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Chewsville Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chewsville vacation rentals

A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

1. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (4 reviews)
"This place was amazing! Every little detail was thought of, and makes for just an incredible, delightful stay. Has all the amenities of what you’d expect in a home, yet has the unique appeal of a fantastic little treehouse!!"
United States
Whiskey Dent G.
$209 nightly
The price is $210
Sep 23 - Sep 24
Total with taxes and fees
Bin There Treehouse - A Grain Bin treehouse!
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

2. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (19 reviews)
"The host is super friendly and responsive. The unit is very clean and worked great for our needs. The location is close to Gettysburg, but allowed us to get out of town a bit, and into the beautiful countryside."
United States
Jeff D.
$167 nightly
The price is $185
Sep 23 - Sep 24
Total with taxes and fees
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A building with a red brick pathway leading to a white metal fence.

3. Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Carrie was very responsive and helpful. The location is as advertised. Would stay again for sure."
United States
Mark P.
$295 nightly
The price is $313
Oct 2 - Oct 3
Total with taxes and fees
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

4. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (6 reviews)
$213 nightly
The price is $225
Sep 23 - Sep 24
Total with taxes and fees
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A hotel room with two beds, a desk, and a wardrobe.

5. Spacious 2-Bed Queen | Free Parking

Spacious 2-Bed Queen | Free Parking
Hagerstown
$70 nightly
The price is $78
Oct 7 - Oct 8
Total with taxes and fees
Spacious 2-Bed Queen | Free Parking
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

6. 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, (29 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
$170 nightly
The price is $189
Sep 23 - Sep 24
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (85 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
$95 nightly
The price is $105
Oct 5 - Oct 6
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A room with large windows, wooden floors, and a ceiling fan.

8. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (97 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.
$310 nightly
The price is $329
Sep 27 - Sep 28
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

9. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
$206 nightly
The price is $228
Sep 28 - Sep 29
Total with taxes and fees
Rancher in Mont Alto
A hotel room with two beds, a desk, and a chair.

10. Clean 2-bed Queen | Free Parking

Clean 2-bed Queen | Free Parking
Hagerstown
$70 nightly
The price is $78
Oct 7 - Oct 8
Total with taxes and fees
Clean 2-bed Queen | Free Parking
A hotel room with two beds, a desk, and a chair.

11. Cozy 2-bed ADA Room | Free Parking

Cozy 2-bed ADA Room | Free Parking
Hagerstown
$70 nightly
The price is $78
Oct 7 - Oct 8
Total with taxes and fees
Cozy 2-bed ADA Room | Free Parking
A hotel room with a bed, a desk, a chair, and a microwave.

12. Cozy King Bed | Free Wifi & Parking

Cozy King Bed | Free Wifi & Parking
Hagerstown
$78 nightly
The price is $87
Oct 7 - Oct 8
Total with taxes and fees
Cozy King Bed | Free Wifi & Parking
A hotel room with a bed, a desk, a chair, and a small refrigerator.

13. Spacious King Bed | Free Parking

Spacious King Bed | Free Parking
Hagerstown
$78 nightly
The price is $87
Oct 7 - Oct 8
Total with taxes and fees
Spacious King Bed | Free Parking
Two beds with red and grey bedding, a wooden floor, and a small bedside table with a lamp.

14. Bright 2-Bed ADA Room|Free Parking

Bright 2-Bed ADA Room|Free Parking
Hagerstown
$70 nightly
The price is $78
Oct 14 - Oct 15
Total with taxes and fees
Bright 2-Bed ADA Room|Free Parking
A living room with a dining table, chairs, a sofa, and a television.

15. 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.
$199 nightly
The price is $221
Sep 29 - Sep 30
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance

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

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
$292 nightly
The price is $310
Sep 28 - Sep 29
Total with taxes and fees
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
$136 nightly
The price is $152
Oct 1 - Oct 2
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
A patio with outdoor furniture, a pool, and a barbecue grill.

18. 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, (8 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
$106 nightly
The price is $117
Oct 2 - Oct 3
Total with taxes and fees
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (155 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.
$273 nightly
The price is $289
Sep 27 - Sep 28
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
A spacious living area with a large window, a wooden ceiling, and a dining area with a table and chairs.

20. Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (24 reviews)
"Relaxing, close to all."
United States
Valarie
$311 nightly
The price is $347
Oct 1 - Oct 2
Total with taxes and fees
Peregrine's Perch - Cabin Overlooking the River!
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

Quality Inn Shepherdstown

Quality Inn Shepherdstown

10/10 Excellent
"Simple but clean accommodation. Lovely staff. Easy parking. Excellent bed"
Judith 1-night trip
Posted 2 hours ago
Quality Inn Shepherdstown

Find out more about Chewsville

Everything you need to know about Chewsville 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 Chewsville 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 Chewsville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chewsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chewsville. 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 Chewsville 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 $105 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 Chewsville rentals

At Expedia, we put the best Chewsville 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 Chewsville 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 Chewsville 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 Chewsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.: Visitors like this Chewsville vacation home rental. It is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation 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 Catoctin Wildlife Preserve and Zoo, 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.