Vacation rentals in Glenwood

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Top-rated vacation rentals in Glenwood

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Top guest favorite

A spacious living area features comfortable seating arrangements, including two recliners and a sofa. A large television is mounted on the wall, and artwork decorates the space. A blue area rug enhances the room's design, complemented by soft overhead lighting.

Guest suite in Woodstock

4.99 out of 5 average rating, 180 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 fir heavy cooking. No stove.

Top guest favorite

Apartment in Sykesville

4.96 out of 5 average rating, 192 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 favorite

A fire pit is centrally positioned on a wooden table, featuring decorative stones and visible flames. Surrounding seating is provided by black metal chairs and a table, set against a wooden fence that offers privacy. The outdoor space is peaceful, ideal for relaxation.

Guest suite in Glenelg

4.99 out of 5 average rating, 111 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 favorite

Guest suite in Derwood

4.98 out of 5 average rating, 199 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.

Guest favorite

A well-lit wooden boardwalk leads to a private entrance, highlighted by soft lights along the path. The sign reading 'Linden' is visible, with a cozy outbuilding in the background, beginning to glow as evening settles in.

Apartment in Sykesville

4.97 out of 5 average rating, 322 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 favorite

A bright kitchen area features modern appliances, including a stainless steel dishwasher and stacked washer and dryer. The farmhouse-style sink is complemented by a spacious countertop. Light streams through the window, illuminating natural wood flooring and leading to a cozy living area visible in the background.

Guesthouse in Glenwood

4.95 out of 5 average rating, 187 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.

Top guest favorite

A community sign displays various local businesses, including a grocery store, restaurant, pharmacy, and services. Green shrubbery is visible at the base, and the surrounding area features well-maintained landscaping, indicating a welcoming environment. The sky is clear and sunny, enhancing visibility.

Apartment in Woodstock

4.92 out of 5 average rating, 12 reviews

Resort living studio apt with hot tub and fire pit

Resort living at it’s best! Everything you need in this studio apartment equipped with gym equipment (treadmill, Peloton bike, weights), large smart tv, WiFi, hot tub, firepit, full bath, kitchen, sofa bed, washer/dryer on a golf course resort with free access to the community pool (Memorial Day through Labor Day) and community gym, walking distance to the public golf course (Waverly Woods), restaurants, shops, and grocery store. Walkable neighborhood just minutes from Patapsco state park.

Top guest favorite

Guesthouse in Monrovia

4.97 out of 5 average rating, 150 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:)

Top guest favorite

An outdoor patio area is seen, featuring four metal chairs arranged around a circular stone surface. Lush green grass surrounds the patio, with a fenced yard visible in the background. The sun sets gently, casting warm light over the scene.

Home in Gaithersburg

5 out of 5 average rating, 23 reviews

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.

Guest favorite

The landscaped front yard features a winding pathway leading guests to the entrance. Colorful flowers border the pathway alongside neatly arranged stones. A wooden sign indicating 'Guest Parking' is visible, directing vehicles towards designated parking spaces.

Apartment in Sykesville

4.85 out of 5 average rating, 199 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.

Guest favorite

A modern grocery store exterior is depicted, showcasing a brick façade with distinctive architectural details. Shopping carts are lined up outside the entrance, and people can be seen gathering near the doorway. The image features a clear blue sky, enhancing the store's inviting appearance.

Apartment in Clarksville

4.88 out of 5 average rating, 130 reviews

1k+ sf Charm in Upscale SFH Suburban NH of DC Balt

Read our reviews! this clean, 1k+ sf & above-grade (thus having plenty & lots of natural light) ground floor 2BR Apt w own entrance in safe & highly sought-for upscale SFH community. Super Fast Internet! 7 minutes walk to shopping plaza & modern all-in-one fitness Columbia Gym, 22min to DC Metro & 25min to Baltimore. HafH w luxury amenities such as: full-size modern kitchen with granite countertop & big island, high-end full-size LG laundry tower & king-size bed for MBR.

Guest favorite

A spacious screened porch is furnished with rustic picnic tables and additional seating areas. Expansive windows provide unobstructed views of the surrounding greenery and fields. A ceiling fan is mounted above for comfort, while wooden flooring completes the inviting communal space.

Farm stay in Brookeville

4.87 out of 5 average rating, 23 reviews

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.

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Popular amenities for Glenwood vacation rentals

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Other great vacation rentals in Glenwood

Guest favorite

A decorative sign spelling 'home' is mounted on a white door. The letters feature a blend of black, yellow, and red, incorporating the colors of the Maryland state flag. The door displays a textured panel design, adding depth to the entryway.

Private room in Sykesville

4.91 out of 5 average rating, 114 reviews

Private room in sykesville with bathroom

MarinaRating, 5 stars2 weeks ago

This is the third time when my husband is having a long stay in Kristin’s place. The same as before the place was clean and convenient , Kris responsible and welcoming host. The cats are adorable.

A fire pit is centrally placed, surrounded by stone and gravel. A few logs are prepared for a fire, and a black wicker chair sits nearby, creating a cozy seating area. Wooden stairs lead up to the main house, with soft lighting enhancing the inviting space.

Home in Gaithersburg

5 out of 5 average rating, 4 reviews

Private Basement Apartment

BarbaraRating, 5 stars3 weeks ago

Nadia's Airbnb is a beautiful place to stay. Everything is new, the mattress is really great to sleep on, the entire place is clean and welcoming. The kitchen and the bathroom are stocked with amenities that make the stay special, such as toiletries, teas and coffee, waters, small appliances, a space heater and everything you would need for a wonderful stay. Nadia is an outstanding communicator, she is friendly, responsive and timely. The home is located in a beautiful, quiet neighborhood with parking at the front of the house. It is near to major highways to get anywhere in MD or NOVA, as I traveled to both in my week's stay and it was easy to get to anywhere from the location. Nadia is a warm, engaging, respectful and lovely host, I can't say enough about how she made me feel so welcome and at home in her place. Her family is also lovely and you have all of the privacy that you want as there is a separate entrance. The house is very safe, with a backyard with a locked gate.

Guest favorite

A clear Brita pitcher is placed inside a refrigerator, containing filtered water. The pitcher features a white lid and a spout for easy pouring. The inside of the refrigerator appears clean and organized.

Private room in Glen Burnie

4.82 out of 5 average rating, 753 reviews

Room Near BWI & Baltimore NO Cleaning Fee!

TyRating, 5 stars2 weeks ago

ALL as advertised - which made it perfect for my 12-hour needs, being close to BWI for my 6 AM breakfast at Panera, rental car return, and easily making my 9 AM flight!

Guest favorite

A spa is shown, featuring bubbling water and comfortable seating along the edges. The design includes built-in jets and a privacy fence. Steam rises gently from the surface, indicating the warmth maintained at a maximum of 104 degrees year-round.

Private room in Catonsville

4.9 out of 5 average rating, 369 reviews

Private Bedroom (GREEN) with Shared Bathroom

ZulieRating, 5 stars3 days ago

House was very cozy and had everything you’d need. The neighborhood is quiet and Patricia communicates really well. I’d highly recommend this house for solo travelers.

Guest favorite

A secure entry system is mounted on a wall, accompanied by a small potted plant on a wooden shelf. A black mailbox is positioned below, next to a red fire extinguisher. The mix of textures adds practicality to the entrance.

Private room in Rockville

4.91 out of 5 average rating, 190 reviews

Independent Self check in/out bedroom SFH basement

PeggyRating, 5 stars3 weeks ago

Another wonderful stay at Phong's! I'm always happy to see when his place is available and I snatch it up immediately. Safe neighborhood, very clean and all necessary amenities available with a responsive, conscientious host!

Guest favorite

A covered patio area contains a comfortable seating arrangement, featuring a sectional sofa accented with blue cushions and two matching chairs. Potted plants are placed around the space, with a child’s playset visible in the background against a serene green hillside.

Private room in Fulton

4.93 out of 5 average rating, 594 reviews

Large Mother-in-Law Suite near DC and Baltimore

RaeRating, 5 stars3 weeks ago

Great place to stay while visiting our friends in the area!

A serene outdoor space is surrounded by trees, featuring a hammock suspended between two trunks. A wooden pathway leads through the grassy area, with planters positioned along the edge, creating an inviting space for relaxation.

Apartment in Columbia

4.78 out of 5 average rating, 40 reviews

The Cardinal in the Woods

BarryRating, 5 stars1 week ago

Great place for a short stay and close to everything that we required. Good communication and flexible on our timings.

Guest favorite

Private room in Monrovia

4.81 out of 5 average rating, 66 reviews

Sampler Room

JonRating, 5 stars1 month ago

This was a fantastic stay. This home is far away from the hustle and bustle, and very peaceful. Their horses and dogs love to come up and say hi. Norma and Patrick have continental breakfast set up for the guests, and they have experience with hosting since the very early days of Airbnb. Getting packages delivered from Amazon was a breeze here. Also, Civil War battlefields are in proximity to this home. I found some rigorous hiking trails and feasted at great restaurants afterwards. During my stay I learned a lot from Patrick about Civil War history.

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Vacation rentals in Glenwood

Top-rated vacation rentals in Glenwood

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Popular amenities for Glenwood vacation rentals

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