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Appletown Vacation Rentals

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Our top choices for Appletown vacation rentals

1. 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, (75 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is CA $223
CA $642 total
includes taxes & fees
Oct 28 - Oct 29
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (86 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is CA $65
CA $159 total
includes taxes & fees
Oct 15 - Oct 16
❤️ Secluded 1940s Romantic Tiny House on the River

3. 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, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is CA $213
CA $475 total
includes taxes & fees
Oct 4 - Oct 5
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

4. 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, (116 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.
The price is CA $206
CA $403 total
includes taxes & fees
Oct 24 - Oct 25
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

5. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"We loved staying here, and walking into town to.explore. The kitchen was well stocked, and the tub was.perfect for soaking after a long day hiking."
United States
Alexandra Z.
The price is CA $213
CA $372 total
includes taxes & fees
Oct 18 - Oct 19
Quaint Mini Cottage in Shepherdstown - Walking Distance

6. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (98 reviews)
"We had a great stay! Everything was clean & well organized. The house was well stocked with everything we need. We would definitely stay here again."
United States
Stephen V.
The price is CA $284
CA $472 total
includes taxes & fees
Oct 4 - Oct 5
Antietam Creek - Quiet 2 Bedroom Cabin

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is CA $135
CA $359 total
includes taxes & fees
Oct 4 - Oct 5
Charming "Cream of the Crop" Cape ~❤️of Middletown

8. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is CA $386
CA $445 total
includes taxes & fees
Oct 5 - Oct 6
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

9. Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!

Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!
Sharpsburg
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed the views."
United States
Shena M.
Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!

10. 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, (18 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is CA $391
CA $639 total
includes taxes & fees
Oct 19 - Oct 20
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

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

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (17 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
The price is CA $87
CA $291 total
includes taxes & fees
Oct 4 - Oct 5
Patty's Place - Private and Convenient Apartment near Downtown

12. C&O Canal Towpath Loft | Downtown Brunswick, MD

C&O Canal Towpath Loft | Downtown Brunswick, MD
Brunswick
The price is CA $125
CA $301 total
includes taxes & fees
Nov 2 - Nov 3
C&O Canal Towpath Loft | Downtown Brunswick, MD

13. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (1 review)
"Cute little cabin. Perfect for our 1 night stay for a concert in the area. Im just sad we left the kids at home cause they would have loved it too!"
United States
Laura K.
The price is CA $284
CA $342 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Downtown Cabin - Family Friendly

14. Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (21 reviews)
"The place was nice and cozy"
United States
Andrew E.
The price is CA $153
CA $285 total
includes taxes & fees
Oct 4 - Oct 5
Loft Apt Just off C&O near Harpers Ferry and AT

15. 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)
"Very friendly host who made communications easy. We left our iPad behind and they called us right away. The apartment was large, beds were comfortable, and the bathroom renovation was beautiful with a great shower. It is about a block from the C&O trail plus free parking on the property."
United States
Kelly
The price is CA $188
CA $357 total
includes taxes & fees
Oct 7 - Oct 8
Historic Getaway near C&O Canal, hiking and biking

16. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
The price is CA $107
CA $317 total
includes taxes & fees
Oct 5 - Oct 6
Cozy, dog-friendly, downtown

17. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is CA $119
CA $332 total
includes taxes & fees
Oct 7 - Oct 8
Pet-friendly, heart of downtown

18. 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, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is CA $135
CA $359 total
includes taxes & fees
Oct 4 - Oct 5
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

19. 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, (66 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is CA $293
CA $650 total
includes taxes & fees
Oct 4 - Oct 5
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

20. 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.
The price is CA $164
CA $284 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful, Historic, Hiking, Biking and C&O Canal
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

Find out more about Appletown

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 Appletown. 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

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.