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Compare 128 Vacation Homes in Chewsville with updated reviews, rates, and availability.

*In The Heart Of Antietam*

9.6 out of 10, Exceptional, (83)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*

*Daley's Doll House At Antietam*

9.8 out of 10, Exceptional, (93)
"This is a terrific place in an ideal location. It's within walking distance of great eateries, historical sites, and has, in fact, an interesting history itself. The furniture is comfortable, the place is cozy, and we loved the fenced-in backyard. It couldnt have been more perfect for us and our four-legged friends. "
*Daley's Doll House At Antietam*

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

9.8 out of 10, Exceptional, (176)
"It was such a treat to stay in this unique old house. The basement is built right into the rock hill! The house is comfortable and convenient even though it has seen so many years. The hosts did a great job decorating and taking care of it. We would love to come back on a warmer weekend and enjoy the yard. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

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

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is SAR 375
SAR 943 total
includes taxes & fees
20 Apr - 21 Apr
Charming "Cream of the Crop" Cape ~❤️of Middletown

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (54)
"This property is not only spacious, accommodating, historic and beautiful, the owner is first-rate. I’ve rented this gone three times, and each time Marianne is responsive and kind."
Beautiful, Spacious Historic Victorian Near Ski Liberty

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (34)
"I love the attention to detail. I have a neck injury so one of the days I just slept and rested and it was magical. I appreciate how clean everything was. Me and my mom and daughters take an annual girls trip and this was just what we needed. Watched movies, enjoyed the spa feel of the house and played games. The hosts were SO sweet they had left us a Christmas goody basket. I would highly recommend. "
Hollow Hideaway is perfect for your holiday stay!

Historic Jefferson Farmhouse - Hike, Bike & Raft!

2.0 star property
10.0 out of 10, Exceptional, (5)
"A beautiful home to reconnect with family. "
Historic Jefferson Farmhouse - Hike, Bike & Raft!

Large Family Home: 5 Mi to Dtwn Hagerstown!

6.0 out of 10, (2)
"Please add a toaster and some wine glasses! Would benefit from more bath towels (used a beach towel for one guest) and a bedside table/lamp in the king bedroom and single bedroom (had to turn off overhead light by door and then make way in the dark to the bed). Property met our needs, and the kitchen was well-stocked (except for no toaster!)."
Large Family Home: 5 Mi to Dtwn Hagerstown!

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (11)
"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

Charmingly renovated historic Canal House on C&O along Potomac close to Antietam

10.0 out of 10, Exceptional, (77)
"This is an amazing property for those that would like to step back in time and enjoy a unique stay. Vern does a great job of communicating throughout the process, and there are instructions to be found through the property for do's and don'ts given the historic nature of the property.It feels like there are little things to discover in every nook and cranny. Overall it's a wonderful place to relax and enjoy peace and quiet. The gardens are beautiful, and the porch is a great place to relax with...
Charmingly renovated historic Canal House on C&O along Potomac close to Antietam

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

9.8 out of 10, Exceptional, (46)
"We stayed for two nights while introducing our kids to skiing at nearby Liberty resort. We were fortunate to get 6inches of beautiful snow while we were there, and enjoyed tremendously watching it blanket the trees around us Eileen was very helpful and ensured we had snow shovels and salt! Definitely will be back! "
The price is SAR 1,107
SAR 1,828 total
includes taxes & fees
19 May - 20 May
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

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

10.0 out of 10, Exceptional, (1)
"This small cottage is so comfortable and well appointed. Directly across from the C&O Canal Towpath; it only takes a few minutes to get on the path. Although there is a lot that you can do in the area, we were in need of respite, so other than taking multiple walks a day, we enjoyed time on the expansive screened-in porch, looking out at the beautiful scenery and listening and watching the birds.We also enjoyed making meals in the kitchen and using the outside grill for bacon to burgers. We...
The price is SAR 383
SAR 915 total
includes taxes & fees
12 May - 13 May
Elevated Potomac River Retreat - King Suite - River Front - Large Screened Porch

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.

Beautiful private property in rural environment overlooking Ski Liberty.

9.6 out of 10, Exceptional, (50)
"My girlfriends and I had a great time. We loved the location, especially watching the wildlife on the lake. Owner was great to work with."
Beautiful private property in rural environment overlooking Ski Liberty.

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

10.0 out of 10, Exceptional, (28)
"Lovely spot adjacent to an area winery. Nice open views of open fields. Walking access to battlefield trails. Not far to explore Harper's Ferry,. Sheperdstown close by for delicious dinner out. A couple of breweries added to the end of hike experience. Three bedrooms gave us room to stretch out (I used one for sewing while it rained!). Kitchen well appointed. A terrific place to stay."
The price is SAR 619
SAR 1,358 total
includes taxes & fees
14 May - 15 May
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Gettysburg Family Retreat - 4 BR Pet Friendly!

9.2 out of 10, Wonderful, (19)
"Did a friend and family getaway to snowboard. This place was great it was exactly what we wanted. Simple and close. Kevin was awesome and accommodating. Will for sure return and recommend. "
Gettysburg Family Retreat - 4 BR Pet Friendly!

BEST LOCATION: Historic Shepherdstown Getaway

10.0 out of 10, Exceptional, (81)
"Amy thought of every comfort - including earplugs for noisy bedmates! The home is well located for all the delights of downtown and well appointed for comfort"
BEST LOCATION: Historic Shepherdstown Getaway

Secluded Farm Getaway In Smithsburg

9.4 out of 10, Exceptional, (53)
"The house had everything we needed for a pleasant stay. Nice and secluded for a quiet stay. Some lights didn't work, including the lights in the basement near the washer and dryer."
Secluded Farm Getaway In Smithsburg

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

9.8 out of 10, Exceptional, (42)
"One word. Amazing "
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! Beautiful river in front of home

Walk to Liberty Mountain: Lake-View Ski Retreat!

10.0 out of 10, Exceptional, (2)
"The house was very close to Liberty Mountain where the family spent most of the day skiing/snowboarding. The house was very clean and the host was very easy to contact and checked in with us to see how our stay was going. The stairs were a little tight, but nothing that we couldn't manage."
Walk to Liberty Mountain: Lake-View Ski Retreat!
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

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (19)
"Enjoyed the privacy and convenience of Mossy Rock. "
Charming Cabin in the Woods with River Access

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (94)
"Traveled from Baltimore to get away for a few days. Great location and mountain views. Cozy vintage cabin nicely renovated. "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (215)
"Excellent place. Sound of the creek during day and night. Very comfortable cabin"
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg
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.