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Huge house with amazing kitchen, near great hiking; great for groups!

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From the front of the house.
The dining room seats 16 +
The kitchen opens directly onto the porch.
The kitchen island.
The dining room table.

Reviews

10 out of 10
Exceptional
9 bedrooms3+ bathroomsSleeps 18511.0 sq m

Popular amenities

  • Dryer
  • Pet-friendly
  • Washer
  • Parking available
  • Barbecue grill
  • Kitchen

Explore the area

View map
Cragsmoor, NY
  • Sam's Point Preserve
    ‪10 min walk‬
  • VerKeerderkill Falls
  • Minnewaska State Park
    ‪2 min drive‬
  • Newburgh, NY (SWF-Stewart Intl.)
    ‪50 min drive‬

Rooms & beds

9 bedrooms (sleeps 18)

Bedroom 1

1 Queen Bed and 1 Single Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Queen Beds

Bedroom 5

1 Double Bed

Bedroom 6

1 Double Bed

Bedroom 7

1 Double Bed

Bedroom 8

1 Double Bed

Bedroom 9

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet

Spaces

Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Huge house with amazing kitchen, near great hiking; great for groups!

This beautiful, nine bedroom, art-filled home with an enormous wraparound porch and a huge, fully-stocked kitchen is a mountaintop dream come true. An hour and a half from upper Manhattan and walking distance to Sam's Point Preserve hiking trails, the house has both kitchen and pantry sinks, a dishwasher, espresso machine, a smoker and a grill, and a huge array of kitchen appliances and cooking utensil.

The house is just down the road from the beautiful hiking trails of Sam's Point Preserve, which is connected to Minnewaska State Park, and an hour from art at DIA Beacon and Storm King. The new Legoland is about 35 minutes away. There are many wineries, and for the warmer weather there are so many swimming holes and hikes nearby.

The house is the perfect place to spend time with friends and families drinking coffee in the morning sun in the library, cooking together in the massive kitchen and sharing a meal at the dining room table that seats sixteen. At night you can watch movies in the huge living room and there are plenty of games for kids, including foosball and an air hockey table inside, and croquet and badminton outside. The house is located in a quiet mountaintop town which is on the National Historic Register. Situated on four acres with a big grassy yard, the house is a short distance from New Paltz, Kingston, Woodstock, Accord, Lake Minnewaska, wineries, cideries and countless antique shops, and it is 45 minutes from Woodbury Commons.

This house was built for landscape painters in the late 1800's, to go to the mountaintop and paint. Remnants of the history are seen throughout the house, from the steel and glass windows in the library and some bedrooms, to century-old telephones. Please be aware, this is an old house in a historic district, and we are trying to maintain as much of the original details as possible. It has the charm of an old house, but if that is not your thing, it may not be the house for you.

It is not intended for parties or loud groups, but it is perfect for extended families, multiple families or groups of friends who are looking for a place to read, cook and have dinners together, play and enjoy the snow in a sunny, warm house. It is a historic home with a lot of character, and does not have air conditioning, though because it is mountaintop, there are always breezes and it cools off quickly in the evenings. It is a great house for kids, both inside and out.

We are often able to allow for an early arrival and late departure, so if that might be beneficial, please feel to ask!

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 3 total)
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Smoking

Smoking is not permitted
No parties, except dinner parties. It is a quiet town and we have great neighbors who we want to stay friends with, so quiet in the evenings.
Only 4 or 5 star travelers can book with this property.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Cragsmoor

Located in Cragsmoor, this holiday home is near theme parks and in the mountains. Shadowland Theater and DM Weil Gallery are cultural highlights, and some of the area's activities can be experienced at Brimstone Hill Winery and Angry Orchard. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cragsmoor, NY

What's nearby

  • Sam's Point Preserve - 10 min walk - 0.9 km
  • Minnewaska State Park - 2 min drive - 0.7 km
  • Brimstone Hill Winery - 19 min drive - 16.2 km
  • Angry Orchard - 28 min drive - 26.1 km
  • Mohonk Preserve Visitor Center - 39 min drive - 38.4 km

Getting around

  • Newburgh, NY (SWF-Stewart Intl.) - 46 min drive

Restaurants

  • ‪McDonald's - ‬14 min drive
  • ‪Morning Sunshine Market - ‬13 min drive
  • ‪Dunkin' - ‬14 min drive
  • ‪The RDI Bar & Road Kill Grill - ‬16 min drive
  • ‪SUBWAY - ‬14 min drive

Frequently asked questions

Is Huge house with amazing kitchen, near great hiking; great for groups! pet-friendly?

Yes, this property allows dogs (limit 3 total). Some restrictions may apply, so please contact the property for more details.

What time is check-in at Huge house with amazing kitchen, near great hiking; great for groups!?

Check-in begins at 4:00 PM.

What time is check-out at Huge house with amazing kitchen, near great hiking; great for groups!?

Checkout is at 11:00 AM.

Where is Huge house with amazing kitchen, near great hiking; great for groups! located?

This family-friendly Cragsmoor holiday home is located in the mountains, within 1 mi (2 km) of Sam's Point Preserve and Minnewaska State Park. VerKeerderkill Falls and Shawangunk Ridge State Forest are also within 3 miles (5 km).

Reviews

10

Exceptional

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 48 out of 52 reviews
Rating 8 - Good. 5 out of 52 reviews
Rating 6 - Okay. 0 out of 52 reviews
Rating 4 - Poor. 0 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

Reviews

10/10 Excellent

Radhika N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely house with a beautiful kitchen wonderful for hosting friends and family. Cooked several meals together in the extremely well-stocked kitchen and slept so well in very comfortable beds. Rob was incredibly responsive to all concerns and questions, couldn’t have asked for more!!!
Stayed 3 nights in Sep 2025

10/10 Excellent

Jeanne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

This was a wonderful experience; the house is old and quirky, but we loved that about it!! The location is excellent for hiking and sightseeing -we visited both Woodstock and Storm King, and very drive-able. We are big foodie family, and the kitchen is perfect and well stocked with everything needed. We give it lots of stars!
Stayed 7 nights in Aug 2025

10/10 Excellent

Beth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

50th College Reunion

We had a great time reminiscing, playing games, making pies, and chatting in the kitchen for our 50th college anniversary. There were eight in our group and we had a blast despite the rain every day in this very cool house.
Stayed 3 nights in May 2025

10/10 Excellent

Matthew H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic house and host

This place is perfect for large groups that love to cook. The host is incredibly helpful and timely in communication. Highly recommend!
Stayed 3 nights in Feb 2025

10/10 Excellent

Marie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect for our needs. There was plenty of space for our group to move around both inside and outside. The kitchen was well stocked with appliances, dishes, glasses and silverware. The second refrigerator was key. All bed and bath linens were supplied. We love to grill and there was a grill and smoker available for our use. Our host was very responsive with any questions that arose.
Stayed 3 nights in May 2025

10/10 Excellent

Tse Wei L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phenomenal

Second stay. Looking forward to our third.
Stayed 4 nights in Dec 2024

10/10 Excellent

Erin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay for Service Trip!

Northeastern's annual Alternative Weekend trips had an amazing stay over Veteran's Day weekend! The group volunteered with the local Woodstock Animal Sanctuary. Students and staff raved about the house!
Stayed 3 nights in Nov 2024

8/10 Good

Kyungae K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

We will comeback during the next Christmas season
Stayed 3 nights in Dec 2024

10/10 Excellent

Andrea A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic house!!

Our friends have an annual reunion trip with our families. This house was absolutely perfect. The kitchen and dining room layout is beautiful for cooking together and enjoying meals. There’s a fantastic record player, sound system, and record collection. There’s also a little breakfast nook close by, right next to a play area with toys for young kids. It’s a short drive to Sam’s Point, which has an absolutely breath taking view. Could not have asked for a better place, we’ll be back next year!!
Stayed 3 nights in Feb 2025

10/10 Excellent

Modupe A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family fun in Cragsmoor

We had a lovely visit. 14 of us ages 5-80+. The home accomodated us so well and the host was wonderful. The kitchen was the best stocked kitchen we've had. Great hikes lovely quiet area. We had a blast and will return.
Stayed 14 nights in Jul 2024

10/10 Excellent

Tse Wei L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great place for a family reunion

Quiet, warm, brilliantly put together. The layout of the spaces can't be beat, the bedrooms are cozy, the house is full of character, and Rob has been amazing from start to finish.
Stayed 4 nights in Dec 2022

10/10 Excellent

Helene R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house !

Our group of 12 enjoyed a wonderful stay at Rob’s historical house in Cragsmoor for a long weekend. The layout of the house was perfect for everyone to enjoy the privacy of their own room while gathering in the kitchen and living room to socialize. The kitchen is really the center piece of the house; it is equipped with everything one would need! Everyone enjoyed spending Time on the patio or hiking in the Sam’s Point Reserve. Communication , check-in and out were very smooth !
Stayed 3 nights in Oct 2024

8/10 Good

Ross G.

Liked: Cleanliness, check-in, communication, listing accuracy

Perfect for a large group

Gathered with friends to celebrate a bachelorette party. Really beautiful and charming home! Bedrooms all very cute and shared areas are spacious and well decorated. Definitely appreciated the fans in each room as there is no AC. Kitchen is AMAZING.
Stayed 2 nights in Jul 2024

10/10 Excellent

Grace G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beyond Expectation

My family voted unanimously that this place is it! We are 6+4 significant others, so 10. We had our own spaces and ample commons spaces to gather, cook, eat, read and more. We love the proximity to hikes and climbs. The kitchen went beyond expectation.
Stayed 7 nights in Jul 2024

10/10 Excellent

Bibi L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay

We could not have a asked for a better location, home and host for our yoga immersion weekend. Rob was a fantastic, giving and attentive host. The house is beautiful and so well equipped to host groups. Highly recommend!
Stayed 3 nights in Oct 2023

10/10 Excellent

Monika S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gunks Getaway

This was a wonderful space to gather with friends for a weekend. We held yoga classes and singing bowl sound healing sessions in the living room. The space was perfect for our group, the owners are wonderful to work with, and the bedrooms were all cozy, warm and quiet. We were all feeling so fortunate to have spent time at this home, and hope to return soon.
Stayed 2 nights in Sep 2023

10/10 Excellent

Sam S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house in the woods

We had a fantastic time staying at Rob's house. The house was perfect for our 15-person group, with a large kitchen for cooking, a great dining room area, ample space for relaxing on the deck and playing games in the grass, a fire pit for night-time bonfires, and a large living room for some team building events with our group. We will go back again!
Stayed 3 nights in Jul 2023

10/10 Excellent

Tricia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Upstate weekend

Our group of friends was looking for a place for a weekend upstate together, and this house was absolutely perfect for it! Everyone had their own room, with plenty of space, and a beautiful, well-equipped kitchen for cooking meals together in. Rob was also extremely responsive and helpful. We are looking forward to coming back!
Stayed 2 nights in Sep 2023

10/10 Excellent

Sara K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic House

This is our 2nd stay at the Cragsmoor house. The host, Rob, is incredibly kind and communicative and the house is perfect for gathering with a large group. We were 10 adults, 2 kids, and 2 dogs and there was plenty of room for everyone to have space but also gather together. The house itself is quirky and full of character and art, which adds to the fun of staying. Can’t wait to return again!
Stayed 2 nights in Jan 2024

10/10 Excellent

Susannah C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific Thanksgiving

This was a wonderful place for our multi family, multi generational group to gather for Thanksgiving. Well equipped kitchen, large sunny dining room, lots of space to spread out. Beds were comfortable, house overall cozy and warm. Check-in and out very easy. The house is old and that shows; for us that made the house interesting and unique. The bathrooms are dated but were functional. The location is superb and we got in some wonderful hikes.
Stayed 4 nights in Nov 2023

10/10 Excellent

Nancy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unique Large Home

An older home with very unique rooms. The kitchen and Back porch were big hits. Group of fifteen able to sit at large table for dinner. Plenty of room for large group. Beautiful sunsets and deer roaming around. Would rent it again.
Stayed 3 nights in Sep 2022

10/10 Excellent

Nathanael G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

a great place for a big family get away

This house is great for getting lots of friends and family together. It's full of character and things to discover. It's the sort of house you can easily imagine your family having come to for generations. The kitchen is a real highlight. We cooked a full Thanksgiving meal for 4 families without breaking a sweat. Also the Sam's Point Preserve just up the road is gorgeous. I hope it's the beginning of a tradition for us.
Stayed 4 nights in Nov 2022

10/10 Excellent

Heather B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family birthday weekend

Perfect for a family get together, four generations spent the weekend (ages 3 to 97). Kitchen has everything you could possibly need to cook and serve a large group. Plenty of bedrooms for everyone, comfortable beds. So many toys and games for the kids, indoors and out. Love the wrap around porch, plenty of seating for everyone outside, for dining or lounging all together. Lots of artwork everywhere, just beautifully done. Everyone wants to know when we can go back!
Stayed 2 nights in Jul 2023

10/10 Excellent

Bill C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful and unique property

Our family of 12-ages 9-80 has a hard time finding the perfect spot for our annual vacation. We finally found it. Rob’s house in Cragsmoor has more than enough bedrooms and a great common space. There is also ample outdoor space for badminton, bocce, basketball and more. The house has everything you need for a relaxing vacation and it’s near hiking trails and a few minutes from Ellenville. Or just sit on the porch and watch the birds. Rob is a great host.
Stayed 7 nights in Jul 2023

10/10 Excellent

Charlotte K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous location for a family or group reunion

Our weekend stay was a reunion of first cousins, three of whom turned 80 this year. Fourteeen people in all, we relished meals cooked together in the large, friendly, well equipped kitchen and eaten around the table seating 16 in the open-plan dining area. The bedrooms are lovely, each one different, and the wraparound porch was perfect for relaxing and socializing. "The guys" also enjoyed grilling one dinner together. Some of us hiked up to Sam's Point just a mile way, a NY Park with broad paths and spectacular rock formations and views (requires a resevertion: it's popular!). With plenty of spaces for privacy, a nearby Hannaford's in caseyou forgot or needed something, a full complemet of herbs, spices and staples, many options for nearby hikes and a responsive, communicative host, it's the perfect place for a large group to gather. Highly, highly recommended!
Stayed 2 nights in Sep 2024

About the host

Hosted by Rob

Host profile image
I live at the house during the week, when no guests are staying, since most of my work is in the area. I am also on the fire department, which is just down the road.

Why they chose this property

Cragsmoor is a really special little town. It was started by landscape painters who were coming to the tops of the mountains to paint. Its a very quiet town, really nice for strolling around. We have so many friends here that the whole town feels like home.

What makes this property unique

The house is perfect for family reunions and similar get-togethers. The main floor kitchen, dining room and living room have enough space to accommodate everyone, and there are many other spaces around the house to be able to have quiet time away.

Premier Host

They consistently provide great experiences for their guests