Holiday houses in Maugansville

Guest suite in Shepherdstown

4.96 out of 5 average rating, 661 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

4.97 out of 5 average rating, 309 reviews

Home in Greencastle

Country 2-Bed/2-Bath Barndominium w/Beautiful View

Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Pets welcome w/agreement. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington

4.98 out of 5 average rating, 125 reviews

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

4.95 out of 5 average rating, 409 reviews

Cottage in Hagerstown

Easy I-70/81 access Springhouse 1803

If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

4.97 out of 5 average rating, 748 reviews

Guesthouse in Smithsburg

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

4.97 out of 5 average rating, 227 reviews

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

4.83 out of 5 average rating, 36 reviews

Apartment in Greencastle

BackPorch Cottage of Greencastle

Come and Enjoy Back Porch Cottage of Greencastle. Spacious unit with Full Kitchen and Dining Area. Cozy sleeping nook with full size bed topped with luxurious bedding. Relax in the sitting area to watch Tv or Read a Book. And of course you can't come to BackPorch cottage without enjoying the back porch. Complete with Rocking Glider chairs and your own personal walk way to the Parking lot. Minutes from Downtown shops and restaurants, Pubs,all within walking distance from this unit.

4.84 out of 5 average rating, 202 reviews

Townhouse in Hagerstown

Darling Duplex

*NO cleaning fees in 2025!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •Multiple bathrooms and beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

Guest suite in Hagerstown

5 out of 5 average rating, 467 reviews

Oak Hill Private Suite Historic North End

A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

4.94 out of 5 average rating, 16 reviews

Hidden Gem (Hagerstown, MD)

The Hidden Gem – Your Cozy Getaway in Hagerstown, MD Discover the perfect escape at The Hidden Gem, located in Hagerstown's peaceful North End. Just 1.5 miles from downtown and a quick 0.25 miles off Interstate 81, this spacious 2-bedroom apartment comfortably accommodates up to 6 guests. Whether you're traveling with family, friends, or on a work trip, you'll find comfort, convenience, and relaxation here. Book your stay today and enjoy a peaceful home away from home!

4.97 out of 5 average rating, 394 reviews

Condo in Chambersburg

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

5 out of 5 average rating, 18 reviews

Home in Hagerstown

Cozy Yellow House

Cozy Yellow House is nestled in a village on the Mason Dixon line backed up to a quiet community park.You will be close to I-81 and the Hagerstown Regional Airport Numerous eating places,parks,shopping,coffee shop, laundromat, etc. are all within 2 miles. White Tail Ski Resort and Antietam Battlefield are regional attractions.

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Other great holiday rentals in Maugansville

4.77 out of 5 average rating, 43 reviews

Adjustable Head & Legs Firm Mattress King Bed.

KaleyRating, 5 starstoday

I absolutely was obsessed with how cute it was! I did feel like the room needed a tv though! We were only supplied with one towel and wash cloth luckily we brought our own! The only other complaint I can see is the kids upstairs were extremely loud but they are kids! I have one so it didn’t bother me at all unless the baby was sleep for the night! Other than that I loved the space! I would book again!

Superhost

Private room in Hagerstown

4.81 out of 5 average rating, 16 reviews

RestCottage, LLC, #3.

PhilRating, 5 stars1 week ago

Always enjoy my weekend stays at Peter's place. Been coming for months and will keep coming back!

Home in Hagerstown

4.75 out of 5 average rating, 16 reviews

ABC Plus residency A small House

CraigRating, 5 stars2 weeks ago

ABC Plus is a great place to stay. Everything we needed was provided. The house was very clean. The bed was very comfy and so was the recliner sofa. Safe residential neighborhood great for walking. Very peaceful and quiet. I would not hesitate to stay there again. Aissata is a wonderful host.

Private room in Williamsport

5 out of 5 average rating, 33 reviews

The Shady Sycamore Farm: Near the C&O Canal

RipRating, 5 stars5 days ago

This was an absolutely beautiful Airbnb. It’s honestly one of the best I’ve ever stayed in. The owners have taken such care to think of everything you would need. The bed was comfortable and the room was peaceful and quiet. The surroundings were gorgeous. They had delicious food for breakfast provided and a coffee machine with lots of different flavors of coffee. The place is immaculate and so comfortable. I really loved staying there sitting and listening to the waterfall right next to the porch. And at night I left my window cracked to hear the water. This is a wonderful place to stay!

Private room in Sharpsburg

4.96 out of 5 average rating, 115 reviews

Hidden Gem - Stay with Dan and Alice.

SueRating, 5 stars3 weeks ago

This was my second time staying at Hidden Gem and it was as lovely as the first. Daniel is an excellent host - great communication and thoughtful responses. The room is spacious and has a wonderfully comfortable bed and the entire place is spotlessly clean. The patio and fish pond are so very peaceful. And the pups are adorable! Highly recommend.

4.88 out of 5 average rating, 76 reviews

Barn in Chambersburg

A Studio Barn Apartment at DuCar Farm

GlennRating, 5 stars1 week ago

The place is what we expected. The stone walls and floor are unique. Although there is a train track nearby, the walls really deadened the sound, so we slept well. A peaceful stay in the country, but plenty of restaurants within 20 minutes. The internet was good enough for e-mail, but I would not try to work from here (that is a good thing when trying to unplug for a few days). The space is a bit dark (but I am partial to brightly lit locations), but it is a stone walled barn, so about what you might expect. We were there to visit family in the area, so it was a place to relax and sleep, and it met that need well.

Private room in Chambersburg

4.95 out of 5 average rating, 103 reviews

Robin’s Creekside Retreat

MikeRating, 5 stars3 weeks ago

Sweet ideal getaway if you want to just get away and relax. Comfy and cozy, we felt like we didn't want to leave. Robin was very helpful with any questions we had. It's in the middle of the countryside but has plenty of shopping and restaurants not too far away. My wife and I loved it. Mike