Greenwood Lake Vacation Rentals

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Our top choices for Greenwood Lake vacation rentals

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (37 reviews)
"Second time staying here. Check in is a smooth process. House has everything we needed! "
United States
Lex S.
The price is CA $361
CA $816 total
includes taxes & fees
May 12 - May 13
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Entire Lakeview House ~ 1 hour to MetLife ~ Hot Tub~Firepit~Stunning View~Decks

Entire Lakeview House ~ 1 hour to MetLife ~ Hot Tub~Firepit~Stunning View~Decks
Greenwood Lake
10.0 out of 10, Exceptional, (7 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 CA $464
CA $1,022 total
includes taxes & fees
May 12 - May 13
Entire Lakeview House ~ 1 hour to MetLife ~ Hot Tub~Firepit~Stunning View~Decks

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
Greenwood Lake
10.0 out of 10, Exceptional, (10 reviews)
"Just terrific, 5 stars."
United States
Luis Carlos L.
The price is CA $438
CA $962 total
includes taxes & fees
May 11 - May 12
Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

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, (8 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 CA $1,540
CA $2,426 total
includes taxes & fees
May 10 - May 11
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

Happy Glamper with a lake, 2 pools and beautiful nature

Happy Glamper with a lake, 2 pools and beautiful nature
Sussex
The price is CA $263
CA $472 total
includes taxes & fees
May 11 - May 12
Happy Glamper with a lake, 2 pools and beautiful nature

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 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is CA $149
CA $285 total
includes taxes & fees
May 12 - May 13
Cozy 1-bedroom retreat minutes from 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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is CA $157
CA $423 total
includes taxes & fees
May 11 - May 12
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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, (135 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is CA $256
CA $436 total
includes taxes & fees
May 11 - May 12
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is CA $170
CA $535 total
includes taxes & fees
May 7 - May 8
House on the Babbling Brook- Quiet 2BR + King Bed!

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is CA $272
CA $446 total
includes taxes & fees
May 10 - May 11
Luxury House Near West Point

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is CA $271
CA $326 total
includes taxes & fees
May 10 - May 11
Luxury home near West Point

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
9.0 out of 10, Wonderful, (16 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is CA $113
CA $201 total
includes taxes & fees
May 11 - May 12
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (62 reviews)
"Very good host "
United States
Binyomin
The price is CA $352
CA $697 total
includes taxes & fees
May 10 - May 11
Country House w/Hot Tub, Deck, Grill & Fire Pit

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

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very good, (6 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is CA $211
CA $675 total
includes taxes & fees
May 7 - May 8
3BR West Point Retreat-3min to Back Gate+ King Bed

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
Vernon Township
10.0 out of 10, Exceptional, (35 reviews)
"Clean & organized, was a perfect location for our family trip."
United States
Rodney L.
The price is CA $238
CA $465 total
includes taxes & fees
May 11 - May 12
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is CA $223
CA $660 total
includes taxes & fees
May 17 - May 18
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is CA $202
CA $402 total
includes taxes & fees
May 14 - May 15
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

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, (39 reviews)
"The Luxe Loft 1 is a beautiful place, meticulously cared for and appointed, and in a prime location to enjoy Warwick, NY. Communication was excellent, check-in directions clear and perfect. I can't wait to rent it again!!"
United States
Charles
The price is CA $145
CA $342 total
includes taxes & fees
May 7 - May 8
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Rustic Chic Stays - Walk to Mountain Creek Resort - Pool + Hot Tubs + Sauna!

Rustic Chic Stays - Walk to Mountain Creek Resort - Pool + Hot Tubs + Sauna!
Vernon Township
10.0 out of 10, Exceptional, (49 reviews)
"Stacey was phenomenal! An excellent host. The rental was absolutely spotless and one of the coziest beds I've ever slept in, in my life. "
United States
Ricardo S.
The price is CA $221
CA $399 total
includes taxes & fees
May 11 - May 12
Rustic Chic Stays - Walk to Mountain Creek Resort - Pool + Hot Tubs + Sauna!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Warwick
10.0 out of 10, Exceptional, (5 reviews)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is CA $251
CA $589 total
includes taxes & fees
May 18 - May 19
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
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

Find out more about Greenwood Lake

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenwood Lake. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Large Lake House Property Your Family And Friends Will Love Staying At!: Visitors give good reviews to this Greenwood Lake vacation home rental, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Greenwood Lake are Waterfront Home with Hot Tub, Kayaks, and Fast Wifi and Charming 2-bedroom house in Greenwood Lake with Central AC/Heat.

How many vacation rentals are there in Greenwood Lake?

Expedia has 27 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 Mount Peter Ski Area.

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.