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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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Guesthouse in Herndon

4.77 out of 5 average rating, 203 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.

20–27 Jul

$266 NZD per night

Guest favourite

Guesthouse in Glenwood

4.94 out of 5 average rating, 160 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.

22–29 Nov

$354 NZD per night

Guest favourite

Guesthouse in Clarksville

4.92 out of 5 average rating, 13 reviews

Unique guest house spa retreat

Kick back and relax in this calm, stylish space, central to amenities. Well connected to commuter routes. Located on a serene meadow in the heart of Clarksville, while giving you access to downtown Columbia, sport and fitness, fine dining, art and culture, music events, parks and hikes galore. Short distance to Fort Meade, NSA, NASA, Washington DC, Baltimore, historic Ellicott City, and Merriweather Post Pavilion. Fully independent guest house for privacy and convenience in a beautiful setting.

16–23 Sep

$272 NZD per night

Guesthouse in Washington

4.9 out of 5 average rating, 411 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.

12–19 Sep

$218 NZD per night

Guest favourite

Guesthouse in Hyattsville

4.83 out of 5 average rating, 226 reviews

Small cabin style- 23 min commute 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. -Check in times on weekends may vary! Sat- 3pm & Sun- 5pm

11–18 Mar

$133 NZD per night

Guest favourite

Guesthouse in Rockville

4.97 out of 5 average rating, 132 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.

31 May – 7 Jun

$408 NZD per night

Guest favourite

Guesthouse in Highland

4.98 out of 5 average rating, 263 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.

30 Jul – 6 Aug

$234 NZD per night

Guest favourite

Guesthouse in Silver Spring

4.8 out of 5 average rating, 116 reviews

*Contactless check-in/check-out Basement*

No contact basement suite. Self check-in/out ensures a no contact stay. Professionally cleaned after each guest checks out. Parking is safe and free on the street. There’s no kitchen but a breakfast station with coffee maker, microwave and refrigerator is in the suite. Silver Spring downtown is only 2 miles away with plenty of authentic restaurants and interesting local breweries. The short term residential license registration number : STR23-00099

30 Aug – 6 Sep

$171 NZD per night

Guest favourite

Guesthouse in Takoma Park

4.92 out of 5 average rating, 131 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.

29 May – 5 Jun

$168 NZD per night

Guest favourite

Guesthouse in Silver Spring

4.96 out of 5 average rating, 49 reviews

Modern, spacious basement apt w/private entrance

Enjoy a modern kitchen and dining area, dedicated work space and large bedroom with a huge walk-in closet & en-suite bathroom with a large standing shower. This open concept home gets lots of sunlight throughout the day. Perfect for a visit to the suburbs of DC. Kid-friendly: toddler bed & high chair available upon request. Playgrounds and parks in neighborhood Dogs ONLY: Dog park in neighborhood & open grass areas

9–16 Sep

$253 NZD per night

Guesthouse in Rockville

4.92 out of 5 average rating, 301 reviews

Historic Carriage House with 1BR Loft

Historic 1-1/5 story carriage house in the heart of Rockville, MD. Located at the back of our property (detached from our main residence)- guest parking, private entrance, and covered outdoor patio with furniture available upon request. Modern but cozy decor. Comfortably sleeps 2 in king size bed, room for an additional guest on living room futon. Short 0.7 mile walk to Rockville Metro and Town Center.

1–8 Jun

$262 NZD per night

Guest favourite

Guesthouse in Woodbine

4.89 out of 5 average rating, 19 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.

9–16 Oct

$177 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Houses

A space that's all yours, with room for everyone

Popular amenities for Montgomery County guesthouses

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guest favourite

Guesthouse in Glenwood

4.94 out of 5 average rating, 160 reviews

The Caretaker's Cottage-Historic Roundabout Hills

22–29 Nov

$354 NZD per night

Guesthouse in Herndon

4.77 out of 5 average rating, 203 reviews

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

20–27 Jul

$266 NZD per night

Guesthouse in Washington

4.9 out of 5 average rating, 411 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

12–19 Sep

$218 NZD per night

Guest favourite

Guesthouse in Highland

4.98 out of 5 average rating, 263 reviews

Woodland Retreat

30 Jul – 6 Aug

$234 NZD per night

Guest favourite

Guesthouse in Bethesda

4.97 out of 5 average rating, 144 reviews

Hidden Gem in Downtown Bethesda

22–29 Jul

$292 NZD per night

Guesthouse in Boyds

4.81 out of 5 average rating, 70 reviews

Beautiful Contemporary Basement

19–26 Feb

$195 NZD per night

Guesthouses with a patio

Guesthouse in Dayton

4.86 out of 5 average rating, 37 reviews

Cozy Cottage in Dayton

9–16 Dec

$259 NZD per night

Guest favourite

Guesthouse in Silver Spring

5.0 out of 5 average rating, 8 reviews

The Little Wooded Casita

28 Aug – 4 Sep

$319 NZD per night

Guest favourite

Guesthouse in Vienna

4.94 out of 5 average rating, 16 reviews

The Charm At Tamarack

24–31 Oct

$188 NZD per night

Guest favourite

Guesthouse in Rockville

4.91 out of 5 average rating, 35 reviews

Adorable, secluded 2 Bdrm guesthouse shared pool.

6–13 Aug

$322 NZD per night

Guesthouse in Silver Spring

4.6 out of 5 average rating, 5 reviews

Enchanting Backyard Tiny House, Bells & Whistles!

11–18 Apr

$317 NZD per night

Guest favourite

Guesthouse in Rockville

5.0 out of 5 average rating, 19 reviews

Contemporary colonial cottage, close to metro, ADA

31 Jan – 7 Feb

$445 NZD per night

Guest favourite

Guesthouse in Washington

4.97 out of 5 average rating, 65 reviews

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

22–29 Dec

$330 NZD per night

Guesthouse in Hyattsville

4.82 out of 5 average rating, 11 reviews

New Private Condo in Historic Area & Near DC

28 Sep – 5 Oct

$338 NZD per night

Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Herndon

4.95 out of 5 average rating, 37 reviews

Modern Sugarland Apt-Metro/IAD

29 Jul – 5 Aug

$219 NZD per night

Guesthouse in Spencerville

4.81 out of 5 average rating, 21 reviews

Adorable Guesthouse on Historic Farm.

17–24 Aug

$382 NZD per night

Guesthouse in North Potomac

4.9 out of 5 average rating, 10 reviews

Peaceful In Potomac

20–27 May

$733 NZD per night

Guest favourite

Guesthouse in Washington

5.0 out of 5 average rating, 25 reviews

Sunny, Private Studio Apartment

4–11 Apr

$291 NZD per night

Guest favourite

Guesthouse in Washington

4.94 out of 5 average rating, 36 reviews

2 Bedroom Basement Suite - Rock Creek Park

3–10 Aug

$342 NZD per night

Guest favourite

Guesthouse in Washington

5.0 out of 5 average rating, 12 reviews

AU Park/Little House

18–25 Sep

$446 NZD per night

Guest favourite

Guesthouse in Bethesda

4.95 out of 5 average rating, 22 reviews

Cozy Bethesda/DC area Guestsuite- Minutes to NIH

9–16 Oct

$250 NZD per night

Guesthouse in Silver Spring

4.8 out of 5 average rating, 70 reviews

Guest Home in Silver Spring near ARL and FDA

22 Feb – 1 Mar

$473 NZD per night

Destinations to explore