Greenwood Lake Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Greenwood Lake vacation rentals

A hot tub with a view of a lake and houses in the background.

1. Waterfront Home with Hot Tub, Firepit, and Kayaks

Waterfront Home with Hot Tub, Firepit, and Kayaks
Greenwood Lake
10.0 out of 10, Exceptional, (47 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is SAR 751
SAR 1,834 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront Home with Hot Tub, Firepit, and Kayaks
A lakeside dock with lounge chairs and a small table, surrounded by autumn foliage and a clear sky.

2. Latitude Lake House | Lake Access • Fire Pit

Latitude Lake House | Lake Access • Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (8 reviews)
"Great property and loved the lake access!"
United States
Dan and Kristen L.
The price is SAR 689
SAR 1,900 total
includes taxes & fees
17 Nov - 18 Nov
Latitude Lake House | Lake Access • Fire Pit
An outdoor seating area with a fire pit, wooden chairs, and string lights against a backdrop of trees and a lake.

3. Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

Panoramic Fall Foliage Escape, Fire Pit, Wood Stove
Greenwood Lake
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home...it is clear that much thought and time went into the decor and functionality....complete with welcomed amenities."
United States
andrea e.
The price is SAR 718
SAR 1,342 total
includes taxes & fees
23 Nov - 24 Nov
Panoramic Fall Foliage Escape, Fire Pit, Wood Stove
A room with a balcony overlooking a lake, featuring a small table and chairs.

4. Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
The price is SAR 1,677
SAR 3,167 total
includes taxes & fees
17 Nov - 18 Nov
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
A deck with a round table and chairs, a fire pit, outdoor furniture, and a view of a lake and forested hills.

5. Dock Holiday | Lakefront • Boathouse Bar • Kayaks

Dock Holiday | Lakefront • Boathouse Bar • Kayaks
Greenwood Lake
10.0 out of 10, Exceptional, (2 reviews)
"Property was right on Greenwood lake with excellent views. Kayak available to use was a nice convenience. We enjoyed sitting off the deck and admiring views. We can see ourselves going back to this property. Thank you !"
United States
PETER E.
The price is SAR 1,135
SAR 3,033 total
includes taxes & fees
20 Nov - 21 Nov
Dock Holiday | Lakefront • Boathouse Bar • Kayaks
A wooden deck with glass railings overlooking a lake surrounded by lush greenery and hills.

6. Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
Greenwood Lake
9.8 out of 10, Exceptional, (9 reviews)
"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."
United States
Valeryia R.
The price is SAR 2,232
SAR 4,410 total
includes taxes & fees
1 Dec - 2 Dec
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
A deck with wicker chairs, a bottle of wine, and a glass on a round table, overlooking a lake and a well-maintained lawn with a fence.

7. Lakefront | Hot Tub • Game Room • Sleeps 10

Lakefront | Hot Tub • Game Room • Sleeps 10
Greenwood Lake
9.4 out of 10, Exceptional, (3 reviews)
"We had a blast at the Greenwood Lakehouse. The house was perfect for my family as we celebrated my husbands birthday. The views were amazing, the home was cozy, and we had plenty of space for all of us to enjoy the weekend. Would definitely come again!"
United States
Teri M.
The price is SAR 6,305
SAR 10,024 total
includes taxes & fees
28 Nov - 29 Nov
Lakefront | Hot Tub • Game Room • Sleeps 10
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

8. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
United States
Joseph
The price is SAR 334
SAR 578 total
includes taxes & fees
16 Nov - 17 Nov
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior

9. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (55 reviews)
"Great location in the heart of Warwick, NY. Easy to walk around town and visit the local restaurants!"
United States
Francis
The price is SAR 417
SAR 875 total
includes taxes & fees
16 Nov - 17 Nov
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
A stone pathway leading to a stone wall with a potted plant.

10. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is SAR 751
SAR 1,151 total
includes taxes & fees
16 Nov - 17 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

11. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
"The breakfast was lovely!"
United States
Tara
The price is SAR 826
SAR 1,011 total
includes taxes & fees
16 Nov - 17 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

12. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (40 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is SAR 659
SAR 1,038 total
includes taxes & fees
16 Nov - 17 Nov
The Wine House
A two-story building with a porch, surrounded by greenery and a visible rainbow in the sky.

13. Top of the tower penthouse suite in Village of Warwick

Top of the tower penthouse suite in Village of Warwick
Warwick
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is SAR 1,013
SAR 1,516 total
includes taxes & fees
17 Nov - 18 Nov
Top of the tower penthouse suite in Village of Warwick
A spacious living room with a fireplace, a ceiling fan, and a large window.

14. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
The price is SAR 796
SAR 2,025 total
includes taxes & fees
30 Nov - 1 Dec
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A waterfront property with a stone staircase, lounge chairs, and a dock.

15. Lakefront Couples Escape | Dock • Kayaks • Firepit

Lakefront Couples Escape | Dock • Kayaks • Firepit
Hewitt
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely amazing place"
United States
Mehdy K.
The price is SAR 766
SAR 1,767 total
includes taxes & fees
15 Dec - 16 Dec
Lakefront Couples Escape | Dock • Kayaks • Firepit
A room with a blue sofa, a glass coffee table, a chandelier, a fireplace, and a mirror on the wall.

16. La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC

La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC
Warwick
9.6 out of 10, Exceptional, (7 reviews)
"Excellent location to explore Warwick and launch for a trip to NYC!"
United States
David K.
The price is SAR 1,108
SAR 2,001 total
includes taxes & fees
16 Nov - 17 Nov
La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC
A room with a chandelier, a sofa, a table, and a cabinet.

17. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (28 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is SAR 355
SAR 588 total
includes taxes & fees
16 Nov - 17 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

18. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (49 reviews)
"Always a pleasure staying here."
United States
Natalie M.
The price is SAR 450
SAR 926 total
includes taxes & fees
29 Nov - 30 Nov
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A hotel with a swimming pool, green lawns, and a hilly backdrop.

19. Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Vernon Township
9.4 out of 10, Exceptional, (65 reviews)
"Really nice retreat , not far from NYC, place very clean , great pool ,"
United States
Jakub S.
The price is SAR 537
SAR 1,099 total
includes taxes & fees
21 Nov - 22 Nov
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
A patio with stone flooring, a grill, outdoor furniture, and a house with white siding and green trim.

20. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Chester
8.8 out of 10, Excellent, (3 reviews)
"Thank you for the weekend. We had a great time and Sugarloaf was a great location for us all to catch up."
United States
Jeff S.
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
apart-hotel image
Aparthotels
Aparthotels

Top Greenwood Lake Hotel Reviews

A hotel entrance with stone pillars, a covered walkway, and a bench.
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe

10/10 Excellent

Muy buenos
United States
Adrian
Reviewed November 14, 2026
Sleep Inn & Suites Monroe - Woodbury

Frequently Asked Questions

Can I find vacation rentals in Greenwood Lake?

Yes, we offer vacation rentals close to the most popular local attractions in Greenwood Lake, or you can select a secluded option if you'd like a relaxing place to stay. Greenwood Lake is known for its lake views and coffeehouses. Make sure you have time to check out the bars and restaurants during your trip.

What's the top vacation rental that Greenwood Lake has to offer?

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi: This highly rated vacation home rental in Greenwood Lake is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Greenwood Lake?

Expedia has 29 vacation rentals for your stay in Greenwood Lake.

What’s there to see and do in Greenwood Lake?

Sterling Forest State Park and Greenwood Lake are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Greenwood Lake Village Hall and Woodbury Common Premium Outlets.

What’s a vacation rental in Greenwood Lake like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Greenwood Lake. Vacation rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.