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Compare 99 Vacation Homes in Chewsville with updated reviews, rates, and availability.

Hollow Hideaway is nestled between peaceful mountains and star filled skies
10.0 out of 10, Exceptional, (24)
"I highly recommend this property! The location is great, and extremely tranquil. The home itself is fantastic - very comfortable seating, both inside and out, and the beds are wonderful. We all slept so well! I will definitely stay here again when we return to the area."
Hollow Hideaway is nestled between peaceful mountains and star filled skies
Beautiful private property in rural environment overlooking Ski Liberty.
9.8 out of 10, Exceptional, (43)
"Just as described. Thank you. "
Beautiful private property in rural environment overlooking Ski Liberty.
Beautiful, Spacious Historic Victorian Near Ski Liberty
9.8 out of 10, Exceptional, (48)
"Beautifully restored mountain home. Plenty of room for all & great wrap around porch. Renovated kitchen is well stocked . Marianne very responsive & easy to work with. Highly recommend"
Beautiful, Spacious Historic Victorian Near Ski Liberty
Luxury Getaway on The Potomac
10.0 out of 10, Exceptional, (1)
"My wife and I absolutely loved our stay here! The location was perfect - right by the water with stunning views. The house was clean, well-maintained, and had all the amenities we needed for a comfortable stay. The balcony off the main living space was perfect for enjoying meals with a view, and we loved being able to swim and kayak right from the backyard. Melissa was friendly and responsive, making the whole experience seamless. We can't wait to come back for another relaxing getaway."
Luxury Getaway on The Potomac
Gettysburg Family Retreat - 4 BR Pet Friendly!
9.8 out of 10, Exceptional, (9)
"We have stayed at many VRBO houses, and this by far was the cleanest home we have stayed in. No dust on the floors, or in the corners, the bathrooms spotless as well. The pictures on line are exactly what the house looks like. All the bedrooms are nice size. Kitchen and dining rooms are great. We had a small power outage, contacted the home owner and someone was there to fix the issue within 2 minutes. Could not have asked for better communication with the owner. My family discussed how nice it...
Gettysburg Family Retreat - 4 BR Pet Friendly!
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (109)
"It is exactly as described. Comfortable, convenient to all of places that we needed to go while in Middletown. If family matters again require a visit to the area, we will definitely book again."
The price is SAR 675
SAR 1,321 total
includes taxes & fees
21 Oct - 22 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
*Daley's Doll House At Antietam*
9.8 out of 10, Exceptional, (91)
"The Dollhouse was perfect for us & our 2 pups! Comfortable and really close to all the Civil War sites. The Antietam Creek Winery is really close & well worth the visit especially on live entertainment nights."
*Daley's Doll House At Antietam*
Historic Stone House close local activites and National Parks
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay at the Stone Cottage. It was immaculate! Crystal was a gracious hostess and made it clear she was just a phone call away, should the need arise. If we return to the area, we would not hesitate to book another stay. "
The price is SAR 751
SAR 1,221 total
includes taxes & fees
24 Sep - 25 Sep
Historic Stone House close local activites and National Parks
-Hot Tub- @ Retreat near Gettysburg & Liberty Mtn Resort
10.0 out of 10, Exceptional, (5)
"Kayla thought of absolutely everything to make sure we had an enjoyable stay! The house was well stocked with all of the comforts of home plus extras to make you feel welcome. We used the property for an extended family get together and had young children with us. We all enjoyed the home’s amenities! While there is a neighbor to the left through the trees, the house is in a very private and quiet location. It was very convenient to Gettysburg and the historic sites that the town has to offer...
-Hot Tub- @ Retreat near Gettysburg & Liberty Mtn Resort
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
9.0 out of 10, Wonderful, (4)
"Nicely decorated, within walking distance of restaurants, neighbors were fairly quiet. We had just moved out of our home in a very quiet neighborhood and were able to select this property for our transition to another state. Upon arrival property is located on a main roadway through town. Additionally a fire station was less than 2 blocks away. Owner was very helpful in streaming the TV which did block out the noise. The back bedroom was quiet but unfortunately a medical device could not be...
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
9.6 out of 10, Exceptional, (170)
"Spent two nights at this charming historic home. Check in was easy, home was clean and everything was well explained. Close to Antietam"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Pool, Hot Tub, and Fun for all!
10.0 out of 10, Exceptional, (8)
"Property is exactly as it looks in the listing, super clean and spacious. Austin was very responsive and even reached out to make sure everything was ok for us. We will definitely be staying with Austin again."
The price is SAR 1,122
SAR 2,017 total
includes taxes & fees
7 Oct - 8 Oct
Pool, Hot Tub, and Fun for all!
*In The Heart Of Antietam*
9.6 out of 10, Exceptional, (76)
"This was a great historic house to stay in. All modern conveniences while staying true to the structure and history of the home and area. We enjoyed our days visiting Antietam Battle Field, Sharpsburg, and surrounding towns. Beautiful area with lots to see and very friendly people. It was nice to come back at the end of the day and relax in the house with plenty of room unlike a hotel room. Price was great also. "
*In The Heart Of Antietam*
Magnificent River Views, Instagram Perfect Chalet
10.0 out of 10, Exceptional, (3)
"My family and I were looking for a scenic and peaceful stay while exploring the area. This home was perfect for what we were looking for. The property was set back in the woods, very quiet, with great back porch views of the Potomac River. The home was very clean, well furnished, and had plenty of room for all of us. We enjoyed a grilled dinner on the back porch as a family, and s’mores over the fire pit. Check in and out was very simple.i would recommend this rental to anyone looking for a...
Magnificent River Views, Instagram Perfect Chalet
Sunny And Cozy Little Lodge With A Spectacular View Of The Blue Ridge Mountains
10.0 out of 10, Exceptional, (61)
"Nice rustic house. Kitchen is well stocked. Great little cabin for. Couples retreat. Fairly isolated but still not far from town. Nights with a fire outside are beautiful.."
Sunny And Cozy Little Lodge With A Spectacular View Of The Blue Ridge Mountains
Dog Friendly - Minutes to Liberty Mtn & Gettysburg
10.0 out of 10, Exceptional, (28)
"Kayla goes above and beyond in making her guests feel at home. Her attention to the details blew our minds. From the basket of goodies to mints, and glossers in the bathrooms to the coffee nook, made our stay so much better. Sitting by the fire eating s’mores, and lights on the fence around us was a great way to finish our day’s of activities. I would recommend Kayla’s dog house without hesitation. "
Dog Friendly - Minutes to Liberty Mtn & Gettysburg
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!
The Mountains Chalet in Private Rural Environment
9.2 out of 10, Wonderful, (35)
"Had a great time with the family and very much enjoyed the property and location - no complaints."
The Mountains Chalet in Private Rural Environment
Nice and modern decor, 4BR 3BA, remodeled
10.0 out of 10, Exceptional, (12)
"My sister and I and our 3 adults daughters stayed here for a wonderful reunion in beautiful City Park. We came from Boston, Albany, Chicago and West Virginia. The house was nice enough but kitchen and bedrooms were quite sparse, no dressers or luggage racks for personal items or suitcases."
Nice and modern decor, 4BR 3BA, remodeled
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
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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

❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (43)
"Absolutely amazing 😍😍"
The price is SAR 165
SAR 412 total
includes taxes & fees
14 Oct - 15 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
Historic Boonsboro Vacation Rental w/ Grill
9.8 out of 10, Exceptional, (7)
"We wanted a place that was close to our daughter and granddaughter but still felt remote. This was the perfect place. We both love old homes and the character that makes them unique. Our hosts were so friendly and helpful. We are already planning to stay on our next visit. "
Historic Boonsboro Vacation Rental w/ Grill
*In The Heart Of Antietam*
9.6 out of 10, Exceptional, (76)
"This was a great historic house to stay in. All modern conveniences while staying true to the structure and history of the home and area. We enjoyed our days visiting Antietam Battle Field, Sharpsburg, and surrounding towns. Beautiful area with lots to see and very friendly people. It was nice to come back at the end of the day and relax in the house with plenty of room unlike a hotel room. Price was great also. "
*In The Heart Of Antietam*
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.