
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 $70 NZD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Montgomery Village holiday rentals include Wi-Fi 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.

Cozy, Private Garden Apt in Derwood-La Belle Vie
Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Freshly 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.

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.

Cozy & Private condo close to DC
A cozy, clean, comfortable and contemporary condo in the heart of Germantown and 35mins away from the Washington D.C. Two full ensuite bedroom with Two full bath offer privacy for guests. Walking distance to shopping, restaurants, movies, and the highway. 25 minutes to Frederick, 25 minutes to Bethesda. Condo offers comfortable bedding, wifi, cookware etc. Coffee/tea station etc. Let me know if you have any special requirements and I'll work to accomodate your needs. Thank you for looking.

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.

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.

Tiny A-Frame Retreat in the Woods
Beautiful, quiet woodland setting with a creek running through it, just 5 miles from downtown Frederick. Tucked away into the woods our tiny A-Frame has a comfortable queen bed(not an air mattress) for a rest and retreat fully immersed in the poplar woods. This is a camping style set up- so if you enjoy camping then this place is for you. No running water- but plenty of good clean mountain water available , no electricity, compost toilet. We do not allow dogs.

Rest and Recharge Retreat
We have a new larger tent for 2026! Queen size bed. We have also added a sauna to our retreat. Rest and recharge at this beautifully landscaped glamping retreat. Enjoy quiet moments of zen in the meditation garden, awake to the birds and butterflies, float the afternoon away in the pool or enjoy stargazing in the hot tub at night. We are set up for a quiet retreat for 2 people. Additional guests must be approved in advance. No parties!

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

Luxury Private Estate with 6 Bedrooms in Leesburg

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

NEW! Private Home w/HotTub

The Mulberry Manor House

Sauna, hot tub, great outdoor space!

Walkersville Cabin

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

*Cottage @ Firefly Cellars* VA Wine Country escape
Family- and pet-friendly home rentals

Romantic Secluded Treehouse Stay in the Sky

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

Fox Cottage *Pet Friendly*

Private Garden Suite Near Metro to DC + Parking

Large yard - Quiet area - 15 min to DC

Woodland Retreat

Full Basement Unit With Separate Entrance

The Villa on Lakeside
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Sophisticated Studio Apartment, Metro DC

#2 Foggy Bottom/Georgetown Apartment

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

Rollingside: Two-Room Guest Suite

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

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

Historic Peace and Plenty Farm: Pool House
When is the best time to visit Montgomery Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $314 NZD | $282 NZD | $282 NZD | $259 NZD | $266 NZD | $271 NZD | $254 NZD | $275 NZD | $229 NZD | $280 NZD | $326 NZD | $317 NZD |
| 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
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Capital One Arena
- Georgetown Waterfront Park
- CFG Bank Arena
- National Harbor
- Howard University
- Smithsonian National Zoological Park
- Patterson Park





