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Waterfront holiday rentals in Greenwood Lake

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Top-rated waterfront rentals in Greenwood Lake

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

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Home in Greenwood Lake

4.89 out of 5 average rating, 264 reviews

Bohemian Waterfront Home (permit #21-07671)

One of a kind, lakefront, bohemian compound. Affording a complimentary bottle of wine, hot tub, parking and so much more! Guests can launch kayaks (provided) right from the back yard onto the lakes quiet East Arm. At waters edge is a one of a kind fire pit, big deck stretching over the water under the huge willow. Perfect for morning coffee by the water. Or take bike to the beach with our free bikes and beach passes. Hiking, skiing, and a super private hot tub with a picture window lake view!

7–14 Jun

€ 228 per night

Guest favourite

Cabin in Vernon Valley

4.97 out of 5 average rating, 344 reviews

Serenity Cabin, the historic waterfall cabin!

Escape to a magical paradise where the sound of a babbling stream & chirping birds create a symphony of serenity. Nestled on 18 acres of pristine wilderness, this secluded retreat offers endless opportunities for exploration & adventure. Wander along the streams and discover hidden waterfalls, all while immersing yourself in the breathtaking beauty of nature. Located 5 minutes from Mountain Creek, Warwick drive-in, Appalachian trail, & activities like goat yoga, horse riding, & TreEscape adv.

24 Feb – 3 Mar

€ 201 per night

Guest favourite

Cottage in Highland Lakes

4.97 out of 5 average rating, 267 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

19–26 Nov

€ 429 per night

Guest favourite

Home in Greenwood Lake

4.91 out of 5 average rating, 123 reviews

Casa del Lago, Boating, Hiking & Grilling!

Welcome to GWL! This 108 year old Arts & Crafts home is charming with high ceilings & beams, trim moldings, porch and original hardwood floors. There is plenty of outdoor space including back yard, a deck, patio & lake deck. Plenty of nooks for you to relax, grill, sip wine from the enclosed porch or watch TV. House faces the lake but you must cross a low traffic street for lake / dock access. Plenty of parking driveway & lakefront. Short walk to the Village, close to all! PERMIT #18-07697

13–20 May

€ 380 per night

Guest favourite

Cottage in Vernon Township

4.86 out of 5 average rating, 125 reviews

Dream Lakefront Home + Skiing near NYC

Stylish and very bright 3BR lakefront house with breathtaking views. The perfect stay for every season. Minutes away from Mountain Creek Ski Resort, Spa, and Waterpark, private beaches, golf courses, and hiking trails - Discounts for weekly and monthly stays. 3 bedrooms, 2 bathrooms. Huge terrace overlooking Highland Lake with grill and dining area and a very spacious dock with fire pit, private lake access, canoe, kayaks, and pedal boat, all included. Permit: 220004 Must be 21+ to book.

4–11 Mar

€ 606 per night

Guest favourite

Cabin in Wurtsboro

4.98 out of 5 average rating, 205 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

2–9 Apr

€ 306 per night

Guest favourite

Cottage in Monroe

5.0 out of 5 average rating, 129 reviews

Cozy Lake Cabin

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

10–17 Jul

€ 521 per night

Guest favourite

Home in Greenwood Lake

4.95 out of 5 average rating, 191 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).

6–13 Nov

€ 416 per night

Guest favourite

Cabin in West Milford

4.98 out of 5 average rating, 110 reviews

Peaceful Lake Front Log Cabin w/3 bedrooms up to 7

Enjoy this peaceful lake front log cabin all to yourself and 6 more of family or friends! Sleeps 7. We are located just an hour from NYC. The cabin has recently been refinished with a new kitchen, appliances and all new furniture. Relax in our Lake front yard where you'll find a seating area with a firepit, large table for all your sunset dinners, a 2 person Hammock and a large BBQ. The cabin's location to many seasonal activities and events makes this an ideal year round destination!

2–9 Jan

€ 430 per night

Guest favourite

Home in Greenwood Lake

4.95 out of 5 average rating, 119 reviews

Latitude lake house with dock & lake access #31943

Latitude lake house is a fully renovated modern farmhouse style w/cozy details. Semi private dock & beach 2 houses away from the water with chairs & wood burning fire pit. Open concept 1st level with Lg kitchen island, dishwasher,washer/dryer ,window table to enjoy coffee or cocktail, coffee & tea bar , wood burning stove. Roku tv in living R & 1 bedroom, wifi, family games, picnic basket Outdoor living w/large couch,gas fire pit ,gas grill

11–18 May

€ 385 per night

Guest favourite

Home in Greenwood Lake

4.97 out of 5 average rating, 147 reviews

Coldwaters: Hike, Wineries, Lake Access and Views!

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. Just a 5 minute drive to village restaurants and shops, 10 minutes to Tuxedo, and 15 minutes to Warwick, this is the perfect setting for a relaxed and fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Permit #: 21-07657 A

4–11 Jun

€ 401 per night

Guest favourite

Home in New Paltz

4.97 out of 5 average rating, 678 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

28 Feb – 7 Mar

€ 129 per night

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Waterfront apartment rentals

Guest favourite

Flat in Middletown

4.92 out of 5 average rating, 132 reviews

Just Around The Corner

19–26 Aug

€ 156 per night

Flat in Newburgh

4.84 out of 5 average rating, 115 reviews

Special Nest w Private Entrance River View Porches

15–22 Oct

€ 149 per night

Flat in Hastings-on-Hudson

4.82 out of 5 average rating, 123 reviews

Lovely Hastings home convenient to NYC.

2–9 Oct

€ 132 per night

Guest favourite

Flat in Milford

4.97 out of 5 average rating, 511 reviews

Water front studio apartment with fireplace.

15–22 Oct

€ 224 per night

Guest favourite

Flat in Ossining

4.94 out of 5 average rating, 302 reviews

Hudson River Peaceful Getaway

1–8 Oct

€ 272 per night

Guest favourite

Flat in Northport

4.91 out of 5 average rating, 130 reviews

Harbor Studio - Across from historic Northport doc

29 Sep – 6 Oct

€ 130 per night

Guest favourite

Flat in New Milford

4.89 out of 5 average rating, 148 reviews

Tingley Lake Super Suite

21–28 Aug

€ 127 per night

Guest favourite

Flat in Rosendale

4.96 out of 5 average rating, 201 reviews

Rosendale Trestle View

8–15 Sep

€ 140 per night

Waterfront house rentals

Guest favourite

Home in Wappingers Falls

4.97 out of 5 average rating, 104 reviews

Tranquil Tree-House on the beautiful Hudson River

9–14 Oct

€ 177 per night

Guest favourite

Home in LEHIGHTON

4.94 out of 5 average rating, 589 reviews

Quiet Waters Cottage--Whole House, On The Water!

22–29 Dec

€ 135 per night

Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 640 reviews

Dutch Touch Woodstock Cottage

19–26 Nov

€ 134 per night

Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 268 reviews

Woodstock Historic Artist Estate - The Pond House

10–17 Nov

€ 695 per night

Guest favourite

Home in Centerport

4.94 out of 5 average rating, 113 reviews

The Harbor House: Beachfront Home 1 hour from NYC

8–15 May

€ 587 per night

Guest favourite

Home in Catskill

4.96 out of 5 average rating, 135 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

8–15 Dec

€ 513 per night

Guest favourite

Home in Stamford

4.97 out of 5 average rating, 220 reviews

Midcentury Modern ZenHouse Sculptor Studio

20–27 Sep

€ 572 per night

Guest favourite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

17–24 Oct

€ 811 per night

Waterfront apartment rentals

Guest favourite

Apartment in Union City

4.91 out of 5 average rating, 161 reviews

Luxury One Bedroom Condo 3 Miles From Manhattan

18–25 Aug

€ 254 per night

Guest favourite

Apartment in Lake Harmony

4.85 out of 5 average rating, 163 reviews

Cozy Cabin: Water View, Sauna, Fireplace

20–27 Nov

€ 361 per night

Guest favourite

Apartment in Hoboken

4.95 out of 5 average rating, 122 reviews

The Hoboken spot – perfect location!

17–24 Sep

€ 328 per night

Guest favourite

Apartment in Lake Harmony

4.9 out of 5 average rating, 309 reviews

Spring, Summer fun on Big Boulder Lake at Midlake

12–19 Jan

€ 195 per night

Guest favourite

Apartment in Vernon Township

5.0 out of 5 average rating, 25 reviews

Little Getaway at the Black Creek Sanctuary

13–20 Nov

€ 194 per night

Guest favourite

Apartment in Vernon Township

4.88 out of 5 average rating, 72 reviews

Courtyard Overlook @ Spa Owners Residential Condo

23–30 May

€ 152 per night

Guest favourite

Apartment in vernon

4.81 out of 5 average rating, 79 reviews

Mtn Creek Ski Resort | Hot Tub | Wifi | 23M

4–11 Oct

€ 443 per night

Guest favourite

Apartment in Asbury Park

4.95 out of 5 average rating, 57 reviews

Beautiful Beach Condo 2 Blocks to beach/boardwalk

8–15 Jun

€ 289 per night

Destinations to explore