Middleway Vacation Rentals

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Our top choices for Middleway vacation rentals

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
8.6 out of 10, Excellent, (4 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is CA $223
CA $389 total
includes taxes & fees
Apr 14 - Apr 15
2-Bedroom cabin Hot tub Fireplace PS5

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is CA $277
CA $462 total
includes taxes & fees
Apr 14 - Apr 15
Antietam Creek - Quiet 2 Bedroom Cabin

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (73 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is CA $90
CA $184 total
includes taxes & fees
Apr 20 - Apr 21
❤️ Secluded 1940s Romantic Tiny House on the River

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (42 reviews)
"We only stayed 2 nights for a little getaway, but this fit the bill perfectly. Everything was clean and comfortable, and the host was very responsive. Will be looking to stay again when the weather is warmer! "
United States
Matthew M.
The price is CA $180
CA $448 total
includes taxes & fees
Apr 26 - Apr 27
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (17 reviews)
"The entire stay was wonderful. Fantastic views. "
United States
Downer F.
The price is CA $353
CA $657 total
includes taxes & fees
Apr 14 - Apr 15
Exclusive Wooded Chalet w Magnificent River Views

MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS
The Woods
9.8 out of 10, Exceptional, (27 reviews)
"Enjoyed our stay tremendously. Perfect spot for a quiet getaway. Loved the main bedroom and hot tub. "
United States
Graham B.
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
10.0 out of 10, Exceptional, (9 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 CA $104
CA $223 total
includes taxes & fees
Apr 14 - Apr 15
Bring Your Own Boat - Meticulously restored house on the Potomac River

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
8.2 out of 10, Very good, (60 reviews)
"Great location, spacious living area, plenty of linens, and excellent fire pit! "
United States
Maria Elena S.
The price is CA $285
CA $512 total
includes taxes & fees
Apr 14 - Apr 15
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Fireplace, Fire Pit & Resort Amenities

Fireplace, Fire Pit & Resort Amenities
The Woods
10.0 out of 10, Exceptional, (2 reviews)
"It was a super cute place with the perfect amount of room. The owner reached out to me everyday to make sure it all went well which was appreciated. I will definitely come back! "
United States
Omar m.
The price is CA $223
CA $441 total
includes taxes & fees
Apr 19 - Apr 20
Fireplace, Fire Pit & Resort Amenities

Secluded Retreat w Hot Tub, FirePit & Pool Access

Secluded Retreat w Hot Tub, FirePit & Pool Access
The Woods
9.0 out of 10, Wonderful, (17 reviews)
"Great location"
United States
Heather M.
Secluded Retreat w Hot Tub, FirePit & Pool Access

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)
"For visiting Harpers Ferry, location was ideal."
United States
Barbara W.
The price is CA $160
CA $278 total
includes taxes & fees
Apr 14 - Apr 15
Beautiful, Historic, Hiking, Biking and C&O Canal

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, (86 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is CA $164
CA $419 total
includes taxes & fees
Apr 14 - Apr 15
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

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

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
10.0 out of 10, Exceptional, (22 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is CA $118
CA $358 total
includes taxes & fees
Apr 15 - Apr 16
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Cozy w Fireplace, Fire Pit, Wifi & Pool Access

Cozy w Fireplace, Fire Pit, Wifi & Pool Access
The Woods
9.8 out of 10, Exceptional, (59 reviews)
"The host was very responsive whenever I texted about questions and doing a check in the day of and a check in the day of checkout. The house was beautiful and well maintained and any minor issues I had were quickly addressed. I would definitely stay at this house in the future. "
United States
Paula M.
The price is CA $230
CA $556 total
includes taxes & fees
Apr 14 - Apr 15
Cozy w Fireplace, Fire Pit, Wifi & Pool Access

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Harpers Ferry
9.2 out of 10, Wonderful, (32 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 CA $255
CA $448 total
includes taxes & fees
Apr 21 - Apr 22
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is CA $223
CA $461 total
includes taxes & fees
Apr 14 - Apr 15
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Hillside Hideaway in Lowertown Harpers Ferry

Hillside Hideaway in Lowertown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (20 reviews)
"The house is in a perfect spot to explore downtown Harpers Ferry! So much history within walking distance and so many beautiful homes. "
United States
Anonymous traveller
The price is CA $457
CA $723 total
includes taxes & fees
Apr 14 - Apr 15
Hillside Hideaway in Lowertown Harpers Ferry

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is CA $346
CA $584 total
includes taxes & fees
Apr 20 - Apr 21
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Renovated cabin w/ hot tub & fire pit

Renovated cabin w/ hot tub & fire pit
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 CA $255
CA $429 total
includes taxes & fees
Apr 14 - Apr 15
Renovated cabin w/ hot tub & fire pit

Cozy cabin w/hot tub & game room

Cozy cabin w/hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"Tony always answered my texts immediately and was very easy to work with. The place was just as expected; it was comfortable and all amenities were available. Towels were laid out on the beds and the comforters were cute and cozy. The place is well worn; some appliances, mostly gas stove and microwave and towel hooks were very worn out but still useable. We loved all of the amenities, space and privacy in this cabin. We would stay here again. "
United States
Jenifer D.
The price is CA $206
CA $425 total
includes taxes & fees
Apr 14 - Apr 15
Cozy cabin w/hot tub & game room
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

Find out more about Middleway

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middleway. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This vacation home rental near Middleway offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Chesapeake and Ohio Canal. Summit Point Motorsports Park and Charles Town Library 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.