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Four-season spacious and modern Catskill / Ashokan retreat on 11 wooded acres

15 Reviews
Bedrooms 5
Half Baths1
Property type chalet
Minimum Stay 2 nights

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Half Baths
Minimum Stay
2 nights


Olivebridge Chalet Rental Photos and Description


- 4-season getaway with retreat-like feel

- Privately nestled in 11 acres of woodland

- Wifi, air conditioning, radiant under-floor heat

- Brand new, state-of-the-art, fully equipped kitchen with German appliances

- All furniture, beds, mattresses, towels, and linens are brand new

- Entertainment area in finished basement with TV area, pool table, air hockey, wet bar, refrigerator

- Stone fireplace and wood-burning stove

- Outdoor activities on the property (basketball, tennis, volleyball, fire pit, children’s area, stream)

- 5 bedrooms (1 king, 4 queen, and 3 twin beds) with views of surrounding woodland

- 3.5 bathrooms

Modern and spacious post and beam home privately nestled back from the road in 11 acres of peaceful woodland. This home is the perfect 4-season getaway for families or friends to unwind and reunite, and it is great for children. It has a retreat-like feel, perfectly combining the rustic peace and tranquility of the mountains with every modern convenience and home comfort, including wifi internet, high definition cable TV, radiant under-floor heating, air conditioning, washer/dryer, and dishwasher.

It is located in picturesque Olivebridge, 2 hours from NYC, and is 5 mins from the beautiful Ashokan reservoir. It is also close to Woodstock, Phonecia, Stone Ridge, New Paltz, Kingston, and Saugerties. The ski areas of Bellayre, Hunter, and Wyndham are within easy driving distance while there is cross-country skiing in nearby Minnewaska state park. In the summer and fall, the area is perfect for hiking, biking, climbing, tubing, horse riding, and boating.

The 4,000 sq ft, 5 bedroom, 3.5 bathroom house easily accommodates 12 guests and has sofa and additional living space for more. The main floor features a great room– a large living area with stone fireplace, cathedral ceiling, large sofa, and window seat; dining area with seating for 10; and a brand new kitchen with large refrigerator, and Bosch dishwasher, microwave, and state-of-the-art induction range, and bar seating for 5. Off the great room is a bright sun room with screened windows. French doors lead from the great room and the sun room out to the large deck, complete with new propane grill and patio furniture, perfect for relaxing on long summer days. Also on the main floor is a laundry room with washer, dryer, and powder room; master suite with king bed, en-suite bathroom, and skylight; two guest bedrooms with queen beds, one of which has a loft with an additional queen bed and a skylight; and guest bathroom with over-sized tub and shower. Above the great room is a balcony and a beautiful queen bedroom with cathedral ceiling and exposed beams.

Downstairs also has radiant under-floor heating and features a large TV/movie area with a 60” LED high definition TV, wireless surround sound, cable TV, DVD/blu-ray player, comfortable sectional sofa with space for 12+, and a wood-burning stove. The downstairs also has a games and entertainment area complete with pool table, air hockey, wet bar, and refrigerator, an additional bedroom with 3 twin beds, and a bathroom. French doors lead out of the downstairs area to a secluded patio area below the deck.

The 11 acre grounds feature an enclosed and floodlit tennis / volleyball / basketball court, fire pit, children’s play area, natural rock outcroppings, original stone walls, and a year-round stream.

More Details
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed

Member since: 2014
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
October 24, 2016

About Jonathan

We are a professional 30-something couple who live in Manhattan.

Jonathan purchased this chalet in 2014

Why Jonathan chose Catskills

We wanted a weekend getaway from the city that was peaceful and off the beaten track but not too remote. We also wanted a home that we could use to host friends and family and use as a base for hiking and skiing.

What makes this chalet unique

We loved that the house was so perfect for entertaining yet was also peaceful and relaxing. The first thing we did with the place was to renovate the kitchen to make the main floor even more open.


based on 15 traveler reviews

Four-season spacious and modern Catskill / Ashokan retreat on 11 wooded acres
average rating of 4.9333334 based on 15 reviews

Modern Catskill Getaway

  • 5 of 5

The property was lovely and had all the modern amenities that you could need. We stayed there for a weekend getaway and were absolutely blown away at how great the accommodations and amenities were. Lots to do if you wanted to stay on the property, including basketball, air hockey and pool table. The Sonos sound system was an added bonus! We simply had to download the app via wi-fi and we could control our music selection right from our phone. We would highly recommend to anyone and our group will be booking again for next year.

  • Submitted: Sep 22, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
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A wonderful experiance!

  • 5 of 5

A 5 day family gathering, a full day birthday party with guests of all ages, meals prepared daily with the use of the fire pit, B-B-Q grill, and well equipped kitchen, terrific blue-tooth sound system on multiple levels of the house made entertaining super easy, tons of space to escape that one crazy relative or noisy kids, Jonathan was very assessable, flexible, and non-intrusive. This house was built for entertaining and it’s much larger than it appears in the pictures. We hope to use it again in the future.

  • Submitted: Aug 18, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
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Fantastic Getaway!

  • 5 of 5

Nice, clean home tucked away near the Ashokan Reservoir. Well appointed, comfortable and fun home. Owner has paid attention to detail to make the rental experience smooth and enjoyable. Good communication.

  • Submitted: Aug 3, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

A bit out of the way, but well worth the trip. A beautiful house on a beautiful property. Lots of space and lots to do.

  • Submitted: Mar 27, 2016
  • Stayed: Mar 2016
  • Source: VRBO, from HomeAway
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Top notch house with accommodating host. Great for big groups!

  • 5 of 5

I had a wonderful winter weekend with a group of friends at this house. Looks great in pictures but even nicer in person. The house was large, stylish, clean snd cozy. We enjoyed cooking meals and hanging out by the fire place in the living room, as well as, the awesome basement with plenty of games and a large TV. I would definitely rent this property again and Jonathan was a helpful and informative host.

  • Submitted: Feb 18, 2016
  • Stayed: Feb 2016
  • Source: HomeAway
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Incredible house and property!

  • 5 of 5

We had an absolute perfect stay at this house.

The house was super clean, cozy and had all the amenities we could ask for.

Even though we went in the midst of winter we were able to enjoy the entire property, including the basketball court. I could not imagine how amazing it would be to go back in the summer.

Jonathan was incredibly responsive and helpful with any queries we had before our arrival and during our stay.

I highly recommend this house, one of the nicest I have seen in all of upstate NY.

  • Submitted: Feb 4, 2016
  • Stayed: Jan 2016
  • Source: HomeAway
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Nearest Barpub
1.5 Miles
Country Inn
Nearest Golf
9 Miles
Rondout Golf Course
Nearest Train
30 Miles
Nearest Restaurant
1.5 Miles
Country Inn
Nearest Ski
30 Miles
Car: necessary

The house is conveniently located 2 hours north of NYC. While in a beautifully rural setting, it is close to many of the Catskills' and Hudson Valley's key attractions and activities, including:

The Country Inn: Locals come from miles around because of its excellent food, 300+ beers from around the world, and rustic charm. Only 1.5 miles from the house!

Ashokan reservoir: Beautiful views and perfect for cycling, a summer evening walk, or a morning run. Less than 5 mins from the house.

Boiceville: 10 mins away. Supermarket, liquor store, and pharmacy.

Phonecia: Tubing down the Esopus, cafes, hiking, biking.

Woodstock: Famous for many reasons, not least its art galleries, cafes, restaurants, and eclectic shops.

Stone Ridge: Lots of historic architecture and stone houses, as well as cafes and shops.

Minnewaska state park: Great for hiking and biking.

Mohonk preserve: Hiking in the Shawangunk Ridge, golf, Mohonk Mountain House resort.

Ski areas: Bellayre, Hunter, and Windham mountains are within easy reach.

New Paltz: Cafes, shops, restaurants, and historic stone houses built by the Huguenots.

Kingston: Beautiful waterfront area with bars and cafes, lively nightlife, and all the large stores and supermarkets.


Rates & Availability

Olivebridge Chalet Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
2 night minimum stay

Additional information about rental rates

Refundable damage deposit $500
Cleaning fee per rental $225

Once a reservation has been made, Traveler agrees to Owners' Rental Agreement.
Price and minimum stay requirements for holidays may be different - contact owner for details.
Deposit and cleaning fee may be higher for stays of longer than six nights or more than 10 guests.
Property damage protection available upon request in lieu of deposit.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
Enter dates for accurate pricing
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Available arrival
Available stay (no arrival)


Olivebridge Chalet Accommodation and Amenities

Property Type:
  • chalet
  • Guests provide their own meals
Floor Area:
  • 4000 sq. ft.
Location Type:
  • Rural ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 10 people
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet
  • 5 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 king , En-suite
    Bedroom 3 - 1 queen
    Bedroom 4 - 1 queen
    Bedroom 2 - 2 queen , Bedroom with additional sleeping loft
    Bedroom 5 - 3 twin/ single , Downstairs bedroom
  • Bedrooms all have brand new beds, mattresses, and linens
  • DVD Player ...
  • Game Room ...
  • Games
  • Pool Table
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Ski & Snowboard ...
  • Tennis ...
  • Long-term Renters Welcome
  • children welcome
  • non smoking only ...
  • pets not allowed
  • autumn foliage
  • forests
  • waterfalls
Leisure Activities:
  • antiquing
  • bird watching
  • photography
  • sight seeing
  • walking
Sports & Adventure Activities:
  • basketball court
  • cycling
  • fishing
  • freshwater fishing
  • hiking
  • hunting
  • mountain biking
  • mountain climbing
  • skiing
  • swimming
  • tennis
  • water tubing

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