Family-friendly vacation rentals in Maryland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Maryland family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Jewett
4.94 out of 5 average rating, 173 reviews

Mountain house w/ Scandinavian BBQ hut Spa & more!

AnnieRating, 5 stars1 week ago
We loved this Catskills getaway! Even with March rain, we were so cozy and had so much to do both at the house with the sauna, hot tub, and grill hut but also at nearby hikes and breweries. Can’t recommend enough!
Superhost
Cabin in Gilboa
4.89 out of 5 average rating, 180 reviews

Catskills Retreat - hot tub with a view

TeresaRating, 5 stars1 month ago
William and Liz's place was so enjoyable for a long weekend. We came to the area with our pups to escape the city, ski, show shoe, and enjoy a winter weekend. The house was as described, the hot tub was fantastic and the dogs loved running around on the deck and back yard. The kitchen was fully stocked with all utensils/kitchen tools needed and we found everything very clean. William and Liz were incredible hosts and let us check in early and check out late as there was an ice and snow storm that froze the driveway and made it hard for use to drive our city car out (note, the neighbors helped with plowing all the snow). Additionally, they sent a detailed list of activities and recommendations in the area. Check in and out were both incredibly easy and we felt safe in the neighborhood. We would recommend bringing fire starters in the winter, as we loved using the wood-burring stove. We had a great trip and would highly recommend to all!
Guest favourite
Chalet in Jewett
4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

Gina-LouiseRating, 5 stars1 month ago
Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!
Guest favourite
Home in Highmount
4.81 out of 5 average rating, 142 reviews

Beautiful Catskills Retreat 3 mins from Belleayre

TjRating, 5 stars1 month ago
We had a great stay at Badlands! Listing was accurate as described. the hot tub and fireplace were perfect after a day of Skiing. Home is close to Belleayre mountain and very quiet! Would recommend staying!
Superhost
Home in Chichester
4.87 out of 5 average rating, 141 reviews

Make it your home away from home

HungRating, 5 stars1 month ago
I had a great time at Tracy’s place. The house was really new (much better than the photos). Location was amazing!
Superhost
Cabin in Jewett
4.91 out of 5 average rating, 271 reviews

The Barnhouse - Ski House near Hunter and Windham

QuaylaRating, 5 stars2 days ago
Our adult spring break wouldn't have been nearly as comfortable without Danielle and Ely's beautiful home! Myself and three of my closest girlfriends spent a long weekend in the Catskills, making the Barnhouse our home base. Given the dreary weekend, we spent the majority of the trip in the house, utilizing every square space of the property. The kitchen was well stocked and had a lot of resources to make delicious meals and my homemade ice cream. It's clear a lot of love and energy goes into maintaining the space. Even when we ran into hiccups like a small leak in the ceiling and hot tub malfunction, Danielle was very quick to respond to help us navigate the issues. Would definitely stay again!
Guest favourite
Townhouse in Windham
4.93 out of 5 average rating, 120 reviews

Townhouse Spring Skiing & Hiking it's BBQ Time!

JoshRating, 5 stars1 month ago
The place was amazing and featured everything we were looking for. Tammy and Ed were super hosts and made the stay extremely enjoyable. We would stay here again.
Top guest favourite
Home in Roxbury
4.99 out of 5 average rating, 238 reviews

Charming Cottage on 12 Secluded Acres + Hot Tub

SteveRating, 5 stars3 weeks ago
My wife and I had a wonderful stay at this cozy cottage in upstate New York. The space was spacious and well-maintained, with multiple floors that offered plenty of room to relax. Everything was spotless, and we especially loved the hot tub and fire pit —it was the perfect way to unwind after a day of exploring. The cottage truly felt like a home away from home. I highly recommend it for anyone looking for a peaceful getaway!

Family- and pet-friendly home rentals

Top guest favourite
Home in Andes
4.99 out of 5 average rating, 234 reviews

Delaware House Inn - Farmhouse

ConorRating, 5 stars2 days ago
We’ve stayed at Skip’s listings a few times, and it’s been wonderful each stay. Skip is helpful and quick to answer any questions. Andes is the most beautiful town. Highly recommend!
Top guest favourite
Home in Windham
4.99 out of 5 average rating, 363 reviews

Custom Catskills retreat 7 mins from skiing

StacyRating, 5 stars2 weeks ago
Absolutely loved staying at Arin & Brian’s. This spot is perfect for people with kids/babies! There’s so much to do in the surrounding area including great coffee shops, places to eat & trails to hike. If you enjoy beer, West Kill Brewery is about ~30 mins out and is close by to the mountains if you ski / snowboard. 10/10 spot :)
Superhost
Home in Andes
4.88 out of 5 average rating, 104 reviews

Above it All

AlessandroRating, 5 stars4 months ago
Beautiful house in a beautiful part of the Catskills. Very peaceful. Great views.
Superhost
Home in West Fulton
4.9 out of 5 average rating, 128 reviews

Beautiful Farm Cottage & Majestic Waterfall

DaniloRating, 5 stars2 months ago
Simply beautiful, charming and cozy stay. The waterfall was amazing, it was frozen but I think that made it even more beautiful, its a short hike to the fall and in my 2-day stay I went about 5 times. Even cold plunged in the fall! The wood stove is so toasty and they have an abundance of wood to last all winter. The kitches has literally everything you can think of and you can tell a food lover lives here. There's even binders with tons of recipes that seems to be made throughout decades, super cool. Overall great stay and just what we needed. Highly recommend!
Superhost
Cabin in Gilboa
4.87 out of 5 average rating, 167 reviews

🌟Cozy Cabin-Catskills secluded Mountain retreat🌟

AndreaRating, 5 stars4 months ago
Robert and Sandra were so helpful in making sure we were able to get the experience we were hoping for. The cabin is beautiful and we enjoyed looking through the photos of its construction. It was clean, comfortable, and very private.
Superhost
Home in West Kill
4.93 out of 5 average rating, 121 reviews

Catskill Mountain Cabin Waterfall Retreat

TatyanaRating, 5 stars2 months ago
I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.
Guest favourite
Apartment in Schenevus
4.97 out of 5 average rating, 182 reviews

Last Stand. Private apartment over workshop/studio

KevinRating, 5 stars7 months ago
Lovely place to stay in a beautiful peaceful quiet farm property . 15 minute drive to Cooperstown/Brewery Ommegang. Emily was extremely friendly and helpful upon check-in with amazing local recommendations. We went to Origins Cafe for dinner and it was incredible. The space looks nicer than the photos and provides everything you need for a comfortable stay. I would return in a heartbeat.
Superhost
Cottage in Phoenicia
4.93 out of 5 average rating, 213 reviews

Phoenicia 1890 Bear Cottage -so convenient

MatthewRating, 5 stars3 weeks ago
We had a wonderful stay at Bear Cottage. The house accommodated our family of four, with each of us in our own private bedroom and sharing two full bathrooms. We especially enjoyed lounging on the front porch, just off main street and an easy walking distance to all the stores in town as well as a nice local hike (Tanbark Loop). We also enjoyed the backyard, which was spacious enough for lawn games and included a nice fireplace.

Family-friendly home rentals with a pool

Superhost
Home in Fleischmanns
4.91 out of 5 average rating, 78 reviews

Secluded Open Air Cabin

AsshurRating, 5 stars1 month ago
This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.
Chalet in Denver
5 out of 5 average rating, 10 reviews

Catskills Lodge

EvaRating, 5 stars37 months ago
We had a fantastic time at the cabin. Andres is a great communicator and was very helpful. The cabin was clean and comfortable, we enjoyed the board games and the snowy garden and we found everything we needed to cook. The location is great, close to skiing and stores, but also quiet and picturesque in the woods. We would love to visit again in the future.
Superhost
Cabin in Walton
4.83 out of 5 average rating, 132 reviews

Catskills Cabin Off the Grid Experience

MichaelRating, 5 stars17 months ago
Had a great time at the cozy cabin. It's a cabin but still has some nice amenities. Location is somewhat close to road, you can hear occasional cars go by. Still, back by the pond it feels like being away from it all. I had a blast hiking local trails and enjoying the foliage.
Top guest favourite
Cabin in Mount Upton
4.94 out of 5 average rating, 100 reviews

Log Cabin in the Country

JusticeRating, 5 stars6 months ago
This was a absolute gem of an Airbnb. The location was everything my wife and I imagine for our kids to grow up in one day. The plot of land the home sat on was one from a fairytale. Melody was a great host. We will 100% be back to this location.
Home in Morris
4.83 out of 5 average rating, 40 reviews

Walnut Ridge

LindsayRating, 5 stars7 months ago
We recently stayed at Tom’s house while our son played at Cooperstown All Star Village. Tom greeted us upon arrival, offered us great recommendations, provided a tour of the house and any details we would need for our stay. The house and property is generous and peaceful. We felt right at home. It was a seamless ride to CASV, Cooperstown and Oneonta. Make a point to stop at Weaver’s farm for fresh bread, baked goods, deli, grilling items and any other essentials you may need. We highly recommend Tom’s house and would absolutely rent again when we are in the area.
Apartment in Milford
4.57 out of 5 average rating, 7 reviews

Maple Shade Victorian Apartment

TriciaRating, 5 stars21 months ago
Rob's home is directly across the street from Cooperstown Dreams Park and was the perfect spot for us to watch our 12 year old play. I could easily run my parents home between games to cool off in the A/C. The pool was a welcome spot for several of the boys on the team and the coaches. Rob was very kind, and welcoming. A perfect stay for any family playing at Dreams Park!
Guest favourite
Apartment in Oneonta
4.91 out of 5 average rating, 22 reviews

1st Base Apt 2 - All Star Baseball Rentals

KevinRating, 5 stars8 months ago
We were staying at this rental because our son was playing at Cooperstown All Star Village for the week. We received quite a few notifications leading up, and even including an earlier check-in time. Everything that we needed was available to us, and we truly felt at home. Would definitely rent from them again if we end up coming up here again for one of our other sons. And the added pens, when we arrived where I hit with my younger boys. Thank you so much!
Cabin in Mount Tremper
4.83 out of 5 average rating, 83 reviews

Hiking Paradise:IN Hunter Westkill Wilderness area

EvaRating, 5 stars1 month ago
Our family had a great time at John’s place. It was exactly as described, spacious, well equipped, and clean. We spent our days skiing at Hunter Mountain which is a very short drive away, and enjoyed our evenings by the fireplace. It was really cold outside during our stay and we were grateful for the well heated house! Overall, would definitely recommend.

Quick stats about vacation rentals that are family-friendly in Maryland

  • Total rentals

    40 properties

  • Nightly prices starting at

    $143 CAD before taxes and fees

  • Total number of reviews

    1K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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