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Compare 90 Vacation Homes in Chewsville with updated reviews, rates, and availability.

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Bender family home, 3 generations of canal boat captains and a Civil War veteran

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

9.8 out of 10, Exceptional, (171)
"Wonderful home close to many attractions in western Maryland.It’s any easy drive into Harper’s Ferry, Sherpardstown, and it’s walking distance to the battlefield of Antietam. Check out Little Brick Coffee in the morning and if you enjoy wine visit Antietam Creek Winery. The house itself was like a trip to past with all the modern conveniences.It was very clean and despite being in town it was also very quiet. Thanks, we’ll definitely be back!"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
SKI YA LATER Whitetail
Welcome to SKI YA LATER Whitetail!

SKI YA LATER Whitetail

9.8 out of 10, Exceptional, (7)
"My family and I Stayed at Ski Ya Later this weekend. Pros: Great location directly next to Whitetail Ski resort and a short drive to the town of Mercersburg. The beds are very comfortable. The place is modern, decorated very nicely. Check in was a breeze. Nice TV, Chargers galore. Spacious- there were four of us (2 adults , 2 teens) but the place can easily sleep up to 8. Cons: We we’re very disappointed with the lack of cleanliness / cleaning service that occurred prior to our visit. I took...
SKI YA LATER Whitetail
Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people
Living area

Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people

10.0 out of 10, Exceptional, (1)
"Nice and clean, easy check in and out. The unit was easy to get to, the neighborhood was quiet and it was easy to get to the highway. We were on our way to Ocean City and needed a stop over in MD. This was a pleasant location, easy to get to and perfect for a one night stop over. It was very clean and neat and the off street parking spot was a nice convenience."
The price is AED 331
AED 705 total
includes taxes & fees
24 Nov - 25 Nov
Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people
2 Storie, Hot Tub, Open Area

2 Storie, Hot Tub, Open Area

8.0 out of 10, Very Good, (6)
"Beautiful property and neighborhood, very clean and well stocked. Lovely pool, deck and yard. Had a great time with our (adult) kids and grandkids. We're originally from MD and had really missed the mountains! Great communication with the hosts. Very responsive. "
The price is AED 517
AED 1,389 total
includes taxes & fees
25 Nov - 26 Nov
2 Storie, Hot Tub, Open Area
Welcome to this patch of serenity on the river's edge, to this hideaway.
Complete relaxation as you watch the powerful Potomac roll past the window.

Welcome to this patch of serenity on the river's edge, to this hideaway.

9.8 out of 10, Exceptional, (60)
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."
Welcome to this patch of serenity on the river's edge, to this hideaway.
Charming "Cream of the Crop" Cape ~❤️of Middletown
Exterior detail

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

10.0 out of 10, Exceptional, (114)
"Lovely accommodations. Perfect for two couples. Clean and quiet. The town was charming and we enjoyed walking around and seeing the local scarecrow competition. "
The price is AED 367
AED 923 total
includes taxes & fees
24 Nov - 25 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

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

10.0 out of 10, Exceptional, (22)
"We took advantage of the very generous check in and check out times to maximize our stay! The house, grounds and amenities more than met our needs."
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Pool, Hot Tub, and Fun for all!
Pool

Pool, Hot Tub, and Fun for all!

10.0 out of 10, Exceptional, (12)
"The host was very attentive and gave great suggestions for things to do in the area based off our interests. The house was clean, and comfortable. Lots of extras to enjoy. "
The price is AED 951
AED 1,786 total
includes taxes & fees
24 Nov - 25 Nov
Pool, Hot Tub, and Fun for all!
Homey 'Ridgetop Retreat' - Walk to Hiking & Biking
Mercersburg Vacation Rental | 2BR | 1BA | 871 Sq Ft | 2 Steps Required for Entry

Homey 'Ridgetop Retreat' - Walk to Hiking & Biking

10.0 out of 10, Exceptional, (9)
"Clean and welcoming home. No complaints."
Homey 'Ridgetop Retreat' - Walk to Hiking & Biking
Slope View- Great location near the Gettysburg Battlefield and Golf Courses
Outdoor Gas Fire Pit

Slope View- Great location near the Gettysburg Battlefield and Golf Courses

10.0 out of 10, Exceptional, (8)
"Great"
Slope View- Great location near the Gettysburg Battlefield and Golf Courses
Beautiful, Spacious Historic Victorian Near Ski Liberty
Exterior

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (51)
"This place is the best, and the host is absolutely top-notch. I am a return customer to this property, and I will return again when I visit the beautiful Catoctin Mountains next fall. If you are looking for a wonderful place with quick access to western Maryland and southern Pennsylvania, this is your smartest choice."
Beautiful, Spacious Historic Victorian Near Ski Liberty
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

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

9.8 out of 10, Exceptional, (44)
"Stunning property and well-maintained. I only wish we had more time here! Eileen was incredibly accommodating and flexible with our check-in. "
The price is AED 1,469
AED 2,287 total
includes taxes & fees
24 Nov - 25 Nov
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Historical Thurmont Escape w/ Furnished Deck!
Thurmont Vacation Rental | 2BR | 1BA | 920 Sq Ft | Stairs Required for Access

Historical Thurmont Escape w/ Furnished Deck!

9.2 out of 10, Wonderful, (12)
"I spent a wonderful few days in the Catoctin Mountain area, hiking and learning about the local history. The house is really unique and full of rich history. Be ready for some basic furniture, but get immersed into the theme of the property. Elizabeth was extremely responsive and helpful. I definitely recommend a stay here!"
Historical Thurmont Escape w/ Furnished Deck!
Spacious Hedgesville Retreat ~ 5 Mi to Golf Course
Hedgesville Vacation Rental | 3BR | 2 Full BA | 2 Half BA | Stairs Required

Spacious Hedgesville Retreat ~ 5 Mi to Golf Course

10.0 out of 10, Exceptional, (3)
"Lovely townhouse. Made my weekend event possible. The amenities where especially nice. Didnt have to bring towels or limen"
Spacious Hedgesville Retreat ~ 5 Mi to Golf Course
Nice and modern decor, 4BR 3BA, remodeled
Living room

Nice and modern decor, 4BR 3BA, remodeled

10.0 out of 10, Exceptional, (14)
"We did a quick trip to visit family in Williamsport and stayed at Judy's place. The home was clean, quiet and perfect for our visit. Judy was very responsive during the check in process and anytime I reached out to her. I would recommend this home to everyone. "
Nice and modern decor, 4BR 3BA, remodeled
Luxury Getaway on The Potomac
Exterior

Luxury Getaway on The Potomac

9.0 out of 10, Wonderful, (2)
"The home and furnishings are lovely and the setting is beautiful, as well as tranquil. Melissa is a very responsive and accommodating hostess. The location is a 20 minute drive from many historical destinations. "
Luxury Getaway on The Potomac
Scenic Mountaintop Villa with Free WiFi & Pool
Exterior

Scenic Mountaintop Villa with Free WiFi & Pool

6.0 out of 10, (4)
"The property manager was outstanding, she communicated with me in a professional and courteous fashion. The house was perfect for our group size."
Scenic Mountaintop Villa with Free WiFi & Pool
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
Emmitsburg Vacation Rental | 3BR | 1.5BA | 1,300 Sq Ft | Stairs Required

Cozy Maryland Abode - Gas Grill, Near Devil’s Den!

9.0 out of 10, Wonderful, (6)
"We were here on business in Gettysburg but chose to stay here in Emmitsburg. So glad we did!"
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
Belvedere On The Potomac
Exterior

Belvedere On The Potomac

10.0 out of 10, Exceptional, (19)
"The house is a beautiful property on the West Virginia side of the Potomac River. Despite problems caused by events outside of the owners control (hurricane), they remained in contact and had the problems worked on immediately. "
Belvedere On The Potomac
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! Beautiful river in front of home
Outdoor spa tub

PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! Beautiful river in front of home

9.6 out of 10, Exceptional, (40)
"Thank you for another great stay! There were some tiny issues, but the owner was extremely responsive. We enjoyed kayaking and the porch. My daughter loved having her own space with her best friend."
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! Beautiful river in front of home
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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Other property types in Chewsville

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (47)
"My husband and I stayed here to celebrate our second anniversary. We wanted just a quiet getaway and it was the perfect place. Definitely will have to come back again."
The price is AED 162
AED 403 total
includes taxes & fees
9 Dec - 10 Dec
❤️ Secluded 1940s Romantic Tiny House on the River
Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (76)
"We were visiting with family in Boonsboro and arrived late in the evening and left by 9am, but everything was there that we would have needed for a longer stay, which we have planned for Thanksgiving. Kitchen was very well equipped, the space was inviting, the beds were comfy and the view out the back was great, Looking forward to our return!"
The price is AED 735
AED 1,223 total
includes taxes & fees
24 Nov - 25 Nov
Antietam Creek - Quiet 2 Bedroom Cabin
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.