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 Jewett
4.96 out of 5 average rating, 164 reviewsMountain house w/ Scandinavian BBQ hut Spa & more!
Home in Windham
4.88 out of 5 average rating, 129 reviewsLive the Slow Life at an All-Season Mountain Escape
Chalet in Jewett
4.97 out of 5 average rating, 173 reviewsPrivate Catskills Home w. Hot Tub, near Ski Mnt
Home in Highmount
4.81 out of 5 average rating, 134 reviewsBeautiful Catskills Retreat 3 mins from Belleayre
Home in Canajoharie
4.92 out of 5 average rating, 153 reviews2 homes on large private mountain views getaway
Cabin in Jewett
4.92 out of 5 average rating, 258 reviewsThe Barnhouse - Ski House near Hunter and Windham
Townhouse in Windham
4.93 out of 5 average rating, 113 reviews1 minute to skiing,hot tub firepit cornhole & pond
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, 159 reviewsCharming Catskills Victorian
Home in Andes
4.99 out of 5 average rating, 229 reviewsDelaware House Inn - Farmhouse
Cottage in Roxbury
4.9 out of 5 average rating, 129 reviewsBellwood Cottage 8-14min to all Roxbury Wed Venues
Home in Windham
4.99 out of 5 average rating, 347 reviewsCustom-built Catskills retreat
Tiny home in Shandaken
4.9 out of 5 average rating, 279 reviewsTiny House in Central Catskills
Cottage in Cooperstown
4.9 out of 5 average rating, 108 reviewsStarField Cottage-Cooperstown Dreams Park Escape!!
Cabin in Arkville
4.97 out of 5 average rating, 312 reviewsSolace: perfect for all seasons; near Belleayre Mt
Home in Margaretville
4.93 out of 5 average rating, 117 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
5 out of 5 average rating, 13 reviewsTriple Play 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
$171 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
- Jersey City Holiday rentals
- New York 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
- Rentals with a washing machine and dryer Maryland
- Monthly Rentals Maryland
- Rentals with outdoor seating Maryland
- Rentals with a fire pit Maryland
- Rentals with a patio Maryland
- House rentals Maryland
- Family-friendly rentals Otsego County
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Cottages United Kingdom
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- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- House Rentals with a Pool United States
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