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Chewsville Vacation Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Chewsville vacation rentals

A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.

1. 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
The price is SAR 300
SAR 962 total
includes taxes & fees
27 Oct - 28 Oct
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

2. 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
Bright 2-Bed ADA Room|Free Parking
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

3. 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, (21 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is SAR 271
SAR 714 total
includes taxes & fees
27 Oct - 28 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

4. ❤️ 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.
The price is SAR 155
SAR 401 total
includes taxes & fees
8 Nov - 9 Nov
❤️ 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.

5. 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, (117 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 SAR 319
SAR 788 total
includes taxes & fees
27 Oct - 28 Oct
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

6. Spacious 2-Bed Queen | Free Parking

Spacious 2-Bed Queen | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Quiet place with comfy beds. Not too fancy but better than some cheaper options nearby."
United States
Anonymous traveler
The price is SAR 238
SAR 266 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 2-Bed Queen | Free Parking
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

7. Cozy 2-bed ADA Room | Free Parking

Cozy 2-bed ADA Room | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Convenient parking spot near entrance added ease to arrivals and departures every day of our trip!"
United States
Anonymous traveler
Cozy 2-bed ADA Room | Free Parking
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

8. Clean 2-bed Queen | Free Parking

Clean 2-bed Queen | Free Parking
Hagerstown
8.8 out of 10, Excellent, (3 reviews)
"We liked how the double bed felt solid but soft enough for a restful night's sleep together after long drives each day"
United States
Anonymous traveler
The price is SAR 238
SAR 266 total
includes taxes & fees
15 Nov - 16 Nov
Clean 2-bed Queen | Free Parking
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

9. Spacious King Bed | Free Parking

Spacious King Bed | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Checking in took no time, plus blackout curtains provided just the right setting for sleeping soundly at night."
United States
Anonymous traveler
Spacious King Bed | Free Parking
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

10. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
9.8 out of 10, Exceptional, (6 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is SAR 544
SAR 793 total
includes taxes & fees
27 Oct - 28 Oct
Bin There Treehouse - A Grain Bin treehouse!
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

11. Cozy King Bed | Free Wifi & Parking

Cozy King Bed | Free Wifi & Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Having both a fridge and microwave right in the room turned out very useful!"
United States
Anonymous traveler
Cozy King Bed | Free Wifi & Parking
A living room with a stone wall, a wooden staircase, a dark-colored sofa with cushions, and a small shelf with model buildings.

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

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
9.8 out of 10, Exceptional, (9 reviews)
The price is SAR 426
SAR 845 total
includes taxes & fees
9 Nov - 10 Nov
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A patio with outdoor furniture, a pool, and a barbecue grill.

13. 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)
"Property was clean and as described. It was close to our event for the weekend. Only suggestion would be paper towels in the kitchen."
United States
Renee H.
The price is SAR 250
SAR 402 total
includes taxes & fees
27 Oct - 28 Oct
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
A spacious living area with a large window, a wooden ceiling, and a dining area with a table and chairs.

14. 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
The price is SAR 375
SAR 1,338 total
includes taxes & fees
4 Nov - 5 Nov
Peregrine's Perch - Cabin Overlooking the River!
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)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is SAR 450
SAR 831 total
includes taxes & fees
27 Oct - 28 Oct
Quaint Mini Cottage in Shepherdstown - Walking Distance
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

16. 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, (33 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
The price is SAR 469
SAR 719 total
includes taxes & fees
4 Nov - 5 Nov
Galloping Getaway on the rolling hills of GemStone Stable
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.
The price is SAR 282
SAR 605 total
includes taxes & fees
27 Oct - 28 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

18. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
The price is SAR 702
SAR 1,686 total
includes taxes & fees
5 Nov - 6 Nov
Large Family Home: 5 Mi to Dtwn Hagerstown!
A wooden cabin with a patio area, outdoor seating, and a fire pit.

19. 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.
The price is SAR 562
SAR 1,246 total
includes taxes & fees
2 Nov - 3 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

20. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
Williamsport
8.8 out of 10, Excellent, (21 reviews)
"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."
United States
Charlotte S.
The price is SAR 537
SAR 1,613 total
includes taxes & fees
5 Nov - 6 Nov
Large Family Home: 5 Mi to Dtwn Hagerstown!
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
"The hotel was very clean. The staff was extremely helpful, we had an issue with our toilet and somebody immediately came up and fixed it."
Carolyn 1-night trip
Posted less than an hour ago
Quality Inn Shepherdstown

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 Greencastle Coffee Roasters, 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.