
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.

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.

Cozy, clean 2 Bedrooms apartment!
The space is located on the lower level of a townhouse, with a private entrance from the street. 1 assigned parking & visitors spots. It is solely dedicated to hosting guests, small families on vacation, solo travelers for work, tourist. Another rental listing is located upstairs. Motion act camera outside the front door, please refrain of bringing more people than you booked. NO PARTIES ALLOWED, NO SOCIAL REUNIONS ALL GUEST MUST BE REGISTERED INTO THE AIRBNB SYSTEM BEFORE CHECKING IN

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.

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.

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

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!

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.

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.

The Mulberry Manor House

Cozy Retreat: Immaculate Clean, private place

Walkersville Cabin

Sauna, hot tub, great outdoor space!

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

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

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

Private Garden Suite Near Metro to DC + Parking

Ashburn Manor: 1920’s Farmhouse

3 bedroom home in Chevy Chase with GYM/ EV charger

Woodland Retreat

Full Basement Unit With Separate Entrance

The Villa on Lakeside

The Cottage at Forest Hills Farm
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Sophisticated Studio Apartment, Metro DC

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

Rollingside: Two-Room Guest Suite

Historic Row Home Near Conv Center w/ Tank Pool

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

Historic Peace and Plenty Farm: Pool House

N. Virginia convenience to DC and Old town Vienna
When is the best time to visit Montgomery Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 NZD | $281 NZD | $281 NZD | $258 NZD | $265 NZD | $271 NZD | $253 NZD | $274 NZD | $228 NZD | $279 NZD | $325 NZD | $316 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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- Family-friendly rentals United States
- 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





