Guesthouse holiday rentals in Montgomery County

DC Garden House - Modern 4-Person Stay by Metro

This new construction guesthouse is perfect for up to 4 guests, offering privacy, comfort, and convenience in a quiet neighborhood fully connected to the city. Highlights: - Sun-filled bedroom features either a king or two twins - 2 Full Bathrooms - Fully Equipped Kitchen. - Private Parking. Ideal for families, friends, or business travelers, this space combines thoughtful design with a great location near transit and local attractions. Book now for a stay that feels like home away from home!

Historic Herndon In-law house, kitchen. By IAD.

Entire in-law house w/ full kitchen and bathroom. Over 800 sqft. The house has a bedroom. You have the entire place to yourself and your family/friends. Keypad on the entrance so you can come and go whenever you please. Free parking. Verizon Fios TV, Gigabit WiFi Internet (speed varies). In-room climate control with central air and heat. -walk to downtown Herndon -close to FFX Parkway ~8 mins to Reston Town Center ~10 mins to Wiehle-Reston metro ~10 mins to Dulles Airport ~30 mins to Wash D.C.

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.

DC Treehouse - Charming, private 1-bdrm ADU in DC

Come to DC to work or play but stay here to relax. DC can be a busy, loud, fast-moving city at times, but the space we've cultivated here is a tranquil escape from the commotion without having to leave the city. This private 1 bedroom accessory dwelling unit has a full bathroom, full kitchen, laundry machines, desk/workspace, dining table, and small porch with table and chairs for a morning cup of coffee or evening cocktail surrounded by trees. We're hosts focused on hospitality, join us!

Modern Sugarland Apt-Metro/IAD

Welcome to our stylish basement apartment, perfect for modern travelers. Whether you're here for work or leisure, this space has you covered. Situated minutes from the Metro, Airport, and major work centers. The apartment features a desk with dual monitors, keyboard, mouse, and 1GB internet. At night, relax in the plush king-size bed. A convertible futon couch with a 65-inch TV, awaits your binge-watching sessions. A washer/dryer and full kitchen, w/refrigerator and stove complete the space.

Contemporary colonial cottage, close to metro, ADA

A brick walk to the front, or 2-car parking off rear alley, to shaded brick patio with steps or ramp to huge screened porch. Private entrance to open concept living room/dining room/ kitchen with vaulted ceiling, fireplace, and big flat screen TV. Two bedrooms on this level, both wheelchair accessible. Fully accessible bathroom w roll-in shower & washer/dryer. Stairs up to third bedroom w twin beds. One mile (walking) to downtown Rockville shops, restaurants, & nightlife, and Metro red line.

Modern Farmhouse Apartment. Close to Metro

Welcome to this beautiful and private 2 bed and 2 bath fully equipped apartment in a gorgeous modern farmhouse. Perfectly located in the City of Rockville. The apartment is in the basement of a newly constructed (2020) home. Completely separate with a private entrance and outdoor space. When you enter the home you will notice full natural light and high ceilings. No detail has been spared in the cozy 1000 sq ft apartment. From the full size laundry room to the soft close toilet seats.

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

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.

Potomac Sanctuary

Welcome to our Potomac Sanctuary. A perfect spacious studio equipped with a queen bed, mini kitchenette, full bathroom, washer/dryer, study nook, and a large walk in closet. Enjoy a peaceful neighborhood and private entry oasis for a getaway or more. Tastefully appointed accommodations, Excellent customer service that is quick, thorough, knowledgeable, and resourceful! Enjoy the best of both worlds: Close to fun activities in Bethesda, MD and just a metro away from downtown DC!

Bright Cozy Guesthouse in Sterling

Forget your worries in this spacious and serene space. Plenty of sunlight and perfect for a weekend gateway. Come enjoy this cozy private guesthouse located adjacent to our house with all the amenities necessary to enjoy your stay. Guesthouse situated on private property with 30 min + drive to exploring wineries, breweries, horse events or civil war sites in Middleburg, Purcellville, Leesburg, Bluemont or Round Hill. Recharge in a peaceful setting.  Adults Only. No pets.

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!