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Appletown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Appletown vacation rentals

A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

1. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
$89 nightly
The price is $99
Nov 16 - Nov 17
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A rustic cabin interior with a wooden ceiling, a fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.

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

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (118 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
United States
Cindy B.
$210 nightly
The price is $223
Nov 15 - Nov 16
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

3. Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (162 reviews)
"Great little spot!"
United States
Shelby W.
$223 nightly
The price is $236
Nov 11 - Nov 12
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
A spacious living room with a high ceiling, large windows, a fireplace, and a dining area with a table set for six.

4. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (46 reviews)
"The house was as great! Plenty of space for 5 adults. Conveniently located to the areas we wanted to visit. Very quiet location"
United States
Melisa T.
$350 nightly
The price is $391
Nov 18 - Nov 19
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

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

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
10.0 out of 10, Exceptional, (71 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
$157 nightly
The price is $166
Nov 10 - Nov 11
Total with taxes and fees
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

6. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
10.0 out of 10, Exceptional, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
$220 nightly
The price is $233
Nov 11 - Nov 12
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A living room with a dining table, chairs, a sofa, and a television.

7. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely adorable, perfect location and well appointed. Would absolutely stay here again. Highly recommend and maybe if you’re lucky you’ll meet the little black cat who visited us!!"
United States
Abigail
$184 nightly
The price is $206
Nov 15 - Nov 16
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

8. Bright 2-Bed ADA Room|Free Parking

Bright 2-Bed ADA Room|Free Parking
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Bed firm yet cozy providing restful support during our stay of one night."
United States
Anonymous traveler
$63 nightly
The price is $71
Dec 1 - Dec 2
Total with taxes and fees
Bright 2-Bed ADA Room|Free Parking
A wooden cabin with a patio area, outdoor seating, and a fire pit.

9. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
$298 nightly
The price is $307
Nov 10 - Nov 11
Total with taxes and fees
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

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

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (77 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
$397 nightly
The price is $444
Nov 12 - Nov 13
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A compact kitchen with a coffee machine, microwave, and a small cart with kitchen tools.

11. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (18 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
$200 nightly
The price is $212
Nov 22 - Nov 23
Total with taxes and fees
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

12. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (56 reviews)
"Very comfortable and cozy. Our family had a great stay here."
United States
bethany c.
$234 nightly
The price is $261
Nov 12 - Nov 13
Total with taxes and fees
Charming Cabin in the Woods with River Access
A room with large windows, wooden floors, and a ceiling fan.

13. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (101 reviews)
"The cabin was clean, spacious, and"
United States
Daniel
$314 nightly
The price is $333
Nov 10 - Nov 11
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

14. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
United States
David R.
$174 nightly
The price is $184
Nov 10 - Nov 11
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
A patio with outdoor furniture, a pool, and a barbecue grill.

15. Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81

Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
Hedgesville
9.0 out of 10, Wonderful, (9 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
$81 nightly
The price is $91
Nov 10 - Nov 11
Total with taxes and fees
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

16. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
$335 nightly
The price is $355
Nov 19 - Nov 20
Total with taxes and fees
Walk to Stores: Home in Historic Shepherdstown!
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (148 reviews)
"Great location. Amenities were perfect for a little bit of an extended stay. Definitely will come back in the future"
United States
Dave T.
$231 nightly
The price is $245
Nov 12 - Nov 13
Total with taxes and fees
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.

18. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (110 reviews)
"This was our 4th stay and enjoyed every one!"
United States
Anonymous traveler
$189 nightly
The price is $209
Nov 10 - Nov 11
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
A two-story house with a porch decorated with string lights and garlands.

19. 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, (13 reviews)
"We had a very comfortable stay. The apartment was clean, well-equipped, and had everything we needed. The instructions were clear, and the host was responsive and helpful throughout our stay. Parking was a little challenging, but aside from that, everything was great. We would happily stay here again!"
United States
Kamakshi B.
$217 nightly
The price is $230
Nov 10 - Nov 11
Total with taxes and fees
Historic Getaway near C&O Canal, hiking and biking
A log cabin interior with a wooden bench, a leather sofa, a coffee table, and a bookshelf.

20. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
$200 nightly
The price is $212
Nov 25 - Nov 26
Total with taxes and fees
Cozy Downtown Cabin - Family Friendly
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 Appletown Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"Was very clean enjoyed our stay the only complaint we have is that the shower was not hot enough. Staff was friendly, room was clean. Breakfast was good."
Marianna 1-night trip
Posted 11 hours ago
Clarion Inn Harpers Ferry - Charles Town

Find out more about Appletown

Everything you need to know about Appletown vacation rentals

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

Appletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Appletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Appletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Appletown rentals

At Expedia, we put the best Appletown vacation 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 Appletown 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 Appletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Appletown. 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

Can I find vacation rentals in Appletown?

Yes, you can find vacation rentals near top local attractions in Appletown, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Appletown?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: Visitors like this Appletown vacation home rental. It is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Crystal Grottoes Caverns. Big Cork Vineyards and Greenbrier State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Appletown?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Appletown. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.