
Nov 19 - Nov 20
Aslan's How - Cabin with Valley Views & Hot Tub!
A living room with a dining table, chairs, a sofa, and a television.

8. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely adorable, perfect location and well appointed. Would absolutely stay here again. Highly recommend and maybe if you’re lucky you’ll meet the little black cat who visited us!!"
United States
Abigail
The price is CA $186
CA $318 total
includes taxes & fees
Nov 9 - Nov 10
Quaint Mini Cottage in Shepherdstown - Walking Distance
A room with a large window, a round table, and two chairs.

9. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely charming cabin - clean, comfortable and with lovely amenities."
United States
Diane S.
The price is CA $184
CA $407 total
includes taxes & fees
Dec 1 - Dec 2
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A room with a large window overlooking a forested area.

10. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is CA $141
CA $597 total
includes taxes & fees
Nov 12 - Nov 13
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

11. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (49 reviews)
"Very relaxing great time."
United States
Alfred A.
The price is CA $214
CA $640 total
includes taxes & fees
Nov 19 - Nov 20
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
A hot tub under a wooden pergola with a view of autumn trees.

12. Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay "
United States
Lauren O.
The price is CA $141
CA $578 total
includes taxes & fees
Nov 18 - Nov 19
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

13. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
United States
Tara G.
The price is CA $141
CA $629 total
includes taxes & fees
Nov 18 - Nov 19
Peaceful Lakefront Cottage with Mountain Views!
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

14. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
Shepherdstown
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place, the lay out is perfect for multiple adults, we stayed for 10 night for work and it was perfect, we will be back for another long stay soon. "
United States
Brandon K.
The price is CA $119
CA $515 total
includes taxes & fees
Nov 19 - Nov 20
Walk to Stores: Home in Historic Shepherdstown!
A spacious living room with a green sofa set, a coffee table, and a fireplace. There is a kitchen in the background with a large window overlooking a deck.

15. Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (9 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is CA $134
CA $436 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

16. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (44 reviews)
"Perfect getaway for our family."
United States
Megan
The price is CA $140
CA $574 total
includes taxes & fees
Nov 19 - Nov 20
Rebels Rest - Cabin with Enchanting Sunset Views!
A forested area with a metal railing and a paved path.

17. Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
9.0 out of 10, Wonderful, (39 reviews)
"We had a great stay"
United States
Jennifer H.
The price is CA $170
CA $376 total
includes taxes & fees
Nov 19 - Nov 20
Mountain Cabin in the Woods, Near Wineries & More!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

18. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (29 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is CA $172
CA $700 total
includes taxes & fees
Nov 18 - Nov 19
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

19. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (80 reviews)
"Great stay! Wonderful property!"
United States
Thomas W.
The price is CA $198
CA $633 total
includes taxes & fees
Nov 15 - Nov 16
Blue Ridge Getaway - Sunset Views, A.T. Access
Forest Haven is beautiful at night

20. Forest 2BR chalet w/ hot tub & backyard

Forest 2BR chalet w/ hot tub & backyard
Gerrardstown
9.6 out of 10, Exceptional, (5 reviews)
"Just an overnight stay. On our way back home from northern New York. The place was nice. It is peaceful sitting on the deck. The check in process was a little tedious with various emails and downloads required. The Backstep is a little sketchy. Be careful walking in. Overall the place was nice"
United States
John Z.
The price is CA $242
CA $505 total
includes taxes & fees
Nov 8 - Nov 9
Forest 2BR chalet w/ hot tub & backyard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleway Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"The property was clean, quiet and comfortable. We had a room not facing the street, others in our party were facing the street and it was noisy. The bar was great, as well as the staff. Will definitely try to go back."
Christine 2-night trip
Posted less than an hour ago
The George Washington Hotel, A Wyndham Grand Hotel

Find out more about Middleway

Everything you need to know about Middleway vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleway vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleway. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleway vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleway vacation rentals we have selected for you start as low as CA $139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleway rentals

At Expedia, we put the best Middleway vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleway vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Middleway?

Yes, we give you a choice of vacation rentals near top sights in Middleway, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental that Middleway has to offer?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This vacation home rental near Middleway is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Middleway?

Explore the area and family-friendly sights such as Shenandoah Valley Discovery Museum, or get out into nature at a spot like Shenandoah Lake Beach. Locust Hill Golf Course and Summit Point Motorsports Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Middleway like?

Vacation rentals are private properties you can stay in for a long or short time in Middleway. Vacation rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips or small group gatherings.