Family-friendly vacation rentals in Orange County

Orchard Views from a Light-Filled Tiny Home with a Fire Pit

Wake up in a lofted bedroom wrapped in windows and descend a knotty wood staircase into the open layout of this radiant tiny home. Take a long hot shower and relax. Make coffee in a cozy kitchen, then gather around a slate fire pit in the evening and wait for the stars to emerge. Featured in Travel+Leisure, Time OUT NY + Airbnb Campaigns. #Tinyescapeny for more pics! We are located on the Shawangunk wine trail and nestled in between 15 wineries and orchards. Hike, cook, grill, roast marshmallows and feel the stress just melt away. Wifi, King Casper Mattress, LUX toiletries (Glossier, Keihls, Drunk Elephant etc) . Heating+A/C, Smart TV Moonshadow Valley Tiny home provides an amazing escape! You'll have everything you need so you'll be able to truly relax. Just 90min from New York City! - Short drives will take you to amazing hikes, skiing, local swimming holes, and organic farmstands, bars, and restaurants. Take a short drive to Beacon, Hudson, Woodstock, or Phoenicia! Whatever your desires, you'll find them fulfilled at this beautiful Hudson Valley Tiny House #tinyescapeny for more pics The tiny home features - 276 sq/ft. farmhouse including the second floor and a reading nook! - Panoramic windows, exceptional light - 30 acres of rolling hills, orchard and vineyard + orchard views Sleeping - King sized Eightsleep memory foam mattress and amazing pillows - Twin Memory foam daybed WIFI: - for keeping in touch with the real world and streaming shows on your personal devices. Kitchen - A modern kitchen with a mini-fridge, induction cooktop for cooking, microwave, and electric kettle. Despite the small but well stocked with basics like oil, salt, pepper etc. - Dining table that expands to fit your needs - Outdoor slate fire pit with chairs table, umbrella, and charcoal grill. - we don’t provide wood or charcoal Couch/Daybed - Memory foam twin mattress - Storage ottomans with blankets - Throw pillows + standard pillows Bathroom 36" shower, designer sink, Toto toilet, LED lighting, towel bars, low sohn vent fan, storage shelves. Keeping you toasty: High efficiency split system A/C with heat pump, LP furnace with thermostat. Baseboard heat included We can accommodate up to four people- Camping and tented options available (you provide the tent) FREQUENTLY ASKED QUESTIONS: Q: Can I get to the house without a car? A: The house is about 20-minutes driving from the Beacon train station. If you choose not to drive the whole way there are Zipcar pickups at the train station (reserve in advance!) and Uber/LYFT launched in the area ($20-$30 for the ride from the train). A car is highly recommended (especially if you want to explore the area), but this definitely makes things possible for the car-free—just be sure to show up with everything you need for the stay as the farm is in a semi-rural area that is not particularly walkable. Q: Do I need to bring towels or linens? What about a hairdryer? A: Nope! I provide all these things. Including Keihls + Glossier body products Q: How will I receive the key? A: The house features lockbox that has a one time code Q: Is the place professionally cleaned between guests? A: Yes, and I take pride in providing a clean home for guests. Q: What's up with the cleaning fee? A: I get a lot of questions about this, so I'll just break it down so you understand why it is what it is: All of that (100% ) goes directly to my cleaner. She is a professional who does an exceptional job and who I insist on compensating fairly for her work. The dry-flush toilet cartridges cost me about $20 apiece. (Of course, if you happen to use more than one cartridge, I cover that cost alone). Q: What's my total booking price? A: I honestly have no idea. With fees included, Airbnb only shows the guest, and not the host, the total cost. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and Airbnb actually uses some crazy algorithm to adjust it automatically, so I don't actually control this. Q: I am looking for a last-minute stay. Can I make a same-day booking? A: If you're looking for a same-day booking and the place is free, please inquire and I'll try! It depends on whether my cleaning crew can spring into action at the last-minute, which isn't a sure thing. Check-in may also have to be later than the listed time in order to make sure the place is ready. Still, can't hurt to ask. Q: I know it says "No Animals". Can I bring my small/well-behaved dog? A: I love dogs, but there is a farm dog who gets very nervous when other dogs are around, and so we can not allow animals. This is also for your dog's safety, as there are coyotes in the area. Basically: Please don't try to sneak one in--this really doesn't end well as we charge a 500$ fee for unauthorized pets of any kind Q: I'm a blogger/YouTuber/influencer. Can I stay for free? A: No. One last thing: I really, really appreciate that you followed directions and read the whole thing. Please put the phrase "I see Moonshadows!" at the top of your message so I know you did so as such bookings tend to go so much smoother! And thanks for hanging in there! The house features a gorgeous panoramic view and absolute relaxation. Use the firepit and outdoor furniture. Make yourself at home! I am always available to help! Please text or call me with any question you might have. The tiny house is set on a 30-acre farm offering views of rolling vineyards and apple orchards. Restaurants and nightlife spots are close by. Drive 20 minutes to reach the charming town of Beacon, home to great eateries, shops, and art galleries. The house is about 20-minutes driving from the Beacon train station. If you choose not to drive the whole way there are Zipcar pickups at the train station (reserve in advance!) and Uber/LYFT launched in the area ($20-$30 for the ride from the train). A car is highly recommended (especially if you want to explore the area), but this definitely makes things possible for the car-free—just be sure to show up with everything you need for the stay as the farm is in a semi-rural area that is not particularly walkable.. -There's a chicken coop nearby so you're welcome to buy some of our farm-fresh eggs (make breakfast on the cooktop!). Just tell me your order in advance and they'll be waiting for you. -The home features an eco-friendly, odorless, waterless toilet Laveo Flush toilet. This provides the same comfort as a regular flush toilet. This is the same toilet Matt Damon used in The Martian. When you "flush", it basically deposits your business into a sanitary and completely odor-free vessel without using water. It's actually cleaner and smells less (as in: not at all) than a composting or even regular toilet. This system features cartridges that are changed out between guests, and offer around 20 flushes per stay. This is typically adequate for two guests for two nights, but guests are advised to conserve flushes. In addition, I will be sending info on how to "swap" the cartridge if you run out (I cannot overstate how simple this is to do, promise, it’s done in 30 seconds) Guests will also need to dispose of this on their way out (again: I promise it's easy and NOT MESSY!) - We have a regular staircase that takes you to the memory foam king bed. The reading nook requires climbing and the ladder to the loft solid wood and very secure. If you have any restrictions to your movement, we recommend sleeping on the memory foam twin on the first floor Please read: The house is very much immersed in nature. Nature has bugs and animals. You may see both. There may even be an ant, fly, or non smelly stinkbug, or similar such bug in the house. I promise it won't hurt you. This time of year it’s not uncommon to have a fly or lady bug makes its way into the home when the front door is opened. Little tiny bugs can sometimes make it through the mesh on window. -While the house is very isolated and very quiet, you may hear farm equipment on occasion from the neighboring orchards (on our farm, the most you'll see is a tractor/mower). -Theres another tiny home on the property, you may bump into folks going there in the shared parking area, the house itself is still very much private and the other tiny home is completely out of view - We recently reseeded the lawn! There's a bit of hay keeping the seeds warm. Please make a note of this before you book.

Get Away to "Hygge" Tiny House on 75 Private Acres

Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

Serene Victorian Guest Apartment with Clawfoot Tub

Escape to a stunningly renovated private 3rd-floor apartment in a 6000 sq ft. 1883 Victorian Manor in Blooming Grove, NY. Designed for 1–6 guests, this light-filled space offers comfort and classic charm in a peaceful country setting. Includes luxe beds, a clawfoot tub, French-door shower, and kitchenette with sunny breakfast nook. An ideal sanctuary. Views of wildflowers, quiet country, and cows next door. 3rd Floor up two staircases, rewarded with a stunning space and elevated views.

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

The Greenwood Lake A-Frame: Perfect Lakefront View

Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit #P26-0203

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Private Country Getaway

This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 15 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Hiker’s Haven, a Cozy Cabin above Bashakill Refuge

Just 90 minutes from NYC, Wurtsboro is a charming and tranquil Catskills retreat. Hiker’s Haven is a cozy, detached Loft on the same property as our log cabin home, set above the Bashakill Wildlife Refuge. While trees block direct water views, you’ll hear birdsong and may spot bald eagles or red-tailed hawks. In fall, glimpses of the Bashakill emerge through colorful foliage. Enjoy hiking, fishing, glider rides, and local shops and galleries.