Holiday rentals in Montgomery Village

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Top-rated holiday rentals in Montgomery Village

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

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Guest favourite

Flat in Germantown

4.92 out of 5 average rating, 92 reviews

Private/Cozy Lower Level Apt-Great for Long Stays

Private entrance to One-bedroom apartment with Queen Bed, Full Bath, Lounge, Kitchenette/Dinette and Pool/Billiard Room. Perks include Wifi, Cable TV, Air-conditioning & Heating, Keurig Coffee Maker, Toaster, Microwave and Refrigerator, Hair Dryer, and Iron with Ironing board. Awesome safe neighborhood on a cul-de-sac, great landscape with a quiet & serene backyard facing wild life conservation land blending into Seneca Park trail. Perfect for a jog, or just read, and watch the deer and birds.

6–13 Feb

$102 SGD per night

Guest favourite

Guest suite in Derwood

4.98 out of 5 average rating, 179 reviews

Cozy, Private Garden Apt in Derwood-La Belle Vie

Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Newly landscaped slate patio with garden and pond. The sound of running water provides a relaxing environment. Secluded back yard backs up to beautiful woods. 5 min away from bike trails. Large, open living space with sectional couch, and attached eating area with a table that can double as a work station. Centrally located in Montgomery County-approx 40 minutes from DC/Baltimore/Frederick.

2–9 Jun

$141 SGD per night

Guest favourite

Flat in Gaithersburg

4.94 out of 5 average rating, 131 reviews

Bright, Private Garden Apt Near DC + Free Parking

GORGEOUS 1 BR apartment w/PRIVATE & separate entrance in lovely family neighborhood. ENJOY a clean, spacious space w/queen-size bed, TV/WiFi, relaxing bathroom, modern kitchenette, full laundry room, natural light & HUGE flower and veggie gardens. PERFECT for visiting families, traveling nurses & relocation assignments! FREE parking w/plenty of wonderful shops & restaurants nearby. MINS from highways to DC/Balt/Fredrick (35 min). SHORT 6 min ride to RED Line Metro (Shady Grove) to DC.

6–13 Oct

$138 SGD per night

Superhost

Tiny home in Silver Spring

4.85 out of 5 average rating, 333 reviews

★Cozy Tiny House★ Private and Quiet

Ever wanted to experience a real Tiny House? Here's your chance! This one sits at the back of an acre lot in Silver Spring. Close enough to visit DC or Baltimore but far away from all the noise. End of a quiet cul de sac in a beautiful neighborhood. Perfect to get away and relax. Sleeps 3 with a queen bed in the upper loft and a twin bed in the rear. Fully functional kitchen and bathroom with walk in shower. Mini fridge/freezer, conduction cook top stove, AC/Heat unit, hot water, and more!

11–16 May

$189 SGD per night

Guest favourite

Cottage in Woodbine

4.91 out of 5 average rating, 125 reviews

Gate House

Quaint cottage farm house nestled in beautifully rolling countryside setting on an operating horse farm. Fully furnished with all the modern amenities. Easily accessible from I70, and located within 30 to 40 minutes of Frederick, Baltimore, DC and Gettysburg. This property is also situated at the North west trail head to the Patuxentstate park, with tons of access to easy hiking! Pet friendly, we just ask that pets remain on leash when outside of the space or vehicles.

18–25 Dec

$211 SGD per night

Guest favourite

Guest suite in Silver Spring

4.89 out of 5 average rating, 139 reviews

Private guest suite in a newly remodeled home

You'll find a spacious and bright basement apartment that has a bedroom with a queen-size bed, a couch, toilet and kitchenet, all in the suite. It has its own entrance and self check-in. It is complete with a flat-screen TV and an office desk for your work. None of the amenities are shared with other guests. The fully-equipped kitchenet has everything you'll need to cook and warm your meals, including a fridge, microwave, stove, and all the pots, pans, and utensils.

14–21 Aug

$117 SGD per night

Guest favourite

Guest house 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.

18–25 Sep

$162 SGD per night

Guest favourite

Flat in Sykesville

4.97 out of 5 average rating, 278 reviews

In the Heart of Sykesville! 2 Bedroom Suite

Located in the heart of Sykesville, Linden, a two bedroom basement suite, welcomes you to relax and rewind! We have designed our space to feel like your home away from home.The kitchenette includes a full refrigerator and numerous utensils for meal prep. Enjoy a bonfire, walk down to the Splashpark to cool off, watch deer graze from the private deck, or stroll down to Main St. to dine, shop, and explore our very cool town! Your can literally give your car a rest!

11–18 Dec

$125 SGD per night

Guest favourite

Flat in Gaithersburg

5.0 out of 5 average rating, 9 reviews

Convenient & Spacious Studio

Discover comfort and convenience at Storybrooke Cottage! Nestled in historic Olde Towne Gaithersburg, this spacious garden studio offers a private entrance and convenient access to buses, Metro, and MARC commuter rail. Explore nearby DC or embrace the charm of the neighborhood with diverse eateries, microbreweries, and coffee shops just a 10-minute stroll away. Perfect for commuters or a quiet retreat. Book now for a delightful stay!

28 May – 4 Jun

$136 SGD per night

Guest favourite

Home in Boyds

4.92 out of 5 average rating, 26 reviews

Cool walkout basement!

This place is SMOKE-FREE. It is the entire basement of a large house. Beautifully finished. There is a kitchen area with microwave and mini fridge , a small bedroom, elegant bath with a glass shower. Then there is the great room with TWO distinct sitting areas and a sleeping area with 2 beds (1 queen). We are flexible with check in and out time unless reserved by another guest.Just ask! Private entrance from backyard

1–8 Aug

$118 SGD per night

Guest favourite

Home in Gaithersburg

4.91 out of 5 average rating, 11 reviews

Townhouse in Gaithersburg

This unique place has a style all its own. Welcome to the beautiful home! This townhouse is centrally located in Gaithersburg, close to Shady grove Metro station. A family-friendly townhouse, enjoy your time with group of family or friends in the 2-level home with 3 bedroom. There is plenty of space to work from home, relax, sleep, eat, and watch TV.

21–28 Sep

$185 SGD per night

Superhost

Flat in Dickerson

4.82 out of 5 average rating, 120 reviews

Studio apartment at Sugarloaf Log House

Escape the crowded city! This beautiful studio apartment is the perfect place to get away, unwind, and enjoy nature. The studio is above the garage, attached to the main house, which is located at the base of sugarloaf mountain and is walking distance to hiking trails. The entire home is also available for rent as well (different listing).

26 Jan – 2 Feb

$110 SGD per night