Iconic Greenwood Lake Castle

Castle in Greenwood Lake, New York

  1. 2 guests
  2. 1 bedroom
  3. 1 bed
  4. 2 baths
Hosted by Upstate Luxe
  1. Superhost
  2. 7 years hosting

Listing highlights

Top 10% of homes

This home is highly ranked based on ratings, reviews, and reliability.

On the lake

This home is right on Greenwood Lake.

Self check-in

Check yourself in with the keypad.
Built in 1915 during the Golden Age of Greenwood Lake by Rudolph Gudewill, Greenwood Lake's only castle and guest house is filled with local lore and a legendary past. From the Gudewills it was sold to the Tiedemanns, but the property's fame came when NY Yankee Derek Jeter purchased the castle compound in 2003. The torch has passed once again and now for the first time in history the lakefront castle guest house is available for short term rental. STR Permit # P25-0524

The space
Commanding vistas across 9-mile Greenwood Lake are the focal point of the property, while architectural details and design take guests back in time to when grand European style hotels dotted the lake, steamships ferried travelers and celebrities like Babe Ruth could be found fishing from the docks of the east arm and Greta Garbo sipping cocktails from the nearby Continental Hotel.

Reminiscent of the Gatsby era, guests of the Tiedemann Castle Guest House can enjoy the privacy of a gated compound, direct lake front access with a dedicated dock, lush landscaping and the opportunity to experience all the area has to offer with concierge services offered through Upstate Luxe.

Guest access
The Tiedemann Castle guest house is a single family home. Guests will have exclusive access to the guest house as well as a private lawn and lakefront independent from the main house.

Other things to note
This property is a 2-home compound. You are renting the guest house.

What this place offers

Waterfront
Kitchen
Wifi
Dedicated workspace
Free parking on premises

2 nights in Greenwood Lake

Oct 3, 2025 - Oct 5, 2025

Rated 5.0 out of 5 from 9 reviews.

Guest favorite
This home is in the top 10% of eligible listings based on ratings, reviews, and reliability

Overall rating

  1. 5 stars, 100% of reviews
  2. 4 stars, 0% of reviews
  3. 3 stars, 0% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 5.0 out of 5 stars for cleanliness

Rated 5.0 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 5.0 out of 5 stars for location

Rated 5.0 out of 5 stars for value

Guest reviews mention

Where you’ll be

Greenwood Lake, New York, United States

Meet your host

Superhost
23 reviews
5.0 out of 5 average rating
7 years of hosting
My work: Manage STRs
Lives in Greenwood Lake, New York
I'm Lisa, the owner of Upstate Luxe, a boutique property management company representing top-tier short-term rentals, luxury real estate, venues and concierge services.

Upstate Luxe is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 3:00 PM
Checkout before 11:00 AM
2 guests maximum
Safety & property
Exterior security cameras on property
Carbon monoxide alarm
Smoke alarm

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