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Guesthouse vacation rentals in Montgomery County

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Top-rated guesthouse rentals in Montgomery County

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

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Guesthouse in Rockville

4.88 out of 5 average rating, 189 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!

Guesthouse in Herndon

4.76 out of 5 average rating, 215 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.

Guesthouse in Glenwood

4.95 out of 5 average rating, 177 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.

Guesthouse in Washington

4.89 out of 5 average rating, 429 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

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.

Guesthouse in Rockville

4.96 out of 5 average rating, 157 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.

Guesthouse in Monrovia

4.97 out of 5 average rating, 143 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:)

Guesthouse in Sterling

4.86 out of 5 average rating, 51 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.

Guesthouse in Highland

4.98 out of 5 average rating, 277 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 and adjacent walking trails.

Guesthouse in Germantown

4.96 out of 5 average rating, 23 reviews

Cozy Studio with fireplace

You'll love this unique escape! This charming Private basement studio apartment, offers comfort and convenience for your stay. it's perfect for travelers seeking home away from home. This place is fully renovated with a romantic fireplace, kitchen and bathroom ,a queen bed ,and a full sofa bed. Enjoy easy access to nearby attractions and amenities, along with the privacy and tranquility of your own space. We look forward to hosting you!

Guesthouse in Hyattsville

4.84 out of 5 average rating, 267 reviews

Small cabin style- 23 min drive to US Capitol!

This in-law suite is better defined as a small apt. attached to house; own entrance, bathroom, kitchen & free parking! Queen bed, clean sheets, towels, iron, board, kitchen pots, dining table, TV & more. It’s small but with all amenities necessary to live. If looking for a huge space, this will not be it. Good for single/couple cruising by the DMV on a BUDGET! -20 min walk to metro; off DC border, 18 min. drive to center of city.

Guesthouse in Takoma Park

4.92 out of 5 average rating, 145 reviews

Newly renovated private rental - close to DC!

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.

Guesthouse in Washington

4.86 out of 5 average rating, 119 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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Popular amenities for Montgomery County guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Bethesda

4.97 out of 5 average rating, 162 reviews

Hidden Gem in Downtown Bethesda

Guesthouse in Highland

4.98 out of 5 average rating, 277 reviews

Woodland Retreat

Guesthouse in Glenwood

4.95 out of 5 average rating, 177 reviews

The Caretaker's Cottage-Historic Roundabout Hills

Guesthouse in Washington

4.89 out of 5 average rating, 429 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Guesthouse in Herndon

4.76 out of 5 average rating, 215 reviews

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

Guesthouse in Boyds

4.83 out of 5 average rating, 80 reviews

Beautiful Contemporary Basement

Guest house rentals with a patio

Guesthouse in Rockville

5 out of 5 average rating, 27 reviews

Contemporary colonial cottage, close to metro, ADA

Guesthouse in Silver Spring

4.95 out of 5 average rating, 19 reviews

The Little Wooded Casita

Guesthouse in Beltsville

New place to stay

Natures Touch: Modern Getaway

Guesthouse in Hyattsville

4.93 out of 5 average rating, 29 reviews

New Private Guest House in Historic Area & Near DC

Guesthouse in Washington

4.95 out of 5 average rating, 41 reviews

Entire 2-BR DC Guest House with Patio

Guesthouse in Frederick

Cozy Guesthouse in Frederick

Guesthouse in Washington

5 out of 5 average rating, 3 reviews

Serenity House - Guest Suite

Guesthouse in Silver Spring

4.67 out of 5 average rating, 9 reviews

Enchanting Backyard Tiny House, Bells & Whistles!

Guest house rentals with a washer and dryer

Guesthouse in Washington

5 out of 5 average rating, 23 reviews

AU Park/Little House

Guesthouse in Gaithersburg

New place to stay

1-Bdr/1-Bth + 1 Sofa Bed Amazing Guest Suite

Guesthouse in Washington

4.96 out of 5 average rating, 47 reviews

2 Bedroom Basement Suite - Rock Creek Park

Guesthouse in Spencerville

4.84 out of 5 average rating, 25 reviews

Adorable Guesthouse on Historic Farm.

Guesthouse in Washington

5 out of 5 average rating, 29 reviews

Sunny, Private Studio Apartment

Guesthouse in Washington

4.76 out of 5 average rating, 55 reviews

LA MAYA future dream

Guesthouse in Silver Spring

4.83 out of 5 average rating, 80 reviews

Guest Home in Silver Spring near ARL and FDA

Guesthouse in North Potomac

4.83 out of 5 average rating, 12 reviews

Peaceful In Potomac

Destinations to explore