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Greenwood Lake vacation rentals

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Top-rated vacation rentals in Greenwood Lake

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cottage in Greenwood Lake

4.93 out of 5 average rating, 168 reviews

Cozy home in the Village of Greenwood Lake

Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

Cottage in Greenwood Lake

4.85 out of 5 average rating, 180 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Just a little more than an hour away from NYC and a 4-min drive to the lake, this pet-friendly private retreat offers a hot tub, family room, spacious yard with fire pit, and a deck with a grill and comfy seating. The renovated interior has all the comforts of home including a full kitchen & streaming capabilities. Incredible perks include complimentary lake access at nearby beach, family board games, children's books, toys & a mini game table for ping-pong, air hockey, football & billiards!

Home in Greenwood Lake

5 out of 5 average rating, 108 reviews

Time to escape to the lake!Hot-tub/1 hour from NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Home in Greenwood Lake

4.98 out of 5 average rating, 101 reviews

Your lakefront castle awaits you …

Imagine a castle on a lake. Welcome to Castlebrook, a luxurious Lakefront home on Greenwood Lake, NY. This exquisitely appointed home has sweeping vistas of the lake yet is private enough for a relaxing getaway. 3 large bedrooms, 3 full baths, boat slip, jet ski dock, outdoor grill and firepit, meticulously manicured grounds await you just an hour from NYC, 15 minutes from Tuxedo train, 30 minutes from Legoland. Spacious entertaining areas, all with sweeping views of the lake. True luxury.

Cabin in Greenwood Lake

4.86 out of 5 average rating, 200 reviews

Get some R&R at the Rustic Retreat!

The Rustic Retreat is centrally located, 2 bedroom 1 bath cozy cottage is just what you've been looking for in this lake community. There is a 3-6 car driveway, newly renovated kitchen, open floor plan in the dining & living room, new shed bar/ fire pit, & sleeps 7 (Q in Master, F Sofa Bed Couch, T Bunk Beds, F Air Mattress). Located about 3 mins from Greenwood Lake and 10 mins from Warwick, many activities for your perfect getaway! IG @Rusticretreat22 Short Term Rental Permit # 21-0422

Rental unit in Warwick

4.94 out of 5 average rating, 190 reviews

THE GEM: In The Heart Of It All!

Enjoy a COZY, CLEAN and NEWLY RENOVATED apartment with an OUTDOOR BALCONY, located in the heart of Warwick! All the great restaurants and shops within walking distance. SPECIAL PRICING FOR MONTH LONG STAYS DURING THE WINTER SEASON. This wonderful apartment comes with a fully equipped kitchen, queen bed, full bath and tub. This apartment has its own entrance and is very PRIVATE. FREE PARKING LOT within walking distance of apartment and WiFi enabled smart TV with a Netflix subscription.

Cabin in Greenwood Lake

4.92 out of 5 average rating, 226 reviews

Lakeview Cabin at Greenwood Lake

A cozy cabin with modern amenities including new furnishings, appliances, internet, wifi, and television. Enjoy open plan living and dining room with connected full kitchen; queen bedroom; office, and a bath with walk-in shower. A large wrap-around deck with gas grill and lots of seating overlooks the lake. Parking for two vehicles. Five minutes from the Village of Greenwood Lake, 15 minutes from the Village of Warwick, and surrounded by recreation, food, shops, and more. Permit # 34312

Home in Greenwood Lake

4.96 out of 5 average rating, 236 reviews

Stylish Lakeside Chalet with Hot Tub

Welcome to Greenwood Lakeside Chalet, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

Home in Greenwood Lake

4.98 out of 5 average rating, 109 reviews

Holiday season with Lake View!

Escape to this cozy, relaxing, 3BR home in Greenwood Lake! Enjoy amazing views of the lake & mountains across the way. You'll love the deck and firepit to roast marshmallows, drink hot cocoa, and hang. Inside has plenty of games to enjoy around the warm wood-burning stove. Explore nearby Nearby winter hiking, skiing, wineries, breweries, restaurants, & more! Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing. 1 hr from NYC. Warwick STR Permit # 32574

Cottage in Greenwood Lake

4.98 out of 5 average rating, 320 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #32370

Home in Warwick

4.89 out of 5 average rating, 126 reviews

Renovated 2 Bedroom Apartment in Heart of Village

Our newly renovated apartment is the lower level of a 1920 Victorian in the heart of the Village of Warwick. It boasts 650 sq ft of space with 2 bedrooms, and a full kitchen and bath. You can walk to beautiful shops, parks, and restaurants, or drive (free off-street parking) only minutes to ski, golf, hike, or enjoy our local orchards and wineries. There's even a doughnut shop across the street! All this with a huge backyard with it's own babbling creek! Welcome to 69 South St.

Cabin in Greenwood Lake

4.85 out of 5 average rating, 174 reviews

The Greenwood Lake A-Frame: Perfect Lakefront View

Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit # 32093

Vacation rentals for every style

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Popular amenities for Greenwood Lake vacation rentals

Laptop-friendly workspace

Stay near Greenwood Lake's top sights

Bellvale Farms Creamery108 locals recommend

The Helm50 locals recommend

Emerald Point Restaurant & Marina29 locals recommend

Jersey Paddle Boards22 locals recommend

Sterling Forest State Park21 locals recommend

Greenwood Lake Roasters Craft Coffee20 locals recommend

Greenwood Lake cabin rentals

Cabin in Millrift

4.98 out of 5 average rating, 192 reviews

Remote Waterfall Cabin at Swiftwater Acres

Cabin in Dingmans Ferry

4.89 out of 5 average rating, 147 reviews

PET-FRIENDLY Cozy and Charming Retreat

Cabin in Kerhonkson

4.96 out of 5 average rating, 517 reviews

Rest + Recharge at the Tiny Catskill Cabin

Cabin in Phillipsport

4.97 out of 5 average rating, 196 reviews

The Pond House - A modern cabin within the forest.

Cabin in Smallwood

4.96 out of 5 average rating, 118 reviews

Renovated•Fireplace•Holiday-Decorated•Chic

Cabin in Wantage

4.86 out of 5 average rating, 133 reviews

ECHO cabin - lakefront peaceful modern house

Cabin in Accord

5 out of 5 average rating, 144 reviews

Modern Cabin with Stunning Pastoral+Mountain Views

Cabin in Warwick

4.97 out of 5 average rating, 113 reviews

Magnificent Log Cabin Getaway with Private Lake

Lake side cabin rentals in Greenwood Lake

Cabin in Smallwood

4.87 out of 5 average rating, 171 reviews

Lake Front Catskills Lodge

Cabin in Ferndale

4.91 out of 5 average rating, 188 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

Cabin in Swan Lake

4.83 out of 5 average rating, 195 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

Cabin in Huguenot

4.94 out of 5 average rating, 264 reviews

Tranquil Lakefront Cabin!

Cabin in Ferndale

4.87 out of 5 average rating, 247 reviews

Catskill mountain getaway

Cabin in Vernon Township

4.83 out of 5 average rating, 109 reviews

All year cabin escape from NYC - near Mt. Creek!

Cabin in Smallwood

4.97 out of 5 average rating, 230 reviews

Beautiful & Secluded Streamside Catskills Cabin

Cabin in Cochecton

5 out of 5 average rating, 130 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

Greenwood Lake fishing vacation rentals

Home in Wappingers Falls

4.93 out of 5 average rating, 175 reviews

Tranquil Tree-House on the beautiful Hudson River

Home in Greenwood Lake

4.85 out of 5 average rating, 106 reviews

Sunset on the lake front/Kayak Permit#34323

Cottage in Highland Lakes

4.97 out of 5 average rating, 301 reviews

The Mountaintop Lakehouse that Time Forgot.

Farm stay in Warwick

4.99 out of 5 average rating, 159 reviews

Elizabeths 1820 Farmhouse 20 acres private pond

Cottage in Monroe

4.99 out of 5 average rating, 146 reviews

Cozy Lake Cabin

Home in Greenwood Lake

4.9 out of 5 average rating, 140 reviews

Stellar Property on Greenwood Lake 1 hour from NYC

Cottage in Sparrow Bush

4.93 out of 5 average rating, 135 reviews

Serene Lakeside Oasis - 1.5 hrs from NYC Fast WiFi

Home in Monroe

4.96 out of 5 average rating, 111 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Quick stats about vacation rentals in Greenwood Lake

Total rentals
60 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Greenwood Lake?
Yes! Work meets play with ease at over 40 vacation rentals in Greenwood Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Greenwood Lake?
Four-legged friends are welcome in Greenwood Lake. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Greenwood Lake?
Greenwood Lake has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Greenwood Lake have wifi?
Absolutely! We offer over 30 house rentals with wifi in Greenwood Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenwood Lake have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Greenwood Lake. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Greenwood Lake?
Experience the best of Greenwood Lake with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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