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Family-friendly holiday rentals in Montgomery County

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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
A modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.
Flat in Sterling

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.

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 133 reviews
Guest favourite
Guest suite in North Bethesda

Spacious Private Basement Suite with Living Room

✨ Private, bright lower-level suite (basement-level) with separate entrance in a single-family home near DC. Ideal for families or business trips 🛏️ Queen bed + large sofa bed (up to 3 guests) 🚿 Private full bathroom ☕ Coffee bar, dining area, smart TVs 📶 Fast Wi-Fi for work & streaming 🌿 Access to a nice backyard 🚗 Free driveway parking 🔑 Private entrance 🚶 ~20-min walk to Metro Quiet Rockville location near shops, dining & parks. Easy access to DC. Great value, comfort & convenience

FamilyKitchenAccuracy

4.92 out of 5 average rating, 233 reviews
Top guest favourite
A well-appointed living area features a spacious sectional sofa and an adjoining dining space. Large windows allow natural light to illuminate the room, creating a bright atmosphere. The kitchen is visible in the background, featuring high-end appliances and modern design elements.
Home in Sterling

The Villa on Lakeside

The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

FamilyIndoor spacesGetting around

4.97 out of 5 average rating, 146 reviews
Top guest favourite
Home in Bethesda

Stylish Spacious Greentree Apartment

This 1,500 sq ft spacious luxury apartment is located in the lower level of a private custom home. NO SHARED HVAC. Sunny and light bedrooms with top-notch finishes and décor. Private entrance and walkway, covered porch, and free on-site parking for 2 cars. Prime Bethesda location: 1 mile to NIH and Naval Medical with public transportation just outside the front door. Bus 47 (free to ride) takes 10 minutes to Bethesda Metro station (Red-line) or in the opposite direction to Montgomery Mall.

KitchenIndoor spacesGetting around

4.98 out of 5 average rating, 225 reviews
Top guest favourite
A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.
Home in Ashburn

Ashburn Manor: 1920’s Farmhouse

Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

FamilyIndoor spacesNearby

4.99 out of 5 average rating, 131 reviews
Guest favourite
A bright sleeping area features a spacious bed with decorative pillows arranged neatly. A large area rug adds a pop of color, while natural light filters through windows adorned with light curtains. A potted plant hangs nearby, complementing the modern decor.
Flat in Gaithersburg

Bright Modern Boho Studio Apt | off I-270

Enjoy this private and sunny basement apartment and garden patio- a great home base after being out during the day. Located close to I-270, two hospitals, AstraZeneca, NIST, retail areas such as RIO, outlets, Bethesda, and in walking distance to a lake at Great Seneca Park State Park. The DC Metro train is 15 minutes away. The studio (1 queen bed) comes equipped to comfortably host a couple sightseeing or a traveling professional. Please read FULL description before booking.

FamilyKitchenCheck-in

4.91 out of 5 average rating, 106 reviews
Top guest favourite
An outdoor patio area features a hot tub, a dining set, and a grill. A shaded seating area is furnished with cozy couches, while a colorful game board adds a playful element. Lush grass covers the ground, creating a welcoming space for relaxation and enjoyment.
Home in Silver Spring

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Indoor spacesFamilyLong stay

4.99 out of 5 average rating, 289 reviews
Superhost
Flat in Gaithersburg

Private 2BR Suite | Free Parking | Walk to RIO

Your own private 2-bedroom basement suite. Separate entrance, two queen beds, full bath, kitchenette, and a real desk. Free assigned parking. Fast WiFi. Keypad entry after 3PM. Nobody else in the space. 5 minutes to NIST and AstraZeneca. 10 to Adventist Shady Grove and the Red Line. A 15-minute walk to RIO Washingtonian Center for waterfront dining, Target, and an AMC theater. Work trip, DC weekend, or family visit, this is a home base instead of a hotel room.

FamilyIndoor spacesValue

4.85 out of 5 average rating, 110 reviews
Top guest favourite
A colonial-style home with light grey siding features a welcoming front entrance. The yard is well-maintained, showcasing green grass and decorative landscaping along the pathway. Vibrant flowers line the property, enhancing the home's charm.
Home in Rockville

Minutes to Downtown Rockville

Cozy Colonial-Style Home Near Rockville Metro Just ¼ mile from the Rockville Metro, this inviting colonial-style home features two bedrooms, a sofa bed, and 1.5 baths, with hardwood floors throughout. The updated kitchen and baths complement a fully fenced yard and deck for relaxing or entertaining. Enjoy a minute walk to Rockville Town Square’s shops and restaurants, along with easy access to I-495 and I-270. You’ll love this house!

FamilyIndoor spacesQuiet

4.9 out of 5 average rating, 100 reviews
Top guest favourite
A bright and inviting bedroom features a spacious bed adorned with decorative pillows. A light rug lies under a bench in front of the bed. Soft curtains frame the windows, and a mirrored dresser adds a touch of elegance to the room.
Home in Silver Spring

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

This stylish, recently renovate home is the perfect retreat for families, friends or just that weekend escapade with your significant other. Great use of space, includes outside deck with hot tub, BBQ and a Fire Pit. We cater to groups and offer all the necessary amenities so you can feel right at home. For groups larger than 10 guest we have a sister property 2 minutes away where we can accommodate an additional 8 guests.

FamilyIndoor spacesWalkability

4.96 out of 5 average rating, 132 reviews
Top guest favourite
The living area features a sleek black sofa facing an orange accent wall. Two blue chairs are positioned nearby, complemented by a coffee table with a decorative tray. A large artwork adorns the wall above the seating, and natural light enters through a window, enhancing the space.
Guest house in Rockville

Historic Carriage House with 1BR Loft

Historic 1-1/5 story carriage house in the heart of Rockville, MD. Located at the back of our property (detached from our main residence)- guest parking, private entrance, and covered outdoor patio with furniture available upon request. Modern but cozy decor. Comfortably sleeps 2 in king size bed, room for an additional guest on living room futon. Short 0.7 mile walk to Rockville Metro and Town Center.

FamilyKitchenAmenities

4.93 out of 5 average rating, 366 reviews
Top guest favourite
Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.
Farm stay in Damascus

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

Indoor spacesKitchenBathroom

5.0 out of 5 average rating, 127 reviews

Popular amenities for Montgomery County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
A covered patio is illuminated by string lights, featuring a gas fire pit surrounded by seating. A barrel sauna stands prominently, with a reflective door, offering a unique design. The gravel surface complements the outdoor space, creating an inviting atmosphere for relaxation.
Home in Silver Spring

Sauna, hot tub, great outdoor space!

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 104 reviews
Guest favourite
Flat in Takoma Park

Comfortable Space at a Great Location

KitchenIndoor spacesPets

4.89 out of 5 average rating, 103 reviews
Guest favourite
A spacious living area features a large sectional couch facing a coffee table. Natural light enters through two windows, illuminating the room. Bookshelves display greenery and decor. A ceiling fan is positioned above, and a patterned area rug adds warmth to the hardwood floor.
Townhouse in Northwest Washington

Historic DC Home + Hot Tub Retreat | Sleeps 12

Indoor spacesKitchenCondition

4.97 out of 5 average rating, 151 reviews
Top guest favourite
An outdoor hot tub is seen with a light blue water surface, surrounded by a sturdy frame. Jets are visible along the side, with a small step for easy access. A clear sky framed by surrounding structures is in the background.
Guest suite in Northeast Washington

TheAzalea: Cozy, private basement suite w/ jacuzzi

KitchenFamilyCheck-in

4.99 out of 5 average rating, 417 reviews
Guest favourite
Flat in Potomac

Private, Quiet Suite Near Bethesda/DC

KitchenFamilyGetting around

4.9 out of 5 average rating, 31 reviews
Top guest favourite
A bright and airy living room showcases cathedral ceilings and a large arch window, allowing natural light to fill the space. Stylish seating includes a cozy sectional sofa, two armchairs, and a decorative coffee table, complemented by a plush area rug and elegant decor.
Villa in Potomac

Spacious and Beautiful Home with "Hygge"!

KitchenIndoor spacesValue

5.0 out of 5 average rating, 46 reviews
Guest favourite
The custom-built home is showcased from the back, featuring multiple peaked dormer windows and a spacious wraparound deck. Surrounding trees display autumn foliage, enhancing the serene setting. Colorful kayaks are visible underneath the deck, suggesting outdoor recreational opportunities.
Cabin in Frederick

Exceptional Custom-Built Post & Beam Home

FamilyKitchenDecor

4.95 out of 5 average rating, 40 reviews
Superhost
The Great Room features vaulted ceilings and an open layout. A spacious sectional sofa with colorful cushions is arranged around a unique coffee table. A dining area with chairs is visible beside the kitchen, which is equipped with modern appliances and decorative items on the shelves.
Guest suite in Woodbine

Treetop Penthouse at Streit Manor

KitchenFamilyBack garden

4.7 out of 5 average rating, 222 reviews

Family- and pet-friendly home rentals

Top guest favourite
An inviting living space featuring a spacious L-shaped couch adorned with vibrant throw pillows. A glass dining table is positioned in the foreground, complemented by a bottle of rosé and two glasses. A modern kitchen with stainless steel appliances and bar seating can be seen in the background.
Guest house in Rockville

Modern Farmhouse Apartment. Close to Metro

Indoor spacesFamilyCleanliness

4.94 out of 5 average rating, 238 reviews
Guest favourite
A charming Cape Cod home is framed by ornamental grasses in the foreground. The red brick facade features white window trim and two quaint dormer windows, contributing to the inviting character of the property.
Home in Chevy Chase

3 bedroom home in Chevy Chase with GYM/ EV charger

Indoor spacesKitchenHospitality

4.96 out of 5 average rating, 235 reviews
Guest favourite
The living area features warm wooden paneling and a cozy seating arrangement. A comfortable sofa is paired with a table, while a TV is positioned on a stand. Natural light streams through large windows, enhancing the spacious ambiance of the room.
Flat in Bethesda

Sept 23-28 sale: ground floor apt 10 mi from DC

KitchenIndoor spacesLayout

4.74 out of 5 average rating, 438 reviews
Superhost
The spacious living area features a comfortable gray sofa across from a mounted television and a foosball table. Multiple pieces of colorful artwork adorn the walls. Natural light filters through the front door and windows, illuminating the inviting space.
Home in Rockville

Spacious 5 Bedroom Entire Home Near Washington DC

FamilyKitchenHeating

4.81 out of 5 average rating, 377 reviews
Guest favourite
An open-concept living space showcases a brown leather sofa and a dining area with a wood table. A billiards table is positioned in the center, with overhead lighting illuminating the room. Large windows are adorned with sheer curtains, allowing natural light to fill the space.
Home in Sterling

Stylish & Spacious House by Dulles Airport

KitchenIndoor spacesLayout

4.84 out of 5 average rating, 182 reviews
Top guest favourite
A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.
Guest house in Highland

Woodland Retreat

KitchenFamilySleep quality

4.98 out of 5 average rating, 313 reviews
Guest favourite
A cozy living area features a light-colored sofa and two wooden armchairs placed on a soft area rug. A glass coffee table sits in the center, while a fireplace with a wooden mantel is visible in the background. Natural light enters through a nearby window.
Home in Herndon

Cozy Single Family Home Near Dulles Airport

Indoor spacesKitchenDecor

4.95 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Herndon

Cozy Apartment on Lower Level of Home

KitchenIndoor spacesBack garden

4.98 out of 5 average rating, 133 reviews

Family-friendly home rentals with a pool

Top guest favourite
A charming bungalow is surrounded by vibrant greenery, featuring a welcoming front porch with decorative railings. The well-kept garden includes various plants and trees, while a wooden trellis adds an element of structure to the outdoor space.
Guest suite in Silver Spring

Sophisticated Studio Apartment, Metro DC

FamilyKitchenLayout

4.96 out of 5 average rating, 311 reviews
Guest favourite
The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.
Guest house in Monrovia

Poolside Paradise in Monrovia, Maryland.

FamilyKitchenAmenities

4.96 out of 5 average rating, 181 reviews
Top guest favourite
Guest suite in Herndon

Capital Escape-Unique Spacious 2BR/1BA Apartment

FamilyKitchenBathroom

4.95 out of 5 average rating, 104 reviews
Guest favourite
A modern living room features two gray sofas with blue accent pillows, positioned around a light wooden coffee table. Natural light enters through the large windows, revealing a scenic view. A small plant adorns the table, while subtle greenery decorates the corners.
Flat in Reston

King Size Bed w/ Home Office

FamilyKitchenCheck-in

4.84 out of 5 average rating, 104 reviews
Guest favourite
A landscaped backyard features a patio table with an orange umbrella and four chairs. Sunlight filters through the trees, illuminating the area. A path leads to a wooded setting, with autumn leaves scattered on the ground, creating a serene atmosphere.
Home in Reston

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

FamilyKitchenQuiet

4.91 out of 5 average rating, 143 reviews
Guest favourite
Flat in Gaithersburg

Heart of RIO

FamilyIndoor spacesAccess

4.88 out of 5 average rating, 26 reviews
Guest favourite
A bright living area features a vibrant orange sofa paired with a stylish coffee table atop a soft, plush rug. A wall-mounted television is positioned above a white fireplace, complemented by a decorative display of flowers. Natural light enters through the nearby windows.
Guest house in Rockville

Adorable, secluded 2 Bedroom cottage.

FamilyKitchenLong stay

4.88 out of 5 average rating, 57 reviews
Guest favourite
A welcoming exterior view of the house features a well-maintained lawn and garden. The facade is highlighted by a large bay window and flower boxes beneath, complemented by decorative shutters. A pathway leads to the front door, framed by neatly landscaped greenery.
Home in Rockville

Serene House on the Cul de Sac - Lic # STR23-00110

FamilyIndoor spacesTV

4.93 out of 5 average rating, 69 reviews

Destinations to explore