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Middleway Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Middleway vacation rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (79 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is ￥10,455
￥21,455 total
includes taxes & fees
Jul 13 - Jul 14
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.8 out of 10, Exceptional, (13 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is ￥15,973
￥30,345 total
includes taxes & fees
Jul 6 - Jul 7
Bring Your Own Boat - Meticulously restored house on the Potomac River
Smart TV, fireplace

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

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (72 reviews)
"We had such a lovely weekend staying here. Eddie, the property manager, was wonderful, check-in and check-out were incredibly easy, and the house was spotless. It truly felt like staying in a family home, and we were treated like family during our stay.The location is the perfect distance from Harpers Ferry, with great trails, delicious restaurants, and wineries nearby. The views from the house and surrounding area were absolutely out of this world, and we couldn’t have asked for a better place...
United States
Ashley M.
The price is ￥26,460
￥73,575 total
includes taxes & fees
Jul 19 - Jul 20
Blue Ridge Getaway - Sunset Views, A.T. Access
Dining

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (93 reviews)
"This is a beautiful, clean, traquil and relaxing home away from home. The beds are comfortable, the living space is open and full of light during the day. The hosts have made great efforts to make this a family and/or couple friendly destination. Our dog was welcomed and enjoyed her stay (being with her people). The views are spectacular."
United States
Deb K.
The price is ￥26,976
￥58,386 total
includes taxes & fees
Jul 7 - Jul 8
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
The price is ￥16,134
￥58,873 total
includes taxes & fees
Jul 6 - Jul 7
Lake View Retreat - Cottage Near a Peaceful Lake!
Terrace/patio

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.
The price is ￥22,265
￥63,502 total
includes taxes & fees
Jul 23 - Jul 24
Woodsy Retreat with a Hot Tub and Seasonal Views!
Smart TV

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, (18 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 ￥16,134
￥63,552 total
includes taxes & fees
Jul 22 - Jul 23
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Smart TV, fireplace, video games, DVD player

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Cross Junction
9.6 out of 10, Exceptional, (82 reviews)
"The cabin was amazing, very rustic, it had everything that we could need to be comfortable, the shooting range was a great extra feature, we will definitely return."
United States
Patricia R.
The price is ￥20,038
￥53,547 total
includes taxes & fees
Jul 15 - Jul 16
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Outdoor dining

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, (6 reviews)
The price is ￥27,105
￥65,549 total
includes taxes & fees
Jul 18 - Jul 19
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Interior

Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (20 reviews)
"The place was nice and cozy"
United States
Andrew E.
The price is ￥17,392
￥32,802 total
includes taxes & fees
Jul 10 - Jul 11
Loft Apt Just off C&O near Harpers Ferry and AT
TV, fireplace

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (68 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is ￥20,490
￥65,060 total
includes taxes & fees
Jul 8 - Jul 9
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Property grounds

Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (10 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is ￥22,943
￥45,100 total
includes taxes & fees
Jul 6 - Jul 7
Lunar Loft, with mountain views
Smart TV, fireplace

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, (39 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is ￥16,134
￥61,671 total
includes taxes & fees
Jul 21 - Jul 22
Secluded Cabin a Stone's Throw From the A.T.!
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is ￥22,910
￥66,640 total
includes taxes & fees
Jul 8 - Jul 9
Antietam Look Out - Incredible Sunset Views!
Exterior

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"The host was extremely welcoming and kind to us. We spent a week here and loved our stay. We are so grateful to have been able to stay here with Kim and Todd. "
United States
Christina H.
The price is ￥18,635
￥32,067 total
includes taxes & fees
Jul 6 - Jul 7
Beautiful, Historic, Hiking, Biking and C&O Canal
Interior

Hot Tub, Fire Pit, Deck, Screened Porch & More

Hot Tub, Fire Pit, Deck, Screened Porch & More
Berkeley Springs
10.0 out of 10, Exceptional, (2 reviews)
"Amazing property that included our dogs, who loved the screen porch in the beautiful nature setting. We loved the hot tub, making a fire in the fireplace, and cooking up good food on the grill. Host is very thoughtful about items left for guests they may have forgotten. Overall, we a very lovely stay Highly recommend"
United States
Vivian B.
The price is ￥29,209
￥57,869 total
includes taxes & fees
Jul 7 - Jul 8
Hot Tub, Fire Pit, Deck, Screened Porch & More
Property grounds

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.8 out of 10, Exceptional, (6 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is ￥17,747
￥68,743 total
includes taxes & fees
Jul 6 - Jul 7
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Property grounds

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

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is ￥20,813
￥61,509 total
includes taxes & fees
Jul 19 - Jul 20
Cabin at the Gap | You Won't Believe the View!
Exterior

Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"It was wonderful "
United States
Andrew E.
The price is ￥21,297
￥40,532 total
includes taxes & fees
Jul 6 - Jul 7
Historic Getaway near C&O Canal, hiking and biking
Property grounds

Stone chalet w/ views & hot tub

Stone chalet w/ views & hot tub
Gerrardstown
9.2 out of 10, Wonderful, (41 reviews)
"The cabin was cozy. We enjoyed the fireplace nightly as well as the hot tub.The cabin was clean and the host was very responsive. "
United States
gail h.
The price is ￥32,281
￥59,731 total
includes taxes & fees
Aug 2 - Aug 3
Stone chalet w/ views & hot tub
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

Hillbrook Inn

Hillbrook Inn

10/10 Excellent
"It was a very quiet and peaceful stay and the staff were beyond courteous"
Christopher 1-night trip
Posted 10 hours ago
Hillbrook Inn

Find out more about Middleway

Search for holiday rentals in Middleway on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleway using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleway!

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?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: This vacation home rental near Middleway offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Mackintosh Fruit Farm. 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.