Middleway Holiday Rentals

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Our top choices for Middleway holiday rentals

9.8 out of 10, Exceptional, (66)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is NZ$180
includes taxes & fees
6 Jan - 7 Jan 2026
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
The price is NZ$278
includes taxes & fees
4 Jan - 5 Jan 2026
Bring Your Own Boat - Meticulously restored house on the Potomac River
2.0 star property
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is NZ$648
includes taxes & fees
8 Jan - 9 Jan 2026
Aslan's How - Cabin with Valley Views & Hot Tub!
2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is NZ$478
includes taxes & fees
6 Jan - 7 Jan 2026
2-Bedroom cabin Hot tub Fireplace PS5
9.2 out of 10, Wonderful, (30)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
United States
Kelly
The price is NZ$538
includes taxes & fees
20 Jan - 21 Jan 2026
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is NZ$619
includes taxes & fees
15 Jan - 16 Jan 2026
Lake View Retreat - Cottage Near a Peaceful Lake!
9.8 out of 10, Exceptional, (65)
"Great stay! We would book again. "
United States
Sam F.
The price is NZ$626
includes taxes & fees
6 Jan - 7 Jan 2026
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
10.0 out of 10, Exceptional, (2)
"Weston was very welcoming and was prompt to answer any questions leading up to the trip. The home was clean and cozy. Although we didn’t use them due to weather, we enjoyed having the option to use the hot tub and fire pit. "
United States
Jaclyn K.
The price is NZ$480
includes taxes & fees
4 Jan - 5 Jan 2026
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
9.4 out of 10, Exceptional, (11)
"We had a fabulous time and highly recommend this rental."
United States
Amber H.
The price is NZ$449
includes taxes & fees
11 Jan - 12 Jan 2026
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
10.0 out of 10, Exceptional, (31)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is NZ$624
includes taxes & fees
14 Jan - 15 Jan 2026
Peaceful Lakefront Cottage with Mountain Views!
10.0 out of 10, Exceptional, (16)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is NZ$314
includes taxes & fees
3 Jan - 4 Jan 2026
Loft Apt Just off C&O near Harpers Ferry and AT
2.0 star property
10.0 out of 10, Exceptional, (1)
"This unique gem was resurrected and rebirthed. It screams creativity and provides all of the comforts of home with the perfect balance between modern conveniences and days of yore. Great location for Harper’s Ferry goers. Definitely cannot say enough good things because it’s one helluva of a place to rest."
United States
Kelly G.
The price is NZ$317
includes taxes & fees
31 Dec - 1 Jan 2026
1800s Cozy Kitchen House in Berryville
10.0 out of 10, Exceptional, (23)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
The price is NZ$769
includes taxes & fees
15 Jan - 16 Jan 2026
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
10.0 out of 10, Exceptional, (83)
"This is a super cute mountain cabin that has been completely redone with some pretty high end finishes. Our family thoroughly enjoyed our quick visit!"
United States
Sara S.
The price is NZ$493
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
9.6 out of 10, Exceptional, (9)
"Loved the hot tub and fire pit. Dogs enjoyed the secluded property."
United States
Sean R.
The price is NZ$435
includes taxes & fees
14 Jan - 15 Jan 2026
Modern w Mountain Views, Hot Tub, Deck & Fire Pit

Apartment in Cross Junction

The Little Red Schoolhouse
9.8 out of 10, Exceptional, (13)
"Lovely two night stay. The hot tub was clean and enjoyable as quick get away for my husband and me. Would absolutely stay again and refer others to do the same. "
United States
Nikki B.
The price is NZ$331
includes taxes & fees
5 Jan - 6 Jan 2026
The Little Red Schoolhouse
10.0 out of 10, Exceptional, (16)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
The price is NZ$673
includes taxes & fees
7 Jan - 8 Jan 2026
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
9.8 out of 10, Exceptional, (43)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
The price is NZ$292
includes taxes & fees
5 Jan - 6 Jan 2026
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (31)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is NZ$648
includes taxes & fees
5 Jan - 6 Jan 2026
Rebels Rest - Cabin with Enchanting Sunset Views!
8.2 out of 10, Very good, (11)
"Our team had a fantastic stay at the chalet cabin rental. The hot tub, BBQ grille, and fire pit were all great amenities, and the wifi was a nice bonus. The huge primary suite upstairs and reading loft provided enough space for everyone to have their own space. We would highly recommend this chalet for work retreats or any group getaway"
United States
Manuel T.
The price is NZ$496
includes taxes & fees
19 Jan - 20 Jan 2026
Fireplace, Wraparound Deck, & WiFi at Chalet 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

Find out more about Middleway

Everything you need to know about Middleway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleway holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleway holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleway rentals

At Expedia, we put the best Middleway holiday 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 holiday.

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 holiday rentals in Middleway?

Yes, there are holiday rentals close to the most popular sights in Middleway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middleway has to offer?

Hot tub, Campfire ring and great location!: This holiday home rental outside of Middleway is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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 wider area.

What’s a holiday rental in Middleway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleway. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.