Greenwood Lake Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Greenwood Lake

Outdoor spa tub
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake
10.0 out of 10, Exceptional, (29)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
The price is ￥25,235
￥71,720 total
includes taxes & fees
Dec 8 - Dec 9
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Outdoor dining
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Greenwood Lake
10.0 out of 10, Exceptional, (4)
"I loved this house! So charming, decorated beautifully and has everything you need for a great stay. The location is close to shopping and lots of activities. It’s quiet and lovely to wake up the mooing of the cows next door. I would definitely stay here again. JT was easy to work with and very friendly. "
United States
Debra C.
The price is ￥29,441
￥83,350 total
includes taxes & fees
Dec 8 - Dec 9
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake
Smart TV, fireplace, books, computer monitors
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Greenwood Lake
10.0 out of 10, Exceptional, (5)
"We had an amazing stay at this beautiful home! The views overlooking the lake and mountains are absolutely breathtaking—better than I could have imagined. The house itself is gorgeous, well-maintained, and equipped with everything needed for a comfortable stay. On top of that, the host was incredibly responsive and made sure everything was perfect. If you’re looking for a peaceful retreat with unbeatable scenery and top-notch hospitality, this is the place to be. I can't wait to return!"
United States
Sol K.
The price is ￥48,927
￥111,562 total
includes taxes & fees
Dec 8 - Dec 9
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Property grounds
Happy Glamper with a lake, 2 pools and beautiful nature

Happy Glamper with a lake, 2 pools and beautiful nature

Sussex
The price is ￥30,008
￥53,779 total
includes taxes & fees
Dec 17 - Dec 18
Happy Glamper with a lake, 2 pools and beautiful nature
Fridge, oven, stovetop, cookware/dishes/utensils
Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥14,492
￥29,577 total
includes taxes & fees
Dec 15 - Dec 16
Cozy 1-bedroom retreat minutes from West Point!
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls
10.0 out of 10, Exceptional, (5)
The price is ￥13,957
￥53,823 total
includes taxes & fees
Dec 16 - Dec 17
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Highland Falls
10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is ￥13,957
￥43,008 total
includes taxes & fees
Dec 16 - Dec 17
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is ￥16,044
￥63,872 total
includes taxes & fees
Dec 5 - Dec 6
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior
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
9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
The price is ￥12,841
￥22,949 total
includes taxes & fees
Dec 14 - Dec 15
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls
9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ￥17,290
￥64,339 total
includes taxes & fees
Dec 10 - Dec 11
Local Artist Inspired | Walk to WestPoint + King Bed
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls
7.6 out of 10, Good, (5)
"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...
United States
Lixing
The price is ￥14,642
￥64,498 total
includes taxes & fees
Dec 7 - Dec 8
3BR West Point Retreat-3min to Back Gate+ King Bed
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery
9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ￥29,155
￥47,543 total
includes taxes & fees
Dec 6 - Dec 7
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

2.5 star property
Vernon Township
9.4 out of 10, Exceptional, (6)
"We stayed in this unit and absolutely loved it. We were just a short drive away from the all the orchards in Warwick, NY. The accommodations were perfectly located with quite a few things to do in the area. We will stay again. "
United States
Jonathan O.
The price is ￥13,957
￥36,608 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Dining tables
Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views

Vernon Township
9.6 out of 10, Exceptional, (18)
"It was a wonderful stay. "
United States
Veena
The price is ￥15,281
￥39,265 total
includes taxes & fees
Dec 7 - Dec 8
Cozy 2BR condo w/ valley views
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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

Warwick
10.0 out of 10, Exceptional, (40)
"This was the best place to stay. Host was so nice to us. If we are in the area again we would definitely stay here again. "
United States
Eileen H.
The price is ￥17,059
￥38,595 total
includes taxes & fees
Dec 17 - Dec 18
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Children's area
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen
9.8 out of 10, Exceptional, (11)
"Overall Great"
United States
Nick H.
The price is ￥23,029
￥45,061 total
includes taxes & fees
Dec 16 - Dec 17
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is ￥44,663
￥67,925 total
includes taxes & fees
Dec 15 - Dec 16
Stylish & Peaceful Getaway on 3 Private Acres
Exterior
Ski-In/Ski-Out, Heated Outdoor Pool, Hot tub, Sauna, Waterpark & Biking fun!

Ski-In/Ski-Out, Heated Outdoor Pool, Hot tub, Sauna, Waterpark & Biking fun!

Vernon Township
10.0 out of 10, Exceptional, (45)
"i love the hotel i will use it whenever i go to vernon "
United States
Michael P.
The price is ￥28,380
￥49,232 total
includes taxes & fees
Dec 14 - Dec 15
Ski-In/Ski-Out, Heated Outdoor Pool, Hot tub, Sauna, Waterpark & Biking fun!
Property grounds
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

Vernon Township
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay at the Appalachian Resort hosted by Milagros & Sergio. They were incredibly friendly and gave us clear and helpful explanations from the start. The room was very clean, and it was great having the water park within walking distance. They also offered flexible early check-in depending on the situation, which we really appreciated. Whenever we had questions, they responded very quickly, so we felt completely comfortable during our stay. We would love to come back again!"
United States
Young
The price is ￥19,385
￥41,516 total
includes taxes & fees
Dec 15 - Dec 16
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308
Dining
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Goshen
10.0 out of 10, Exceptional, (58)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
The price is ￥38,553
￥73,622 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
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.
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Top Greenwood Lake Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Nice place great staff"
Irvin 1-night trip
Posted 9 hours ago
Hampton Inn Harriman Woodbury

Find out more about Greenwood Lake

Search for holiday rentals in Greenwood Lake on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood Lake using one of the methods below:

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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?

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.: Visitors give good reviews to this Greenwood Lake vacation home rental, which is located on a lake and has a patio, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Greenwood Lake are Waterfront Home with Hot Tub, Kayaks, and Fast Wifi and Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck.

How many vacation rentals are there in Greenwood Lake?

Expedia has 25 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 Continental Road Trailhead.

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.