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Guesthouse holiday rentals in Montgomery County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Montgomery County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the guesthouse showcases a modern design, with a combination of dark siding and wooden accents. A spacious balcony is visible on the upper level, while the ground level features a covered parking area. The entrance is highlighted by large, light-colored doors.
Guesthouse in Washington
4.77 out of 5 average rating, 30 reviews

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!

Superhost
The in-law house exterior is shown, featuring a light green façade with multiple windows. A wooden deck is visible at the entrance, with stairs leading to a landscaped yard adorned with flower beds and shrubs. The area is surrounded by trees, providing a serene environment.
Guesthouse in Herndon
4.75 out of 5 average rating, 224 reviews

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.

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, 193 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.

Guest favourite
A two-story accessory dwelling unit features a combination of brick and siding exterior, with large windows allowing natural light. A set of stairs leads to the entrance, and the surrounding area is shaded by trees, contributing to a tranquil outdoor setting.
Guesthouse in Washington
4.96 out of 5 average rating, 116 reviews

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!

Guest favourite
A bright and open living space features a striped sofa with a wooden coffee table and decorative wicker baskets. A dining area with modern chairs is complemented by a patterned wall art piece. Natural light streams in from the doorway, enhancing the inviting atmosphere.
Guesthouse in Herndon
4.93 out of 5 average rating, 122 reviews

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.

Guest favourite
An airy kitchen area is illuminated by pendant lights hanging above a small dining table. Stainless steel appliances include a refrigerator and microwave. Neutral cabinetry complements the wood flooring, creating a sleek and functional space. A bowl of fruit rests on the table.
Guesthouse in Rockville
4.97 out of 5 average rating, 36 reviews

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.

Guest favourite
An inviting living space featuring a spacious L-shaped couch adorned with vibrant throw pillows. A glass dining table is positioned in the foreground, complemented by a bottle of rosé and two glasses. A modern kitchen with stainless steel appliances and bar seating can be seen in the background.
Guesthouse in Rockville
4.94 out of 5 average rating, 197 reviews

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.

Guest favourite
The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.
Guesthouse in Monrovia
4.96 out of 5 average rating, 163 reviews

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:)

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, 297 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.

Guest favourite
A spacious studio displays warm wooden flooring complemented by an area rug. A queen bed is positioned along the wall, while a kitchenette is situated in the corner. A small dining table and two chairs are present, and a desk with a lamp provides a work area.
Guesthouse in Potomac
4.89 out of 5 average rating, 55 reviews

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!

Top Guest favourite
Guesthouse in Sterling
4.91 out of 5 average rating, 75 reviews

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.

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.
Guesthouse in Woodbine
4.95 out of 5 average rating, 107 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!

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