Holiday Rentals in Chewsville

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Holiday Rentals in Chewsville

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

10.0 out of 10, Exceptional, (47)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is €109
includes taxes & fees
9 Dec - 10 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

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 €327
includes taxes & fees
2 Dec - 3 Dec
Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Toll House~ an historic waterfront cabin

9.8 out of 10, Exceptional, (68)
"We just needed to get out of the city for a night and this was a perfect spot. Cute, comfortable, and with pretty much any amenity you could need. "
The price is €276
includes taxes & fees
1 Dec - 2 Dec
Antietam Toll House~ an historic waterfront cabin

Time to plan that fall getaway to the mountains! Enjoy a bit of time away

10.0 out of 10, Exceptional, (282)
"Loved it! Very convenient to Gettysburg (~15 minutes), nestled in the woods and private. Beautiful cabin and well equipped. Will definitely go there again. "
Time to plan that fall getaway to the mountains! Enjoy a bit of time away

Traveling to the area for work, we offer discounted rates for long term rentals.

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here, the house was very comfortable and well-appointed. We loved the fireplace, the lights on the deck, and were happy it was stocked with games -- we had fun asking each other Trivia questions. We also got to see a deer wander onto the lower part of the property. Would definitely recommend & would stay there again."
The price is €129
includes taxes & fees
29 Nov - 30 Nov
Traveling to the area for work, we offer discounted rates for long term rentals.

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

9.8 out of 10, Exceptional, (50)
"The place was adorable. The view was amazing!"
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (203)
"We had an amzing stay. The cabin is perfect."
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Gettysburg Family Retreat - 4 BR Pet Friendly!

10.0 out of 10, Exceptional, (12)
"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!

Historic & Cozy ~ Near Antietam Battle & WhiteTail

10.0 out of 10, Exceptional, (25)
"Traveling from Illinois to New Hampshire for our road trip. This Vrbo in Hagerstown Maryland was in a beautiful historic district and the inside was absolutely beautiful. We did climb the 4 flights of stairs with 2 large suit cases which was not fun but it was a great way to stay in shape at 60 😂. Inside was so clean and adorable with the original floors, yet updated kitchen & living area. The bedrooms were very cozy and comfortable. The bathroom was large with a huge walk in shower and Amazing...
The price is €249
includes taxes & fees
2 Dec - 3 Dec
Historic & Cozy ~ Near Antietam Battle & WhiteTail

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

9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is €218
includes taxes & fees
1 Dec - 2 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very good, (25)
"Quaint adorable cabin nestled next to battlefields and short drive to Harpers Ferry. Beautiful deck in back overlooking woods. We hiked at various lookouts and did the ranger talk in town (highly recommend). Magical 3 day 2 nights. Completely relaxed! "
Serene Log Cabin Nestled Among the Battlefields

Antietam Look Out - Incredible Sunset Views!

10.0 out of 10, Exceptional, (16)
"This property has a beautiful, unobstructed view of Antietam. We were an extended family group of 8. The house was very well laid out for an adults and kids with two living spaces. The house was updated, very clean and nicely decorated. It was well stocked in most areas. The only problem was there were no extra towels (only 1 per person) and no extra blankets. The beds only had a light weight comforter and it was cold at night. "
The price is €781
includes taxes & fees
26 Dec - 27 Dec
Antietam Look Out - Incredible Sunset Views!

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!

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

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (30)
"We spent two nights at the home. It was exactly what we needed. The home was immaculate. The beds and linens were luxurious. There was a cute amenities kit in each bedroom - such a nice, extra touch. The home is off of the beaten path so very peaceful. The gas firepit on the covered porch was perfect since we could not use the wood firepit due to drought. The decor was tasteful and restful. The kitchen was well stocked. . We were happy to meet sweet Ellie. She joined us a few times during our...
Hollow Hideaway is perfect for your holiday stay!

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

Dog Friendly - Minutes to Liberty Mtn & Gettysburg

10.0 out of 10, Exceptional, (29)
"My family had so much fun it was the perfect house and she really thought of everything we could have needed or forgot! "
Dog Friendly - Minutes to Liberty Mtn & Gettysburg

Historic Breeches Pocket- Immaculate, Hand-built Log Cabin house- Gettysburg; DC

10.0 out of 10, Exceptional, (169)
"This beautiful home was built by the owners and is tastefully decorated as well as nicely maintained. The location makes it extremely convenient for day trips to surrounding towns such as Frederick, Harper's Ferry and Gettysburg. The home is comfortable and can easily accommodate a large group. The hosts are very responsive. We enjoyed our stay and would rebook if we were to return to the area."
Historic Breeches Pocket- Immaculate, Hand-built Log Cabin house- Gettysburg; DC

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 €475
includes taxes & fees
1 Dec - 2 Dec
Pool, Hot Tub, and Fun for all!
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 types of properties in Chewsville you may be interested in

Country Inn & Suites by Radisson, Hagerstown, MD

3.0 star property
8.4 out of 10, Very good, (1151)
"Great location. Clean and comfortable"
The price is €104
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Hagerstown, MD

Hampton Inn & Suites Frederick-Fort Detrick

2.5 star property
8.8 out of 10, Excellent, (1038)
"I enjoyed that I could walk to a shopping area. "
The price is €116
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Frederick-Fort Detrick

Super 8 by Wyndham Hagerstown/Halfway Area

2.0 star property
8.4 out of 10, Very good, (1069)
"It's a budget motel. It's well kept considering. The staff is helpful and friendly. It's supposedly going to get renovated in the near-term. Breakfast is much better than most budget places that offer breakfast items. We're repeat customers."
The price is €67
includes taxes & fees
28 Nov - 29 Nov
Super 8 by Wyndham Hagerstown/Halfway Area
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.

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?

Gettysburg Family Retreat - 4 BR Pet Friendly!: This holiday home rental outside of Chewsville is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.