Cottage holiday rentals in Greenwood Lake

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Top-rated cottage rentals in Greenwood Lake

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Guest favourite
The exterior of a quaint cottage is surrounded by lush greenery, featuring a welcoming front porch with a bright door. A driveway allows for off-street parking, while colorful plants and shrubs enhance the charming entrance. The serene atmosphere is complemented by the natural landscape.
Cottage in Greenwood Lake
4.93 out of 5 average rating, 211 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 favourite
A serene yoga studio features a black yoga mat complemented by a wooden block. Large sliding glass doors provide a view of the lush forest outside, enhancing the natural tranquility of the space.
Cottage in Warwick
4.99 out of 5 average rating, 109 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Top guest favourite
Cottage in Warwick
5 out of 5 average rating, 239 reviews

Waterfall Cottage | Romantic Luxury Escape

<b>Escape to your private waterfall cottage!</b> The Cottage at Millpond Falls is perfect for couples seeking a romantic, five-star retreat just one hour from NYC. ✅ Comfy queen bed & super-clean luxury linens ✅Crackling fire pit by the falls ✅ Minutes to wineries, breweries & trails ✅ Nearby adventures: skiing, lake fun, orchards ❤️ SUPERHOST • Our most frequent review: "The best AirBnb experience we’ve ever had, can't wait to come back!" Book your dates while they’re open.

Top guest favourite
The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.
Cottage in Highland Lake
4.97 out of 5 average rating, 363 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.

Guest favourite
Cottage in Goshen
4.92 out of 5 average rating, 306 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Guest favourite
The entrance of the cozy lake view cottage is framed by dark wood siding and a charming green door. A small wooden deck leads to the entrance, surrounded by lush ferns and gravel. An air conditioning unit is installed next to the door, and seating is visible nearby.
Cottage in Highland Lake
4.94 out of 5 average rating, 207 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

Guest favourite
Cottage in Sterling Forest
4.98 out of 5 average rating, 374 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 #33593

Top guest favourite
Cottage in Monticello
4.94 out of 5 average rating, 389 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Guest favourite
An open living area features a high ceiling with wooden beams, creating an airy atmosphere. The kitchen is equipped with stainless steel appliances and provides ample counter space. A dining table is present, complemented by a cozy seating area with a green sofa and coffee table.
Cottage in Gardiner
4.93 out of 5 average rating, 348 reviews

Tiny cottage on DiR mini farm

A custom made tiny cottage, located on a private tree lined road with just a few houses on it. The design style is farmhouse rustic with original details. It is private, fully equipped, and centrally located. The front of the cottage has a sun drenched porch equipped with lounge chairs and bbq. The back of the cottage is has a screened in porch, an outdoor huge tub and lounge. It is facing a beautiful pond, a fire pit and deep woods and vibrant nature.

Top guest favourite
An open studio features a spacious bed adorned with neutral linens and decorative pillows. The wood-paneled ceiling adds warmth, while large windows provide ample natural light and scenic water views. A cozy seating area is visible, enhancing the inviting atmosphere.
Cottage in Sterling Forest
4.92 out of 5 average rating, 137 reviews

Oasis on the water 1 hour from NYC

We could all use a little therapy: LAKE THERAPY that is! There is nothing like water to heal what ails you. This entirely renovated cottage sits right on the water. Window views will have you believing you are living on a houseboat. Morning Coffee or evening cocktails on the deck are the perfect way to begin and end the day. The area is full of amazing things to do (guest book provided) Come for the weekend or stay the week. You will never want to leave!!

Top guest favourite
The exterior of a historic stone cottage is visible, showcasing a combination of stone and clapboard siding. Lush greenery surrounds the house, and a stone patio features a picnic table and propane grill, inviting outdoor gatherings amid a peaceful setting.
Cottage in New Paltz
4.99 out of 5 average rating, 580 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Top guest favourite
A serene pathway lined with soft lighting leads to a cozy home surrounded by lush trees. The peaceful environment is enhanced by the gentle glow from the house and the inviting outdoor spaces, creating a harmonious blend with nature.
Cottage in Kerhonkson
5 out of 5 average rating, 217 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

Popular amenities for cottage rentals in Greenwood Lake

Quick stats about cottage rentals in Greenwood Lake

  • Nightly prices starting at

    Greenwood Lake holiday rentals start at £96 per night before taxes and fees

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenwood Lake rentals

  • 4.9 Average rating

    Greenwood Lake stays are highly rated by guests – averaging 4.9 out of 5!

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