Middleway Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

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
9.8 out of 10, Exceptional, (76 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is ￥10,315
￥21,168 total
includes taxes & fees
Jun 1 - Jun 2
❤️ 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, (11 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 ￥15,759
￥29,939 total
includes taxes & fees
May 27 - May 28
Bring Your Own Boat - Meticulously restored house on the Potomac River
House (3 Bedrooms) | Interior

Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
The price is ￥14,780
￥56,367 total
includes taxes & fees
Jun 6 - Jun 7
Walk to Stores: Home in Historic Shepherdstown!
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, (6 reviews)
"Clean, great location, and charming/updated space. Highly recommend! Host was super communicative and helpful!! "
United States
Kaitlin L.
The price is ￥20,979
￥39,421 total
includes taxes & fees
Jun 8 - Jun 9
Historic Getaway near C&O Canal, hiking and biking
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (36 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is ￥17,032
￥61,809 total
includes taxes & fees
Jun 9 - Jun 10
Rebels Rest - Cabin with Enchanting Sunset Views!
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (37 reviews)
"Great communication, very clean, beautiful views!"
United States
Lorie K.
The price is ￥17,191
￥58,116 total
includes taxes & fees
Jun 9 - Jun 10
Antietam Look Out - Incredible Sunset Views!
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, (69 reviews)
"Very quiet cabin. Nicely situated between Charles Town and Harper’s Ferry. "
United States
Kelly R.
The price is ￥21,171
￥62,857 total
includes taxes & fees
May 31 - Jun 1
Blue Ridge Getaway - Sunset Views, A.T. Access
Outdoor dining

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
The Woods
9.6 out of 10, Exceptional, (5 reviews)
"It was great There is other cabins close by but most of them didn’t have anybody in them and no one bothered us "
United States
sherry h.
The price is ￥10,745
￥46,166 total
includes taxes & fees
May 27 - May 28
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Exterior

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (200 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is ￥23,045
￥27,797 total
includes taxes & fees
Jun 8 - Jun 9
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Interior

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 ￥15,918
￥54,051 total
includes taxes & fees
May 28 - May 29
Cabin at the Gap | You Won't Believe the View!
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, (22 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
The price is ￥15,918
￥57,916 total
includes taxes & fees
Jun 2 - Jun 3
Lake View Retreat - Cottage Near a Peaceful Lake!
Outdoor spa tub

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, (22 reviews)
"Great view, very secluded"
United States
Matt s.
The price is ￥15,918
￥60,243 total
includes taxes & fees
May 27 - May 28
Cottage w/ Hot Tub and 100-Mile Valley 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, (37 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is ￥15,918
￥62,701 total
includes taxes & fees
Jun 1 - Jun 2
Secluded Cabin a Stone's Throw From the A.T.!
Exterior detail

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (61 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is ￥15,734
￥28,471 total
includes taxes & fees
Jun 8 - Jun 9
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Dining

The Oculus - Huge Cabin with a Hot Tub!

The Oculus - Huge Cabin with a Hot Tub!
Harpers Ferry
9.6 out of 10, Exceptional, (29 reviews)
"Wonderful communication with the host and we loved the hot tub surrounded by natural beauty "
United States
Lisa P.
The price is ￥15,918
￥69,288 total
includes taxes & fees
Jun 9 - Jun 10
The Oculus - Huge Cabin with a Hot Tub!
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 ￥15,918
￥54,051 total
includes taxes & fees
Jun 8 - Jun 9
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio

Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (11 reviews)
"We had a great stay "
United States
Lauren O.
The price is ￥15,918
￥64,146 total
includes taxes & fees
May 28 - May 29
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer."
United States
tracey b.
The price is ￥30,098
￥51,786 total
includes taxes & fees
Jun 9 - Jun 10
Forest chalet w/ hot tub & BBQ grill
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, (89 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is ￥30,197
￥61,741 total
includes taxes & fees
Jun 9 - Jun 10
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Exterior detail

Silo Tiny House Cabin

Silo Tiny House Cabin
Harpers Ferry
8.8 out of 10, Excellent, (21 reviews)
"The host was extremely responsive and the house was lovely!"
United States
Ingrid M.
The price is ￥22,886
￥41,029 total
includes taxes & fees
Jun 2 - Jun 3
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

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

10/10 Excellent
"Room was clean. Bed comfortable. Shuttle to casino very convenient and runs till 2am. Breakfast was good with many choices and serving staff very kind and helpful. Great place to stay in Charlestown WV"
Kathleen 1-night trip
Posted 5 hours ago
Hampton Inn & Suites Charles Town

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?

Terra Alta - Incredible River Views and Hot Tub!: This vacation home rental near Middleway is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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. Summit Point Motorsports Park and Old Opera House 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.