
Guesthouse vacation rentals in Western Maryland
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Top-rated guesthouses in Western Maryland
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Popular amenities for Western Maryland guesthouses
Family-friendly guesthouses

Barn Apartment in VA Wine Country
An extremely welcoming place that had many things to do and accommodating our autistic children very well! It was a shame we didn't get the chance to make s'mores! We would love to come back to this place sometime since it is so peaceful and homey! We watched older movies that we forgot about! Thanks for the DVDs!

Cottage on our horse farm
I traveled solo with one of our hounds for the Greyhounds in Gettysburg weekend and I felt totally safe staying at Steve's place. It's just over 30 minutes from downtown Gettysburg and is very quiet and somewhat remote- perfect for our stay. We fell alseep to singing frogs and woke up to the roosters. My hound loved walking around sniffing all the things and checking out the horses. The place was clean and welcoming, and Steve was very friendly! He checks in to make sure everything's going well and you have what you need. Couches and beds were all comfy and I got 2 great nights of rest. I would absolutely stay here with my pup again. I regret not staying another day so we could get one more day of relaxing and recharging!

The Bunkhouse- simple & serene w/mountain views
Came here for our anniversary and it was a great stay! Jenn & Daniel were very kind and responsive. We loved the local food and goods they stocked the kitchen with. It exceeded our expectations, 10/10 would stay again if we did another Shenandoah trip.

The Shady Bear Cabin
Gerry’s place is just what I needed to disconnect. Close to some good hiking and outdoor activities. The place itself has everything you need for a short peaceful stay. Gerry himself was very welcoming and hospitable. I loved this place. I will definitely favorite to go back sometime.

Private Luxury Retreat Close to everything!
We were visiting for the weekend and found the place to be very nice, very private, and very clean. Something that was not expected, we had a private garage, which was really nice. Thank you, we will visit again!

Historic Herndon In-law house, kitchen. By IAD.
Very beautiful Airbnb !!! Private and very quiet neighborhood , everything we needed was in the unit down to the Keurig pods , extra perk for the rice cooker and Instapot. The bed was spacious and very comfortable It was like being in our own oasis Lots of memorable moments and will always cherish our time there Check out as a breeze and will definitely come back again if we need another get away

Trillium Acres Guest House
if you stay here, and you should, please take the time to notice AND appreciate the detail, decore, and the detail that went into the renovation of this 'chalet'. I say this because I have spent a great deal of time in Bavaria and the Alps and this place is three different areas in one cohesive BnB. the photos and descriptions do not truly tell the story... this 'chalet' is AWESOME and it's within about 800 yards of a dozen great hikes with amazing Vistas...

Jewel Vinsota Artist's Guesthouse
I had a lovely stay at the Jewel Vinosta -- the goal of my trip was to rest and disconnect and this spot hit the mark. The guest house is creatively designed and wherever your eye lands, there is something interesting to see -- musical instruments, art, books ... you name it. I particularly enjoyed drinking tea in the sunroom and reading during the day, and reading on the couch under the star projector. Indeed, I did quite a bit of reading and for once did not open my work laptop! I was traveling with my Bernese Mountain dog and we enjoyed hiking in the area, particularly the Frederick Municipal Forest down Wolfsville road (20 min drive).
Guesthouses with a patio

Contemporary colonial cottage, close to metro, ADA
We had a great stay at this Airbnb in Rockville, MD! The location was fantastic—situated in a very walkable neighborhood with lots of shops nearby and three playgrounds within walking distance. It was ideal for both kids and adults alike. The home itself was spacious and comfortable, easily accommodating our family of five for a week. The layout provided plenty of room for everyone to relax and feel at home. As dog owners, we especially appreciated the ample space for our furry friends to run around. Although one of their dogs didn’t get along with ours, the hosts made it easy to restrict access, so it wasn’t an issue during our stay. Overall, this Airbnb offered a great combination of comfort, convenience, and family-friendly features. We’d happily stay here again!

Ventura Cottage: 360-views/HotTub/4 acres/Gym
Everything was top notch, pictures don't do the location justice. The ambiance is peaceful quiet fresh air beautiful views, the house is as listed and more, You get what you paid for. Leena is an amazing person very responsive and very hospitable. Don't think twice just book you will not be disappointed.

Spruce Run Cottage, Farm stay on Catoctin Mountain
This place was perfect. I wish we had more time there, but I planned to many things for our short trip. The area was absolutely beautiful. We would love to return again.

Treasured Hideaway on the Hill
I had a lovely stay. I had anything I could need and the place was very cozy. Sooooo much storage in the master bedroom. Would be great for a longer stay.

“The Loft” Guest House w/wifi workspace, gym etc
Would definitely stay with Linda again! Check-in was easy and straightforward, and the place was as described and so cozy and nice. Linda was responsive and helpful with clear instructions. Clean, peaceful space, exactly what was needed for a stay we had for a wedding. Thank you!

Villa Miza Wellness Retreat
We had such a restful and fun stay at Michele’s place! Would definitely stay again if we’re in the area.

The Cottage
It was a super nice little spot, as expected, very pretty and peaceful and got to introduce my dog to some wildlife. Laurel was great when roads were bad she even sent some groceries. Would definitely recommend or stay again.

Blueridge Mountain Guest Cabin- Amongst the Trees
We really enjoyed our stay at this adorable guest house! We had everything we needed and we found the stay to be cozy and clean. The directions we received for check in were clear and easy. We had a great weekend exploring local hikes and breweries. Would recommend this stay!
Guesthouse rentals with a washer and dryer

Beautiful New Apartment Surrounded by Nature
This is the third or fourth time we have stayed at Hans’ place. We keep coming back because the location is so convenient and the setting is so beautiful. Hans is a very caring host who checks in but doesn't invade our space. And as I have remarked in the past, Hans has lots and lots of little extras (e.g. granola bars, a bottle of wine, disposable razors) that communicate a spirit of hospitality that pervades the experience.

Trailside Chalet (A storybook chalet with hot tub)
Everything was perfect at the chalet!! One of those rare cases where everything was even more beautiful in person than the pictures. Jo Anne and her husband were so helpful and responsive if we needed anything, and we loved only being 10 minutes from Leesburg! Worth the splurge, and we’ll absolutely return.

Entire, private, cozy carriage house with parking
Comfortable home in a great neighborhood – a peaceful setting and a short walk to Metro, stores, and restaurants. Tyler is friendly and responsive. Everything was just so effortless and straightforward.

Arch Street Lodge
Lovely place to stay at for homecoming weekend. It was just the sweet spot between town and campus – walkable to most places. The place was thoroughly cleaned and had many towels and linens available for our use. The kitchen also had many supplies for if we had wished to cook. I thought the makeup removal cloths available in the bathroom were a very thoughtful gesture! And I appreciated how easy it was to control the temperature indoors, as well as not needing a physical key to enter the place. Highly recommend for whenever wanting to spend some time in Carlisle!

Cottage Escape in Virginia Wine Country
This Airbnb was very welcoming and had beautiful surroundings. My dog loved running around! Everything was super clean and they had binders full of activities and recommendations for things to do in the area. I would stay here again 😊

Moon Hold Cottage - Retreat, Refresh, Recharge
We had a wonderful time at this cozy space. Greatly appreciate all the small details around the home and the breakfast items we found at our arrival. The banana bread baked by Lew was delicious. The 360 view from any vantage point was unbelievable and mixed with the stormy clouds, made the perfect match for our sketching. A beautiful 20-min. drive from Marshall. Our only wish was spending some more time chatting with the hosts.

No cleaning fees - The Dove’s Nest
This was such a comfortable home away from home. Very quiet and peaceful. We hope to come back soon!

Shore-thing Arlington Guesthouse
Beautiful space and very convenient if working in Arlington / Alexandria or even DC. Sit-stand desk and a solid office chair allow for real work to be done there. Nearly a full kitchen (hot plate instead of stove) that would work well for longer-term stays / having a proper meal in. The place was spotless. Monique and Mike were lovely hosts and extremely responsive. I'd stay here again in a heartbeat!
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- Seven Springs Mountain Resort
- Timberline Mountain
- Blackwater Falls State Park
- Fallingwater
- Canaan Valley Resort & Conference Center
- Hidden Valley Resort
- Ohiopyle State Park
- Idlewild & SoakZone
- Bella Terra Vineyards
- Flight 93 National Memorial
- Wisp Resort
- White Grass
- Lodestone Golf Course
- Canaan Valley Ski Resort
- Shawnee State Park
- Mountain Dragon Mazery Fine Honey Wine
- Winter Experiences at The Peak
- Pikewood National Golf Club
- Lakeview Golf Resort
- Laurel Mountain Ski Resort