Family-friendly holiday rentals in Maryland

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!

One Bedroom Apt Near Dreams Park and Hall of Fame.

This nice apartment is just 5 miles from the Dreams Park and 8 miles from Cooperstown. It is one minute drive to the village of Milford - home to a restaurant, deli, and microbrewery. The apartment itself has one bedroom, a bathroom, a living room, and full kitchen. WiFi and streaming TV are provided. There is even good cell service here. You’ll love my place because of the views, the location, and the outdoor space. My place is good for couples, solo adventurers, and small families.

Catskills Peakes Brook Cabin-Creek, Pond & Privacy

Take a breath at Peakes Brook Cabin, our cozy and private cabin on a pond, with the brook steaming beside it. Our beloved property is perfect for couples needing to escape the city, decompress and deplug. You're minutes to charming Delhi and other Catskill villages, with nature all around. We are very excited to announce that our cabin has a huge upgrade as of Spring '25. We now have a full bathroom with running water! A project over 3 years in the making. (Stayed tuned for new pics)

The Mill House: Creekside Catskills Summer Escape

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to a winter retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a meticulous restoration in 2021, 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.

Geodesic Dome Glamping at Maia's Place!

Come enjoy our off-grid, eco-focused geo-dome! 21 minutes away from historic Cooperstown and Oneonta, this dome offers privacy, unblemished mountain views, a real bed with fresh linens, WiFi, a hot outdoor shower, solar-powered electricity for phone and computer charging, mini fridge, a wood-fired indoor stove, and REAL indoor toilet. Please note that a 5-minute uphill hike from the road to the dome is required. Don't see dates that you'd like? Look up our Tiny Home @ Maias Place!

Cooperstown Vicinity Country Home near Motorsports

Charming open concept house nestled in the Catskill mountains 20 min E. of Oneonta. Exquisite Views! (**Adjacent to motorcycle racetrack. It's not visible, but noisy in daytime 9am-5pm 4-5 days/wk.) Enjoy a morning read in our comfy sofas and armchairs or get cozy by the gas fireplace at night. Explore our 20-acre property or relax out on the wide, sunny lawn. Outdoor table and chairs by the firepit are perfect for an evening meal overlooking the beautiful, ancient Catskill Mountains.

Charming Tiny Cabin with Vintage Vibes

Escape to the woods and sleep under the stars in this off-grid tiny cabin, perfect for a peaceful summer getaway. Set on 4 private acres and surrounded by 150+ acres of public state land, it’s a dream for nature lovers. The loft has a full-size bed, with a cozy seating and dining area offering forest views. The kitchenette includes a foot-pump sink, one-burner stove, and cooking essentials. In cooler months, a Jotul wood stove adds warmth and charm.

Lily Pad by the Ponds

If you want to experience nature, our homestead has a one room king bed cottage between 2 ponds. A private full bath is 25 steps away. Enjoy the serenity of the water. The cottage is insulated, heated, has electricity,Wi-Fi, and a smart tv to be used with your own accounts. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want/need anything. Guests have full use of the ponds and acres to enjoy!

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