
Holiday houses in Glenelg
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Top-rated holiday rentals in Glenelg
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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
LocationFamilyComfort

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.
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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.
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"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!
ValueFamilySolo travel

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
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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.
LocationFamilySleep quality

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 .
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Saadallah Casita Farm & Garden
Welcome to your home away from home — a clean, comfortable retreat for short or extended stays. Enjoy cozy furnishings, a full kitchen, Wi-Fi, comfortable sleeping, and a peaceful atmosphere near, restaurants, parks, and attractions. Enjoy a touch of farm life during your stay! Our hens provide fresh organic eggs, and guests are welcome to pick fresh herbs and vegetables from the garden. We take pride in providing a spotless, welcoming home and responsive hosting. We’d love to host you!
FamilyLocationHospitality

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.
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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.
LocationFamilyAmenities

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!
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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.
LocationFamilyIndoor spaces
Popular amenities for Glenelg holiday rentals
Other great holiday rentals in Glenelg

Walk to Stadiums | 2 Rooftop Decks | Parking
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Luxury 5BR Getaway, Hot Tub, Game Room & Fire Pit
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Country cabin in Ellicott City
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Treetop Penthouse at Streit Manor
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Luxury & Comfort, 2BR, 1 BA Columbia, Town Center
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Luxury Home w/ Deck/Loft & Skyline Views near Balt
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DMV 4BR Luxury LakeHouse - GameRoom Firepit
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Patapsco Retreat
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Destinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Liberty Mountain Resort
- Johns Hopkins University
- Federal Hill Park
- Oriole Park at Camden Yards
- Capital One Arena
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Washington Monument
- National Museum of African American History and Culture
- National Harbor
- CFG Bank Arena
- Baltimore Convention Center
- Smithsonian National Zoological Park
- Museum of the Bible
- Harpers Ferry National Historical Park
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum





