
Family-friendly holiday rentals in Maryland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

Cabin on Middle Creek - Myersville MD - Middletown
Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

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.

Bird's Eye View
Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Private guest suite in a newly remodeled home
We welcome you to a spacious and private basement apartment with its own entrance and self check-in. Get cozy with your guests in a space that has a bedroom with a king-size bed, an 85-inch smart TV, soft sectional , private toilet, bathroom and kitchenet, all in the same space. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals. Guest suite is the entire basement apartment which is a part of a bigger home where host lives.

Luxury basement apt all private with private entry
Indulge in modern luxury with this 1B 1 SPA like bathroom apartment. This elegant apartment is meticulously designed to offer a harmonious blend of comfort and opulence. This bedroom provides a tranquil oasis, ensuring that your stay is a pleasure. The kitchen is fully stocked. With a dedicated laundry room and coffee/Tea bar. Experience a sophisticated haven with unparalleled location, only over a mile away from Downtown Bethesda, 2 blocks from NIH, All major highways only 5min drive.

* Spacious Private Suite Full of Style & Comfort *
Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

★Cozy Tiny House★ Private and Quiet
Ever wanted to experience a real Tiny House? Here's your chance! This one sits at the back of an acre lot in Silver Spring. Close enough to visit DC or Baltimore but far away from all the noise. End of a quiet cul de sac in a beautiful neighborhood. Perfect to get away and relax. Sleeps 3 with a queen bed in the upper loft and a twin bed in the rear. Fully functional kitchen and bathroom with walk in shower. Mini fridge/freezer, conduction cook top stove, AC/Heat unit, hot water, and more!

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Ridge top tiny house - mountain side views
Reconnect with nature in this unforgettable tiny house. Perched on the top of a ridge offers great views of the mountains. Modern contrasting interior with the charm only a tiny house can bring. The mountains from three different states (PA, MD, WV) can be seen from within the tiny house. Sitting on the edge of 275 acres of farmland means you will be sure to hear the turkeys gobble during the daytime or the whippoorwill at night. Relax and enjoy the scenery from the loft bed.

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.
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Getaway In The Pines. Hot Tub! King Bed!

Cozy Retreat: Immaculate Clean, private place

Peace Point - Waterfront, Secluded, Home w/hot tub

Treehouse in Deep Creek Lake

The Overlook; A Romantic Treehouse for Two

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Coastal Comfort Suite Near Annapolis, Hottub, EV

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
Family- and pet-friendly home rentals

Spacious, Private Basement Apartment

Spruce Run Cottage, Farm stay on Catoctin Mountain

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

Fox Cottage *Pet Friendly*

Home away from home

Peaceful Waterfront Retreat on The Bay

Watch Deer from a Farm Cottage

Cozy Retreat w/Private Beach Access
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Sophisticated Studio Apartment, Metro DC

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Rollingside: Two-Room Guest Suite

Bright and Cozy 2nd floor apt

Historic Peace and Plenty Farm: Pool House

Casa Blanca Upscale Retreat: Indoor Pool, Fire Pit

Coastal Waterfront 1 Bedroom Cottage
Destinations to explore
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Apartment rentals Maryland
- Cottage rentals Maryland
- Bed and breakfasts Maryland
- Lakehouse rentals Maryland
- Mansion rentals Maryland
- RV rentals Maryland
- Rentals with an EV charger Maryland
- Beach house rentals Maryland
- Waterfront rentals Maryland
- Cabin rentals Maryland
- Ski-in/ski-out rentals Maryland
- Rentals with beach access Maryland
- Condo rentals Maryland
- Rentals with a sauna Maryland
- Rentals with a hot tub Maryland
- Chalet rentals Maryland
- Holiday home rentals Maryland
- Dome rentals Maryland
- Rentals with an accessible height toilet Maryland
- Rentals with outdoor seating Maryland
- Campsite rentals Maryland
- Serviced apartment rentals Maryland
- Rentals with a washing machine and dryer Maryland
- Villa rentals Maryland
- Hotel rentals Maryland
- Townhouse rentals Maryland
- Rentals with a fire pit Maryland
- Private suite rentals Maryland
- Rentals with an accessible height bed Maryland
- Barn rentals Maryland
- Boat rentals Maryland
- Fitness-friendly rentals Maryland
- Boutique hotel rentals Maryland
- Rentals with a home theatre Maryland
- Rentals with a patio Maryland
- Beach condo rentals Maryland
- House rentals Maryland
- Farmstay rentals Maryland
- Aparthotel rentals Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
- Rentals with a fireplace Maryland
- Pet-friendly rentals Maryland
- Beachfront rentals Maryland
- Rentals with breakfast Maryland
- Family-friendly rentals United States
- Things to do Maryland
- Sightseeing Maryland
- Tours Maryland
- Sports activities Maryland
- Art and culture Maryland
- Food and drink Maryland
- Nature and outdoors Maryland
- Things to do United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States