Family-friendly holiday rentals in Maryland

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Main Street in the Mountains. See sights & scenery

Enjoy nature: hiking, fishing, (backyard creek/nearby lake) or enjoy the sights. Located 20 minutes from Cooperstown, Oneonta, & Cobleskill. Be moments from local attractions: Baseball Hall of Fame, Farmer's Museum, & more like local breweries (Ommegang), baseball camps; Dreams Park/All Star Village, colleges: Hartwick, SUNY Oneonta, & SUNY Cobleskill, & Bassett Healthcare locations. If staying in, there's high speed internet, streaming channels, washer & dryer, private porch, & access to yard

Romantic Cozy Cabin with a View of the Wetlands

Summer baseball renters please note: availability is Dreams Park tournament schedule ONLY -- not All Star! Perfect for a couple's getaway, a writing retreat, or a cozy home base to explore the area! Built in the 18th century, it now boasts an adorable fully-equipped kitchen, a charming wood interior, a vaulted ceiling, and a spacious deck with a view of the birdlife and wetlands. Swimming, hiking, and fishing on Goodyear Lake 5 mins away! Minutes from live music, cafes, and antique shops!

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!

Tranquil Countryside Escape

Relax with the whole family at this peaceful house in the countryside of New York. A newly renovated 3 bedroom with an expansive yard gives you plenty of space to have fun both inside and outside. Nestled between the mountains the surrounding towns allow for plenty of outdoor activities for all to enjoy. We are also only a 30 minute drive to Cooperstown and the famous baseball hall of fame. Come experience the serentiy and opportunities that this house/location have to offer!

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Inez's Studio

A former Catskills painting studio re-imagined as a quiet mountainside retreat on 23 acres. 16ft ceilings and walls of windows let in amazing light, uninterrupted nature, and solitude. Open floor plan with the main bedroom downstairs and a loft bed upstairs. Step out the back door and into a private backyard and lower field with views of the upstate NY mountains. Also check out our other 1br listing: Table on Ten Earth House

Lakefront, family friendly home -Baseball campers!

- Lake/waterfront home on Goodyear Lake. - Conveniently located close to local baseball camps, SUNY Oneonta and Hartwick college - Large lake view patio and yard for games or campfires and lakeside deck and dock. - Enjoy swimming, excellent fishing, and watersports. Row boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon