
Vacation rentals in Glenwood
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Glenwood
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

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.

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.

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck
My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

"The Whole First Floor is Yours" near Columbia, MD
Welcome to the American Dream! Our home is set in a picturesque suburban neighborhood of the nation's capital. On our first floor (2000 square feet), we have two separate rooms with three beds, two bathrooms, a private access, and a full complement of amenities just for you! we can have 6 quests in total! Our 1.6-acre yard is perfect for anything from a peaceful lounge to a pickup soccer game. If you have a family, or a group of friends, welcome! My home is also close to Merriweather concert!

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.

Large Open Suite nestled among the Trees
Bright, open floor plan with private entrance and free parking nestled in a quiet residential tree lined cul-de-sac in beautiful Marriottsville. This is a private suite in our home with over 900 square feet of space. It includes an efficiency kitchen equipped with a mini fridge, toaster, microwave and hot plate. This suite is a wonderful short term option for professionals & interns. The neighborhood borders Patapsco State Forest which offers hiking, biking, horseback riding and kayaking .

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Gillis Carriage House 1 BR entire place pond view
Take a break and unwind at this peaceful oasis. This charming guest cottage is tucked away from the hustle and bustle, offering a quiet retreat to relax and recharge. Yet it's conveniently located less than 10 minutes from shopping, restaurants, and a major highway. Enjoy a cozy interior, peaceful surroundings, and easy access to everything you need. Whether you're here for a weekend getaway or an extended stay, this tranquil spot is the perfect place to slow down and feel at home.

Cozy Cuddle up on 1700’s Clydesdale Farm
The Hunt Box at Sylvanside Farm is a couples favorite! Cozy bedroom with bay window overlooks the stone barn, Clydesdales field and pond. Full kitchen, full bath and small living room. Enjoy a glass of wine on dock, hike the fields and streams, enjoy the animals, roam the our beautiful 25 acres. Escape the city and relax. Our visitors to date have proclaimed it magical and we hope you agree. In accordance with Airbnb’s policies parties are not permitted.

Saadallah Cozy-ta
Relax with the whole family at Saadallah Cozy Ta- a peaceful retreat. This charming home features a convenient first-floor bedroom, a fully equipped kitchen, and washer/dryer for all your needs. Enjoy quality time together in the inviting outdoor space, perfect for unwinding and making memories. We invite you to roast marshmallows by the fire, collect fresh free range eggs from the coop, and pick your favorite herb/vegetable from the garden.

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!
Popular amenities for Glenwood vacation rentals
Other great vacation rentals in Glenwood

Stylish Modern Basement Suite w/ Private Entrance

Quiet Studio Basement Apartment

The Gathering Place | Luxury Sauna Retreat

Private Woodland Retreat | Near Downtown Frederick

Charming Home in the Heart of Old Ellicott City

Private Guest Suite in Columbia

Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails

Gate House
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Ocean City Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Newark Vacation rentals
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Federal Hill Park
- Arlington National Cemetery
- Capital One Arena
- National Museum of African American History and Culture
- Washington Monument
- Georgetown Waterfront Park
- CFG Bank Arena
- Howard University
- Smithsonian National Zoological Park
- National Harbor
- Harpers Ferry National Historical Park
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum
- Cunningham Falls State Park





