Holiday houses in Ashton-Sandy Spring

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

Family · Location · Comfort

Wooded Retreat | Free Parking | Pets | Near DC

​Experience serenity & comfort in this Luminous Mid-Century Modern 3BR/2.5BA Retreat at The Oasis at Castle Cliff nestled in a private wooded valley. Pet-friendly. Deck. Primary suite with a dedicated workstation, standing desk & ergonomic chair. High-speed Wi-Fi & 75” Smart TV. Chef’s Kitchen with granite countertops & stainless steel appliances. In-unit LG WashTower. Assigned parking. Listing is for main/upper levels-walkout basement is entirely separate & owner-occupied with no shared access.

Family · Location · Check-in

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.

Family · Location · Checkout

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

Family · Location · Access

"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!

Family · Value · Laundry

Private guest suite in a newly remodeled home

We welcome you to a spacious and private basement apartment with its own entrance and self check-in. Get cozy with your guests in a space that has a bedroom with a king-size bed, an 85-inch smart TV, soft sectional , private toilet, bathroom and kitchenet, all in the same space. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals. Guest suite is the entire basement apartment which is a part of a bigger home where host lives.

Value · Family · Kitchen

Private 2-Bedroom Suite on Gated Potomac Estate

Quiet, secure & separate space with private outside entrance in our gated, smoke free home. Master queen bed and second full size bed for maximum of 4 people (no pets, no additional visitors). Living area with large sectional sofa, high speed internet, TV, desk, one bath, small refrigerator, microwave, Keurig coffee maker, water dispenser & breakfast table. Close to Bullis & Norwood schools, Congressional CC, and C&O Canal. Located just outside the DC Beltway for access to DC and Virginia.

Value · Location · View

Brand New Modern Guest Living Space

Welcome to this new beautifully designed guest living space. The space comes with a 70" LG 4K HDR TV in the living room that is paired with a full equipped Dolby Digital 5.1 surround system, an Electric Fireplace, a Highspeed internet, each room has a smart 4k tv. There is a fully equipped kitchen, dining area, living room with sofa, bathroom, and bedrooms with queen beds. The space has a very beautiful modern design. Less than a mile away from shopping centers, Fast foods and a hospital.

Value · Family · Amenities

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Location · Value · Indoor spaces

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.

Family · Location · Outdoor spaces

Historic Riverside Cottage

Its prime location in the Granite Hill area of Oella offers the charm of Old Ellicott City's shops and restaurants within walking distance. With river views and quick access to the hiking and mountain biking trails of Patapsco State Park, it blends nature’s beauty with urban comforts. It is also close to Merriweather Post Pavilion for easy access to concerts and events. The historical essence of the 1809-built house is preserved through a comprehensive 2023 renovation.

Family · Value · Checkout

Private Guest Suite in Columbia

Relax in this private guest suite in the heart of Columbia, Maryland! Enjoy a spacious king bedroom, private entrance, free parking, a fully equipped kitchen, washer/dryer, and a private patio with a fire pit. Perfect for couples, business travelers, travel nurses, or small families, with space for up to 3 guests. Conveniently located near Merriweather Post Pavilion, The Mall in Columbia, Maryland Live! Casino, BWI Airport, Baltimore, Washington, DC, and I-95.

Value · Family · Decor