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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Top guest favourite
The exterior of a spacious two-story house is presented, featuring a light brown façade, large windows, and decorative window shutters. A welcoming front porch is visible, adorned with potted greenery. A driveway leads to a closed garage, with a basketball hoop positioned nearby.
Flat in Germantown
4.94 out of 5 average rating, 115 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.

Guest favourite
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.
Guest house in Glenwood
4.95 out of 5 average rating, 200 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 favourite
The bedroom features a spacious bed with a dark blue and white patterned bedding set. Soft lighting is provided by two bedside lamps on dark wood nightstands. Natural light enters through a window, illuminating the neutral walls and carpeted floor.
Flat in Gaithersburg
4.94 out of 5 average rating, 171 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.

Guest favourite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg
4.91 out of 5 average rating, 386 reviews

The Cottage at Forest Hills Farm

Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Guest favourite
A cozy living room is presented, featuring a mustard-yellow sofa paired with a glass coffee table. A soft area rug adds texture to the floor. Natural light filters through a window, draped with charcoal gray curtains, and a small wood stove is positioned next to a textured wall.
Home in Rockville
4.94 out of 5 average rating, 110 reviews

Cozy Scandinavian Getaway in City of Rockville

Welcome to our charming Scandinavian Getaway nestled in the heart of Rockville! Your perfect retreat awaits, offering a tranquil haven for a peaceful night's rest. Immerse yourself in the cozy ambiance of our space, where comfort meets Scandinavian charm. Located just a 7-minute walk from the vibrant town center and Rockville Metro, convenience and serenity seamlessly come together. Your ideal blend of relaxation and accessibility starts here – we look forward to hosting you!

Guest favourite
A dining area features a glass-top table surrounded by four chairs, with two in dark blue upholstery. A black cabinet displays decorative items, while a plush area rug adds texture to the beige carpet. Two framed art pieces brighten the space with color.
Flat in Great Falls
4.96 out of 5 average rating, 103 reviews

Wooded Retreat in Great Falls

Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

Guest favourite
A charming exterior view of a house surrounded by lush greenery. A red swing hangs from a tree in the front yard, adding a playful touch to the serene setting. The house features a combination of brick and white siding, complemented by window shutters and vibrant landscaping.
Flat in Gaithersburg
4.96 out of 5 average rating, 49 reviews

Convenient & Spacious Garden Studio

Comfort, convenience, and privacy await you with DC a quick metro ride away. This spacious lower-level, garden studio apartment in historic Olde Towne Gaithersburg offers a private entrance off a shared patio and easy access to public transportation. Explore nearby DC or embrace the charm of the neighborhood with diverse eateries, microbreweries, and coffee shops within easy walking distance. Perfect for commuters or a quiet retreat. Book now for a great stay!

Superhost
A neutral-toned living room is highlighted by soft lighting and modern furnishings. A cozy sofa with throw blankets is paired with a wooden chair. A beige area rug anchors the space, complemented by a simple coffee table. Artwork adorns the walls, enhancing the contemporary aesthetic.
Flat in Gaithersburg
4.83 out of 5 average rating, 24 reviews

DMV 2BR LakeFront Apt - Firepit

***RARE*** Welcome home to a modern, well-lighted and serene 2BR lakeside basement apartment with a gorgeous backyard. Your relaxing haven in nature's embrace and near city buzz. Minutes to DC, Frederick, NoVA, Baltimore, dining and shopping. Near metro that takes you right into DC! Enjoy the apartment including two bedrooms, a full bath, a living room, full kitchen and backyard with lake vistas. The upstairs full house is rented to other guests.

Guest favourite
A light-filled living area features two sofas, one in a neutral shade and the other in a soft hue, complemented by yellow accent pillows. A glass coffee table with a decorative bowl sits on a textured rug, while artwork adorns the walls alongside a wooden lamp and side table.
Townhouse in Montgomery Village
4.94 out of 5 average rating, 16 reviews

4 Bedroom Vacation Home Close to Washington DC

Spacious 4BR, 2.5BA townhouse in quiet Montgomery Village—ideal for families, couples, or remote workers. Enjoy a full kitchen, high-speed Wi-Fi for streaming or work, and comfortable living areas. Explore nearby trails, lake access, and seasonal boat rentals at Black Hills Regional Park. Conveniently located near Washingtonian Center and Milestone Shopping. Downtown D.C. is just a short drive or train ride away—perfect for business or leisure travel.

Superhost
A spacious living area is highlighted by a plush blue sectional sofa and a patterned area rug. A comfortable armchair complements the seating arrangement, while a decorative coffee table sits centrally. Large windows allow natural light to fill the space, accented by artwork on the walls.
Townhouse in Montgomery Village
4.83 out of 5 average rating, 24 reviews

Refreshing and Restful Stay

Located 45 minutes’ drive from Washington DC, is this fully furnished, beautifully decorated townhouse where you will be treated to all luxuries and pampering of a hotel with a king size bed, double bed, queen bed, spacious open living & dining, fireplace and a fully equipped kitchen. Guests have access to the entire townhouse, free Wi-Fi, parking garage and a driveway. Plenty of public transport and close to exciting restaurants.

Top guest favourite
A bright living area is presented, featuring a grey sofa adjacent to a rich brown ottoman. A small kitchenette is visible with a stove and refrigerator, complemented by open shelving. Natural light enters through a skylight and windows adorned with blinds. A doorway leads to a bathroom.
Guest house in Owings Mills
4.97 out of 5 average rating, 135 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Top guest favourite
Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.
Farm stay in Damascus
5 out of 5 average rating, 117 reviews

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

Popular amenities for Montgomery Village holiday rentals

When is the best time to visit Montgomery Village?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Montgomery Village?

    Montgomery Village has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Montgomery Village?

    Experience the best of Montgomery Village with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Montgomery Village?

    Four-legged friends are welcome in Montgomery Village. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Montgomery Village?

    Yes! Work meets play with ease at over 50 vacation rentals in Montgomery Village featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Montgomery Village vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Montgomery Village, available on Airbnb. Make a splash and soak up the sun in style!

  • Do townhouse rentals in Montgomery Village have air conditioning?

    Absolutely! We offer over 20 townhouse rentals with air conditioning in Montgomery Village. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Montgomery Village have a kitchen?

    Absolutely! We offer over 20 townhouse rentals with a kitchen in Montgomery Village. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Montgomery Village have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Montgomery Village. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Montgomery Village have free parking?

    Absolutely! We offer over 20 townhouse rentals with free parking in Montgomery Village. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Townhouse Rentals in Montgomery Village?

    Enhance your stay in our Townhouse Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Montgomery Village

  • Total holiday rentals

    Explore 90 holiday rentals in Montgomery Village

  • Nightly prices starting at

    Montgomery Village holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Montgomery Village holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montgomery Village rentals

  • 4.6 Average rating

    Montgomery Village stays receive an average rating of 4.6 out of 5 from guests