Family-friendly vacation rentals in Dutchess 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.

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Hoppy Hill Farm House

Enjoy the simple country life in this historic farmhouse. Watch the sun rise over the breathtaking mountain views from the front porch while sipping a cup of coffee/tea. For the more adventurous, there are lots of Appalachian Trail hiking opportunities, and nature preserves to enjoy. Plenty of quaint towns near-by: Kent, Millbrook, Amenia, Wassaic for great food, coffee shops, antiques, parks, breweries and vineries. Inside, you will feel right at home in this comfortable one bedroom apartment.

Patchin Mills Quaint Country Cottage

Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

(Hudson Valley) Laughing Duck Cottage

Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.

Large, private apartment in scenic Hudson Valley

We are located right in the middle of the Dutchess County so access to all points is convenient. Many attractions are: historical Hyde Park, Walkway Over The Hudson, Culinary Institute, Vassar & Marist colleges, wineries, breweries, the quaint towns of Millbrook & Rhinebeck, Dutchess County Fairgrounds, and The Links At Unionvale golf course and banquet hall. Great for couples, adventurers and business travelers who love activity but appreciate a comfortable quiet place at the end of the day.

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

3Br Hilltop Ranch on 130acre farm w/ falls & creek

Newly renovated ranch house on a private hill top of an 130 acre magical property with stunning eastern views and overlooking a historic farm. Explore the hiking trails, dip in the wading pools of 90ft waterfall's upper cascades, bike to town or simply relax on the hammock while taking in views of the rolling hills. Escape to a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplaces, and comfortable bedrooms with quiet workspaces- learn more at cascadafarm

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

bright serene + spacious barn @barn and bike

a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.