Family-friendly holiday rentals in Maryland

Mountain View Apartment

We offer a quiet and extremely clean place. We are only 6 miles from Belleayre Mtn Ski Center. Restaurants are nearby. You’ll love our place because of the neighborhood, the outdoors space, the light, and the kitchen. Our place is good for couples, solo adventurers, and business travelers. WIFI is 300mbps. We have security cameras outside only, EV Charging station on the property. We now have an outdoor fire pit (wood not included). We also have a standby generator in case of a power failure.

Bellwood Cottage 8-14min to all Roxbury Wed Venues

Bellwood Cottage is perfect for couples, families, or groups of friends looking to get away from it all in an private, idyllic setting. Great for all seasons and close to skiing (20-40 min from Plattekill, Belleayre, Hunter and Windham), hiking, fishing, swimming holes, restaurants and quaint towns. Walk to downtown Roxbury and Kirkside Park via the scenic rail trail. Close to all wedding venues - 4 miles to Roxbury Barn, 7 miles to Stone Tavern Farm, 4 miles to The Inn at West Settlement.

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful reacue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

⭐A Secluded Schoolhouse Stay⭐

South Kortright Schoolhouse No. 5. A recently renovated, authentic former one-room schoolhouse located in the northern Catskill Mountains.This cozy space offers couples a romantic getaway and families a place to connect with the surrounding farmland. Schoolhouse No. 5 neighbors a working sheep farm with many fun activities available for guests. Visit the draft horses, chickens and turkeys, or help with daily chores. Bring your dog along for the journey, but please keep them leashed.

Catskill Cabin, Chill Apartment, 1st Fl * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

Cute Cabin with Great Mountain Views

“Georgie” is our Cute Cabin with Great Mountain Views. She is a 230 sq. feet Cute and cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Georgie” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoor space.

Nicks Place

Open space kitchen, dining, and living room All in a cozy country setting . Two bedrooms with queen beds and two single beds in spacious loft. Bright and sunny. Outdoor grille, firepit, and sun porch. Close to hiking trails, one mile from state gamelands. Minutes from Beaverkill and Willowemoc rivers. Close to three local breweries and distillery. Within an hour of ski resorts. Super quiet location, off the beaten path.

Charming Catskills Victorian - Halcotsville, NY

Welcome to the absolutely charming and quiet Victorian village of Halcottsville, nestled in the Catskills Mountains. The house sleeps 6 and is great for families, couples, and groups. 10mn to Margaretville and Roxbury Villages. 10mn to Roxbury Barn and Estate, the Inn at West Settlement, and Stone Tavern Farm wedding venues. 15mn to Belleayre and Plattekill Ski Resorts. 40mn to Windham and Hunter Ski Resorts.

Catskills Luxury Cabin

A breathtakingly pristine luxury cabin on 14 private acres, tucked away in an oasis of trees, this is the perfect getaway for barbecues on the back deck, hikes, fishing, enjoying bottles of wine by the fire, and allowing the quiet nature noise to lull you to sleep. Area attractions include: Farmer's Markets, Brushland Eating House, Wayside Cider, New York Safety Track, Antiquing, Hiking, Lakes, Ski Resorts...