Vacation rentals in Cragsmoor

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Top-rated vacation rentals in Cragsmoor

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Guest favorite

Farm stay in New Paltz

4.92 out of 5 average rating, 612 reviews

The 1772 Lefevre Stonehouse Suite

Sit at a quaint breakfast table in this sun-filled room admiring the beautiful patio, grainy wood-plank floors, and a country decor touches. Walk outside to enjoy the rustic grounds of this enchanting stone-built home dating from 1772. The suite has its our private entrance, bathroom and fireplace all stocked with plenty of firewood for your stay. Fireplace can be used November-March only unless temperatures are under 40 degrees. Our home is located just seven minutes from New Paltz and two minute from Gardiner. The property is on 60 acres of rural land that you are welcome to explore. The room includes a queen size bed, a pullout futon for an extra (small) person, mini fridge, microwave and coffee machine. Enjoy your morning coffee on the large stone patio while listening to the roosters crow and birds singing. We raise around 250 egg layer chickens and 800 meat chickens on the property. They Love treats from you. If you’d like they will take snacks right from your hand. The roosters are tame and friendly. We now also have Lucy the goose. She watches over the chicken flock. The rail trail, where you can bring your bike and ride into New Paltz, is only a quarter of a mile away through our property then down a quiet country road. Our home is just minutes from Minnewaska State Park, Mohonk Preserve, and the historic Mohonk Mountain House. The New Paltz area has some of the finest restaurants you can dine at. The Town of Gardiner is only two minutes down the road. There you will find Café Mio and a pizzeria for a quieter dining experience. Gardiner also has Yard Owl Brewery, Gardiner Brewing Company (this is my son and daughters newly opened farm brewery on our main farm property in our old dairy barn), The Gardiner Mercantile and Tuthilltown Spirits each of which are great places to stop in and have a drink and a lite meal. Wright's Farm (Our Farm) is also 1 mile south on 208 features homemade baked goods, local cheeses, fruits and vegetables, fresh from the farm pork and chicken, wine, local spirits, hard cider Gardiner Brewing Company canned beer, bedding plants and fabulous hanging baskets and finally pick your own strawberries (second week in June-end of June), cherries (third week in June-first of July) and apples in September and October. The guest have their own access via private entrance to the bedroom suite , hot tub and the 60 acres. We are farmers and work a lot therefore we are only here early in the morning and after 7 or 8 o'clock at night. At those times we would love to interact with our guest if they are willing. If guest would like to come to our farm we are always here to talk to our guests and if we have time give them a tour of our farm and new farm brewery. Set on secluded grounds, this Historic stone home is situated on 60 acres of land with chickens, ducks and 3 goose as our neighbors. The Hamlet of Gardiner is a 3-minute drive away, and New Paltz is just a bit farther. It’s best if you have a car. There is no public transportation here. You can get a taxi or an Uber from New Paltz. Bring your bikes. The rail trail is only 1/4 mile away. Drive your car into the town of Gardiner and park at the rail trail parking lot. If you are coming by bus you will arrive in New Paltz. From there you will need to take a taxi or Uber to our home. This is a very rural area so please stop at the store prior to your arrival. We do have a supermarket that is 3 miles away and Wright's Farm Market open 8-6 year round that is 1 mile away. If you bring your dog please be a where that you may not leave the dog in the room unattended.

Sep 1 – 8

$123 per night

Guest favorite

Chalet in Cragsmoor

5.0 out of 5 average rating, 226 reviews

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 20 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. Our current housekeeping policy since Covid-19 is we block our calendar a minimum of two days after each guest checks-out for cleaning and disinfecting. Polished concrete floors with radiant heat, 8 ft. tall windows, 10 ft. walls, wood vaulted ceiling, air conditioning, gas fireplace fully equipped kitchen (oven, stove, refrigerator, dish washer, coffee maker, microwave, toaster, ninja) washer and dryer. Full bathroom with tile and marble. Free Wi-Fi, 50" smart tv The chalet is a free standing private building with a deck and covered porch. It has it's own barbecue, hammock and fire pit for your private use. Guests have full access to the owners 20 acre property which includes some short trails through the woods and an outdoor shower. The owner lives on the property in a seperate residence and is available for any assistance guests require. The chalet is set in an area of seclusion on the Shawangunk Mountains in Cragsmoor. A short drive away is the entrance to Sam's Point Preserve with miles of hiking trails and incredible scenic views. Effective 5/1/22 a reservation is required to enter Sam’s Point on the weekend. Go to ReserveAmerica. com to make a reservation. Minnewaska State Park and Mohonk Preserve are nearby. Dining and shopping are within a five to ten minute drive. There is no public transportation nearby so the only way to get to us is by motor vehicle. If your coming up during the winter season a four wheel drive vehicle is highly recommended. The owner has two cats that live on the property. The cats are never permitted inside the chalet.

Feb 10 – 17

$368 per night

Guest favorite

Cabin in Phillipsport

4.97 out of 5 average rating, 180 reviews

The Pond House - A modern cabin within the forest.

A modern, private cabin secluded within a private 19 acres, just 90 miles away from New York City ! This stunning home was designed by Sundial Studios Architecture & Design, and was featured both within Dwell Magazine (google: wabi sabi weekend cabin) and the NY Times (google: haiku of a home). This 3 bedroom 2 bath cabin was developed in response to the beautiful landscape it is placed within and is surrounded by forest and wildlife, overlooking a pond. Follow us on Instagram - @pond.place

Apr 29 – May 4

$488 per night

Guest favorite

Guest suite in Kerhonkson

4.95 out of 5 average rating, 127 reviews

Private Apt. in Vintage House steps to Kerhonkson.

Private sunlit upstairs apt. features magical views of The Catskills. Pets are welcome ($25 fee). One room is a master bedroom with a workspace, TV and huge closets. Second room has a full kitchen (gas stove, fridge/ freezer, sink) large table, sofa that folds out to a full size bed. Use of fire pit, back yard, cafe size tables, outside chairs for your convenience. Unlimited free access to Minnewaska State Park, (save $10 fee). The house is walking distance to town and the Rail Trail. Welcome!

Oct 7 – 14

$60 per night

Superhost

Home in Bloomingburg

4.81 out of 5 average rating, 460 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

Apr 25 – May 2

$118 per night

Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 418 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Mar 3 – 10

$113 per night

Guest favorite

Home in Napanoch

5.0 out of 5 average rating, 157 reviews

Cozy Home on the Hill (Welcome to the country!)

This cozy spacious renovated home is surrounded by nature yet not far off the beaten path. It is situated facing east toward the Shawangunk Mountain where the sun beams its rays over as it rises. Its the perfect location to get away from the hustle and bustle with a large level private yard for games or just sit and let natures residents serenade you. At night, look up at the vast sky and gaze at the stars and planets or sit at a warm mesmerizing fire to lull you to sleep. Get out and enjoy!

Oct 13 – 20

$131 per night

Superhost

Home in Pine Bush

4.85 out of 5 average rating, 118 reviews

5 Acre Modern Mountain A-Frame with Barn

A stone’s throw from the Hudson valley wine trail and state parks, this modern A-frame is set on a 5 acre former horse farm, providing privacy without seclusion. 2 hrs from NYC, it’s perfect for weekend trips or longer getaways. An ideal day here can include a morning coffee on the wraparound deck, working remotely with an amazing pastoral view, exploring the barn, hiking one of many nearby trails, and ending the night roasting marshmallows under the stars and unwinding in the clawfoot tub.

Sep 9 – 16

$376 per night

Guest favorite

Apartment in Mountain Dale

4.96 out of 5 average rating, 155 reviews

Cute space in Catskills hotspot Mountain Dale

Super cute apartment above the popular Creek Bar restaurant, featured in the NY Post as one of the top outdoor dining destinations in NY State. Enjoy the outdoor Creek Bar in the woods behind this stylish space. The restaurant is currently open Wednesday - Sunday (check insta) Mountaindale is one of the Catskills most hip destinations. Check out other food spots like The Dale craft pizza, Forage and Gather organic market, and shops Great Eye Vintage, Bad Grandma and yoga across the street

Jun 24 – Jul 1

$118 per night

Guest favorite

Cottage in Kerhonkson

4.94 out of 5 average rating, 255 reviews

Blue Haven in the Catskills

We built a studio-house on the foundation of an old summer cottage. We did not expand the footprint, but furnished it with select pieces and appliances and gave it contemporary finishes. We also added a screened porch, open deck and stone patio. The woodland and mountain views are lovely, while the location is convenient to Lake Minnewaska State Park and the Mohonk Preserve. Ulster County levies a 2% tax on overnight stays. Payment is made anytime between confirmation and arrival.

Aug 24 – 31

$91 per night

Guest favorite

Home in Cragsmoor

4.87 out of 5 average rating, 117 reviews

Mountain Top Escape with Hot Tub - Blue Heaven

Connect with friends and family while sipping coffee on the porch and watching for deer, wild turkeys or humming birds. Share some of the fruits of our garden and cook in the fully equipped kitchen or grill on the porch after hiking, touring or just hanging out in hammock. Play air hockey in the attic or games or do a puzzle. Later, warm up by the wood stove, with a glass of wine or a book, get the chill out in the hot tub and see the stars or roast s'mores in the fire pit.

Sep 22 – 29

$309 per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 741 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 4 – 11

$95 per night