Vacation rentals in Greenwood Lake

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Top-rated vacation rentals in Greenwood Lake

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Guest favorite

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

Guest favorite

Cottage in Greenwood Lake

4.84 out of 5 average rating, 102 reviews

Lake Cottage / Sauna, Hot Tub, Beach Access

Private Quiet Lakehouse with Hot Tub and Sauna that sits beautifully on a cliff with views of the glorious natural Greenwood Lake. This cottage was built in 1935 with a large wood burning fireplace to end your day in pure comfort. Take a week or take a long weekend with the cottage just a hop skip and jump away from the city. Perfect for close friends or family to escape for some fresh air, wildlife, hiking, wineries, and the smell of fresh water. Access to community private beach.STR#:33466

Superhost

Home in Greenwood Lake

4.83 out of 5 average rating, 120 reviews

Aster Place

A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

Guest favorite

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.

Guest favorite

Home in Greenwood Lake

4.98 out of 5 average rating, 163 reviews

Coldwaters: Hike, Apple Picking, Wineries, Lake!

Beautiful and comfortable home perched on a hill and across from Greenwood Lake offering gorgeous views in a spacious, stylish setting, with lake and beach access. 5 minute drive to village restaurants & shops, and 15 to nearby Warwick and Tuxedo, this is the perfect setting for a relaxed & fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Book the guest house for an additional 2 bed, 1 bath apartment with kitchen! Permit #: 21-07657 A

Superhost

Cabin in Greenwood Lake

4.86 out of 5 average rating, 198 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

Guest favorite

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.

Guest favorite

Home in Greenwood Lake

4.98 out of 5 average rating, 108 reviews

Peak Fall Foliage! Hike, Apple Pick, 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

Guest favorite

Cottage in Greenwood Lake

4.97 out of 5 average rating, 318 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

Guest favorite

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.

Superhost

Cabin in Greenwood Lake

4.86 out of 5 average rating, 173 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

Guest favorite

Home in Greenwood Lake

4.99 out of 5 average rating, 159 reviews

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.