Vacation rentals in Ashton-Sandy Spring

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Top-rated vacation rentals in Ashton-Sandy Spring

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Guest favorite

Guesthouse in Glenwood

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 favorite

Home in Silver Spring

Rare New Build Home w/Hot Tub, Fire pit, Game Room

Nestled just outside of Washington DC, this stunning 5BR home offers an escape from the hustle & bustle. Sink into plush sofas as you unwind with a movie night or be greeted by a spacious patio area, complete with a hot tub & grill. Roast marshmallows & share stories with friends & family around the fire pit. In the mood for a city adventure? We’re located in between DC & Baltimore! Whether seeking relaxation, outdoor adventures, this is the perfect place to experience the best of both worlds….

Guest favorite

Guest suite in Derwood

Cozy, Private Garden Apt in Derwood-La Belle Vie

Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Newly 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

Rental unit in Gaithersburg

Bright, Private Garden Apt Near DC + Free Parking

GORGEOUS 1 BR apartment w/PRIVATE & separate entrance in lovely family neighborhood. ENJOY a clean, spacious space w/queen-size bed, TV/WiFi, relaxing bathroom, modern kitchenette, full laundry room, natural light & HUGE flower and veggie gardens. PERFECT for visiting families, traveling nurses & relocation assignments! FREE parking w/plenty of wonderful shops & restaurants nearby. MINS from highways to DC/Balt/Fredrick (35 min). SHORT 6 min ride to RED Line Metro (Shady Grove) to DC.

Superhost

Tiny home in Silver Spring

★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!

Superhost

Home in Glenmont

Quiet, Modern Apartment - Metro Accessible.

Perfect for couples, solo adventurers, and business travelers. Short trips and longer stays. Unit is in the ground level with private entrance. Recently remodeled with open living room, ceramic floors, and granite kitchen countertop. Fully stocked with everything you need to live for a few days. Ideally located minutes from the Glenmont Metro Station (Red line), the Westfield Wheaton Mall and downtown Silver Spring. You could not ask for a better place to stay for work or pleasure

Guest favorite

Cottage in Woodbine

Gate House

Quaint cottage farm house nestled in beautifully rolling countryside setting on an operating horse farm. Fully furnished with all the modern amenities. Easily accessible from I70, and located within 30 to 40 minutes of Frederick, Baltimore, DC and Gettysburg. This property is also situated at the North west trail head to the Patuxentstate park, with tons of access to easy hiking! Pet friendly, we just ask that pets remain on leash when outside of the space or vehicles.

Guest favorite

Guest suite in Silver Spring

Private guest suite in a newly remodeled home

You'll find a spacious and bright basement apartment that has a bedroom with a queen-size bed, a couch, toilet and kitchenet, all in the suite. It has its own entrance and self check-in. It is complete with a flat-screen TV and an office desk for your work. None of the amenities are shared with other guests. The fully-equipped kitchenet has everything you'll need to cook and warm your meals, including a fridge, microwave, stove, and all the pots, pans, and utensils.

Guest favorite

Guesthouse in Highland

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 and adjacent walking trails.

Guest favorite

Guest suite in Silver Spring

Guest Apartment in Lovely, Quiet Neighborhood

Super clean Basement Apartment with private Entrance, private full Kitchen, private Bathroom, Queen size bed, & Full size futon couch. Conveniently located: 0.8 miles from closest bus stop, 2.6 miles from Wheaton Metro Station, and 11 miles from Washington, D.C.--this apartment has everything you need!! Quiet suburban neighborhood with free street parking. We are licensed in our county for AirBnb and we are proud to be Superhosts! We look forward to hosting you!

Guest favorite

Rental unit in Sykesville

In the Heart of Sykesville! 2 Bedroom Suite

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. Discover our hidden gems!

Superhost

Guest suite in Highland

The whole first floor is yours in MD Columbia

Welcome to the American Dream! Our home(total 6000+ square feet) is set in a picturesque suburban neighborhood of the nation's capital. On our first floor, we have spacious two bedrooms ,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, welcome!