Vacation rentals in Greenmount

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Top-rated vacation rentals in Greenmount

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Guest favorite

Apartment in Sykesville

4.96 out of 5 average rating, 130 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Jun 24 – Jul 1

G$19,642 GYD per night

Guest favorite

Apartment in Monkton

4.94 out of 5 average rating, 137 reviews

Apartment in the 1858 Monkton Hotel!

Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. A yoga studio, bike and tube rental and great cafe are all in the same building.

Dec 30 – Jan 6

G$27,283 GYD per night

Guest favorite

Cabin in Myersville

4.97 out of 5 average rating, 254 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.

Mar 30 – Apr 6

G$23,642 GYD per night

Guest favorite

Guesthouse in Westminster

4.87 out of 5 average rating, 275 reviews

The Pig Shed Writer’s Retreat at Barter Lady Farm

Newly renovated with all new bathroom! The Pig Shed is an idyllic setting, close to Gettysburg and McDaniel College. Dogs under 50lbs welcome for Additional Fee, see House Manual for rules/fees for dogs. A unique retreat, fantastic for exploring local sites and nature watching. The studio features a queen sized bed, a full size futon, 3/4 bath, microwave, air fryer, hot plate, gas grill, incredible views and lots of quiet, access to a pond, hiking trails, a fire pit, and can visit the chickens.

May 6 – 13

G$21,389 GYD per night

Guest favorite

Guest suite in Red Lion

5.0 out of 5 average rating, 119 reviews

Private suite with kitchenette

Private suite with kitchenette, full bath, private entrance, and free on-street parking in beautiful rural area. Quiet neighborhood. Centrally located: 30 min. to Harrisburg or Lancaster; 1 hr. to Baltimore or BWI airport; 2 hours to Philadelphia. Ski Roundtop is only 30 minutes away! Hiking and biking on local rail trail. Happy to provide recommendations for restaurants and things to do in the area. Enjoy the Keurig coffee maker, microwave, and mini-fridge; snacks and bottled water provided.

Nov 15 – 22

G$13,158 GYD per night

Guest favorite

Home in Railroad

5.0 out of 5 average rating, 185 reviews

The Creek House - A Restored Historic Cottage

A hidden gem, right in the heart of Historic Railroad, Pennsylvania. Newly restored from ground up, The Creek House is situated on the Northern Central Railway Trail - perfect for hiking or cycling. With the occasional passing of the Northern Central Railway tourist train, guests have the opportunity to wave to riders and experience life of a different era and pace. A perfect getaway for family and friends with two bedrooms, one bathroom, a cozy living room and a kitchen with creek views.

Dec 3 – 10

G$60,548 GYD per night

Guest favorite

Cottage in Manchester

4.93 out of 5 average rating, 144 reviews

Magnificent Acres farm, a jewel of ecotourism

Magnificent Acres is a unique jewel of ecotourism segment! Whether you want to spend an unforgettable weekend with your family, have a romantic trip with your significant other or have a great time with your friends, birthday party, wedding you have come to the right place! The unique location allows you to enjoy not only the amenities we offer our guests, but also great number of attractions in the immediate surroundings, which you can reach on foot, by bike, by car and even on horseback!

Oct 5 – 12

G$25,914 GYD per night

Guest favorite

Guest suite in Monkton

4.96 out of 5 average rating, 137 reviews

Private Garden Apartment in Historic District

Our 1919 charming home, surrounded by 50 acres of preserved land, is in an historic district and a stone's throw from the NCR hike/bike trail. We have tubes to float down the Gunpowder River which winds around our property and is accessible by foot. The bike path is lovely! Inverness Brewery is located 5 minutes away, Starbright farm is a glorious lavender farm 15 minutes north, Boordy Vineyards, a family run winery, is 20 minutes east, and Ladew Toipiary Gardens is another gem to behold!

Dec 22 – 29

G$19,060 GYD per night

Guest favorite

Cabin in New Oxford

4.9 out of 5 average rating, 599 reviews

Conewago Cabin - Near Gettysburg!

Rustic, cozy one-room apartment down a long lane on the Conewago river. The apartment is attached to the house but has its own entrance without going through the main house. Private bathroom and shower included. PLEASE NOTE: There are several steps in the cabin going down into the kitchen, up into the living room, and down into the bedroom nook. The floor of the bathroom is not completely even. This cabin may not be suitable for senior citizens or those who have problems with mobility.

Feb 25 – Mar 4

G$14,248 GYD per night

Guest favorite

Apartment in Sykesville

4.97 out of 5 average rating, 279 reviews

In the Heart of Sykesville! 2 Bedroom Suite

Located in the heart of Sykesville, Linden, a two bedroom basement suite, welcomes you to relax and rewind! We have designed our space to feel like your home away from home.The kitchenette includes a full refrigerator, microwave, slow cooker, Instapot, and a hot plate for meal prep. An easy stroll to Main Street will give your car a rest as you enjoy dining and shopping, live music from May/Oct and a wonderful Splash Park from May/Sept. Discover our hidden gems!

Jan 5 – 12

G$17,788 GYD per night

Guest favorite

Tiny home in Wellsville

4.97 out of 5 average rating, 600 reviews

Cutest Tiny Home Getaway w/kayaks next to lake

Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

Oct 30 – Nov 6

G$31,008 GYD per night

Guest favorite

Home in Blue Ridge Summit

5.0 out of 5 average rating, 450 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Aug 25 – Sep 1

G$33,501 GYD per night