Guesthouse vacation rentals in Montgomery County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Montgomery County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

An inviting living area features a white brick fireplace, providing warmth and focus. Two brown armchairs are positioned around a round table with decorative items. A doorway leads to a bright bedroom, illuminated by natural light, enhancing the cozy atmosphere of the space.

Guesthouse in Northwest Washington

Lovely one bedroom w/a fireplace & outdoor space

Unwind with the whole family in this stylish& serene retreat.location is unbeatable! Just steps from the RedLine train & multiple bus routes, getting around is effortless. Nearby, you’ll find Whole Foods, Wegmans, CVS, Target, a library, parks & great restaurants.This beautifully renovated apt is entirely private & sleeps 3, featuring a cozy bedroom with queen bed & a comfortable sofa bed. Enjoy a private entrance and an outdoor patio, perfect for relaxing. near Georgetown, national mall & more.

FamilyValueOutdoor spaces

4.93 out of 5 average rating, 121 reviews

Guest favorite

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

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.

ValueFamilyCleanliness

4.95 out of 5 average rating, 213 reviews

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

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.

LocationValueQuiet

4.76 out of 5 average rating, 237 reviews

Guest favorite

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

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.

FamilyLocationAmenities

4.91 out of 5 average rating, 165 reviews

Guest favorite

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 Brookland

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!

FamilyValueCheck-in

4.95 out of 5 average rating, 134 reviews

Superhost

The entrance features double French doors that open into a well-lit microhouse. A welcome mat is positioned at the threshold, while a small decorative statue stands nearby. Inside, a modern seating area is visible, accompanied by a central area rug that provides warmth to the wooden floor.

Guesthouse in Northwest Washington

The Heights House - A Private Urban Retreat

Our microhouse in 16th St Heights is the perfect home base for exploring the city. We're close to Rock Creek Park, the many restaurants and coffee shops of Petworth and Columbia Heights, and just a short bus ride from the downtown tourist sites. 16th St Heights is worthy of a little exploration in its own right, with a fantastic farmers market, beloved local eateries like Moreland’s Tavern and Highlands Café, and miles of forested bike/jogging trails in Rock Creek Park just a short walk away.

ValueFamilyGetting around

4.88 out of 5 average rating, 459 reviews

Guest favorite

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

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.

FamilyLocationLaundry

4.94 out of 5 average rating, 48 reviews

Top guest favorite

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

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.

ValueFamilyCondition

4.94 out of 5 average rating, 238 reviews

Guest favorite

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

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:)

ValueLocationHeating

4.96 out of 5 average rating, 181 reviews

Top guest favorite

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

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.

FamilyValueCheckout

4.98 out of 5 average rating, 313 reviews

Guest favorite

Guesthouse in Sterling

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.

FamilyValueAccuracy

4.85 out of 5 average rating, 100 reviews

Top guest favorite

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

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!

ValueLocationHiking

4.95 out of 5 average rating, 165 reviews