Barn holiday rentals in Maryland

The Lounge at The Stables of Rolling Ridge

The Lounge at The Stables of Rolling Ridge is a private, quiet, newly renovated apartment in the heart of a small town. Conveniently located on 77-acres of rolling farm land, our family invites you to unwind and relax away from the hustle and bustle of the DMV. The farm offers incredible sunsets, lush gardens with a gorgeous wooden pergola, and plenty of farm friends to keep you company! The Lounge is bright with a modern farmhouse feel and comes with all the essentials to make you feel at home!

Charming Waterfront Cottage on Historic Property

Enjoy a peaceful get-away in a beautifully renovated, historic cottage. The 115 acre property is on a peninsula with over 2 miles of shoreline. This charming home has water access, trails, a canoe, a hammock, and a lovely grilling patio. The cottage is on the private grounds of Whitehall Mansion, built in 1764 as the home of Governor Sharpe. The farm is used for horse boarding and private weddings. Nearby attractions include Annapolis, the US Naval Academy, Washington D.C., and Baltimore.

Waterfront Modern Guest Barn

Find peace and reconnect with nature at this award winning guest barn. With its simple geometry and bucolic setting overlooking a quiet river of the Eastern Shore, this gem at the edge of a farm field could easily be mistaken for a working barn. But when you slide open the pair of two-story barn doors, you find a beautiful modern guesthouse full of light from the wall of windows facing the river. The setting is incredibly peaceful, and is a wonderful romantic escape or family getaway.

Delightful one bedroom barn on outdoor campsite

Get away from it all when you stay under the stars. Escape the hustle and bustle but still be close to home. We bought this barn 6 years ago and have slowly been upgrading land/barn over the years. Last 2 years was lived in and now ready to share. We will upgrade as time goes on. Walkable to pier ( heavily damaged in winter storm ) but still walkable to water and boat entrance. Use to camp outside and enjoy a fire. If it rains or just to cold enjoy a beautiful renovated barn.

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Countryside-Stablehouse-Cozy for 2-March Discounts

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Howard's Cove Retreat Apartment

We live in an apartment attached to a 100 year old barn where my daughter and her family reside. We lovingly call our place "Howard's Cove Retreat." We are 3 miles from Annapolis and our home is located on Luce Creek. We offer two bedrooms and two full baths, a full kitchen and a living area, plus access to outdoor space and boating off of our dock. Our place is good for couples and families especially those who want to be close to their Naval Academy sons/daughters.

Cozy up in the restored 1820s Miller's House!

The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored over the last 18 months, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.

The Homestead at Sugar Water Manor Farm Stay

Located on 115 acres along the Manokin River, the Homestead offers full access to Sugar Water Manor's property, including kayaks, the pool, and opportunities to join the farm crew, collect eggs, or harvest produce. A breakfast treat is delivered daily. From the screened porch, enjoy the best sunset views over the river, gardens, and fields. Unplug during your stay--no WiFi, TV, or smoking on the property.

The Red Barn

The Red Barn is located in a very rural setting about 10 miles from Gettysburg. The Red Barn is approximately 1/2 mile off the main road and within a stone's throw of the Mason Dixon Line. If you are looking for a quiet space with not super internet this is the place. Plenty of books to read, miniature donkeys to watch playing with their border collie pal and on a clear night - see some awesome stars!

Maple Hollow Farm - A Little Piece of Heaven

Enjoy the modern farmhouse charm of this lovely apartment here at Maple Hollow Farm! This space includes all new furnishings, appliances, amenities and unique, stylish decor. You will enjoy a spectacular view off the attached deck that typically includes the horses grazing in the pastures and an amazing sunset! It's a fabulous location for your next getaway or even stay-cation!

The Country Loft

Reconnect with nature at this freshly remodeled, unforgettable escape. Located across from the Little Gunpowder Falls river with hiking, fishing and adventure at your doorstep. More relaxed sips and sights can be found at Ladew Gardens and Boordy Vineyards, both less than 10 minutes away by car, with many farm breweries in the area as well. Recently Featured on HGTV !