
Family-friendly holiday rentals in Montgomery Village
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Montgomery Village

Total holiday rentals
Explore 20 holiday rentals in Montgomery Village

Nightly prices starting at
Montgomery Village holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Montgomery Village holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Montgomery Village rentals

4.8 Average rating
Montgomery Village stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Montgomery Village
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Sleepy Hollow Log Cabin
Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

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.

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.

The Potomac Perch-Peaceful Cozy Family Apt
Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

The Forge on Sunnyside Farm
Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

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.

Poole House at Friendship Farm
Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

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.

Romantic Secluded Treehouse Stay in the Sky
Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a treehouse

Private Suite - NIH, Metro
New, fully-equipped studio apartment with private entrance. Access our apartment with a keyless check-in and enjoy the queen-sized bed, futon, kitchen, workspace, and full bath with washer and drier included! Electric car charging is available, as well as parking on premises. 10-minute walk away from the red-line metro! Located across the street from NIH and less than a mile from downtown Bethesda, where you can find restaurants, bars, Trader Joes, CVS and Target.

Downtown Leesburg Cottage. Walk to everything!
Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

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. If you’re looking for a longer stay but our calendar looks booked please reach out to us!
Popular amenities for Montgomery Village family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Retreat: Immaculate Clean, private place

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

*Cottage @ Firefly Cellars* VA Wine Country escape

Trailside Chalet (A storybook chalet with hot tub)

Gorgeous cabin on Blue Ridge

Chalet at Harpers Ferry for Family Gatherings

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Mountainside Retreat: Hot tub,Arcade, Theater,Pets
Family- and pet-friendly home rentals

Applemoon: Charming Log Cabin in a Mountain Lake Community

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

18th Century Middleburg Cottage

Private Garden Suite Near Metro to DC + Parking

Modern Home on Middleburg Equestrian Farm

Ashburn Manor: 1920’s Farmhouse

Steps to Winery and Battlefield – 1 Acre Retreat

Woodland Retreat
Family-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

Harmony Lodge nestled in wooded tranquility!

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Rollingside: Two-Room Guest Suite

The Hunt Box @ Tally Yo Farm

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

Master's Suite · 1920s Tudor Estate, Hunt Valley

Inground Pool | Hot Tub | Sauna | Theme Room
When is the best time to visit Montgomery Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £134 | £121 | £121 | £111 | £114 | £116 | £109 | £118 | £98 | £120 | £140 | £136 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- Oriole Park at Camden Yards
- FedExField
- Federal Hill Park
- Liberty Mountain Resort
- Stone Tower Winery
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Capital One Arena
- Georgetown Waterfront Park
- National Harbor
- CFG Bank Arena
- Howard University
- Smithsonian National Zoological Park
- Patterson Park





