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Holiday Rentals in Tuxedo Park

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49 rentals in Tuxedo Park.
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Clinton on the Rocks! 1 hour from NYC, holiday rental in Tuxedo Park
Clinton on the Rocks! 1 hour from NYC, holiday rental in Tuxedo Park
Clinton on the Rocks! 1 hour from NYC, holiday rental in Tuxedo Park

Clinton on the Rocks! 1 hour from NYC

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cottage at Millpond Falls - A Romantic Escape, holiday rental in Tuxedo Park
Cottage at Millpond Falls - A Romantic Escape, holiday rental in Tuxedo Park
Cottage at Millpond Falls - A Romantic Escape, holiday rental in Tuxedo Park

Cottage at Millpond Falls - A Romantic Escape

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakefront Luxury on Greenwood Lake, holiday rental in Tuxedo Park
Lakefront Luxury on Greenwood Lake, holiday rental in Tuxedo Park
Lakefront Luxury on Greenwood Lake, holiday rental in Tuxedo Park

Lakefront Luxury on Greenwood Lake

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Orchard Hill Estate -1hr NYC, Private, 8 BR, 5 BA, Sleeps 25, Retreats, Weddings, holiday rental in Tuxedo Park
Orchard Hill Estate -1hr NYC, Private, 8 BR, 5 BA, Sleeps 25, Retreats, Weddings, holiday rental in Tuxedo Park
Orchard Hill Estate -1hr NYC, Private, 8 BR, 5 BA, Sleeps 25, Retreats, Weddings, holiday rental in Tuxedo Park

Orchard Hill Estate -1hr NYC, Private, 8 BR, 5 BA, Sleeps 25, Retreats, Weddings

Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 25
Match: Sleeps
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Country getaway with spectacular pond and mountain views, holiday rental in Tuxedo Park
Country getaway with spectacular pond and mountain views, holiday rental in Tuxedo Park
Country getaway with spectacular pond and mountain views, holiday rental in Tuxedo Park

Country getaway with spectacular pond and mountain views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!, holiday rental in Tuxedo Park
Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!, holiday rental in Tuxedo Park
Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!, holiday rental in Tuxedo Park

Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront - HotTub, Gameroom, Bar, White Sand Beach, Views, and 15 acres, holiday rental in Tuxedo Park
Lakefront - HotTub, Gameroom, Bar, White Sand Beach, Views, and 15 acres, holiday rental in Tuxedo Park
Lakefront - HotTub, Gameroom, Bar, White Sand Beach, Views, and 15 acres, holiday rental in Tuxedo Park

Lakefront - HotTub, Gameroom, Bar, White Sand Beach, Views, and 15 acres

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront House on Breathtaking  Greenwood Lake, NY, holiday rental in Tuxedo Park
Lakefront House on Breathtaking  Greenwood Lake, NY, holiday rental in Tuxedo Park
Lakefront House on Breathtaking  Greenwood Lake, NY, holiday rental in Tuxedo Park

Lakefront House on Breathtaking Greenwood Lake, NY

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Showcase Home with Incredible Lake Views, holiday rental in Tuxedo Park
Waterfront Showcase Home with Incredible Lake Views, holiday rental in Tuxedo Park
Waterfront Showcase Home with Incredible Lake Views, holiday rental in Tuxedo Park

Waterfront Showcase Home with Incredible Lake Views

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Classic Craftsman, 1 hour from NYC, holiday rental in Tuxedo Park
Lakefront Classic Craftsman, 1 hour from NYC, holiday rental in Tuxedo Park
Lakefront Classic Craftsman, 1 hour from NYC, holiday rental in Tuxedo Park

Lakefront Classic Craftsman, 1 hour from NYC

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront retreat with stellar water views, private dock access, private..., holiday rental in Tuxedo Park
Lakefront retreat with stellar water views, private dock access, private..., holiday rental in Tuxedo Park
Lakefront retreat with stellar water views, private dock access, private..., holiday rental in Tuxedo Park

Lakefront retreat with stellar water views, private dock access, private...

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!, holiday rental in Tuxedo Park
Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!, holiday rental in Tuxedo Park
Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!, holiday rental in Tuxedo Park

Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront/Legoland Retreat Under One Hour From NYC! Newly Finished Game Room!, holiday rental in Tuxedo Park
Lakefront/Legoland Retreat Under One Hour From NYC! Newly Finished Game Room!, holiday rental in Tuxedo Park
Lakefront/Legoland Retreat Under One Hour From NYC! Newly Finished Game Room!, holiday rental in Tuxedo Park

Lakefront/Legoland Retreat Under One Hour From NYC! Newly Finished Game Room!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Lakeview cabin at Greenwood Lake, holiday rental in Tuxedo Park
Lakeview cabin at Greenwood Lake, holiday rental in Tuxedo Park
Lakeview cabin at Greenwood Lake, holiday rental in Tuxedo Park

Lakeview cabin at Greenwood Lake

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful 2 Bedroom Guest House With Parking, holiday rental in Tuxedo Park
Beautiful 2 Bedroom Guest House With Parking, holiday rental in Tuxedo Park
Beautiful 2 Bedroom Guest House With Parking, holiday rental in Tuxedo Park

Beautiful 2 Bedroom Guest House With Parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Private Home In The Hills of Pomona, holiday rental in Tuxedo Park
Private Home In The Hills of Pomona, holiday rental in Tuxedo Park
Private Home In The Hills of Pomona, holiday rental in Tuxedo Park

Private Home In The Hills of Pomona

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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"THE HILLTOP"- 30 Mins NYC- 20 Mins West Point-1 Acre Private-Heated Pool, holiday rental in Tuxedo Park
"THE HILLTOP"- 30 Mins NYC- 20 Mins West Point-1 Acre Private-Heated Pool, holiday rental in Tuxedo Park
"THE HILLTOP"- 30 Mins NYC- 20 Mins West Point-1 Acre Private-Heated Pool, holiday rental in Tuxedo Park

"THE HILLTOP"- 30 Mins NYC- 20 Mins West Point-1 Acre Private-Heated Pool

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Chic, Cozy, Newly-Remodeled Cottage with Deck, holiday rental in Tuxedo Park
Chic, Cozy, Newly-Remodeled Cottage with Deck, holiday rental in Tuxedo Park
Chic, Cozy, Newly-Remodeled Cottage with Deck, holiday rental in Tuxedo Park

Chic, Cozy, Newly-Remodeled Cottage with Deck

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Getaway w/ Mix of Cozy & Modern Touches, holiday rental in Tuxedo Park
Lakefront Getaway w/ Mix of Cozy & Modern Touches, holiday rental in Tuxedo Park
Lakefront Getaway w/ Mix of Cozy & Modern Touches, holiday rental in Tuxedo Park

Lakefront Getaway w/ Mix of Cozy & Modern Touches

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Decked-Out Home: Pool, Fire Pit & Game Room!, holiday rental in Tuxedo Park
Decked-Out Home: Pool, Fire Pit & Game Room!, holiday rental in Tuxedo Park
Decked-Out Home: Pool, Fire Pit & Game Room!, holiday rental in Tuxedo Park

Decked-Out Home: Pool, Fire Pit & Game Room!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy retreat at the lake!, holiday rental in Tuxedo Park
Cozy retreat at the lake!, holiday rental in Tuxedo Park
Cozy retreat at the lake!, holiday rental in Tuxedo Park

Cozy retreat at the lake!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY, holiday rental in Tuxedo Park
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY, holiday rental in Tuxedo Park
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY, holiday rental in Tuxedo Park

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Caren House Bed and Breafast, holiday rental in Tuxedo Park
Caren House Bed and Breafast, holiday rental in Tuxedo Park
Caren House Bed and Breafast, holiday rental in Tuxedo Park

Caren House Bed and Breafast

Private Room
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern Lake House, holiday rental in Tuxedo Park
Modern Lake House, holiday rental in Tuxedo Park
Modern Lake House, holiday rental in Tuxedo Park

Modern Lake House

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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cheerful residential home with gorgeous mountain lake view, holiday rental in Tuxedo Park
cheerful residential home with gorgeous mountain lake view, holiday rental in Tuxedo Park
cheerful residential home with gorgeous mountain lake view, holiday rental in Tuxedo Park

cheerful residential home with gorgeous mountain lake view

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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 'THE HILLTOP'-40Mins From NYC- Private Estate, holiday rental in Tuxedo Park
 'THE HILLTOP'-40Mins From NYC- Private Estate, holiday rental in Tuxedo Park
 'THE HILLTOP'-40Mins From NYC- Private Estate, holiday rental in Tuxedo Park

'THE HILLTOP'-40Mins From NYC- Private Estate

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Cottage at Millpond Falls - Warwick NY B&B, holiday rental in Tuxedo Park
The Cottage at Millpond Falls - Warwick NY B&B, holiday rental in Tuxedo Park
The Cottage at Millpond Falls - Warwick NY B&B, holiday rental in Tuxedo Park

The Cottage at Millpond Falls - Warwick NY B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Cozy Cottage in New Hempstead, holiday rental in Tuxedo Park
Private Cozy Cottage in New Hempstead, holiday rental in Tuxedo Park
Private Cozy Cottage in New Hempstead, holiday rental in Tuxedo Park

Private Cozy Cottage in New Hempstead

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Hudson Valley designer home Midcentury Post Beam 50 acres Private, holiday rental in Tuxedo Park
Hudson Valley designer home Midcentury Post Beam 50 acres Private, holiday rental in Tuxedo Park
Hudson Valley designer home Midcentury Post Beam 50 acres Private, holiday rental in Tuxedo Park

Hudson Valley designer home Midcentury Post Beam 50 acres Private

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning lakefront and beautiful sunsets with extensive multi-level patios, holiday rental in Tuxedo Park
Stunning lakefront and beautiful sunsets with extensive multi-level patios, holiday rental in Tuxedo Park
Stunning lakefront and beautiful sunsets with extensive multi-level patios, holiday rental in Tuxedo Park

Stunning lakefront and beautiful sunsets with extensive multi-level patios

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Secluded Oasis #3 Secluded Oasis, holiday rental in Tuxedo Park
Secluded Oasis #3 Secluded Oasis, holiday rental in Tuxedo Park
Secluded Oasis #3 Secluded Oasis, holiday rental in Tuxedo Park

Secluded Oasis #3 Secluded Oasis

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Oasis #2 Secluded Oasis, holiday rental in Tuxedo Park
Secluded Oasis #2 Secluded Oasis, holiday rental in Tuxedo Park
Secluded Oasis #2 Secluded Oasis, holiday rental in Tuxedo Park

Secluded Oasis #2 Secluded Oasis

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Villa Verde BnB, Greenwood Lake, NY, holiday rental in Tuxedo Park
Villa Verde BnB, Greenwood Lake, NY, holiday rental in Tuxedo Park
Villa Verde BnB, Greenwood Lake, NY, holiday rental in Tuxedo Park

Villa Verde BnB, Greenwood Lake, NY

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Castle on a rock!!, holiday rental in Tuxedo Park
Castle on a rock!!, holiday rental in Tuxedo Park
Castle on a rock!!, holiday rental in Tuxedo Park

Castle on a rock!!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Tentrr State Park Site - NY Harriman State Park - Field of Five H for Large Grou, holiday rental in Tuxedo Park
Tentrr State Park Site - NY Harriman State Park - Field of Five H for Large Grou, holiday rental in Tuxedo Park
Tentrr State Park Site - NY Harriman State Park - Field of Five H for Large Grou, holiday rental in Tuxedo Park

Tentrr State Park Site - NY Harriman State Park - Field of Five H for Large Grou

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 20
Match: Sleeps
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Bohemian Waterfront apartment in private home, holiday rental in Tuxedo Park
Bohemian Waterfront apartment in private home, holiday rental in Tuxedo Park
Bohemian Waterfront apartment in private home, holiday rental in Tuxedo Park

Bohemian Waterfront apartment in private home

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Greenwood Cabin | APPL Trail,Hiking | Grill | WiFi, holiday rental in Tuxedo Park
Greenwood Cabin | APPL Trail,Hiking | Grill | WiFi, holiday rental in Tuxedo Park
Greenwood Cabin | APPL Trail,Hiking | Grill | WiFi, holiday rental in Tuxedo Park

Greenwood Cabin | APPL Trail,Hiking | Grill | WiFi

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!, holiday rental in Tuxedo Park
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!, holiday rental in Tuxedo Park
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!, holiday rental in Tuxedo Park

Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cottage on the Lake - Relax, Swim & Enjoy!, holiday rental in Tuxedo Park
Cottage on the Lake - Relax, Swim & Enjoy!, holiday rental in Tuxedo Park
Cottage on the Lake - Relax, Swim & Enjoy!, holiday rental in Tuxedo Park

Cottage on the Lake - Relax, Swim & Enjoy!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Spring Valley Home with Basketball/Tennis Court!, holiday rental in Tuxedo Park
Private Spring Valley Home with Basketball/Tennis Court!, holiday rental in Tuxedo Park
Private Spring Valley Home with Basketball/Tennis Court!, holiday rental in Tuxedo Park

Private Spring Valley Home with Basketball/Tennis Court!

Holiday Rental House
11 bedrooms
10 bathrooms
Sleeps 17
Match: Sleeps
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Greenwood Cabin⇻APPL Trail,Hiking⇻2 BR House⇻Grill, holiday rental in Tuxedo Park
Greenwood Cabin⇻APPL Trail,Hiking⇻2 BR House⇻Grill, holiday rental in Tuxedo Park
Greenwood Cabin⇻APPL Trail,Hiking⇻2 BR House⇻Grill, holiday rental in Tuxedo Park

Greenwood Cabin⇻APPL Trail,Hiking⇻2 BR House⇻Grill

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Castle on a rock heated pool in September, holiday rental in Tuxedo Park
Castle on a rock heated pool in September, holiday rental in Tuxedo Park
Castle on a rock heated pool in September, holiday rental in Tuxedo Park

Castle on a rock heated pool in September

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Brand new house with Mountain View’s and a short trip to lake., holiday rental in Tuxedo Park
Brand new house with Mountain View’s and a short trip to lake., holiday rental in Tuxedo Park
Brand new house with Mountain View’s and a short trip to lake., holiday rental in Tuxedo Park

Brand new house with Mountain View’s and a short trip to lake.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy house on a creek, holiday rental in Tuxedo Park
Comfy house on a creek, holiday rental in Tuxedo Park
Comfy house on a creek, holiday rental in Tuxedo Park

Comfy house on a creek

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Villa Verde B&B, Greenwood Lake NY, 1, holiday rental in Tuxedo Park
Villa Verde B&B, Greenwood Lake NY, 1, holiday rental in Tuxedo Park
Villa Verde B&B, Greenwood Lake NY, 1, holiday rental in Tuxedo Park

Villa Verde B&B, Greenwood Lake NY, 1

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Latitude lakehouse with lake access , close to hiking & skiing & wineries, holiday rental in Tuxedo Park
Latitude lakehouse with lake access , close to hiking & skiing & wineries, holiday rental in Tuxedo Park
Latitude lakehouse with lake access , close to hiking & skiing & wineries, holiday rental in Tuxedo Park

Latitude lakehouse with lake access , close to hiking & skiing & wineries

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Brier Hill House, holiday rental in Tuxedo Park
Brier Hill House, holiday rental in Tuxedo Park
Brier Hill House, holiday rental in Tuxedo Park

Brier Hill House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern lakefront home w/ private beach, dock, gym & more!, holiday rental in Tuxedo Park
Modern lakefront home w/ private beach, dock, gym & more!, holiday rental in Tuxedo Park
Modern lakefront home w/ private beach, dock, gym & more!, holiday rental in Tuxedo Park

Modern lakefront home w/ private beach, dock, gym & more!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Villa Verde B&B, bsm, Greenwood Lake NY, holiday rental in Tuxedo Park
Villa Verde B&B, bsm, Greenwood Lake NY, holiday rental in Tuxedo Park
Villa Verde B&B, bsm, Greenwood Lake NY, holiday rental in Tuxedo Park

Villa Verde B&B, bsm, Greenwood Lake NY

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Secluded Oasis, holiday rental in Tuxedo Park
Secluded Oasis, holiday rental in Tuxedo Park
Secluded Oasis, holiday rental in Tuxedo Park

Secluded Oasis

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 1
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