Entire home

Historic former hotel with amazing kitchen, near great hiking; great for groups!

Choose dates to view prices

Photo gallery for Historic former hotel with amazing kitchen, near great hiking; great for groups!

Property grounds
Exterior
9 bedrooms, iron/ironing board, travel cot, free WiFi
Smart TV, ping pong, books, stereo
Fridge, microwave, oven, stovetop
Reviews
10

Exceptional

Entire home

9 bedrooms4 bathroomsSleeps 16465 sq m

Popular amenities

  • Pet-friendly
    Pet-friendlyPet-friendly
  • Kitchen
    KitchenKitchen
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Free WiFi
    Free WiFiFree WiFi
  • Outdoor space
    Outdoor spaceOutdoor space
  • Washer
    WasherWasher

Check-in time

4:00 PM

Check-out time

11:00 AM

Explore the area

Map
Cragsmoor, NY
  • Popular LocationSam's Point Preserve11 min walk
  • Popular LocationVerKeerderkill Falls9 min drive
  • AirportMontgomery, NY (MGJ-Orange County)31 min drive
  • Popular LocationMohonk Preserve Visitor Center34 min drive

Room options

Similar properties

About the area

Cragsmoor

A family-friendly stay in Cragsmoor awaits you at this holiday home. Within a 20-minute stroll, you'll find Minnewaska State Park and Sam's Point Preserve. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 3.5 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A dining area, a Smart TV and a coffee/tea maker are also available. .This pet-friendly holiday home offers a games room, a garden and barbecues. .With a stay at this Cragsmoor holiday home, you'll be 3.5 km (2.2 mi) from VerKeerderkill Falls and 3.5 km (2.2 mi) from Shawangunk Ridge State Forest.

What's nearby

  • Sam's Point Preserve - 11 min walk
  • Minnewaska State Park - 18 min walk
  • VerKeerderkill Falls - 9 min drive
  • Angry Orchard - 25 min drive
  • Mohonk Preserve Visitor Center - 34 min drive

Getting around

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

Restaurants

  • ‪Hoot Owl - ‬20 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪Dunkin' - ‬14 min drive
  • ‪Ricke Len's Country Restaurant - ‬16 min drive
  • ‪Cohen's Bakery - ‬13 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic former hotel 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 former boarding house was built for landscape painters in the late 1800's and then run as a hotel 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

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 9 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Washing machine

Comfort

  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 3 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the mountains
  • Near a hospital

Things to do

  • Arcade/game room on site
  • Table tennis on site
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Parasailing nearby
  • Rock climbing nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • 1 unit
  • Garden
  • Unit size: 5,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 3 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadlock in all accommodation.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Vrbo Property
Mountaintop Retreat Multiple Families
Mountaintop Retreat Multiple Families Summer Dates Available!

Frequently asked questions

Are there any beaches close to Historic former hotel with amazing kitchen, near great hiking; great for groups!?

The closest beach to Historic former hotel with amazing kitchen, near great hiking; great for groups! is Lake Minnewaska Beach (13.2 km).

Does Historic former hotel with amazing kitchen, near great hiking; great for groups! have a pool?

No, this holiday home doesn't have a pool.

Is Historic former hotel with amazing kitchen, near great hiking; great for groups! family-friendly?

You bet! With amenities such as a playground and an arcade, as well as highchairs and children's books, it's no surprise that Historic former hotel with amazing kitchen, near great hiking; great for groups! is a winner with our family travellers.

Is there a free airport shuttle available at Historic former hotel with amazing kitchen, near great hiking; great for groups!?

No, Historic former hotel with amazing kitchen, near great hiking; great for groups! does not offer an airport shuttle service.

What time are check-in & check-out at Historic former hotel with amazing kitchen, near great hiking; great for groups!?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Historic former hotel with amazing kitchen, near great hiking; great for groups! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 33 out of 36 reviews" "
Rating 8 - Good. 3 out of 36 reviews" "
Rating 6 - Okay. 0 out of 36 reviews" "
Rating 4 - Poor. 0 out of 36 reviews" "
Rating 2 - Terrible. 0 out of 36 reviews" "

9.4/10

Cleanliness

Reviews

10/10 Excellent

Elizabeth H.

Liked: Cleanliness
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

Sara K.

Liked: Cleanliness
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

Tiffany C.

Liked: Cleanliness
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

Susannah C.

Liked: Cleanliness
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

LD S.

Liked: Cleanliness
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

10/10 Excellent

Bibi L.

Liked: Cleanliness
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
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
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

Bill C.

Liked: Cleanliness
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

Sam S.

Liked: Cleanliness
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

Heather B.

Liked: Cleanliness
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

Tse Wei L.

Liked: Cleanliness
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

Nathanael G.

Liked: Cleanliness
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

Liz F.

Liked: Cleanliness
Magical friendsgiving spot
We had a wonderful time - this place is ideal for a big feast with all new appliances, fully stocked kitchen, a double oven, long dining table, big picture windows, and plenty of rooms and space for all. Very close to Sam's Point, an excellent hiking location for all ages/abilities. It's a unqiue old building with quite a history that completely charmed us. There were some unexpected details, but nothing that dampened our experience. The host was extremely responsive and helpful. Some things to note - only 5 parking spots available (we had to arrange carpooling), the bedroom doors can lock requiring a key (I accidentally locked my kid in a bedroom after putting him to bed, but the host was able to quickly let me know where I could find the key, thankfully helping to avert panic), heating is somewhat inconsistent throughout the house (not uncomfortably so), and the level of finish throughout is a little inconsistent but in a charming/rustic way. These are details that come with the territory of the location/age of the house, and worth bearing in mind, as it's not for everyone. All in all, a fabulous and unique experience was had by all! We would book again!
Stayed 2 nights in Nov 2022

10/10 Excellent

Marni M.

Liked: Cleanliness
Sheer delight
My family rented this house for our annual fall fun getaway and enjoyed every minute of our stay. Easy to find, walking distance to Sam’s Point, large enough to accommodate a big multigenerational group with different spots to relax in and remarkably warm (may sound weird but we’ve stayed in some cold homes). This house is charming! It’s artistically decorated with lots of fun touches from nice soaps to really interesting artwork. And clean! The host is responsive and pleasant and easy going - truly a pleasure to work with. I’d definitely stay there again.
Stayed 2 nights in Oct 2022

10/10 Excellent

Nancy W.

Liked: Cleanliness
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

Tobie G.

Liked: Cleanliness
College family reunion
We had a wonderful weekend in Cragsmoor at Rob’s large, unique country home! It was the perfect place for our group of multiple families from different states to meet. There was plenty of space for everyone. The kitchen was perfect to accommodate everyone and for multiple people to be cooking together. We loved the character of the old house and furniture but with many modern accommodations. The house was extremely well stocked with pretty much everything you could think of!! We had lots of fun playing family Olympics in the large yard and the tree swing was greatly enjoyed!! We did a group hike at the top of the mountain with stunning views. We did have some trouble with parking reservations and I would suggest making reservations in advance. We did not feel safe walking up the winding road, especially w kids. Rob was an amazing host and provided lots of information and ideas and was very prompt with communication. Thank you so much for having our group and we would definitely return!
Stayed 3 nights in Aug 2022

8/10 Good

Donald D.

Liked: Cleanliness
Large gathering staying at classic house
The house is a classic old house with character and charm. The large wrap around porch with tables an seating was a great. Great location if headed to Minnewaska (or breweries). We just had a neighbors and friends weekend at this quaint, old house. It is a great place for a large gathering. We had plenty of bedrooms, as well as inside and outside seating on the great porch along with a large lawn area. The house was well stocked - abundance of kitchen items, outdoor games, indoor toys, seating, books The host was great and there was great communication starting with the confirmation and through to us checking out. Entry / exit for the house was made easy with the use of a keypad. The one thing I would say is that the house is still being renovated so there are still things to address including the need for a fresh coat of paint and screens on all the windows.
Stayed 3 nights in Jul 2022

10/10 Excellent

Stephen H.

Liked: Cleanliness
Fantastic spot for our annual family gathering
One of the most unique and charming places we've stayed at for our annual, early-summer family reunion. Loved it. The large building is soulful, bedecked in beautiful painting and has a good kitchen for cooking. The wrap-around porch was magnificent for our family gatherings. Kitchen well-stocked with plenty of dishes and cooking gear for even our large group. The dining room table inside accommodated all of us at the same time, and comfortably. That's a first even in the largest houses. Rob was responsive and accommodating, even made accessibility modifications to the house support one of our family who was recovering from a fall. It all made for a great week. Highly recommend for large family gatherings upstate.
Stayed 7 nights in Jun 2022

8/10 Good

Ulla G.

Liked: Cleanliness
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

John J., Pittsford

Liked: Cleanliness
Siblings & Spouses Weekend
The property was just as described. Plenty of rooms and lots of areas to sit and visit. The view was awesome! The property owner was very easy to communicate with, answering our questions very quickly when we needed information.
Stayed 2 nights in May 2022

10/10 Excellent

Nancy G.

Liked: Cleanliness
Spring break
Great fun. Not for those seeking a fancy lodging but great for those who enjoy comfort without glitz. A fantastic kitchen. Great for big family gatherings. OWNER VERY VERY ATTENTIVE AND RESPONSIVE.
Stayed 5 nights in Apr 2022

10/10 Excellent

Henry A.

Liked: Cleanliness
A dreamy spot
The combination of a truly stunning part setting and a massive old charmer of a house makes this visit incredibly easy to enjoy. Not to mention the best kitchen ever!
Stayed 2 nights in Apr 2022

10/10 Excellent

Emily H.

Liked: Cleanliness
Amazing spot for a work retreat
About 10 coworkers and I stayed here for a work retreat and would highly recommend the property to similar groups. The house is historic yet beautifully renovated, and had so much space for our large group. Rob was incredibly communicative and accommodating, and there was a surprisingly wide selection of restaurants in Ellenville (just 10 minutes away).
Stayed 2 nights in Mar 2022

8/10 Good

Catherine A., Boston, USA

Great place for a family gathering
I found this house when looking for a spot my extended family could spend time together. Most houses that sleep many people have at least one room full of bunk beds or something, but I loved that this one had so many bedrooms, allowing everyone some privacy and space. The house itself is huge and set up well for big gatherings. The kitchen and dining area is truly great, with lots of light, a massive table, and enough dishes/flatware to feed an army. In this ay, the house could probably do with another dishwasher! It did have two refrigerators, which we found very useful as well. The house is very old and eclectic, with all the charm as well as drawbacks that go with it. Sound travels! Some doors don't fully shut. It takes a bit to coerce the hot water to come out of the shower head, etc. But these are things that we didn't mind and gladly traded for the space and time together. We did have an issue with the heat at one point, but the owner found two different people in town to come look at it within an hour and we really appreciated that!
Stayed 2 nights in Feb 2022