Greenwood Lake Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Greenwood Lake holiday rentals

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

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, (30)
"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 HK$1,296
HK$3,579 total
includes taxes & fees
17 Dec - 18 Dec
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Interior
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

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 HK$2,444
HK$5,572 total
includes taxes & fees
14 Dec - 15 Dec
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Terrace/patio
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

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 HK$1,691
HK$4,324 total
includes taxes & fees
15 Dec - 16 Dec
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake
Outdoor dining
Happy Glamper with a lake, 2 pools and beautiful nature

Happy Glamper with a lake, 2 pools and beautiful nature

Happy Glamper with a lake, 2 pools and beautiful nature
Sussex
The price is HK$1,505
HK$2,690 total
includes taxes & fees
13 Dec - 14 Dec
Happy Glamper with a lake, 2 pools and beautiful nature
TV
Cozy 1-bedroom retreat minutes from West Point!

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 HK$727
HK$1,475 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 1-bedroom retreat minutes from West Point!
Fridge, oven, stovetop, coffee/tea maker
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
The price is HK$856
HK$2,313 total
includes taxes & fees
21 Dec - 22 Dec
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
3 bedrooms, desk, iron/ironing board, free WiFi
Sleek Escape: Modern 3 BR- 4 Min from West Point !

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 HK$1,214
HK$3,655 total
includes taxes & fees
20 Dec - 21 Dec
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

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 HK$644
HK$1,151 total
includes taxes & fees
13 Dec - 14 Dec
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Smart TV
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

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 HK$1,155
HK$2,190 total
includes taxes & fees
13 Dec - 14 Dec
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A heated pool
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

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 HK$778
HK$1,918 total
includes taxes & fees
17 Dec - 18 Dec
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
3 bedrooms, desk, iron/ironing board, travel cot
Local Artist Inspired | Walk to WestPoint + King Bed

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 HK$856
HK$3,144 total
includes taxes & fees
14 Dec - 15 Dec
Local Artist Inspired | Walk to WestPoint + King Bed
Interior
Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
The price is HK$1,221
HK$2,253 total
includes taxes & fees
1 Jan - 2 Jan 2026
Villa Verde B&B, bsm, Greenwood Lake NY
Terrace/patio
House on the Babbling Brook- Quiet 2BR + King Bed!

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 HK$1,190
HK$3,149 total
includes taxes & fees
21 Dec - 22 Dec
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior
Ski House - ON THE SLOPE w/ hot tub

Ski House - ON THE SLOPE w/ hot tub

Ski House - ON THE SLOPE w/ hot tub
Vernon Township
10.0 out of 10, Exceptional, (19)
"Great location and great host."
United States
Rita L.
The price is HK$9,258
HK$12,488 total
includes taxes & fees
13 Dec - 14 Dec
Ski House - ON THE SLOPE w/ hot tub
Exterior
Forava Cabin • Tiny Home in the Woods + Sauna

Forava Cabin • Tiny Home in the Woods + Sauna

Forava Cabin • Tiny Home in the Woods + Sauna
2.0 star property
Ringwood
The price is HK$1,587
HK$1,958 total
includes taxes & fees
21 Dec - 22 Dec
Forava Cabin • Tiny Home in the Woods + Sauna
Living area
Cozy 2BR condo w/ valley views

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 HK$784
HK$1,993 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 2BR condo w/ valley views
Free WiFi
Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods
3.0 star property
Ringwood
The price is HK$2,023
HK$2,258 total
includes taxes & fees
14 Dec - 15 Dec
Forava Cabins - Tiny Cabin in the Woods
Indoor pool, outdoor pool
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
vernon
9.4 out of 10, Exceptional, (56)
"The house was so comfortable and had everything we needed to catch up over our girl's weekend. The porches and the living room were both excellent gathering spaces and we loved being so close to the spa. You can't beat the location and the house was lovely! The owners were also really responsive to questions we had over our stay. "
United States
Cailyn M.
The price is HK$1,654
HK$3,783 total
includes taxes & fees
14 Dec - 15 Dec
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
Outdoor dining
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
2.0 star property
Vernon Township
8.8 out of 10, Excellent, (3)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
The price is HK$1,750
HK$3,702 total
includes taxes & fees
15 Dec - 16 Dec
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Terrace/patio
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Sussex
10.0 out of 10, Exceptional, (35)
"Wonderful place and cozy will book again "
United States
Alex P.
The price is HK$1,556
HK$3,209 total
includes taxes & fees
12 Jan - 13 Jan 2026
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
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 & Suites Mahwah

Hampton Inn & Suites Mahwah

10/10 Excellent
"Everything was fantastic!"
Geraldine 2-night trip
Posted 3 days ago
Hampton Inn & Suites Mahwah

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:

  • View our selection of featured holiday rentals in Greenwood Lake
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  • Enter your travel dates to view the best deals on holiday rentals in Greenwood Lake while they last

Look no further and take a look at our great range of rental properties in Greenwood Lake!

Frequently asked questions

Can I find holiday rentals in Greenwood Lake?

Yes, there are holiday rentals close to the most popular sights in Greenwood Lake, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood Lake is known for its lake views and coffee shops. Make sure you have time to check out the bars and restaurants during your trip.

What are some of the best holiday rentals that Greenwood Lake has to offer?

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.: This highly rated holiday home rental in Greenwood Lake 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 favourite 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 holiday rentals are there in Greenwood Lake?

Expedia has 29 holiday 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 wider area, you’ll find Greenwood Lake Village Hall and Continental Road Trailhead.

What’s a holiday rental in Greenwood Lake like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood Lake. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.