Vacation rentals in Cragsmoor

4.97 out of 5 average rating, 331 reviews

Cabin in Wurtsboro

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

4.95 out of 5 average rating, 152 reviews

Cottage in Ellenville

Shingle Gully Cottage

The Shingle Gully Cottage is located on over 40 acres of privately-owned land bordering Sam’s Point Preserve. The cottage is located on the outskirts of Ellenville NY. The town is situated at the base of the rolling Catskills within the Shawangunk valley. Within the cottage, there is a pellet stove that will be lit on chilly nights upon request. During the summer months, there is air conditioning available making a cool and cozy retreat from the heat of the summer. Ask about Minnewaska/Sams Pt

5 out of 5 average rating, 242 reviews

Chalet in Cragsmoor

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 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

4.86 out of 5 average rating, 451 reviews

Tent in Bloomingburg

Δ Heated Glamping Tent! -Scenic Hiking Paradise!

☮ Your Campsite is atop the Shawangunk Mountain Ridge! -BEAUTIFUL SCENIC Official Marked Trails within a 1/8 mile! See Pics! -PROPANE HEATER -Awake to chirping birds with Rays of Morning Sun and shadows Dancing on your Tent -Access to Private Bathroom & Well Equipped Kitchenette -OUTDOOR & INDOOR SHOWER -Clean Bedding and Towels Provided -Make Breakfast on Campfire or GAS GRILL -WIFI & Electricity in Tent! -Adjacent to 2 State Forests with 1600+ Acres! -CANOPY WOODS YOU CAN WALK AROUND IN

4.89 out of 5 average rating, 259 reviews

Cottage in Accord

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

4.87 out of 5 average rating, 865 reviews

Home in Kerhonkson

Dream House in the Gunks

This cozy House is located on top of the Gunks a few miles away from Minnewaska State Park main entry. House is facing State forest and is a perfect getaway from hectic city life. The space has been carefully redesigned with a lot of details for guests to enjoy the stay. We are very serious about the cleaning/laundry process. Fast internet, complimentary high quality coffee and tea, natural body wash/shampoo. There are good restaurants, wineries, farms and great outdoor activities around.

4.89 out of 5 average rating, 133 reviews

Home in Cragsmoor

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.

4.93 out of 5 average rating, 150 reviews

Bus in Pine Bush

School Bus Glamp w/HotTub~15min to Gunks/New Paltz

Enjoy a unique stay in our magic school bus on 10 acres! 15min to Gunks, New Paltz, Angry Orchard HQ, Minnewaska &more! Relax in the hot tub while watching deer & listening to birds in the morning or sit under the stars at night. Two beds; twin & full w/bedding. Heater, fridge, Keurig w/coffee & mugs. Swing set & trampoline for kids. Private outdoor set up w/(year-round) hot tub, dining area, fresh water sink, & fire pit await you. Enjoy Gunks glamping with a relaxing spa!

4.99 out of 5 average rating, 315 reviews

Treehouse in Wallkill

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

Tiny home in Greenfield Park

4.96 out of 5 average rating, 131 reviews

Mystic Pines Off-grid Catskills Cabin

Get away from it all and stay under the stars. Mystic Pines is 4.5 acres of super cute, off-grid living in the gateway to the Catskills, 5 minutes from hip town Mountaindale (restaurants, bars, market, wine), just on the edge of the Shawangunk ridge. This adorable tiny cabin is 144 sq ft of beautifully designed and handcrafted space with wall to wall wooden shiplap that gives you that cozy cabin feel. Set back off the road for maximum privacy.

5 out of 5 average rating, 113 reviews

Cottage in Pine Bush

Catskills Cottage (w/ Hot Tub) on Top of the World

Escape the city for a romantic winter getaway or a weekend with family/friends at this historic 3 bdrm mountaintop cottage in the famed artists colony of Cragsmoor. The house sits atop a dramatic cliff and has decks on both floors--including a new cedar hot tub!--with stunning views of 50+ miles of the Catskills Mountains, Minnewaska State Park and the Shawangunk Ridge. Less than 1.5 hours from NYC.

4.89 out of 5 average rating, 270 reviews

Cottage in Pine Bush

Seclusion and Romance - Pool is open and heated!

Amazing 5 Star guest house. Pool is open and heated! Outdoor living room with a wood fireplace. Close to many attractions: hiking, wineries, breweries, restaurants, Sam's Point, etc. Romantic, high end getaway. Amenities: charcoal BBQ, mini fridge, propane grill, full bath, microwave, wood fireplace, fire pit, single induction hot plate, wifi, smart TV, Firewood and fire bricks available.

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Other great vacation rentals in Cragsmoor

5 out of 5 average rating, 17 reviews

Cabin in Wurtsboro

A-Frame w/ Private Pond

HollyRating, 5 stars3 weeks ago

If in your mind, you could imagine an ideal place to get away - a cozy and thoughtfully furnished house nestled in front of a pond, this would be that place. A long driveway takes you away from the main road and leads to a stylish and very comfortable home. Three bedrooms, 2 baths and an open kitchen made the house feel very roomy. Our daughter made an early claim to a small landing at the very top of the stairs, a perfect place to settle into a bean bag chair and matching ottoman and continue her adventures with Nancy Drew. Our stay was extremely guest friendly. There was nothing we felt want of that Jared and Chelsea hadn't provided. A pile of comfy blankets, a nice bottle of red wine and a movie screen and surround sound gifted us two fun movie nights. In fact, their attention to detail made the house feel unusually familiar to us. The daily view of the pond and its inhabitants; a trio of ducks, a pair of cranes, and an industrious beaver, gave the home an idyllic quality.

4.87 out of 5 average rating, 46 reviews

Cabin in Kerhonkson

Black A-Frame: Catskills Cabin

AnatolyRating, 5 stars2 weeks ago

Amazing place in a very peaceful area! Very cozy and charming. Erica was very friendly and provided us with everything we could possibly need, as well as a very detailed guide for the local experience.

4.95 out of 5 average rating, 42 reviews

Home in Wurtsboro

The Alexandria - Wurtsboro, NY

ChristopherRating, 5 stars2 weeks ago

Second time staying here. Looking forward to a third stay next spring. Excellent communication and clean, comfortable house.

4.8 out of 5 average rating, 46 reviews

Cabin in Ellenville

Stream Side Cabin surrounded by Woods + Fire Pit

VincentRating, 5 stars2 months ago

Excellent place with a great host. The place was exactly as pictured and very comfortable. Stayed for two nights with my family for our trip to Legoland and it was ideal. Plus the projector was great for my son to watchg Bluey .... LOL. Defintley recommend staying here.

5 out of 5 average rating, 36 reviews

Guesthouse in Kerhonkson

Cozy Guesthouse & Healing Vibes

WendyRating, 5 stars1 month ago

Quaint wonderful place filled with nearly every cooking need -even a carton of local eggs! Also Anne’s love of healthy and natural products was evident through shampoos, hand creams, and the like for our use. Finally Anne was so responsive to every question or need, usually within a minute! We will return. Please know that Google gps wrongly stated that Anne’s address was across the road where a school sits.

5 out of 5 average rating, 38 reviews

Cabin in Saugerties

Luxury A-Frame Cabin w/ Hot Tub

BingRating, 5 stars6 days ago

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

5 out of 5 average rating, 54 reviews

Guesthouse in Wallkill

Millie's Inn

AlexRating, 5 stars3 weeks ago

Millie’s Inn exceeded all of our expectations. It’s private, peaceful, comfortable, clean and so beautifully designed. Jackie & Lenny are responsive and dedicated hosts who made sure we had everything we needed our entire stay. We would stay here again and recommend it to anyone in a heartbeat.