Vacation rentals in Fairland

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.

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.

Charming Retreat @ Silver Spring

Welcome to your Charm Retreat at Needlepine Terrace Silver Spring!! Nestled just outside of Washington DC, our stunning 4BR home offers an escape from the hustle & bustle. Our charming home offers the perfect blend of comfort and convenience. Whether you're here for a weekend getaway or an extended stay, you’ll find everything you need to feel right at home. Experience the best of DMV area while enjoying the comforts of home. We can’t wait to welcome you! WE DON'T ACCOMODATE ANY PARTY!!!!

Exclusive Home in Upscale Chevy Chase

You will love the secluded garden, near woods with deer and wildlife, the sunny kitchen with skylights, garden room, and large brick patio. Enjoy the 10-minute walk to Amazon Fresh, Starbucks and Einstein Bagels. One mile to Bethesda Metro; 1.5 miles to NIH, and Washington DC. Just1.8 miles to acclaimed restaurants in Bethesda and Kensington. 5G Wi-Fi, large workspaces. Centuries old trees. Self-check-in. Plentiful street parking. Only service dogs allowed / charged at $10 per day.

Gardenview studio in downtown Silver Spring

Bright, clean, secure, open concept studio with a private entrance conveniently located in downtown Silver Spring. Spacious and totally private basement bed/living/office room, full bathroom and kitchenette with full amenities. Beautiful shared patio and garden. Easy 5 minutes walk to Whole Foods, Starbucks, restaurants, movie theatre, parks; 15 minutes walk to the Metrotrain and Washington, DC; 5 minutes drive to the Beltway. Active household with pets and children living above.

Bright & Cozy Private Suite close to DC

Welcome to your home away from home! This super clean and spacious one-bedroom basement apartment with one queen bed and a sofa bed offers all you need for a comfortable stay: Enjoy a separate entrance leading to a cozy living and dining area, a walk-in shower, a kitchenette, and a separate bedroom. Free parking is available, and easy access to public transportation. Groceries and restaurants are within a few minutes walk. We offer comfort, convenience, and a great location.

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!

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 quiet and bright basement apartment License BCA-102702/STR

4BR Near UMD & DC | Yard + Fire Pit + Parking

Close to UMD and DC. Rest in a clean and comfortable home with a peaceful garden with patio dining. Save time and money with 300M wifi and a cook's kitchen/charcoal grill. Have fun with our turntable and vintage vinyl. Hop on the Metro or highway, but you won't know they are there. We've planted hundreds of native plants around the backyard waterfall and fire pit. Pets must be on leash to protect the garden. Pricing varies with # of guests (8 max).

Spacious, Private Basement Apartment

Private Pet-Friendly Basement Suite Relax in a clean, quiet retreat with a queen bed (+ folding twin) and private full bath. Kitchenette: Fridge, cooktop, Keurig, microwave & utensils. Entertainment: Living area with Netflix, cozy seating & fast WiFi. Workspace: Dedicated desk/swivel chair & dining table. Privacy: Separate walkout entrance. Note: The entrance path is sloped and may be difficult for guests with mobility limitations.

Private 1BR Saloon w/ Kitchen & Patio near DC/BWI

Rustic saloon vibes, modern comforts, and two great cities on your doorstep—welcome to the Charming Saloon! In just 25 minutes you can be on the National Mall; in 20 minutes you can be cheering on the Orioles in Baltimore. When you return, your very own western-inspired hideout—with a full kitchen, private bath, and laundry—will be waiting.

Antique-Inspired Takoma Park Hideaway near Metro

Explore Takoma Park’s Charm Stay steps from Old Town’s vibrant shops, eateries, and local events. Enjoy walkable access to Takoma Junction, the Folk Festival, and scenic Sligo Creek Trail all in a close-knit, welcoming community.