Appletown Holiday Rentals

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Holiday Rentals in Appletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (47)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is AU$172
includes taxes & fees
3 Dec - 4 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is AU$346
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (60)
"Clean cozy row home. Easy walk to downtown attractions. House gave excellent recommendations for food and things to see. Would definitely stay again at this property "
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (76)
"We were visiting with family in Boonsboro and arrived late in the evening and left by 9am, but everything was there that we would have needed for a longer stay, which we have planned for Thanksgiving. Kitchen was very well equipped, the space was inviting, the beds were comfy and the view out the back was great, Looking forward to our return!"
The price is AU$520
includes taxes & fees
26 Nov - 27 Nov
Antietam Creek - Quiet 2 Bedroom Cabin

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (25)
"When I booked this stay, I didn’t realize how much history we would be surrounded by! Museums, shops and great restaurants within walking distance. Plenty of hiking all around with access to the Appalachian trail. Access to e-bikes. Breweries and groceries just a short drive away"
The price is AU$294
includes taxes & fees
12 Dec - 13 Dec
Best location! The Pullman Apt @ historic 1799 Inn

Antietam Toll House~ an historic waterfront cabin

9.8 out of 10, Exceptional, (68)
"Well maintained property; loved the fenced yards for my dog and our walks along the creek. "
The price is AU$436
includes taxes & fees
26 Nov - 27 Nov
Antietam Toll House~ an historic waterfront cabin

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (113)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (121)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (21)
"Our stay at this vacation home was very enjoyable! The house was clean, well maintained and comfortable. It is located on a nice piece of property with a beautiful view of the Shenandoah River. The owner provided a lot of necessities like bed sheets, bath towels, soap, shampoo and even coffee supplies. The house is up to date and has a nice basement entertainment area. The fire pit area near the river was probably our favorite amenity. We enjoyed it on a couple evenings while enjoying the...
Waterfront property in Harpers Ferry - Private River Access

Hot Tub, Poker Table, River Access & Kayaks and Wineries

9.6 out of 10, Exceptional, (17)
"My extended family met in Harper’s Ferry for a hiking weekend, and this was a perfect home base! Enough room for 8 of us plus dogs, and a beautiful outdoor space. We will definitely be back!"
The price is AU$644
includes taxes & fees
2 Dec - 3 Dec
Hot Tub, Poker Table, River Access & Kayaks and Wineries

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

9.8 out of 10, Exceptional, (50)
"The place was adorable. The view was amazing!"
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Wild And Wonderful Silos

9.2 out of 10, Wonderful, (5)
"Heated mattress was the best. Thank you! "
The price is AU$493
includes taxes & fees
2 Dec - 3 Dec
Wild And Wonderful Silos

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (25)
"Perfect property for 5 adult women who love to have their own room! Plus each of us could have our own bathroom! Lots of good gathering space but plenty of places for solitude. Great hiking. Awesome stay"
White House Inn - Historic Home in Harpers Ferry!

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (103)
"comfortable, clean and charming townhouse in the heart of downtown Frederick. I especially liked the decor (including a pac man that really works!) and the landscaped outdoor area with seating. "
The price is AU$488
includes taxes & fees
22 Dec - 23 Dec
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very good, (25)
"Quaint adorable cabin nestled next to battlefields and short drive to Harpers Ferry. Beautiful deck in back overlooking woods. We hiked at various lookouts and did the ranger talk in town (highly recommend). Magical 3 day 2 nights. Completely relaxed! "
Serene Log Cabin Nestled Among the Battlefields

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is AU$348
includes taxes & fees
1 Dec - 2 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Enchanting Cottage, walk to Downtown Harpers Ferry

10.0 out of 10, Exceptional, (33)
"The cottage was very quaint. Peaceful. Walked to Harper's Ferry. Did some hiking. When into Charles Town to antique shop. Went to the Harper's Ferry Brewery."
The price is AU$515
includes taxes & fees
3 Dec - 4 Dec
Enchanting Cottage, walk to Downtown Harpers Ferry

Shade Tree Cabin Near Harpers Ferry Casino Race Track

10.0 out of 10, Exceptional, (25)
"Chekc in was great, the property is amazing!"
The price is AU$1,118
includes taxes & fees
26 Nov - 27 Nov
Shade Tree Cabin Near Harpers Ferry Casino Race Track
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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Other types of properties in Appletown you may be interested in

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1019)
"Nice breakfast "
The price is AU$128
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3.0 star property
8.4 out of 10, Very good, (1074)
"The room was very clean and the staff very welcoming. "
The price is AU$167
includes taxes & fees
8 Dec - 9 Dec
Country Inn & Suites by Radisson, Hagerstown, MD

Hilton Garden Inn Frederick

3.0 star property
8.8 out of 10, Excellent, (1053)
"I like the place because it’s clean and quiet "
The price is AU$202
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Frederick
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Appletown?

Yes, there are holiday rentals close to the most popular sights in Appletown, 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 Appletown has to offer?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Appletown is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind.

What can I see and do in Appletown?

Explore the area and family-friendly sights such as Hagerstown Roundhouse Museum, or get out into nature at a spot like Greenbrier State Park. Big Cork Vineyards and Antietam National Cemetery are a couple of places you'll find in the wider area.

What are holiday rentals like in Appletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Appletown. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.