Family-friendly vacation rentals in Montgomery Village

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Top-rated family-friendly rentals in Montgomery Village

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Guest favorite

Apartment in Silver Spring

4.93 out of 5 average rating, 395 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Living Room amenities include a Smart TV and an Amazon Fire TV Stick. Fully equipped kitchen and cooking essentials. Lovely patio with seating area and herb garden. Comfortable bed and quality linens. Keurig coffee maker with coffee and tea provided. You have your own private entrance and patio area on an entire different side of the house so your experience can be as private as you like. The entire apartment which includes: washer/dryer, fully equipped kitchen and patio area. Your host will be available for anything you need during your stay. My daughter/co-host, Bernadette, a young D.C. professional, can also answer any questions about the D.C. area, restaurants and other cool places to go. The apartment is in a quiet suburban neighborhood with easy access to the Washington area. It's a short walk to the FDA. Downtown Silver Spring is nearby, with its many restaurants, bars, Fillmore music venue, Ellsworth Dog Park, and a movie theater. The National Archives, University of Maryland College Park and UMUC are just few miles away. A Ride-On bus stop is located on the same block as the apartment. A Metro bus stop is 5 minute walk. Silver Spring Metro Station is about 4 miles away. There are a few parking garages at the Silver Spring Metro Station if you choose to drive there and then hop on the metro. Free parking on weekends and holidays at all Montgomery County Parking garages (some lots and street parking may require payment on Saturday). You could also Uber/Lyft to the metro station or all the way into the city (great option esp if you're splitting fare).

Oct 7 – 14

G$19,626 GYD per night

Guest favorite

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.

Oct 26 – Nov 2

G$37,683 GYD per night

Guest favorite

Guest suite in Laurel

4.98 out of 5 average rating, 173 reviews

Whiskey Bottom Saloon by LLOYD SUITES

Whether you're a service member transferring to the area or here for business or pleasure, our 'Saloon' themed apartment is the perfect retreat. We're 25 mins from DC and 20 mins from Baltimore. Just a gallop to I-295, I-95 and Fort-Meade. Are you flying in from BWI Airport? We are only 15 mins away. If you would like to try your luck, we are 20 mins from Maryland LIVE Casino and Horseshoe Casino. Within walking distance is the famous Laurel Park Horse Race Track with live & simulcast races.

Nov 12 – 19

G$22,993 GYD per night

Guest favorite

Guest suite in Nokesville

4.97 out of 5 average rating, 433 reviews

Horse farm near Manassas Battlefield.

Comfortable accommodations for horses and the people traveling with them. Private suite, private entrance (bedroom, bath, kitchenette) + 2 RV hookups water/electric. 6 stalls - nice paddock turnout. Lighted arena. Close to: Manassas Battlefield (25 mile trail); Skymeadow State Park (nice trails); several hunt clubs; VRE connections - to METRO; 3 miles to Manassas airport. Not accepting pets for the time being. Several wineries and breweries within 12 miles - ONLY 6 miles to Jiffy Lube Live.

Jul 21 – 28

G$16,138 GYD per night

Guest favorite

Guesthouse in Middletown

4.95 out of 5 average rating, 246 reviews

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

Dec 8 – 15

G$22,181 GYD per night

Guest favorite

Apartment in Reston

4.88 out of 5 average rating, 306 reviews

Studio Apt/Reston/by IAD&metro WIFI

Newly renovated downstairs studio apt. It is it's own apartment, but there is a shared laundry. 2.7 miles to Reston Town Center, Herndon, & the Reston metro. 15 minutes from Tyson's Corner and Dulles Airport. Washington, DC. Includes WIFI, washer/ dryer use, and Netflix. Private full bathroom. Private kitchen. The kitchen doesn’t have a stove. It has a microwave, plug-in burner, fridge and freezer, and a toaster oven that can fit a pizza. No guests are allowed that are not on reservation.

Jul 1 – 8

G$24,154 GYD per night

Guest favorite

Cabin in Lovettsville

4.97 out of 5 average rating, 120 reviews

Rustic cabin + modern luxury in Lovettsville

Enjoy a one-of-a-kind stay in this restored 1800s cabin guest house with modern updates and beautiful decor. Off the beaten track but only about 1 hour from both DC and Baltimore. Located on a working farmstead and close to wine country, breweries, a goat cheese creamery, farm-to-table dining, and more. A favorite landing place for those out in the country enjoying Loudoun's Artists' Tour, Farm Tour, Wine Country Half Marathon, a wedding, a hiking trip, or just a weekend in the countryside.

Aug 17 – 24

G$27,071 GYD per night

Guest favorite

Guest suite in Silver Spring

4.95 out of 5 average rating, 405 reviews

Private basement suite

Visit DC! Renovated basement w/ bedroom, en-suite bath, and kitchenette with private entrance available in residential Silver Spring. Home is one block to major bus lines, half a block to bike rental station, or 15 min walk/5 min bus ride to metro and is a quiet and safe but convenient location for your DC/ Silver Spring visit. UPDATE! Both metro stations near our home will be closed June- August 2024 due to purple line construction. Only bus service will be available for the summer.

Feb 17 – 24

G$15,655 GYD per night

Guest favorite

Farm stay in Knoxville

4.97 out of 5 average rating, 262 reviews

Paradise Farm—Near Harpers Ferry

If you love animals and the country this is the place for you! Come visit our "paradise." Horses, cows, goats, donkey and a range of feathered exotics are right out your front door. Short drive to the Potomac river, C&O Canal, Harpers Ferry National Historic Park, Antietam Battlefield, Appalachian Trail, Shepherdstown, WV. Outfitters nearby offer rafting, kayaking/canoeing, tubing, ziplines. Vineyards all around. Hosts live in attached house and are nearby if needed.

Jul 26 – Aug 2

G$26,018 GYD per night

Guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 264 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.

Aug 20 – 27

G$23,952 GYD per night

Guest favorite

Tiny home in Bethesda

4.96 out of 5 average rating, 323 reviews

Middleton Cottage, near NIH; Free Parking Permit

Our newly updated charming guest cottage is nestled on a tree-lined residential street in the heart of Bethesda, just two blocks from the Bethesda Metro stop. A vast array of restaurants, clubs, shops, farmer's markets, bike trails, theaters, galleries, parks and more are a quick walk from our front gate. Guests enjoy relaxing in the backyard (which is shared with residents of the main house) and dinning on the patio. Self check-in is easy with a keypad.

Apr 17 – 24

G$23,948 GYD per night

Guest favorite

Apartment in Frederick

4.86 out of 5 average rating, 108 reviews

Villa with majestic views of the Monocacy River!

The River House is located on the Monocacy River with the Monocacy National Battlefield on the opposite shore. Downtown Frederick, Maryland is just 3 miles away. A brick charcoal barbecue grill is offered for outdoor grilling. There are 3 units available in the River House. This is the largest and includes a full modern kitchen with island seating for 5, 2 full baths, washer/dryer and sleeps 5 comfortably. The Villa is not pet friendly.

Dec 3 – 10

G$32,113 GYD per night