Vacation rentals in Greenwood Lake

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Top-rated vacation rentals in Greenwood Lake

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Guest favorite

A rustic red barn-style home is set against a backdrop of green grass and trees. It features multiple windows and a gabled roof. Stone walls outline the property, enhancing the outdoor space. A spacious deck extends from the home, inviting outdoor activities.

Home in Old Chatham

4.96 out of 5 average rating, 25 reviews

Post and Beam Hilltop Sanctuary

CatherineRating, 5 stars4 months ago

We really enjoyed our stay at Sandi’s place. Each bedroom has its own bathroom, which is great for couples and families. The kitchen had everything we needed to cook a big NYE dinner. And it was just a few mins from Chatham center and I90, while still quiet and isolated. Sandi was great at communicating with us and was very flexible about check in and check out times, which we appreciated. We had one toddler with us and there was also a pack and play and a high chair. We would stay here again!

Guest favorite

A cozy living area features a plush sofa and a circular area rug with a nature-inspired design. A coffee table sits centrally, and large sliding doors provide access to the balcony. Natural light flows in, creating a relaxed atmosphere.

Condo in Windham

4.89 out of 5 average rating, 192 reviews

Cozy Mountain hideaway Windham, Hunter

RandolphRating, 5 stars3 weeks ago

Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!

Guest favorite

A well-lit bedroom features a black wooden bed with a plush blanket layered over crisp white linens. A small bedside table holds a lamp, and framed photos adorn the walls. A window with a blackout shade allows natural light while a wooden chair adds a touch of warmth.

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

FeliciaRating, 5 stars2 months ago

Sally responded to questions right away. She was really attentive - making sure snow was cleared and ice salted so that we could leave early in the morning after a big snow storm. The place was really conveniently located 15 minutes from ski Butternut. And it was immaculately clean and so cozy. It was a really nice stay.

Top guest favorite

Home in Bushkill

4.97 out of 5 average rating, 135 reviews

Sweet Home Poconos

SRating, 5 stars2 months ago

We had a terrific time. It’s a lovely home- 20 min from Shawnee mountain and steps away from an indoor/outdoor pool facility (depends on weather), sledding hill and small skiing hill with ski lift. I would absolutely stay here again- and highly recommend for anyone with young kids looking to teach them to ski. Very very convenient. The hosts were available for questions and were friendly/flexible. Incredible customer service. We will be back!

Superhost

A serene riverfront view showcases a calm waterway framed by lush greenery. A large rock outcrop emerges from the water's edge, while a deck with red umbrellas is visible above, offering a peaceful retreat surrounded by nature.

Home in Middletown

4.9 out of 5 average rating, 130 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

SamanthaRating, 5 stars1 week ago

Beautiful home in a very private area. Lots of family games and lots of outside things todo. Me and my family had a wonderful Easter weekend get away. Only complaint I would have is the jacuzzi smelled weird and stuff was coming out of the jets but other than that it was perfect! We all were very comfortable and had a blast with the kids.

Guest favorite

An inviting living area features a spacious sectional sofa positioned beside a wooden coffee table. Natural light floods through large windows, illuminating the rustic wood accents and modern appliances in the kitchen area. A staircase leads to the upper level.

Home in Greentown

4.96 out of 5 average rating, 264 reviews

Brand new one bedroom paradise

JaisonRating, 5 stars1 week ago

Adriana, the epitome of hospitality, meticulously attended to every detail, ensuring our comfort and safety from the moment we arrived. Her recommendations were impeccable, and the accommodations were simply exquisite. My wife and I savored the local cuisine and found solace in the tranquility of this secluded lovers cottage.

Top guest favorite

A private outdoor deck featuring a wooden floor and a shaded area. Several seating options include four light-colored lounge chairs and a dining table surrounded by additional chairs, providing ample space for relaxation and dining while enjoying the ocean views.

Apartment in Long Beach

4.99 out of 5 average rating, 174 reviews

Incredible Long Beach Private Rental

AllanRating, 5 stars4 months ago

Absolutely superb hosts and such a great location. Steven couldn’t have been a better host, our kids and us loved his place and would highly recommend. Thoughtful touches everywhere and very clean. Hope we can stay again sometime.

Guest favorite

A serene lake view is presented, showcasing calm waters bordered by lush greenery and residential homes on the opposite shore. A private dock is visible in the foreground, accompanied by a shaded gazebo. The bright blue sky reflects on the lake's surface.

Home in Hopatcong

4.92 out of 5 average rating, 140 reviews

Lakefront Hopatcong w/dock kayaks fishing near NYC

AmandaRating, 5 stars1 week ago

Had an amazing stay at this beautiful property. It was spacious, clean, and had everything we needed. The host was responsive and super helpful with everything. The views and location were truly incredible. I recommend this house to anyone who is looking to stay in this area.

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Popular amenities for Greenwood Lake vacation rentals

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Other great vacation rentals in Greenwood Lake

Guest favorite

A serene countryside view captures rolling hills and misty fields at sunrise. Corn crops extend towards several farm buildings, while soft pastel colors illuminate the sky. Flowering shrubs in the foreground add a touch of nature to the tranquil scene.

Home in Slatington

4.88 out of 5 average rating, 385 reviews

The Great Escape- Country Farm House

NicholasRating, 5 stars1 month ago

Older house but very comfortable. Two bedrooms upstairs are railroad so you will have to walk through one to get to the other. One bathroom but it's nice and well stocked. Nice views into the farms and valleys. Only issue we had was one of my friends was afraid of the old house noises from the wind. Great for families or a few friends looking for a low key place to stay

Superhost

An expansive deck features a hot tub surrounded by lounge chairs, providing a comfortable outdoor relaxation area. Strings of lights hang overhead, adding a subtle ambiance. The backdrop includes tall trees and an open landscape, inviting moments of outdoor enjoyment.

Home in Long Pond

4.85 out of 5 average rating, 13 reviews

The Glade Escape

JoonheeRating, 5 stars1 month ago

Had a wonderful stay! The house was incredibly spacious, clean, and comfortable. So convenient they had an EV charger on site I did not have to worry. Eric was friendly and accommodating, making the experience even better. Highly recommend!

Superhost

The entrance of Minerals Resort and Spa is showcased, featuring a prominent sign surrounded by vibrant autumn foliage and colorful flower beds. The building's stone accents and unique architecture complement the natural scenery of the lush mountains in the background.

Condo in Vernon Township

4.73 out of 5 average rating, 112 reviews

200 yds Minerals - great for hotel weddings

CindyRating, 5 stars6 days ago

The place was great and just as pictured/described. Joann gave great instructions and was very responsive. We were only there for a short stay for a race, but it looked like a great area I would’ve loved to explore if we had more time. The only thing I didn’t care for was the requirement for to wash and dry all towels before leaving. Since I already paid a hefty cleaning fee that seemed like a bit much. And the washer/dryer is small so this took a couple of loads to get done.

Guest favorite

An expansive wooden deck features multiple seating areas, including a covered gazebo. A hot tub is located nearby, and string lights are hung above, creating an inviting setting. The surrounding trees provide a natural backdrop, enhancing the outdoor experience.

Home in Long Pond

4.92 out of 5 average rating, 38 reviews

Cozy Mini Mansion VACATiON HOME-Hot tub/Game/lake

StephanieRating, 5 stars2 weeks ago

This was such a beautiful home. It looked exactly like the pictures and even bigger than I thought. It was definitely an enjoyable experience for my family. I would book again. Thanks Willy!

Guest favorite

A spacious outdoor terrace is shown, featuring a wooden railing and gray flooring. Two colorful Adirondack chairs are positioned alongside a picnic table. Lush greenery surrounds the area, and a grill is visible in the corner, adding to the outdoor living space.

Home in Tannersville

4.93 out of 5 average rating, 28 reviews

Luxury Spacious Private Home w/tub! Enjoy Spring

SantiagoRating, 5 stars2 months ago

It’s a fantastic place to stay—a well-designed, private home with a great layout. Conveniently located near the mountain, it’s perfect for skiing while still offering a peaceful retreat.

Guest favorite

Home in Monticello

4.87 out of 5 average rating, 15 reviews

Luxurious & Newly Renovated Catskills Lakehouse

ShelbyRating, 5 stars1 month ago

We had a weekend youth retreat and stayed at Alan’s spacious home. We had a great time together. the home was as described, the hosts were very friendly and accommodating, and everything was clean and in good condition. Would definitely recommend for a big group!

Guest favorite

Home in Long Pond

4.92 out of 5 average rating, 242 reviews

🏡GreatEscape🌳Nature🪁Playground⚡HiSpeedInternet⚡

AdamRating, 5 stars1 week ago

My wife and my daughter (3) love staying at this house! It's our second time here and it always feels just like home to us. This doesn't feel like a typical rental, it feels loved and lived in with allot of small little tweaks and amenities to make it feel like home. There are allot of kids toys indoors and outdoors. It's a very quiet neighborhood, still not very far away from restaurants and various activities. On top of all that, the hosts are fantastic and are super quick to respond if you ever have any questions or things you need help with. Absolute Top Notch hosts. We will continue looking here first whenever we come visit the Poconos area!

Superhost