Chewsville Holiday Rentals

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Holiday Rentals in Chewsville

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (28)
"Very nice rest time…"
Charming Cabin in the Woods with River Access

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (57)
"We truly loved this location and definitely will be back!"
The price is AU$223
includes taxes & fees
1 Sept - 2 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (15)
"This is an amazing place to stay its not far away from alot of things but gives you the sense of being in the middle of no where. "
Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

Luxury Getaway on The Potomac

9.6 out of 10, Exceptional, (14)
"We will be coming back to this hidden gem on the Potomac. The house is immaculate. Perfect spot for a family or a large group of friends. Even in early April, a few in our group used the docks to plunge in the river. Can’t wait to bring the family back. "
Luxury Getaway on The Potomac

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (99)
"Our weekend cabin stay was wonderful. The safe neighborhood was quite and peaceful. Its location near nature and the city was just perfect. The cozy cabin was clean and comfy. We loved Gambrill State Park and downtown Frederick didn't disappoint as well."
The price is AU$290
includes taxes & fees
13 Aug - 14 Aug
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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

10.0 out of 10, Exceptional, (3)
"Very nice place .Quiet and peaceful"
The price is AU$348
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

Historic Boonsboro Vacation Rental w/ Grill

9.2 out of 10, Wonderful, (15)
"It was perfect. Near my son’s school at Shepherd University and close to all the historic sites of Harper’s Ferry and Antietam."
Historic Boonsboro Vacation Rental w/ Grill

Beautiful Mansion in the Country & Wedding Venue

9.8 out of 10, Exceptional, (9)
"The stay and place was awesome and my family and I will definitely be booking again "
The price is AU$4,200
includes taxes & fees
14 Aug - 15 Aug
Beautiful Mansion in the Country & Wedding Venue

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

3.5 star property
The price is AU$711
includes taxes & fees
12 Aug - 13 Aug
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Galloping Getaway on the rolling hills of GemStone Stable

10.0 out of 10, Exceptional, (7)
"We stayed here to visit family locally and loved it. The property had horses on site and a nice private patio to enjoy the views at the beginning and end of days. The owners while on site were accommodating and very friendly. Couldn’t say enough good things as the family and myself enjoyed our stay. "
The price is AU$285
includes taxes & fees
16 Aug - 17 Aug
Galloping Getaway on the rolling hills of GemStone Stable

Scenic Mountaintop Villa with Free WiFi & Pool

6.8 out of 10, (5)
"Very nice "
Scenic Mountaintop Villa with Free WiFi & Pool

Cozy Loft Retreat- Walk to Liberty Mountain Resort

10.0 out of 10, Exceptional, (4)
"So cozy and comfortable. Great location and wonderful host. "
The price is AU$333
includes taxes & fees
3 Sept - 4 Sept
Cozy Loft Retreat- Walk to Liberty Mountain Resort

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 AU$663
includes taxes & fees
21 Aug - 22 Aug
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (108)
"Beautiful location with some of the most immaculately cared for grounds I’ve ever seen!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

10.0 out of 10, Exceptional, (7)
"Old time charm on the outside; clean, new and modern on the inside. The rental is small, but nicely done with modern features. The stone fireplace is so pretty with an electric stove inside. The bedroom was lovely with a comfy, king bed. The best part is the screened in porch that runs the whole length of the house. There’s a sectional sofa and coffee table, two rockers, and a table with four chairs on the porch. You can appreciate the old windows with their wooden shutters from back in time. We...
Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (47)
"Very clean, well appointed home, was a great place to stay for a few days while we explored the area. Nice outdoor space to relax and the board games and arcade game were fun for the kids. "
Hollow Hideaway is perfect for your holiday stay!

Misty Mountain Lodge Pickleball Liberty Ski

10.0 out of 10, Exceptional, (21)
"Great location, we lucked out and had a snow-filled weekend. Perfect secluded spot to take it all in!"
The price is AU$2,015
includes taxes & fees
3 Sept - 4 Sept
Misty Mountain Lodge Pickleball Liberty Ski

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

9.8 out of 10, Exceptional, (60)
"Lovely views, lots to do in the area."
The price is AU$698
includes taxes & fees
21 Aug - 22 Aug
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Beautiful private property in rural environment overlooking Ski Liberty.

9.6 out of 10, Exceptional, (53)
"Beautiful location. "
Beautiful private property in rural environment overlooking Ski Liberty.

Birch Cabin at Hunting Creek Hideaway

9.4 out of 10, Exceptional, (6)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
The price is AU$216
includes taxes & fees
11 Aug - 12 Aug
Birch Cabin at Hunting Creek Hideaway
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

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?

Hollow Hideaway is perfect for your holiday stay!: This holiday home rental outside of Chewsville is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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.