Holiday rentals in Glenwood

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Top-rated holiday rentals in Glenwood

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Top guest favourite
Guest suite in Woodstock
4.99 out of 5 average rating, 197 reviews

Our Retreat -in a country setting.

Private- apartment in the lower level of our house. House in a rural setting- you may spot white tail deer or other wildlife.Enjoy the peaceful tranquil setting.We are within 5 minutes by car to Rte 70 and shopping centers. Our space isn't childproof. Workout equipment available for use at your own risk. We control the HVAC and will adjust as requested. May not be suitable for those with mobility issues due to the walk to the entrance. Non smoking. We aren't set up for heavy cooking. No stove.

Guest favourite
Flat in Sykesville
4.95 out of 5 average rating, 211 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.

Top guest favourite
Guest suite in Glenelg
4.99 out of 5 average rating, 120 reviews

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

Top guest favourite
Guest suite in Derwood
4.98 out of 5 average rating, 216 reviews

Cozy, Private Garden Apt in Derwood-La Belle Vie

Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Freshly landscaped slate patio with garden and pond. The sound of running water provides a relaxing environment. Secluded back yard backs up to beautiful woods. 5 min away from bike trails. Large, open living space with sectional couch, and attached eating area with a table that can double as a work station. Centrally located in Montgomery County-approx 40 minutes from DC/Baltimore/Frederick.

Top guest favourite
Flat in Sykesville
4.97 out of 5 average rating, 334 reviews

Heart of Sykesville! 2 Bedroom Suite! Walk to town

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. Private guest patio with small gas grill. Dogs considered.

Top guest favourite
Guest house in Glenwood
4.95 out of 5 average rating, 193 reviews

The Caretaker's Cottage-Historic Roundabout Hills

The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Guest favourite
Tiny home in Glenwood
4.88 out of 5 average rating, 147 reviews

Ellerslie cabin

Located in Glenwood, Maryland, Ellerslie is a 50 acre farm which dates back to 1763 with scenic views, fields of corn and a tranquil stocked pond. Nestled here is a small historic log cabin, built around 1810, that is charming and cozy. It has recently been restored and is equipped with all modern amenities, including a new stainless steel refrigerator and gas stove. The cabin is perfect for a business person who prefers staying in the country to a city setting or for a weekend getaway.

Guest favourite
Home in Sykesville
4.85 out of 5 average rating, 170 reviews

Plummer Farmhouse

Want to experience historic Sykesville living? Look no further! This 1892 charmer offers 5 bedrooms and 2.5 baths with over an acre of land and amazing outdoors space (TV, over sized deck, and rail road tracks!). In 2016 Sykesville was named The Coolest Small Town in America and now you get to experience all its "coolness". The farmhouse is located only steps away from the Main Street which hosts boutique shops, great restaurants, distillery, farm markets and trout fishing in Patapsco river.

Guest favourite
Home in Alta Vista
4.95 out of 5 average rating, 175 reviews

Luxury basement apt all private with private entry

Indulge in modern luxury with this 1B 1 SPA like bathroom apartment. This elegant apartment is meticulously designed to offer a harmonious blend of comfort and opulence. This bedroom provides a tranquil oasis, ensuring that your stay is a pleasure. The kitchen is fully stocked. With a dedicated laundry room and coffee/Tea bar. Experience a sophisticated haven with unparalleled location, only over a mile away from Downtown Bethesda, 2 blocks from NIH, All major highways only 5min drive.

Superhost
Tiny home in Silver Spring
4.83 out of 5 average rating, 482 reviews

★Cozy Tiny House★ Private and Quiet

Ever wanted to experience a real Tiny House? Here's your chance! This one sits at the back of an acre lot in Silver Spring. Close enough to visit DC or Baltimore but far away from all the noise. End of a quiet cul de sac in a beautiful neighborhood. Perfect to get away and relax. Sleeps 3 with a queen bed in the upper loft and a twin bed in the rear. Fully functional kitchen and bathroom with walk in shower. Mini fridge/freezer, conduction cook top stove, AC/Heat unit, hot water, and more!

Guest favourite
Guest house in Monrovia
4.96 out of 5 average rating, 163 reviews

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Guest favourite
Flat in Sykesville
4.85 out of 5 average rating, 205 reviews

2 Bedroom Apartment in Quiet Area

We are 1/2 mile from Sykesville's Main Street - the 2016 Coolest Small Town in America. There are a lot of events in town, many walking paths through-out the community, a train that runs along the Patapsco River and through brick tunnels built in the 1800's. Nearby McDaniel College, Stevenson College, Patapsco State Park and Howard County Fair Grounds. You are less than an hour to Gettysburg, Antietam, Harpers Ferry, Baltimore, and Frederick, and about 1.5 hours from Washington, DC.

Popular amenities for Glenwood holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Howard County
  5. Glenwood