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 Canajoharie
4.91 out of 5 average rating, 142 reviews2 homes on large private mountain views getaway
5–12 Feb
Cottage in Andes
4.97 out of 5 average rating, 100 reviewsSecluded Romantic Cottage close to Ski Areas
24 Nov – 1 Dec
Home in Roxbury
4.99 out of 5 average rating, 225 reviewsCharming Cottage on 12 Secluded Acres + Hot Tub
2–9 Sept
Cottage in Phoenicia
4.89 out of 5 average rating, 801 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
1–8 Oct
Cabin in Jewett
4.92 out of 5 average rating, 237 reviewsThe Barnhouse - Ski House near Hunter and Windham
15–22 Sept
Cabin in Gilboa
4.9 out of 5 average rating, 160 reviewsCatskills Retreat - Summer deals!
10–17 Jan
Cabin in Roscoe
4.95 out of 5 average rating, 187 reviewsRoscoe Retreat
12–19 Feb
Cabin in Windham
4.94 out of 5 average rating, 359 reviewsCozyCatskillChalet w/ Hot Tub (Catskill Mountains)
19–26 Jul
Family- and pet-friendly home rentals
Cabin in Delhi
4.86 out of 5 average rating, 117 reviewsLoftBarn
24–31 Aug
Cabin in Andes
4.91 out of 5 average rating, 289 reviewsCabin in the Beautiful Catskills
27 Sept – 4 Oct
Cabin in Bloomville
4.94 out of 5 average rating, 127 reviewsThe Shack
22 Feb – 1 Mar
Flat in Bovina Center
4.92 out of 5 average rating, 278 reviewsBehind Brushland, Bovina Center
10–17 Mar
Flat in Gilbertsville
4.85 out of 5 average rating, 194 reviewsSignature Quilt Bed and Breakfast
14–21 Feb
Tiny home in Roxbury
4.97 out of 5 average rating, 147 reviewsGlamping in New York the Catskills Birdhouse
29 Oct – 5 Nov
Flat in Andes
4.96 out of 5 average rating, 261 reviewsAndes Modern-Open-Streamside-Retreat
3–10 Jul
Home in Andes
5.0 out of 5 average rating, 200 reviewsDelaware House Inn - Farmhouse
8–15 Jan
Family-friendly home rentals with a pool
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
18–25 May
Cabin in Livingston Manor
4.96 out of 5 average rating, 257 reviewsExperience The Zen House
31 Mar – 7 Apr
Home in woodstock
4.86 out of 5 average rating, 486 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
8–15 Nov
Home in Prattsville
4.91 out of 5 average rating, 125 reviewsLuxury Retreat in Lexington
1–8 Jan
Townhouse in Windham
4.82 out of 5 average rating, 177 reviewsRedwood Retreat in Windham - minutes to Mtn!
31 Aug – 7 Sept
Cabin in Prattsville
4.82 out of 5 average rating, 154 reviews6 acre w/SWIM pond w/boats & floats plus HOT TUB!
17–24 Oct
Chalet in Bainbridge
4.91 out of 5 average rating, 106 reviewsWestern Catskills Paradise Four-Season Retreat
10–17 Mar
Home in Woodstock
4.89 out of 5 average rating, 159 reviewsSecluded 7acres, Saline Heated Pool, Spa, Stream !
15–22 Sept
Quick stats about holiday rentals that are family-friendly in Maryland
Total rentals
30 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
820 reviews
Nightly prices starting at
£96 before taxes and fees
Destinations to explore
- Ithaca Holiday rentals
- Lake George Holiday rentals
- Syracuse Holiday rentals
- Catskill Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- Mississauga Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal 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 firepit Maryland
- Monthly Rentals Maryland
- Rentals with a washing machine and dryer Maryland
- House rentals Maryland
- Rentals with outdoor seating Maryland
- Rentals with a patio 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
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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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- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom