Holiday Rentals in Chewsville

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Chewsville

Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

10.0 out of 10, Exceptional, (1)
"We truly loved this little cottage and was perfect for our stay while visiting family and friends. We took several walks in the area, enjoyed the quiet and the adorable space. The beds were very comfortable. The cottage was very clean and nicely remodeled. We will hopefully be able to rent here again at our next visit! Owner was very responsive and helpful as well. Only was missing a blowdryer, but I improvised! "
The price is €173
includes taxes & fees
24 Jul - 25 Jul
Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

Cozy Loft Retreat- Walk to Liberty Mountain Resort

10.0 out of 10, Exceptional, (2)
"Cozy, cute and comfortable - had everything we needed for a short stay."
The price is €187
includes taxes & fees
29 Jul - 30 Jul
Cozy Loft Retreat- Walk to Liberty Mountain Resort

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

9.8 out of 10, Exceptional, (46)
"Awesome place."
The price is €370
includes taxes & fees
21 Jul - 22 Jul
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

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

10.0 out of 10, Exceptional, (123)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is €295
includes taxes & fees
12 Aug - 13 Aug
Charming "Cream of the Crop" Cape ~❤️of Middletown

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (100)
"The house is very cool and great effort was put into the decor and arrangement. Very comfortable beds and everything you need is there. great communication!"
The price is €249
includes taxes & fees
17 Jul - 18 Jul
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
The price is €423
includes taxes & fees
24 Jul - 25 Jul
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (33)
"It is a cute house out in the country. Loved being away from town just like our home"
The price is €269
includes taxes & fees
16 Jul - 17 Jul
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

3-bedroom townhome in charming Hagerstown with AC, WiFi

The price is €215
includes taxes & fees
17 Jul - 18 Jul
3-bedroom townhome in charming Hagerstown with AC, WiFi

Exclusive Wooded Chalet w Magnificent River Views

10.0 out of 10, Exceptional, (5)
"This property was super nice and the property managers were super awesome and accommodating! "
The price is €475
includes taxes & fees
28 Jul - 29 Jul
Exclusive Wooded Chalet w Magnificent River Views

Inns of Whitetail #209

10.0 out of 10, Exceptional, (1)
"Love the natural beauty all around."
The price is €208
includes taxes & fees
12 Aug - 13 Aug
Inns of Whitetail #209

Inns of Whitetail #108

6.0 out of 10, (2)
"Absolutely amazing ! Very clean and Check in was super easy . "
The price is €209
includes taxes & fees
13 Aug - 14 Aug
Inns of Whitetail #108
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there holiday rentals in Chewsville?

Yes, there are holiday rentals close to the most popular sights in Chewsville, or you can select a more secluded option if you're looking for a relaxing stay.

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

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC: This holiday home rental outside of Chewsville has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 wider area.

What are holiday rentals like in Chewsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chewsville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.