Vacation rentals in Ashton-Sandy Spring

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Top-rated vacation rentals in Ashton-Sandy Spring

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Guest favorite

Guest suite in Laurel

4.98 out of 5 average rating, 172 reviews

Whiskey Bottom Saloon by LLOYD SUITES

Whether you're a service member transferring to the area or here for business or pleasure, our 'Saloon' themed apartment is the perfect retreat. We're 25 mins from DC and 20 mins from Baltimore. Just a gallop to I-295, I-95 and Fort-Meade. Are you flying in from BWI Airport? We are only 15 mins away. If you would like to try your luck, we are 20 mins from Maryland LIVE Casino and Horseshoe Casino. Within walking distance is the famous Laurel Park Horse Race Track with live & simulcast races.

Nov 5 – 12

G$22,917 GYD per night

Guest favorite

Guest suite in Derwood

4.98 out of 5 average rating, 179 reviews

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.

Jun 23 – 30

G$22,262 GYD per night

Guest favorite

Apartment in Gaithersburg

4.94 out of 5 average rating, 131 reviews

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.

Jun 29 – Jul 6

G$26,548 GYD per night

Superhost

Tiny home in Silver Spring

4.85 out of 5 average rating, 336 reviews

★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!

Aug 1 – 6

G$35,268 GYD per night

Guest favorite

Cottage in Woodbine

4.91 out of 5 average rating, 125 reviews

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.

Dec 20 – 27

G$32,245 GYD per night

Guest favorite

Guest suite in Silver Spring

4.89 out of 5 average rating, 141 reviews

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.

Sep 21 – 28

G$23,086 GYD per night

Guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 263 reviews

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.

Aug 24 – 31

G$24,821 GYD per night

Guest favorite

Apartment in Sykesville

4.97 out of 5 average rating, 279 reviews

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!

Jan 5 – 12

G$17,782 GYD per night

Guest favorite

Apartment in Silver Spring

4.95 out of 5 average rating, 133 reviews

New - Super Host/Silver Spring/Full Kitchen-Cute

Recently renovated & very private 5 star condition, luxurious, cozy & comfortable Fully equipped new kitchen, w/stainless steel appliances Whole Foods/Trader Joe’s nearby Ideal for working professionals Close to WR Hospital, NIH, metro, bus, park and ride Private washer & dryer Luxurious Tempur memory foam mattress, linen and towels Powerful WIFI ideal for webinars Private entrance Free parking Very quite and bright basement apartment License BCA-102702/STR

Apr 12 – 19

G$19,985 GYD per night

Guest favorite

Tiny home in Bethesda

4.96 out of 5 average rating, 321 reviews

Middleton Cottage, near NIH; Free Parking Permit

Our newly updated charming guest cottage is nestled on a tree-lined residential street in the heart of Bethesda, just two blocks from the Bethesda Metro stop. A vast array of restaurants, clubs, shops, farmer's markets, bike trails, theaters, galleries, parks and more are a quick walk from our front gate. Guests enjoy relaxing in the backyard (which is shared with residents of the main house) and dinning on the patio. Self check-in is easy with a keypad.

Aug 19 – 26

G$23,869 GYD per night

Superhost

Guest suite in Highland

4.79 out of 5 average rating, 100 reviews

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!

Mar 27 – Apr 3

G$22,762 GYD per night

Guest favorite

Guesthouse in Silver Spring

4.96 out of 5 average rating, 49 reviews

Modern, spacious basement apt w/private entrance

Enjoy a modern kitchen and dining area, dedicated work space and large bedroom with a huge walk-in closet & en-suite bathroom with a large standing shower. This open concept home gets lots of sunlight throughout the day. Perfect for a visit to the suburbs of DC. Kid-friendly: toddler bed & high chair available upon request. Playgrounds and parks in neighborhood Dogs ONLY: Dog park in neighborhood & open grass areas

Aug 16 – 23

G$26,109 GYD per night