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

Cozy Cottage on Lake Ag-Mar: Hot tub, Pool Table +
Perfect place for our busy family to get away and reconnect. We loved our time at the lake, enjoyed the hot tub and firepit, and of course quality time together in the comfortable cottage.

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!

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
Our stay at Martin's place was fantastic! The property is quaint, cute and conveniently located to downtown Lichfield and surrounding nature centers and trails. A highlight for the trip was White Memorial Foundation, tons of trails along beautiful ponds, marshes and grassy hills. Martin provided amazing directions for the house and was super responsive and proactive when needs arose. I would highly recommend Martin's property to any family or group of friends looking for a relaxing and adventurous time in Northern Connecticut!

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
Our stay was absolutely wonderful! The house was adorable with everything you could want for a relaxing weekend away. We loved the hot tub and fire pit! The hosts included s'mores fixings and a bottle of wine..... Which was appreciated! Thank you for a wonderful stay!

Driftwood Cottage on Welcome Lake-peaceful retreat
I cannot say enough about this home. If you’re looking for a peaceful getaway with beautiful views, this is the place for you. Hosts were extremely helpful & very quick to respond. We got lucky with beautiful weather and got to enjoy the lake but, stargazing in the jacuzzi at night was a perfect touch. We seriously loved every bit of this home and would love to return one day!! Thank you Bob & Julie!!

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.

Cozy Getaway | Pet Friendly | Litchfield Cty
Such a cozy space!!! My small family really did enjoy our peaceful stay. I would definitely book again when in the area. I felt such peace and serenity sitting under the stars, in front of the crackling campfire. It was me and the hubby with 2 of our girls ages 10 and 16. They loved the hot tub and s’mores:). Thanks for the stay.
Pet-friendly cottage rentals

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

Bellwood Cottage 8-14min to all Roxbury Wed Venues
House was great location, very comfortable- Kimberlie was awesome, thanks for your kindness. Lauren N

The Green Cottage at Camp Pocono Pines
This is our second visit to Camp Pocono Pines and it was even better than our first. We doubled our group size this go-round which made the experience even better. I loved the addition of the camp store, which wasn’t yet available the previous winter. I could imagine that as a great communal hangout during the summer months. Having a heating element in there would have made it useable during those chilly winter nights. We can’t wait for our next trip!

*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! :)

A-frame cabin~Poconos~Wood fireplace~Yard for Pets
Karan was awesome helped with anything and everything I had questions about. Was very informative about the surrounding area and was very quick to answer. Would definitely come back here again next time!!

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.

Roscoe Cottage Pet Friendly
Debra and Mike were great hosts and have created a very warm, inviting and comfortable place for those seeking to explore the Catskills. It's a home away from home! There's a grill available which we made great use of, a fire pit to enjoy nature and star gazing, and their two dogs Luna and Roxy are extremely friendly. Highly recommend their place!
Private cottage rentals

Tiny cottage on DiR mini farm
The cottage was very clean and homey. Very convenient to new paltz and local hiking. Peaceful and quiet area. Plenty of fire wood and kitchen was stocked with snacks. We had a great stay and Amitai was very responsive and helpful. Would definitely recommend this place!

Creekside Cottage
Amazing place to stay - Book here!

Hidden Gem Cottage — cozy escape to play or WFH
We had a lovely stay at Monica’s place. It was a cozy getaway from the city and we had a wonderful weekend trip to the nearby towns. The space is exactly as listed and even cuter in person. Highly recommend!

Charming Cottage Getaway
This was our second time staying at the cottage. We had a wonderful stay over the holidays. The cottage was warm and cozy and Linda had tasteful and festive decor in every nook and cranny. We had the pleasure of meeting Linda. She is a truly wonderful person who loves what she does and it shines through in her beautiful property. So much attention to detail throughout the house. We hope to be back again soon!!

The Hickory Cottage - perfect!
I had an absolutely fantastic stay at Judy and Eric’s cottage! The space was cozy, spotless, and had everything I needed for a comfortable getaway. But what truly made this experience special was their incredible hospitality. A snowstorm hit during my stay, and Judy and Eric went above and beyond by allowing me to stay extra time to ensure I was safe. Their kindness and generosity truly made a difference, and I couldn’t be more grateful. The cottage itself is peaceful and charming, with a breathtaking view into the woods that made for the perfect escape. Waking up to that scenery was one of the highlights of my stay! I highly recommend this place to anyone looking for a relaxing and welcoming retreat. Thank you, Judy and Eric—I will definitely be back!

Mtn Rd Cottage -HOT TUB-Close 2 Camelback/Shopping
We had a wonderful and relaxing time at Stephanie's place! The cabin was very welcoming and comfortable. The kitchen was well stocked with everything needed to cook inside and outside. The beds and pillows were super comfortable. It was very easy to get a good night's rest there. Also, having the extra 1/2 bathroom was a great perk while traveling with teenagers! We will be staying at Stephanie's every time we visit the Poconos from now on!

NEW! The Canoer's Cottage on the Delaware River
What a wonderful place!!! My partner and I can here for a weekend getaway and we really enjoyed it. Jeffrey was very kind and make sure we had a comfortable stay. The cottage was peaceful and cozy. Beautiful views from the back yard and tranquil sounds of nature. The kitchen had the tools we needed to cook a nice meal and the speaker in the living room was a nice amenity for listening to music. Would 100% recommend booking and we hope to stay here again!

Star Cottage
Great time at Star Cottage! Five Stars! So comfortable and warm. Especially over the holidays. Nikki is a great host.
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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
- Statue of Liberty
- Minnewaska State Park Preserve