Halfway Holiday Rentals

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Holiday Rentals in Halfway

Hidden Gem in the woods with hot tub

9.4 out of 10, Exceptional, (63)
"Great location, a little out of the way, but very relaxing. Great hot tub and fire pit. My family and I had an amazing time. "
Hidden Gem in the woods with hot tub

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 AU$172
includes taxes & fees
3 Dec - 4 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is AU$346
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

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 AU$520
includes taxes & fees
26 Nov - 27 Nov
Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Toll House~ an historic waterfront cabin

9.8 out of 10, Exceptional, (68)
"Well maintained property; loved the fenced yards for my dog and our walks along the creek. "
The price is AU$436
includes taxes & fees
26 Nov - 27 Nov
Antietam Toll House~ an historic waterfront cabin

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 AU$205
includes taxes & fees
29 Nov - 30 Nov
Traveling to the area for work, we offer discounted rates for long term rentals.

Waterfront Cabin overlooking the Potomac River W/ Hot Tub

9.8 out of 10, Exceptional, (48)
"Super pleased with everything. Enjoyed our stay so. Very much. Would love to come back sometime. "
The price is AU$455
includes taxes & fees
1 Dec - 2 Dec
Waterfront Cabin overlooking the Potomac River W/ Hot Tub

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (113)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River

Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

9.8 out of 10, Exceptional, (216)
"Myself and two friends went for a two night stay and it couldn't have been better. The hosts were reasonable, practical with all their expectations and they were very responsive and kind during the planning stages and when we arrived. The house was well supplied with everything we needed. Unfortunately there was an outdoor burn ban in place due to drought, but the fire pit looked very comfortable and we even talked about coming back to enjoy it next year. We did light a fire inside and it was...
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

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!

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (21)
"Our stay at this vacation home was very enjoyable! The house was clean, well maintained and comfortable. It is located on a nice piece of property with a beautiful view of the Shenandoah River. The owner provided a lot of necessities like bed sheets, bath towels, soap, shampoo and even coffee supplies. The house is up to date and has a nice basement entertainment area. The fire pit area near the river was probably our favorite amenity. We enjoyed it on a couple evenings while enjoying the...
Waterfront property in Harpers Ferry - Private River Access

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

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (20)
"The water quality was my only complaint. It was extra hard."
Lake House w/ Pool and King Bed, Fishing - Dogs OK

Shade Tree Cabin Near Harpers Ferry Casino Race Track

10.0 out of 10, Exceptional, (25)
"Chekc in was great, the property is amazing!"
The price is AU$1,118
includes taxes & fees
26 Nov - 27 Nov
Shade Tree Cabin Near Harpers Ferry Casino Race Track

Antietam Look Out - Incredible Sunset Views!

10.0 out of 10, Exceptional, (16)
"We had a great time at this lovely cabin. We found it easily and it was in a great location to explore Shepherdstown and Harper's Ferry. The rooms are comfortable and the view spectacular!"
The price is AU$1,248
includes taxes & fees
26 Dec - 27 Dec
Antietam Look Out - Incredible Sunset Views!

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 AU$348
includes taxes & fees
1 Dec - 2 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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!

Family Oasis with Fire Pit, Close To Hiking

9.8 out of 10, Exceptional, (9)
"Comfortable shared spaces. Limited kitchen supplies. Nice outside spaces. Comfortable beds. Nice towels and sheets "
Family Oasis with Fire Pit, Close To Hiking
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 Halfway you may be interested in

Country Inn & Suites by Radisson, Hagerstown, MD

3.0 star property
8.4 out of 10, Very good, (1075)
"The room was very clean and the staff very welcoming. "
The price is AU$167
includes taxes & fees
8 Dec - 9 Dec
Country Inn & Suites by Radisson, Hagerstown, MD

Springhill Suites by Marriott Hagerstown

3.0 star property
9.0 out of 10, Wonderful, (601)
"Our room was spacious and clean. Only negative was being on the side facing a major highway so lots of traffic noise all night. Everything else was good. "
The price is AU$222
includes taxes & fees
8 Dec - 9 Dec
Springhill Suites by Marriott Hagerstown

Holiday Inn Express And Suites Hagerstown, an IHG Hotel

2.5 star property
8.4 out of 10, Very good, (844)
"The staff is very friendly and helpful. "
The price is AU$192
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express And Suites Hagerstown, an IHG Hotel
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Halfway?

Yes, there are holiday rentals in Halfway close to Hagerstown Roundhouse Museum, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Halfway. While you're here, grab a bite or have a drink at the coffee shops.

What are some of the best holiday rentals that Halfway has to offer?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Halfway offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Halfway?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Halfway stay.

What can I see and do in Halfway?

While exploring the area, visit family-friendly sights like Hagerstown Roundhouse Museum, or get outside and enjoy nature at Greenbrier State Park. In the wider area, you’ll find Hagerstown Premium Outlets and Washington County Museum of Fine Arts.

What are holiday rentals like in Halfway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Halfway. Holiday rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.