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

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January 2025
February 2025

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Terrace/patio
Exterior
Fridge, microwave, oven, stovetop
9 bedrooms, iron/ironing board, travel cot, free WiFi
Interior

Reviews

9.8 out of 10

Exceptional

Entire home

9 bedrooms4 bathroomsSleeps 16325.2 sq m

Popular amenities

  • Washer
  • Pet-friendly
  • Parking available
  • Barbecue grill
  • Outdoor space
  • 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

Room options

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The price is €1,122
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includes taxes & fees
8 Jan - 9 Jan
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About this property

Entire place

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

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!
During your stay at this holiday home, you'll be within walking distance of Sam's Point Preserve. You'll find features such as an arcade/games room. Free WiFi and a kitchen are available in the holiday home.
  • The holiday home offers a kitchen, a washing machine and 3.5 bathrooms
  • Free WiFi
  • On-site recreation includes a playground
  • 11 minutes on foot from Sam's Point Preserve and a 3-minute drive from Minnewaska State Park
Huge house with amazing kitchen, near great hiking; great for groups! offers its guests barbecue grills, an arcade/games room, and a garden. The front desk is open around the clock.

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
  • Table tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding 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

  • Garden
  • Unit size: 3,500 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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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!

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 40 out of 45 reviews" "
Rating 8 - Good. 5 out of 45 reviews" "
Rating 6 - Okay. 0 out of 45 reviews" "
Rating 4 - Poor. 0 out of 45 reviews" "
Rating 2 - Terrible. 0 out of 45 reviews" "

9.6/10

Cleanliness

Reviews

10/10 Excellent

Lisa V.

Liked: Cleanliness
Stayed 3 nights in Oct 2024

10/10 Excellent

Erin C.

Liked: Cleanliness
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

10/10 Excellent

Helene R., Rye, United States

Liked: Cleanliness
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

Charlotte K.

Liked: Cleanliness
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

Binyamin A.

Liked: Cleanliness
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

Grace G.

Liked: Cleanliness
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

8/10 Good

Ross G.

Liked: Cleanliness
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

Modupe A.

Liked: Cleanliness
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

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