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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Phoenicia
4.91 out of 5 average rating, 80 reviewsMountainside home in Phoenicia!
Home in Highmount
4.81 out of 5 average rating, 134 reviewsBeautiful Catskills Retreat 3 mins from Belleayre
Home in West Kill
4.85 out of 5 average rating, 88 reviewsCatskill Mountain Retreat
Home in Jefferson
4.91 out of 5 average rating, 146 reviewsCatskills Mountain House on Lake
Home in Margaretville
4.86 out of 5 average rating, 44 reviewsCatskill Mtn Home 4BR/2BA Hot Tub/Game Rm/Fire Pit
Home in Canajoharie
4.92 out of 5 average rating, 153 reviews2 homes on large private mountain views getaway
Home in Maryland
5 out of 5 average rating, 4 reviewsCooperstown Baseball Rentals - Ballpark Holiday
Home in Roxbury
4.99 out of 5 average rating, 233 reviewsCharming Cottage on 12 Secluded Acres + Hot Tub
Family- and pet-friendly home rentals
Home in Margaretville
4.87 out of 5 average rating, 157 reviewsCharming Catskills Victorian
Home in South Kortright
4.99 out of 5 average rating, 108 reviews⭐A Secluded Schoolhouse Stay⭐
Cottage in Roxbury
4.9 out of 5 average rating, 127 reviewsBellwood Cottage 8-14min to all Roxbury Wed Venues
Home in Windham
4.99 out of 5 average rating, 344 reviewsCustom-built Catskills retreat
Tiny home in Shandaken
4.9 out of 5 average rating, 278 reviewsTiny House in Central Catskills
Barn in Highmount
4.97 out of 5 average rating, 145 reviewsThe Catskills Red Barn near Belleayre
Cabin in Arkville
4.97 out of 5 average rating, 311 reviewsSolace: perfect for all seasons; near Belleayre Mt
Home in Margaretville
4.93 out of 5 average rating, 116 reviewsPrized 4BR Modern Home with Stylish Cozy Vibe
Family-friendly home rentals with a pool
Home in Fleischmanns
4.91 out of 5 average rating, 75 reviewsSecluded Open Air Cabin
Chalet in Denver
5 out of 5 average rating, 10 reviewsCatskills Lodge
Cabin in Walton
4.83 out of 5 average rating, 132 reviewsCatskills Cabin Off the Grid Experience
Condo in Roxbury
4.92 out of 5 average rating, 13 reviewsBreath Of Fresh Air
Guesthouse in Delhi
5 out of 5 average rating, 30 reviews11646 Guest Loft
Rental unit in Milford
4.57 out of 5 average rating, 7 reviewsMaple Shade Victorian Apartment
Home in Morris
4.83 out of 5 average rating, 40 reviewsWalnut Ridge
Rental unit in Oneonta
4.91 out of 5 average rating, 22 reviews1st Base Apt 2 All Star Baseball Rentals
Quick stats about holiday rentals that are family-friendly in Maryland
Total rentals
40 properties
Nightly prices starting at
$167 NZD before taxes and fees
Total number of reviews
950 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
- Ithaca Holiday rentals
- Lake George Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Niagara Falls Holiday rentals
- Montreal Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals New York
- Family-friendly rentals New York
- Family-friendly rentals Ithaca
- Family-friendly rentals Lake George
- Monthly Rentals Maryland
- Rentals with a washing machine and dryer Maryland
- Rentals with a fire pit Maryland
- Rentals with a patio Maryland
- House rentals Maryland
- Rentals with outdoor seating Maryland
- Family-friendly rentals Otsego County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
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- Holiday Apartments Australia
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
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- Beach Houses United Kingdom
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- Pet-Friendly Vacation Rentals United States
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- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom