Holiday rentals 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
4.92 out of 5 average rating, 24 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, 225 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
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, 275 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.

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.
Guest house in Highland
4.98 out of 5 average rating, 300 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
An outdoor patio area features a hot tub, a dining set, and a grill. A shaded seating area is furnished with cozy couches, while a colorful game board adds a playful element. Lush grass covers the ground, creating a welcoming space for relaxation and enjoyment.
Home in Silver Spring
4.99 out of 5 average rating, 276 reviews

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Guest favourite
Guest suite in Gaithersburg
5 out of 5 average rating, 7 reviews

Private Mini-Suite (Space NOT shared with Host)

Keeping it simple at this peaceful and centrally-located place. 1.7 miles from I-270, 4.7 miles from Germantown Soccerplex, 0.4 miles from Bowling alley, 1 mile from Kaiser Permanente, 4 miles from Shady Grove Hospital and Shady Grove Metro Station, 0.7 miles from the Gaithersburg MVA, 1.2 miles from the shopping center, 3.1 miles from Fitness centers, 3 minute walk from the RideOn bus stop (61, 74, 78), and minutes away from Tech Hub and pharmaceutical companies.

Superhost
A cozy room features a spacious bed dressed in navy bedding, complemented by a neatly placed towel. A light gray armchair sits in the corner, adding a touch of comfort. Natural light brightens the space through the window, enhancing the warm wooden flooring.
Home in Wheaton
4.88 out of 5 average rating, 127 reviews

Cozy Retreat: Immaculate Clean, private place

Welcome to your Squeaky clean home! This neat & tidy room boasts a fully equipped kitchen, a clean bathroom with shower all for your exclusive use. You only share a wall with the main house. Ideal for solo travelers, couples or small families seeking an unforgettable getaway. Conveniently located on the corner for easy parking and access, it's situated in the most peaceful neighborhood and near metro and train stations for added convenience.Enjoy your time.

Guest favourite
The exterior of a two-story townhouse is visible, featuring a red front door framed by large windows. Lush greenery and flower beds surround the entrance, complemented by a concrete walkway leading to the door. The setting is well-lit by natural sunlight.
Townhouse in Olney
4.9 out of 5 average rating, 106 reviews

Your vacation at perfect & cozy townhouse

Relax with the whole family at this peaceful place to stay. You will be close to your family! Enjoy a game of tennis or light the fireplace and enjoy it with a board game You will be next to the best shopping center across the street with everything you need three supermarkets, banks, restaurants, laundry, service, tjmax, etc. there is a playgroung ,tennis court, is a beautifully neighborhood to walk, Olney is a perfect family town.

Guest favourite
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
4.78 out of 5 average rating, 128 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!

Top guest favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guest house in Woodbine
4.96 out of 5 average rating, 120 reviews

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!

Top guest favourite
A charming brick house is set on a well-maintained lot, featuring a spacious driveway suitable for multiple vehicles. A grassy area and trees are visible, adding greenery to the front yard. Blue recycling bins are placed near the fence, which provides privacy.
Home in Wheaton
4.95 out of 5 average rating, 139 reviews

NEW| Cozy House near Metro & WashDC| Ample Parking

Beautiful and cozy house just 25 minutes from Washington DC and only 8 minutes walk from the Glenmond metro station, with large parking sufficient for 4 vehicles, it has 2 spacious bedrooms, a full bathroom, a fully equipped kitchen and a nice living room for entertainment and family enjoyment, all the comfort and convenience in one place.

Top 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, 143 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