Chewsville Vacation Rentals

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Our top choices for Chewsville vacation rentals

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (76 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is CA $93
CA $188 total
includes taxes & fees
Jun 10 - Jun 11
❤️ Secluded 1940s Romantic Tiny House on the River

Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
Walk to Stores: Home in Historic Shepherdstown!

Cozy Mountain Escape Near Whitetail Resort, Skiing, Golf & Hiking

Cozy Mountain Escape Near Whitetail Resort, Skiing, Golf & Hiking
Mercersburg
Cozy Mountain Escape Near Whitetail Resort, Skiing, Golf & Hiking

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.8 out of 10, Exceptional, (11 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 $137
CA $260 total
includes taxes & fees
May 29 - May 30
Bring Your Own Boat - Meticulously restored house on the Potomac River

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, (115 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is CA $138
CA $318 total
includes taxes & fees
Jun 3 - Jun 4
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
10.0 out of 10, Exceptional, (13 reviews)
"It was the perfect getaway with amazing views and relaxation."
United States
Natalie
The price is CA $417
CA $670 total
includes taxes & fees
Jun 17 - Jun 18
Mirror Villas - Modern Retreat with private hot tubs and mountain view

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, (101 reviews)
"Had a wonderful time!"
United States
Jesse K.
The price is CA $145
CA $337 total
includes taxes & fees
May 30 - May 31
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is CA $276
CA $461 total
includes taxes & fees
Jun 1 - Jun 2
Antietam Creek - Quiet 2 Bedroom Cabin

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (200 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is CA $200
CA $243 total
includes taxes & fees
Jun 1 - Jun 2
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is CA $187
CA $420 total
includes taxes & fees
Jun 1 - Jun 2
Charming "Cream of the Crop" Cape ~❤️of Middletown

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
8.4 out of 10, Very good, (5 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
The price is CA $93
CA $149 total
includes taxes & fees
Jun 1 - Jun 2
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81

BLISSFUL CAMPING is a charming 1-bedroom 24' RV in Chambersburg, Pa.

BLISSFUL CAMPING is a charming 1-bedroom 24' RV in Chambersburg, Pa.
Chambersburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $118
CA $160 total
includes taxes & fees
May 29 - May 30
BLISSFUL CAMPING is a charming 1-bedroom 24' RV in Chambersburg, Pa.

Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (23 reviews)
"Host was amazing and very nice"
United States
Skyler B.
The price is CA $180
CA $271 total
includes taxes & fees
Jun 1 - Jun 2
Galloping Getaway on the rolling hills of GemStone Stable

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (45 reviews)
"Loved the place and area."
United States
Steve R.
The price is CA $266
CA $470 total
includes taxes & fees
Jun 22 - Jun 23
Charming Cabin in the Woods with River Access

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
9.4 out of 10, Exceptional, (11 reviews)
"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "
United States
Morgan P.
The price is CA $111
CA $234 total
includes taxes & fees
Jun 4 - Jun 5
Cozy Pine Tree Nest

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (37 reviews)
"Great communication, very clean, beautiful views!"
United States
Lorie K.
The price is CA $149
CA $507 total
includes taxes & fees
Jun 9 - Jun 10
Antietam Look Out - Incredible Sunset Views!

Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
The price is CA $198
CA $273 total
includes taxes & fees
Jun 1 - Jun 2
Bin There Treehouse - A Grain Bin treehouse!

Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful and beautiful place ! Access to the park could not be better. The combination of the excellent owners / host with everything else that makes up this property makes it perfect !"
United States
Christopher J.
The price is CA $331
CA $551 total
includes taxes & fees
Jun 9 - Jun 10
Glamping Clear Spring Maryland 3-Cabin Campground

Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (22 reviews)
"Great place for a family weekend retreat. "
United States
Dina S.
The price is CA $138
CA $504 total
includes taxes & fees
Jun 1 - Jun 2
Peregrine's Perch - Cabin Overlooking the River!

Inns of Whitetail #209

Inns of Whitetail #209
Mercersburg
10.0 out of 10, Exceptional, (3 reviews)
"Great stay for the time we were there, right off the slopes."
United States
Robert M.
The price is CA $228
CA $408 total
includes taxes & fees
May 29 - May 30
Inns of Whitetail #209
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 Chewsville Hotel Reviews

Find out more about Chewsville

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 Chewsville. 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 Chewsville?

Yes, you can find vacation rentals close to well known points of interest in Chewsville, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Chewsville has to offer?

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath: Visitors like this Chewsville vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Chewsville?

Explore the area and family-friendly sights such as Hagerstown Roundhouse Museum, or get out into nature at a spot like Greenbrier State Park. Pennsylvania Dutch Market and Maryland Theater are a couple of places you'll find in the larger area.

What are vacation rentals like in Chewsville?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Chewsville. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.