Guesthouse vacation rentals in Montgomery County

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Top-rated guesthouse rentals in Montgomery County

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Guest favorite
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
4.79 out of 5 average rating, 34 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 living area features a cozy sofa adorned with colorful pillows, complemented by a sleek coffee table. Natural light enters through large windows, while a spiral staircase leads to the loft. An inviting front door opens to the outdoor space, enhancing the overall ambiance.
Guesthouse in Rockville
4.87 out of 5 average rating, 219 reviews

Adorable private 1-bedroom place, close to metro

Adorable 1-bed guesthouse close to metro station.Features a cozy double bed, a pull-out sofa and chic kitchenette.Private outdoor space with comfy chairs and fire pit.Street parking available on adjacent street.We are a long walk, or a short bus ride (15 minute walk) to the WhiteFlint metro station. 0.8 miles to Pike&Rose with lots of restaurants and shopping malls.Experience D.C. and return to your private cozy home away from home! 10 min walk to the winding creek park with trails by the creek!

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 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
4.95 out of 5 average rating, 196 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 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 Washington
4.95 out of 5 average rating, 119 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!

Top 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
4.93 out of 5 average rating, 131 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 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
4.94 out of 5 average rating, 202 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.

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
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.

Superhost
Guesthouse in Silver Spring
4.86 out of 5 average rating, 7 reviews

Spacious light-field studio with workstation

This bright, spacious private studio has a walk-in closet, full kitchen, and access to a shared (with the owner) laundry room. The room has a queen bed and a desk workstation, and I can provide a twin air mattress upon request. Happy booking & welcome! PS 1. I ONLY provide guests with a virtual key (via the August app, which requires a smartphone with working Bluetooth/Wi-Fi). PS 2. The owner lives upstairs, and you can reach us for anything you need.

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
4.96 out of 5 average rating, 118 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 favorite
The entrance features a vibrant yellow door contrasting with a gray exterior. The door is flanked by two windows with decorative glass. A wooden ramp leads up to the door, providing accessible entry into the rental space.
Guesthouse in Takoma Park
4.94 out of 5 average rating, 173 reviews

Private, above-ground studio

This space was just renovated and now has its own private bathroom on the same level! The above-ground rental has a full bathroom, queen size bed and kitchenette (small fridge, microwave and coffee maker) making sure you have the basics needed for exploring the area. Keyless access makes for easy check in. Located on a quiet residential street, you’ll get the rest you need for your time working or exploring the area.

Top guest favorite
A spacious bedroom features a large bed with white bedding, positioned near a set of windows offering views of the outdoors. A small dining table with two chairs is placed to one side, and a modern lamp sits on a nightstand beside the bed.
Guesthouse in Washington
4.89 out of 5 average rating, 177 reviews

Beautiful Private carriage house bedroom AUPark.

This is a private spacious second floor bedroom in the carriage house with a full bathroom, dining table and closet and brand new mini split AC unit. The first floor has a small kitchenette equipped with a microwave, cooktop. coffee machine, refrigerator, countertop oven, and sink. The house is located in the safe and convenient AUPark neighborhood. On site parking is available. We live in the main house.

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