
Cottage holiday rentals in Bear Mountain
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Top-rated cottage rentals in Bear Mountain
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Popular amenities for cottage rentals in Bear Mountain
Cottage rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!
Highly recommended — especially for families with young children! The property has everything you could need, and there’s even a charming farm nearby (just be sure to check their hours in advance). The hosts were incredibly responsive and helpful throughout our stay. The house was spotless and had such a welcoming, positive energy. With so much land to explore, you truly don’t need to leave the property if you bring your own food and supplies. We had a wonderful experience and will definitely book again in the future!

Cozy Cottage | HotTub & Family Rm | 1H fr NYC
We booked the house for five nights for a group of six adults and had a lovely visit. Gabriela was a fantastic host communicating super promptly to our questions. It rained 90% of the time so we used the interior of the house to the fullest, and not the exterior (no fire pit, bikes, or hot tub) so cannot comment on those features. All appliances worked well. Kitchen is helpfully labeled and well stocked with kitchenware. The beds were very comfortable, towels fluffy, and downstairs family/game room is a great space for all ages. Furniture was comfortable, dining table was welcoming and though the house shows a bit of wear and tear here and there, everything was clean, tidy, and decorated appealingly. Tip: Bellvale Market just 7” away had great quality food products; Warwick, a quaint larger town, is just 10-15” away providing all other conveniences.

Romantic Experience Secluded Lake House + Hot Tub
What a wonderful experience! I wanted to celebrate my wife’s birthday and this was a fantastic place to do it! We had a terrific time. The house is beautiful and well appointed. Location was great . Visited 2 Farmer’s market and enjoyed the beauty in general. We will return! Thank you for being a gracious host!❤️

Lovely Cottage w/ Jacuzzi+Woodstove!
Beautiful, cozy, and comfortable cabin. Bilen was extremely clear & communicative with instructions and local recommendations. We especially enjoyed the record player and having access our own private hot tub on the deck, the surrounding woods are gorgeous and many deer friends paid us a visit! Would absolutely recommend, thank you for the lovely stay!

The Mountaintop Lakehouse that Time Forgot.
Surprised my girlfriend with a weekend get away for her birthday and she was thrilled. Evelina and John are great host and their place is warm and welcoming. We loved the lake, and the quiet serenity of the location is perfect for a weekend trip from the city. Also loved the kitchen which made cooking in a breeze because how thoughtfully organized it was. Although our stay was short we did find time to take the canoes out explore the lake and take a refreshing dip. Our only complaint was that our stay wasn’t longer, and we’re both looking forward to coming back !

Hot Tub, Fire Pit, Minutes to Lake Wallenpaupack
We had a wonderful stay. The house was comfortable and cozy. mark was a great host. The location was near everything and there was plenty to do. We definitely will come back next summer. I will recommend Mark’s place to anyone that wants a Pocono getaway.

Driftwood Cottage on Welcome Lake-peaceful retreat
Couldn't have been happier with this cottage. Modern appliances, beautiful surroundings, quiet, gorgeous view overlooking the lake. The kitchen and master bathroom were standouts. Would stay here again. Bob and Julie did a fantastic job communicating before, during, and after the stay.

Cozy Getaway | Pet Friendly | Litchfield Cty
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Pet-friendly cottage rentals

Rustic Chic Lake view cottage 50 miles from NYC
Cozy cabin in peaceful surroundings. Place had everything you need. Communication with host superb - responsive and helpful. Enjoyed our stay.

Cozy home in the Village of Greenwood Lake
I love the fresh air flowing throughout this entire little cottage. Every room invites dappled sunlight filtered through lush summer foliage. It is truly cozy, whether enjoying a coffee on the back porch, journaling at the desk or chilling on the big comfy couch. Walk out the door and the lake and charming downtown are steps away. I find myself thinking I could truly spend a happy month, here. Stay. Return. I know I will.

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome
This place was wonderful. We were only there for a quick stay, and it was rainy, but that was ok because the cabin was so cute and cozy and fun. A bit of time sitting in the chairs out front in the morning with my coffee was exactly the quick weekend rejuvenation I needed. The cabin had everything we needed (and plenty of things we didn't need on this trip, but you might! I could see us playing board games or relaxing out on the back patio on a future trip.) A previous reviewer said this spot is what you expect an Airbnb to be, and that's exactly right. We picked it at first because it was convenient to a few Westchester things we needed to do, but we didn't want to drive home afterwards to CT on a summer Friday night. Spending this little bit of time in the Carmel area was genius because now we can't wait to go back there specifically for a real visit!

Lazy River Cottage on the Delaware River
The Lazy River cottage was amazing. It was so peaceful and exactly what my wife and I needed as a getaway. It couldn’t have been more organized, clean, and everything was so clearly labeled. It was so nice to sit and watch the beautiful river in peace and quiet. David is an amazing host and we’d definitely come back!

Kapitan’s Cottage: Private Retreat with Salt Pool
The cottage is lovely, clean, and immaculately decorated. Great taste. We enjoyed the pool, which was perfect for our four year old given how shallow half of it was, and how the temperature was perfect, even on days when it wasn’t too hot outside. We hadn’t realize that the kitchen didn’t include an oven or microwave—but even so, we had a great time and enjoyed the fire pit! WiFi was a bit spotty but the hosts went above and beyond to try to help. Highly recommend!

Be in Nature at this Gorgeous Riverfront Cabin
We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.

Evergreen Escape - Woodsy Artistic Retreat
Excellent location for local shopping, lots of food choices, delicious breweries. Most importantly VERY close by for climbing & getting out to nature. The Woodstock & Kaaterskill wilderness areas are within 30 minute drive. Lots of stunning views for a decently low mileage. Rip Van Winkle bridge is 9 minutes away if you want to explore the other side of the Hudson. The place has all the amenities you’d need for a getaway. Very clean, host was very responsive; even on the Memorial Day holiday. Will be back!

Magnolia Cottage
We really enjoyed our stay here! The space was clean and cozy. The location was quiet, but also conveniently located within walking-distance to a great bakery and a craft beer/snack store. Highly recommend this stay!
Private cottage rentals

Little Cottage Under the Ridge
Jaclyn's airbnb is located in a wonderfully private area in the Catskills, close to New Paltz and many nice restaurants, amenities and hikes. The small home has been tastefully remodeled and outfitted with great appliances. A perfect getaway for a couple. We will be back!

Cozy Lake Cottage
Tori's cute house is exactly as listed. Enjoyed the beautiful lake and the sunsets. House was clean and comfortable.

Woodstock Mountain Cottage
This cottage was very lovely, cozy, clean, and just a few minutes from the town of Woodstock, but very secluded and peaceful on a beautiful property. The home was exactly as described and had everything you could need for a short stay. I do recommend having 4-wheel drive and a car with good suspension to get up the gravel road leading to the house. Cayenne is a wonderful host - she was extremely kind and easy to communicate with. I would definitely stay here again!

Creekfront Cottage between Phoenicia & Hunter Mtn.
We loved our stay at the cabin and hope to be back soon! It’s was the perfect place for us to stay for our week upstate. We loved the movie collection and listening to the sounds of the creek from the open windows. Really feels like you are at someone’s home and not a soulless rental! Five stars ❤️

Cottage at Millpond Falls - Romantic Luxury Escape
Perfect romantic location for our anniversary. Definitely would recommend to family and friends. Very private and clean. A lot of extra touches that made the stay that much more enjoyable. We’ll be back.. Thanks again, Joe & Beth

Mod Scandinavian! Tiny Flower Farm
Our stay was great. Super clean abode in a very tranquil setting—woke up to birds chirping! Host was very responsive to our several questions. All in all a good visit, and we would stay there again!

Garden Cottage In The Catskills
Dara is a wonderful host and has an equally fabulous space. The Garden Cottage is nestled in a quiet spot among an enjoyable setting of gardens and sitting areas. The Cottage itself has a number of lovely touches and details. The property is clearly a "labor of love" and is memorable. Their cat is also a kind host! Thank you.

bright serene + spacious barn @barn and bike
Molly and Gregg’s converted barn is absolutely breathtaking! I’ve stayed at many places, this one is definitely in the top three, the attention to detail alone is what makes it so exquisite, the soul of the barn is preserved while beautiful modern updates were added for creature comforts. It looks like it does in the pictures, but actually seeing it in person is on a whole other level. Very responsive flexible accommodating and friendly hosts, offered to let us stay a bit later the next morning since it wasn’t booked up. Such a magical place, would love to visit again sometime!
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Fairfield Beach
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- United Nations Headquarters
- Central Park Zoo
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Rockefeller Center
- Bronx Zoo
- The Metropolitan Museum of Art
- Rye Playland Beach
- Astoria Park
- Minnewaska State Park Preserve