Holiday houses in Ashton-Sandy Spring

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Top-rated holiday rentals in Ashton-Sandy Spring

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Guest favourite
An open-concept living area is presented, featuring a cozy sofa and comfortable chairs arranged around a coffee table. A large smart TV is placed on a wooden cabinet. The bright kitchen area, equipped with modern appliances, is visible in the background.
Guest suite in Silver Spring
4.91 out of 5 average rating, 23 reviews

Comfy Corner in Silver Spring & Near DC

Discover comfort and convenience in our charming two-bedroom basement unit. Nestled in a niche neighbourhood, you'll enjoy the safety and serenity of the area, perfect for peaceful living. Just minutes away, you'll find a variety of stores, restaurants, and hospitals, making everyday errands a breeze. For nature lovers, the surroundings are ideal for relaxing walks, with lush greenery & beautiful trails. Enjoy two comfortable queen-sized beds, a spacious bathroom, ensuite laundry & free parking!

Top Guest favourite
A spacious sleeping area features a king-sized bed with a light-colored, textured duvet and decorative pillows. Two stylish lamps provide warm illumination beside the bed. A decorative bench sits at the foot of the bed, with neatly folded linens displayed on top. Natural light enters through a window with wooden blinds.
Guest suite in Derwood
4.98 out of 5 average rating, 220 reviews

Cozy, Private Garden Apt in Derwood-La Belle Vie

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

Top Guest favourite
The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.
Guesthouse in Glenwood
4.95 out of 5 average rating, 195 reviews

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.

Top Guest favourite
A spacious bedroom area features a king-size bed with neutral linens, accompanied by accent pillows and a throw. A modern sectional sofa is positioned nearby, and a wall-mounted flat-screen TV is visible. Soft lighting illuminates the room, creating a relaxed ambiance.
Guest suite in Silver Spring
4.92 out of 5 average rating, 268 reviews

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.

Guest favourite
An airy interior is highlighted by wooden beams and natural light from multiple windows. A compact kitchen with blue cabinetry and white countertops is visible, alongside a cozy sitting area featuring a textured sofa and a small coffee table. A black ladder leads to the upper loft.
Tiny home in Silver Spring
4.83 out of 5 average rating, 485 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!

Top Guest favourite
A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.
Guesthouse in Highland
4.98 out of 5 average rating, 298 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 (weather permitting) and adjacent walking trails.

Top Guest favourite
The bedroom features a spacious bed adorned with a patterned duvet and cushions. A series of black and white photographs hang above the bed, depicting a city skyline. Soft lighting creates a relaxing atmosphere, and the room is painted in a soothing gray tone.
Guest suite in Silver Spring
4.97 out of 5 average rating, 93 reviews

Relaxing 1 bedroom private basement apartment

Welcome, it's time to relax! This newly finished apartment is ready to host a single looking to get away, a couple looking to take a break, or a small family ready to enjoy the DMV area. 2 minutes from the NW branch trail that leads to Brookside Gardens and 5 minutes from the metro station (red line). Whether you choose to stay in and relax in the spa-like soaker tub and rain shower, use the workspace with high speed wifi, or get out and enjoy the trails, this location has it all.

Superhost
A spacious kitchen area is highlighted by dark wood cabinetry and a black countertop. Pendant lights hang above the counter, and light wood flooring leads towards an open living space. Decorative wall art featuring floral motifs is displayed on the yellow walls.
Guest suite in Highland
4.77 out of 5 average rating, 124 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(3 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, welcome!

Superhost
Home in Laurel
5 out of 5 average rating, 6 reviews

Chic & Comfy Basement Apartment | Laurel MD

Welcome to your perfect getaway in the heart of Laurel! Spacious, This private 1BR/1BA basement apartment in quiet Laurel neighborhood features a separate entrance, full kitchen shed, large walk-in closet, modern bath, and over 1,000 sq ft of living space. Just 5 mins to I-95, 25 mins to BWI, DC & Baltimore and less than 10 minutes from Burtonsville Townsquare & Burtonsville Crossing. Perfect for business or leisure travelers!

Top Guest favourite
A modern living area features a comfortable gray sofa adorned with light-colored cushions. A sleek black coffee table sits on a striped rug. Natural light floods the space through large windows, while a glimpse of the kitchen is visible in the background.
Guest suite in Silver Spring
4.98 out of 5 average rating, 81 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

Superhost
The exterior of the apartment complex is highlighted by lush greenery and mature trees, providing natural shade. A well-maintained lawn surrounds the building, and the brick façade adds a classic touch to the welcoming atmosphere.
Guest suite in Silver Spring
4.81 out of 5 average rating, 188 reviews

Spacious, Private Basement Apartment

Clean private walkout basement apartment with private bedroom (queen bed); plus folding twin bed for third guest, private full bathroom; kitchenette equipped with a fridge, Keurig coffee maker, cook-top, boiler, microwave, and toaster; spacious living room with fireplace equipped with TV (Netflix) and free WiFi. Dining table with two chairs. Basic kitchen utensils and silverware.

Guest favourite
The exterior of the cottage is highlighted by warm lighting at dusk, showcasing a wooden structure accented by white brick. A porch features several chairs and potted flowers, providing a welcoming atmosphere. A charcoal grill is positioned nearby, and fallen leaves cover the ground.
Tiny home in Silver Spring
4.98 out of 5 average rating, 136 reviews

cottage in a meadow - 7 acre urban oasis

Welcome to Cedarbrook Cottage! You won’t forget your time in this romantic, memorable place. Lovingly designed and remodeled by the owners, our home combines the convenience of modern urban living with the peace and quiet of secluded farm land. This property is perfect for your family or close knit group.

Popular amenities for Ashton-Sandy Spring holiday rentals