Family-friendly holiday rentals in Montgomery County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Montgomery County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

Guest house in Glenwood

4.95 out of 5 average rating, 184 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.

Superhost

Flat in Washington

4.82 out of 5 average rating, 130 reviews

Brookland Gem 5 Min to Cath Uni Metro

Welcome to Yellow Haven— our brand new guest apartment located in our new home (still in idyllic Brookland, now a few doors down from the famous Franciscan Monastery)! Known for being diverse, friendly and walkable with great local amenities, the location can't be beat and is still the perfect retreat from the hustle of DC with easy access to it all. In our recent move, we've reimagined an even more modern & enjoyable private space as your home away from home during your upcoming DC visit!

Superhost

Flat in Germantown

4.8 out of 5 average rating, 107 reviews

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.

Guest favourite

Bungalow in Silver Spring

4.92 out of 5 average rating, 178 reviews

Astoundingly Charming Bungalow, Bells & Whistles!

This unique property offers its guests the best of both worlds: a single-family house with a large, fenced dog-friendly backyard and a multi-car driveway, within walking distance of the Silver Spring and Takoma Park Metro Stations as well as all the shops, restaurants, bars, and theaters of downtown Silver Spring, MD. Hop on the Metro to play in DC and come back to a comfortable home with a full kitchen, off-street parking, outdoor space, and neighbors who are the friendliest of people.

Guest favourite

Home in Hyattsville

4.92 out of 5 average rating, 235 reviews

Sunny, private apartment in historic neighborhood

Located in Historic Hyattsville, the apartment was a recent addition to our historic craftsman bungalow. Within minutes from University of MD, Catholic University and the Washington DC border, the apartment is quiet, cozy and very sunny with a private entrance as well as French doors leading out to a private patio. Located in a safe, family-friendly neighborhood with tree-lined streets, within walking distance to restaurants, yoga studios, coffee shops and an organic coop.

Guest favourite

Guest suite in Washington

4.91 out of 5 average rating, 212 reviews

Charming DC In-Law Suite, 1 BR, Kitchen, Parking

Peaceful city retreat with easy access to all of DC! Our private basement suite includes a full kitchen, laundry, full bathroom, living room, separate bedroom, and wifi. Close to bus lines, 15 minute walk to metro, and off street parking available. Our place is good for couples, solo adventurers, business travelers, and families with kids. We live upstairs with our two kids, dog, and cat so you may hear foot traffic or kids playing during the day. Se habla español!

Superhost

Flat in Washington

4.85 out of 5 average rating, 291 reviews

♥ Modern Comfort on DC's Hip Strip near Metro ♥

Enjoy room to stretch out in a sweet DC neighborhood. This apartment is newly relisted - completely renovated. Gigabit internet, Apple TV - Close to the Metro, quick trip down to The National Mall and museums. Families, business travelers, romantic couples, you will find your space here. Our neighbors: The Coupe, Thip Khao, Timber Pizza, The Wonderland Ballroom. You'll love this classic DC row house - chic and comfy! High ceilings, soft beds, and a great location!

Top guest favourite

Tiny home in Bethesda

4.96 out of 5 average rating, 371 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.

Guest favourite

Farm stay in Ijamsville

4.96 out of 5 average rating, 293 reviews

Best Farm Stay Ever. Beautiful, affordable, fun!

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.

Top guest favourite

Guest suite in Washington

4.98 out of 5 average rating, 111 reviews

New modern apartment by Friendship Heights Metro

Welcome to our fully renovated 1-bedroom apartment in the heart of Chevy Chase/Friendship Heights! Our house is a 7-minute walk to Friendship Heights Metro/Bus Station and tons of shopping and dining. The apartment has beautiful and modern finishes, new furniture, a fully equipped kitchen and a working space (Apple computer and a printer). We are proud to say that our neighborhood is among the safest and greenest in Washington.

Superhost

Home in Silver Spring

4.74 out of 5 average rating, 140 reviews

Modern, Private 2-Bedroom Suite Near DC- SuperHost

Welcome to your cozy home-away-from-home in Downtown Silver Spring! As a 5★ Superhost near DC, our lovingly curated 2-bedroom suite is filled with warm, inviting touches. Enjoy soft lighting, charming decor, plush memory foam beds with crisp linens, and a modern kitchen perfect for sharing meals. Relax in our spa-like bathroom and enjoy free parking, Wi-Fi, Netflix, and thoughtful extras. We can’t wait to welcome you!

Guest favourite

Apartment in Bethesda

4.89 out of 5 average rating, 190 reviews

Bright 2br w amazing loc and view

850 sq ft 2 bedroom 1 bathroom condo in great downtown Bethesda location. Corner unit with windows everywhere making for great light, energy, and views. Balcony overlooking one of the main Bethesda squares. Close to metro and walkable to more restaurants and bars than you can possibly try. Tandem parking for two cars. New flooring as of June 2023. This condo will exceed your expectations.