Entire home

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

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

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

9.8 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

Map
Cragsmoor, NY
  • Sam's Point Preserve
    ‪11 min walk‬
  • Minnewaska State Park
    ‪18 min walk‬
  • VerKeerderkill Falls
    ‪9 min drive‬
  • Montgomery, NY (MGJ-Orange County)
    ‪32 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, two refrigerators, 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 40 minutes from Woodbury Commons.

This house was built for landscape painters in the late 1800's to go to the mountaintop and paint, and then was run by the Cornell University hospitality program in the 1950s. 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 check in and late check out, so if that might be beneficial, please feel to ask!

Property manager

Rob

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 3 total)
default

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

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 Ellenville Lanes and Brimstone Hill Winery. 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 - 11 min walk - 0.9 km
  • Minnewaska State Park - 18 min walk - 1.5 km
  • VerKeerderkill Falls - 9 min drive - 3.5 km
  • Angry Orchard - 25 min drive - 21.3 km
  • Mohonk Preserve Visitor Center - 34 min drive - 32.0 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬14 min drive
  • ‪Dominick's Restaurant & Pizzeria - ‬12 min drive
  • ‪Sook House - ‬13 min drive
  • ‪Cohen's Bakery - ‬13 min drive
  • ‪Blue Devil Dairy Bar & Grill - ‬13 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).

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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 43 out of 48 reviews
Rating 8 - Good. 5 out of 48 reviews
Rating 6 - Okay. 0 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Binyamin A.

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

Wonderful place for a family gathering.

The house is genuinely spacious. It easily accommodated our group of 15 people. There are nine real, full-sized bedrooms, and the common spaces are supersized, including the dining room & kitchen, and the glorious, endless wrap-around porch. It is an old house, a little frayed around the edges, and probably not the right choice for those who prefer new, sleek and immaculate. But we loved its quirks and charm. Its former lives as a boarding house, and later as the home of an artist, are very much on display: The ceramic "Ladies" sign above a second-floor bathroom; the vast collection of art books in the library. It's also a wonderland for children, overflowing with games and toys and fun places to play.
Stayed 6 nights in Aug 2024

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

Tiffany C.

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

Perfect house for a family Christmas!

The house fits the description. While it is still being renovated, it is completely usable and has a lot of character. The usable rooms are all well kept and comfortable. I was worried about the house being possibly drafty but Rob assuaged my doubts before we arrived and we didn’t have any temperature issues while there. We like to make big family meals, especially around the holidays, and the kitchen was a dream kitchen for us. I have no negatives to share. It’s a great house and the owners make it even cozier for families with a mountain of toys for young kids to play with. We had a great stay and would definitely stay there again.
Stayed 4 nights in Dec 2023

10/10 Excellent

LD S.

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

An awesome trip made better with an awesome house

My large group of friends and family had such a wonderful time at this old historic boarding house. The kitchen was stocked and ready for us with new condiments and even extras like Smores fixings. We were also able to cook and grill easily with all the provided cooking implements. The house is clearly mid-renovation but somehow that didn't bother a single person in our group of 14. The charm of such an old historic home was enough to offset any cracked plaster wall. There was SO much to do! The kids played and played with all the games and toys. The yard was great to play or also relax in. We had a gorgeous hike of the Gunks a mile away. Even the weather was fantastic. Thank you, Rob, for providing this fantastic house that contributed to such a memorable trip.
Stayed 3 nights in Oct 2023

8/10 Good

Ulla G.

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

Sam's point Inn

This is an interesting place, location is great, for those that are planning on staying in the vicinity. Lots of amenities, room for multiple family members. Weather was cool, and refreshing. Reminder this is an older Inn and has lots of history, and know that it will bring back memories of the olden days. A feel things for the owner to add would be how and where the lights can be turned on and off, how to operate the thermostat, also this Inn has a dirt floor cellar and it has a musty odor with the damp air. The 3 rd floor shower did not have hot water, but we managed with the other 3 BR's. Over all rating was good. we all enjoyed ourselves especially the solitude. Thank you again for allowing us to use this facility. Ulla and Kent.
Stayed 4 nights in Jun 2022

10/10 Excellent

Elizabeth H.

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

The perfect big group home-base

I was looking for somewhere that had many rooms for single and couple adults to stay at for a long weekend birthday celebration. It was super difficult to find somewhere with rooms relatively the same size and separate/private, until I came upon this listing. That was the impetus, and the reality was even better than we could have imagined. We spent most of our time in the large kitchen/dining room: cooking, eating, laughing, conversing, and playing games. At nights we would all go into large living room for more games. The breakfast nook and library was a great place for people to get some work done or for smaller games of dominos or a puzzle. We were there in the dead of winter, and there was plenty to do indoors as well as nearby, though I can only imagine how great the property would be in warmer weather too! A few of us went on the 3-mile loop trail hike and overlook at Sam's Point Preserve (3 min drive); we all went to Speakeasy Motors Distillery (15 min drive) one day; and to Arrowood Brewery & Distillery (30 min drive) another day - all super highly recommended. We had 3 dogs with us, who all loved the the place too. I was amazed at how many supplies were included with the house - I'd say way beyond the basics. Tons of spices and condiments, oils and baking supplies, dishware, glassware, cookware, barware and even party decorations, which were a happy surprise. Would 100% stay here again! Thanks, Rob!!
Stayed 3 nights in Feb 2024

10/10 Excellent

Lisa V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Oct 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.