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Compare 95 Vacation Homes in Chewsville with updated reviews, rates, and availability.

Gettysburg Family Retreat - 4 BR Pet Friendly!

9.2 out of 10, Wonderful, (15)
"Very clean home located in beautiful Adams County countryside. Perfect for three couples coming for Friendsgiving and Gettysburg events. A little trouble with the heat furnace but we figured it out. The property manager was responsive to our outreach. We would recommend the property and stay again. Thank you Tom and Kevin. "
Gettysburg Family Retreat - 4 BR Pet Friendly!

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

10.0 out of 10, Exceptional, (117)
"We were looking for a quiet getaway location from the Black Friday and Small Business Saturday crowds, but also a location that was close to several small towns near the area...and this property checked all boxes! Everywhere you go within 20-30 minutes is a delight for the history, art, music collector, foodie, entertainment, wine, distillery, brewery, or shopping fanatic...a delightful home and one we hope to visit again!"
The price is AED 547
AED 1,145 total
includes taxes & fees
30 Dec - 31 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

The Peaceful Nest

The price is AED 698
AED 1,228 total
includes taxes & fees
7 Jan - 8 January 2025
The Peaceful Nest

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

6.6 out of 10, (4)
"Nice place that had all the necessary space and amenities for short weekend in Hagerstown. "
The price is AED 360
AED 744 total
includes taxes & fees
31 Dec - 1 January 2025
Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people

Nice and modern decor, 4BR 3BA, remodeled

10.0 out of 10, Exceptional, (15)
"The location was perfect. I was able to visit several of my family members all who were only 5-10 minutes away. The layout was perfect there was more than enough for everyone to be comfortable. My grandchildren only complaint was that there wasn't a pool on the property or a gas stove 😁. They said breakfast took long to get done. We will definitely be year around occupants. We all enjoyed our stay . "
Nice and modern decor, 4BR 3BA, remodeled

Walk to Liberty Mountain: Lake-View Ski Retreat!

Walk to Liberty Mountain: Lake-View Ski Retreat!

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

9.6 out of 10, Exceptional, (172)
"We explored Harper’s Ferry and Antietam Battlefield over a beautiful fall weekend. Neither of us are history buffs and didn’t pay much attention to it in school so we learned quite a bit at the National Parks. The home was a perfect theme and location for our weekend. It was interesting to see how the people of the time lived but with modern amenities. We are both tall ladies, (5’11”) so we had to watch our heads. Stairs are steep and tight. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Beautiful private property in rural environment overlooking Ski Liberty.

9.8 out of 10, Exceptional, (45)
"This property had stunning views! While we were there for just a short weekend we had a blast. We brought our own fishing poles but we did see that the house was stocked with them. We watched the sunset from the hot tub most evenings. The house was clean and comfortable and just a short 15-20 minute drive to the town of Gettysburg. We drove 2-minutes over to Liberty Ski Resort for dinner and breakfast. I highly recommend this house!"
Beautiful private property in rural environment overlooking Ski Liberty.

Pool, Hot Tub, and Fun for all!

10.0 out of 10, Exceptional, (15)
"The house was clean, well maintained and looked just like the pictures. The area was fantastic with tons of options for food and entertainment. Austin was a wonderful host and it was so easy to communicate with him. 100% recommend this location!"
The price is AED 951
AED 1,770 total
includes taxes & fees
26 Dec - 27 Dec
Pool, Hot Tub, and Fun for all!

Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

10.0 out of 10, Exceptional, (17)
"Everything was perfect, and comfortable. Owners really care about their visitors. Home was walk in perfect for a family long weekend. Happened to be Thurmont's annual colorfest festival, and home pefectly located, nestled away yet close enough for easy walking. Highly recommend. "
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

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

10.0 out of 10, Exceptional, (74)
"The Canal House is a wonderful home! The house itself is meticulously kept with its history intact while offering a modern kitchen and air conditioning. The grounds are filled with beautiful flowers and a small garden pond. The location was perfect to enjoy biking on the C&O towpath, plus a short drive to Antietam battlefield, tubing, rafting and hiking."
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, (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 2,307 total
includes taxes & fees
2 Jan - 3 January 2025
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Rancher in Mont Alto

10.0 out of 10, Exceptional, (2)
"It was a very nice house to stay in. It was very clean and he got me in there very quickly. Sounded like good people. All the furniture and everything was good. Nice and comfortable and clean and very very nice spot. Pretty quiet area. The only issue I had was all the extra charges like that was a little ridiculous but it is what it is. You have a business you got to do what you got to do but I would stay there again. Thanks You have a business you got to do what you got to do but I would stay...
The price is AED 444
AED 921 total
includes taxes & fees
29 Dec - 30 Dec
Rancher in Mont Alto

Historic Jefferson Farmhouse - Hike, Bike & Raft!

2.0 star property
10.0 out of 10, Exceptional, (3)
"The farmhouse was the cleanest property I've ever stayed in. It was bright and cheery. The surrounding countryside is peaceful and gorgeous. There was plenty of room for all 9 of us to spread out, and plenty of space for us to gather for family meals. It was perfect!"
Historic Jefferson Farmhouse - Hike, Bike & Raft!

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!

9.2 out of 10, Wonderful, (7)
"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!

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.

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

9.8 out of 10, Exceptional, (41)
"One word. Amazing "
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT! Beautiful river in front of home

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

10.0 out of 10, Exceptional, (24)
"What a great home. The host obviously took the extra steps to make sure guests are comfortable and well cared for. Very cozy!"
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
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, (48)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is AED 162
AED 403 total
includes taxes & fees
6 Jan - 7 January 2025
❤️ Secluded 1940s Romantic Tiny House on the River

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

10.0 out of 10, Exceptional, (117)
"We were looking for a quiet getaway location from the Black Friday and Small Business Saturday crowds, but also a location that was close to several small towns near the area...and this property checked all boxes! Everywhere you go within 20-30 minutes is a delight for the history, art, music collector, foodie, entertainment, wine, distillery, brewery, or shopping fanatic...a delightful home and one we hope to visit again!"
The price is AED 547
AED 1,145 total
includes taxes & fees
30 Dec - 31 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (206)
"Enjoyed this stay right next to a beautiful trout stream with and Woods . We had everything we needed along with YouTube tv available to sign into. (Glad we started YouTube tv so it made it easy to have all our saved programs for this trip. Had a great time in Gettysburg ."
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.