
Cottage vacation rentals in Greenwood Lake
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Top-rated cottage rentals in Greenwood Lake
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Popular amenities for Greenwood Lake cottage rentals
Cottage rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!
The hosts were responsive and welcoming and flexible! Thank you for your hospitality. The home was clean, cozy and peaceful. it was a great getaway from the city life. Definitely recommended!

The Cozy Cottage w/ a private hot tub
Allison’s cottage is a wonderful spot! My partner and I spent a very nice week there. Allison was so helpful, responsive, and detailed. Every room was pristinely clean, and nicely decorated. The hot tub was the highlight of our stay. The cabin is located close enough to attractions, restaurants, and stores, but still felt quiet and peaceful!

Cozy Cottage | HotTub & Family Rm | 1H fr NYC
The place was clean, beautifully kept and well supplied- we loved the backyard! Gabriela was very communicative. Highly recommend!

Ye Little Wood | Cozy Forest Cottage with Hot Tub
The place smells amazing and the bedding is so soft and delicious. Perfect place to get away and be in nature.

Lovely Cottage w/ Jacuzzi+Woodstove!
We had a nice, quiet stay at the cottage. Bilen was a responsive host when we needed to reach out during our stay. The cottage was clean with basic amenities, but if you plan to cook then make sure you bring/buy everything you need as basic pantry items (aside from cooking oil and salt/pepper) are not provided. We enjoyed using the hot tub, which was conveniently located on the back deck. Highly recommend stopping at the Monticello Bagel Bakery at least once during your stay for delicious NY bagels!!

Hot Tub, Fire Pit, Minutes to Lake Wallenpaupack
We stayed at this beautiful cozy home celebrating our 10 year wedding anniversary. The Hot tub enclosure was perfect because we received 3 inches of snow. Made some s’mores on the fire pit and visited some local stores. This home came stocked with everything you could need, and there are stores and restaurants close by if there’s something else you may want. We ran into a dead battery situation on my vehicle upon departure and our hosts were immediately responsive and found me help as quick as they could, and it is greatly appreciated. Thank you for having us in your beautiful home. We look to visit again when the weather is warmer.

Driftwood Cottage on Welcome Lake-peaceful retreat
The driftwood cottage on welcome lake, is awesome. I went with my fiancé for the weekend of Easter. It also happens to be our birthdays. We had had a great time, if you want to relax and be at peace for a weekend this the cottage to be at. Thanks for having us!! Samuel and Lena 💕

Renovated Country Cottage w/ Hot Tub & View
Gorgeous house, super clean and tidy inside, with comfy and modern furniture. The hot tub was fantastic, make sure you turn off the lights so you can see the stars! The only other heads up I’ll give is that the way to get in is through the back entrance! We tried the front door for like 5 minutes until the electronic lock blocked us from continuing haha. Great location to get away from the city for a weekend and go hiking. Lots of great trails really close by.
Pet-friendly cottage rentals

Peace Cottage
I booked Nidhi's place for one night for myself and a guest to attend a show at Bearsville. The placement of everything, inside and outside, created an intentional sense of comfort. My guest arrived after me - without a thought, we ended up at the kitchen table talking for hours before the show. Again, the placement of this conversation spot felt intentional, but only after we found ourselves engaged in it. The outdoor surroundings are utilized to not only accent, but to enhance the indoor setting. The whole experience felt private and safe, and allowed us to share a really precious window of time for reconnection and decompression. In addition to the appealing aesthetics (the chosen blue for that kitchen!), the bedding was a treat to come back to at the end of the night - so inviting and equally comforting to find yourself wrapped up in in the morning. Nidhi so kindly messaged me out of concern for the very high winds we were experiencing (prepared with a generator), but no issue.

Herb Cottage: history•art•woodstove•walk to town!
Adorable cottage absolutely ideal for unplugging and relaxing

Seclusion and Romance - Hot Tub is hot hot hot
Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

Hits Adjacent | Pet Friendly | Caraway Cottage
A perfect spot to get away for the weekend. First, the view out the front door is top notch. Situated at just the right distance from town, we were able to hike, explore and eat well, and then easily head back to the Airbnb for some R&R. The area was peaceful, the beds were amazing, and the bathroom was fully stocked if we forgot anything. We checked out Saugerties Lighthouse to stretch our legs after travel. We loved breakfast at Josie’s, dinner at Miss Lucy’s and The Dutch, and ice cream at Sawyer’s. We explored some spots on the Hudson River School Art Trail: The Thomas Cole National Historic Site, Kaaterskill Falls, Platt Cove Preserve, and Falling Water Preserve. A perfect Catskills Airbnb that is dog friendly to boot! 10/10.

*spring-ready* Pet-friendly private cabin!
Darla’s cottage was such a sweet spot for a weekend getaway. Super cozy, clean, and peaceful—exactly what we were looking for. It felt tucked away in the woods but still really easy to get to, and just a few minutes down the road from Rough Cut Brewing, which was a big plus. We loved being able to grab some beers, then come back and relax inside. Darla was a great host—friendly, but gave us plenty of space. Would totally stay again next time we’re in the area!

Catskills Country Cottage
My family, dog and I had an incredible weekend visit! It was our first time to the area and we already want to come back. Consuelo was a fantastic host! Consuelo was so easy to get a hold of for questions and was so friendly. The place was very organized, quaint and gorgeous. Thank you for a fantastic time! :)

Lakefront-w/ PRIVATE HOT TUB-near all Attractions!
We had an excellent weekend! Kelly's place was in a great location and was very comfortable for our weekend away. Kelly's communication was top notch and everything we needed for a great weekend was at our finger tips.

Modern Forest Retreat on a Tranquil HilltopSAUNA
Nice house in an excellent location equidistant from Milford and Narrowsburg. Olga was attentive and responsive. We thoroughly enjoyed our stay.
Private cottage rentals

Cozy off grid cottage Big Pine trees in Catskill
This cabin is so very special—and has an artists touch! It is cozy (especially with the wood stove going), spacious for being a one-room size, and has everything you need to disconnect and recharge. We will absolutely be back and appreciated the clear and easy communication as well!

SpringRetreat/2.2Acres\Skiing\Camelback\Mnt Airy
Really enjoyed our stay at Merry Hill Cottage. It was very cozy and a peaceful way to spend our weekend away from the city. Thank you Ruby for being responsive about our many questions. Definitely would love to stay here again

Kapitan’s Cottage:Private Retreat Upstate Pets ok!
The host was very pleased understanding and easy to communicate with regarding the entire process. The house is the guest house for the establishment and is adorable. It is perfect for a small group weekend outing. The decorations and esthetics of the house are perfectly arranged to enhance the experience. The beds and linens are very comfortable, and both bedrooms are spacious and lovely. The host made checkout a breeze. We will definitely stay there again when we are in the area! :)

Hidden Gem Cottage — cozy escape to play or WFH
Easy stay, great communication, accommodating and a lovely place!

Direct streamside with private stream access
My husband and I stayed here with our toddler and had an amazing mini getaway from home for a few days! The place was easy to childproof with the baby gates and outlet covers we brought from home and our baby loved exploring the new space. My husband is an avid fisherman and loved the area and caught some trout right near the house! We would recommend this place to anyone who wants to disconnect and be in nature for a while.

Mtn Rd Cottage -HOT TUB-Close 2 Camelback/Shopping
Me and my hubby enjoyed with beautiful house. 👍⭐️⭐️⭐️⭐️⭐️

Lakefront Cottage near Hudson Valley
Stayed for a long weekend with my wife and two dogs. Cottage was comfortable and clean with an amazing view of the lake with a nice patio and access to the dock which we enjoyed. Also great location just a bit over an hour from the city but within a 15 minute drive to many great hikes and close to many great food options. Tony was also very responsive and helpful with recommendarions. Highly recommend.

Hidden Pines - Downtown Woodstock by Millstream!
This cottage is lovely! Beautiful space, cozy & bright, and although the main house was nearby felt very private. Walkable to downtown Woodstock but felt nestled in the woods. Everything we wanted to do was a short walk away - yoga, restaurants, coffee shop & shopping. And found a nice walking trail around the Comeau property also within a 10-15 minute walk from the cottage. Highly recommend for a Woodstock getaway!
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Mountain Creek Resort
- Comedy Cellar
- Apollo Theater
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- MetLife Stadium
- United Nations Headquarters
- Bronx Zoo
- Astoria Park
- Rockefeller Center
- Bethel Woods Center for the Arts
- Statue of Liberty
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