Family-friendly holiday rentals in Maryland

Experience a Catskills Lodge

Our modern log home is set up with fine things like Turkish towels, local artisan soaps & the softest sheets. The tasteful decor has an mcm vibe w/industrial touches. Wander outdoors, swim, follow a creek, slip into the forest, hike back, cook dinner in a state of the art kitchen w/ a pantry full of fun gadgets. Relax by the fireplace, sit outside & watch the stars, light a fire. We provide blankets & wood. A welcome basket & a fully stocked coffee bar for the early mornings are waiting for you.

Kitchen · Family · Comfort

Succurro : Tent with a View - Order

A perfect getaway for friends, couples or small families! This listing is for one of 4 raised platform tents, located at the top of a hill, with a beautiful view. The tent has 1 full bed and 1 twin bed, a set of shelves and drawers for storage, and front porch to relax on. There is a fire pit, outhouses, outdoor showers (cold only!), trails in the woods to roam, and stream to wade in. Bring your groceries - there is a fully equipped outdoor kitchen with grills, fridges, and all the necessities!

Family · Indoor spaces · Decor

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.

Family · Kitchen · Amenities

The Lily Pad

The Lily Pad is a comfy one room king bed cottage with a porch overlooking the pond. A private full bath is close but not attached (attached to our home for plumbing purposes, but you have a private entry). The paved path is well lit. The cottage is insulated, heated,air conditioned, has electricity,Wi-Fi, and a smart tv used with your accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want to interact/need anything.

Kitchen · Family · Condition

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

Indoor spaces · Kitchen · Laundry

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.

Kitchen · Indoor spaces · Outdoor spaces

Catskills Modern Tiny House - Secluded+Private!

Newly built tiny home up a dead-end private mountain road, secluded and nestled in the woods alongside old stone walls and lots of trees. There is a kitchenette with a mini-fridge/stovetop and oven so you can prepare meals, a queen-size bed, a couch with storage, and a bathroom with a shower. Ideal for a couple or solo traveler looking to disconnect and observe nature at work from the large windows. There is a fire pit and Adirondack chairs on the patio if it's not too cold out!

Indoor spaces · Kitchen · Cleanliness

Birdhouse: A Starry Escape in the Catskills

The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

Indoor spaces · Family · Checkout

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.

Indoor spaces · Kitchen · Location

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. Canoe, row boat, and pedal boat on site for guests. - Updated spacious home, including a fireplace and air conditioning. - Away from it all, but close to all amenities!

Kitchen · Family · Cleanliness

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

Indoor spaces · Family · Amenities

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Family · Indoor spaces · Solo travel