Vacation rentals in Damascus

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Beautiful Mount Airy Home -Wine Country, Views!

100% FULLY RENOVATED, 4 BEDROOM HOME & BEAUTIFUL VIEWS! Soak in the views from the spacious 2nd story deck, dining area & bedrooms. Enjoy the floor-to-ceiling stone fireplace, chef's kitchen & tile baths. Lots of light, hardwoods throughout! Smart TV's, wifi & cable. 4-minute walk to Historic Downtown Mt. Airy & 5-minute drive to restaurants & shops. Only 10 minutes to top local wineries! 35 minutes to Baltimore's Inner Harbor, outlets & Ellicott City! Come enjoy! You'll be glad you did!

Entire Modern & Cozy Private Basement w/Amenities

Relax in our private, secluded basement suite, complete with a private cozy bedroom, newly renovated full bathroom, kitchen, and private entrance. This clean, one-bedroom suite in Gaithersburg, MD, is conveniently located near - - Germantown (9 miles ) - Damascus(3 miles), - Clarksburg (6 miles), - Washington DC (33miles) -Shady Grove Metro - 16 miles It is perfect for both short stays and longer visits. You'll have full privacy while we reside in the upper two levels of the home.

Poole House at Friendship Farm

Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

Historic Peace and Plenty Farm: Pool House

Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

Sunsets from a Haven on a Hill

Come rest & relax in the high hill country of Mount Airy, MD. Find an oasis of beautiful views, rolling hills, open skies, and pastureland. This three-story farmhouse sits on one of the highest points in Mount Airy, MD with views of both the sunrise and the sunset. With an open kitchen plan, large family room, and beds to sleep 9, it’s a perfect place to gather family together for the holidays. Unwind, unplug, and connect with your loved ones in this beautiful farm setting.

Century Revival

Welcome to your perfect Mt. Airy getaway, where small-town charm meets comfort and convenience. Located in the heart of town and just minutes from I-70, this beautifully renovated 1910 home makes it easy to explore or unwind. Whether you’re here for a weekend escape, visiting family, or passing through, you’ll love the blend of historic character and modern updates. Enjoy your morning coffee on the wraparound porch or relax after a day out in this peaceful, inviting space.

Luxury Home on 300 Acre Estate

Escape to this 3-bedroom, 3-bathroom luxury estate located on 300 acres backing to Sugarloaf Mountain. Blending historic charm with modern updates, the home comfortably sleeps up to 10 guests. Enjoy hiking nearby trails, the C&O Canal, golfing, and biking, with Downtown Frederick just a short drive away. Unwind on the patio under the stars after a day of adventure. Perfect for nature lovers seeking a luxurious, serene getaway. Book now for an unforgettable retreat!

Private sauna retreat with country views

Welcome to The Gathering Place, a private Mount Airy retreat designed for families and friends. Unwind in the infrared sauna, gather by the fireplace, enjoy the game room, or relax on the deck with peaceful country views. Sleeps 10 with 4 bedrooms and 3 baths. Ideal for wedding weekends, winery getaways, family visits and girls’ trips. Enjoy 1 GB Wi-Fi, a well-stocked kitchen, garage parking and no cleaning fee. Designed for gathering, not parties.

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

Farmstay in a Historic Home

Enjoy relaxing in a peaceful historic home on a working 500 acre farm steeped in history. Hosted by farmers but central to Baltimore, Washington and Frederick. Across from Patuxent State Park. Enjoy hiking on the farm or in the park, fishing in the pond, fresh veggies from the garden, farm animals that amuse or read a book with your feet in the creek. Individual fun but well suited to small events of any ilk.

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.