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Middleway Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Middleway vacation rentals

Interior

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
7.6 out of 10, Good, (9 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is SAR 494
SAR 937 total
includes taxes & fees
29 Jun - 30 Jun
2-Bedroom cabin Hot tub Fireplace PS5
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 SAR 257
SAR 514 total
includes taxes & fees
9 Jul - 10 Jul
❤️ Secluded 1940s Romantic Tiny House on the River
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)
"Excellent stay at the cabin! My son and I had a wonderful time and really enjoyed the experience. Just one small suggestion — it may be helpful to provide a rake or some type of platform/tool to make brass pickup a little easier. Overall, we had a great time."
United States
ABIGAIL
The price is SAR 466
SAR 1,263 total
includes taxes & fees
8 Jul - 9 Jul
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Property grounds

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (48 reviews)
"Loved the place and area."
United States
Steve R.
Charming Cabin in the Woods with River Access
Dining

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (19 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
The price is SAR 1,353
SAR 2,176 total
includes taxes & fees
7 Jul - 8 Jul
Exclusive Wooded Chalet w Magnificent River Views
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 SAR 477
SAR 1,422 total
includes taxes & fees
16 Jul - 17 Jul
Cabin at the Gap | You Won't Believe the View!
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
9.8 out of 10, Exceptional, (204 reviews)
"This was an amazing experience to stay in a house that was here during the battle, look forward to may more visits while I see the place I love. "
United States
Dave W.
The price is SAR 545
SAR 657 total
includes taxes & fees
9 Jul - 10 Jul
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Terrace/patio

Hillside Hideaway in Lowertown Harpers Ferry

Hillside Hideaway in Lowertown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location for a visit to Harper’s Ferry "
United States
Evelyn C.
Hillside Hideaway in Lowertown Harpers Ferry
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.
Stone chalet w/ views & hot tub
Outdoor dining

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

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
The Woods
9.8 out of 10, Exceptional, (7 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 SAR 575
SAR 1,473 total
includes taxes & fees
20 Jul - 21 Jul
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Dining

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"JUST WHAT WE NEEDED. PROPERTY WAS EXACTLY AS ADVERTISED. THANK YOU"
United States
Dennis D.
The price is SAR 1,179
SAR 2,485 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Outdoor dining

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"My family and ai had an amazing stay at Deb and Alex’s rental in WV! It was easy to check-in, very clean, and had convenient amenities! Would definitely consider staying with them again!"
United States
Anonymous traveler
The price is SAR 1,272
SAR 2,307 total
includes taxes & fees
27 Jul - 28 Jul
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Interior

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.4 out of 10, Very Good, (63 reviews)
"Great location, spacious living area, plenty of linens, and excellent fire pit! "
United States
Maria Elena S.
The price is SAR 774
SAR 1,732 total
includes taxes & fees
30 Jun - 1 Jul
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
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 SAR 793
SAR 1,477 total
includes taxes & fees
30 Jun - 1 Jul
Hot Tub, Fire Pit, Deck, Screened Porch & More
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 SAR 372
SAR 706 total
includes taxes & fees
2 Jul - 3 Jul
Bring Your Own Boat - Meticulously restored house on the Potomac River
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 SAR 434
SAR 746 total
includes taxes & fees
5 Jul - 6 Jul
Beautiful, Historic, Hiking, Biking and C&O Canal
TV, fireplace, stereo, offices

Cozy chalet w/ forest views & hot tub

Cozy chalet w/ forest views & hot tub
The Woods
9.2 out of 10, Wonderful, (5 reviews)
"Great location for a family getaway to the great outdoors."
United States
Eric H.
The price is SAR 876
SAR 1,450 total
includes taxes & fees
8 Jul - 9 Jul
Cozy chalet w/ forest views & hot tub
Exterior

LUX Lakefront King Suites w/Dock, HotTub, Kayaks

LUX Lakefront King Suites w/Dock, HotTub, Kayaks
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"Amazing house and host! This is the perfect layout as each bedroom has a large bed and it's own bathroom. Beautiful views if the lake and mountain. "
United Kingdom
Tom V.
The price is SAR 7,124
SAR 8,199 total
includes taxes & fees
29 Jun - 30 Jun
LUX Lakefront King Suites w/Dock, HotTub, Kayaks
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)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
The price is SAR 879
SAR 1,430 total
includes taxes & fees
8 Jul - 9 Jul
Forest chalet w/ hot tub & BBQ grill
TV, fireplace

Chalet in Harpers Ferry

Chalet in Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (3 reviews)
The price is SAR 1,260
SAR 2,164 total
includes taxes & fees
29 Jun - 30 Jun
Chalet in Harpers Ferry
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Very convenient location. Ac was not working as great."
Ana Chris 1-night trip
Posted less than an hour ago
Travelodge by Wyndham Winchester

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.