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Middleway Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middleway vacation rentals

A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

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

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful location and property."
United States
Helen F.
$294 nightly
The price is $327
Sep 25 - Sep 26
Total with taxes and fees
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A living room with a dining table, chairs, a sofa, and a television.

2. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (24 reviews)
"Host let us in a bit early which was nice!"
United States
John
$197 nightly
The price is $219
Sep 7 - Sep 8
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance
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
9.8 out of 10, Exceptional, (83 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
$99 nightly
The price is $110
Oct 5 - Oct 6
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A modern building with a patio area, a fire pit, and a view of a river and forest.

4. 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.
$306 nightly
The price is $341
Sep 7 - Sep 8
Total with taxes and fees
Cabin at the Gap | You Won't Believe the View!
A deck with outdoor seating and a lake view.

5. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
9.8 out of 10, Exceptional, (9 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
$211 nightly
The price is $235
Sep 13 - Sep 14
Total with taxes and fees
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

6. Stone chalet w/ views & hot tub

Stone chalet w/ views & hot tub
Gerrardstown
9.0 out of 10, Wonderful, (43 reviews)
"Lovely, cozy cabin. Hot tub was very relaxing. Overall a wonderful place to stay."
United States
Michael H.
$277 nightly
The price is $298
Sep 21 - Sep 22
Total with taxes and fees
Stone chalet w/ views & hot tub
A hot tub outside a building with a view of autumn trees.

7. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$306 nightly
The price is $341
Sep 10 - Sep 11
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A hot tub in a forested area with a rocky ground and trees.

8. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
$328 nightly
The price is $365
Sep 7 - Sep 8
Total with taxes and fees
The Blue Jay | New House in the Woods w/ Hot Tub
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

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

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (76 reviews)
"This was an absolutely amazing stay. Beautiful location, extremely comfortable. Well stocked kitchen. Wonderful hot tub. Perfection for a getaway."
United States
Andrew L.
$328 nightly
The price is $365
Sep 7 - Sep 8
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
A hot tub with a view of a forested landscape during sunset.

10. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveler
$340 nightly
The price is $378
Sep 14 - Sep 15
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
A spacious room with a large dining table, white chairs, and a ceiling fan.

11. 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, (102 reviews)
"Great property, host was very communicative!"
United States
Lizzy H.
$325 nightly
The price is $362
Sep 7 - Sep 8
Total with taxes and fees
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A room with a large window overlooking a forested area.

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

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (20 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.
$351 nightly
The price is $391
Sep 8 - Sep 9
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A spacious living area with a stone wall, a fireplace, a blue sofa, and a kitchen with wooden cabinets and a large window.

13. Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Gerrardstown
7.8 out of 10, Good, (20 reviews)
"Nice relaxing place. Enjoyed it very much."
United States
Scott K.
$288 nightly
The price is $311
Sep 7 - Sep 8
Total with taxes and fees
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

14. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
$406 nightly
The price is $452
Sep 22 - Sep 23
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!

15. 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.
$298 nightly
The price is $331
Sep 7 - Sep 8
Total with taxes and fees
Forest 2BR chalet w/ hot tub & backyard
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, (42 reviews)
"Nice view . Perfect for a boys stay"
United States
Ahffan k.
$365 nightly
The price is $406
Sep 16 - Sep 17
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!
A bedroom with a large bed, a bench, a chair, a nightstand, and a wall with decorative plates.

17. Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (19 reviews)
"Overall good property- close location to all attractions"
United States
Trisha P.
$384 nightly
The price is $417
Sep 7 - Sep 8
Total with taxes and fees
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

18. Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay!"
United States
Olivia T.
$350 nightly
The price is $390
Sep 7 - Sep 8
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

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

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 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.
$437 nightly
The price is $487
Sep 21 - Sep 22
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A cylindrical metal building with a lit entrance, surrounded by trees.

20. Silo Tiny House Cabin

Silo Tiny House Cabin
Harpers Ferry
8.2 out of 10, Very Good, (30 reviews)
"Cozy & Charming! Love the location! Really enjoyed our stay in the "Tiny House Silo!""
United States
Stephanie B.
$266 nightly
The price is $296
Sep 7 - Sep 8
Total with taxes and fees
Silo Tiny House Cabin
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

Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

10/10 Excellent
"Colorful"
Jonathan 2-night trip
Posted 1 hour ago
Tru By Hilton Martinsburg

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Middleway in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath: This vacation home rental near Middleway is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Middleway?

Explore the area and family-friendly sights such as For the Kids, By George Children's 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.