
Cottage vacation rentals in The Berkshires
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Top-rated cottage rentals in The Berkshires
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Popular amenities for The Berkshires cottage rentals
Cottage rentals with a hot tub

Luxury cottage by the sea with hot tub and pool
Perfect spot for a quiet weekend getaway! We were able to go to Yale art museums for the day and then came back to check out the beaches. Definitely recommend the trip to Dockside Seafood and Grill in Branford for lobster pasta! The hot tub was also the best way to end the day with a peaceful beautiful view!! Would definitely go back again!

Cozy Lakefront Cottage w/Swim Spa & Firepit
I went here on a peaceful getaway with my partner for my birthday , and it was better than anything I could've imagined. exactly what we needed and even more beautiful in person than in the pictures! We had multiple questions for Feyza and she always answered very promptly. was such a clean spacious and peaceful getaway. couldn't have asked for more 😭

The King's Cottage- HOT TUB and Pet Friendly!
We had a great time! Everything was thought of in this space. We especially enjoyed the opportunity to be outdoors and the proximity to the park. I'm not sure if this jumped out in the listing, but the place is walking distance to the Children's Museum which was perfect for us, as I had take the car for a work event and left my husband and 3 year old to explore the museum, and they could easily walk home to the cottage. Thanks for sharing your place with us!

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

Ye Little Wood | Cozy Forest Cottage with Hot Tub
Danny and Travis are excellent hosts ! The house is gorgeous and extremely clean and well maintained. The kitchen is very well stocked with cooking utensils/ pots which is awesome for people who enjoy cooking (like we do). This is our second time staying here and we absolutely love it and plan to return.

Lovely Cottage w/ Jacuzzi+Woodstove!
Perfect, modern yet cozy cabin. The aesthetic was beautiful and was fully stocked with everything you could need. The neighbors are close but we never saw them. Maybe because we came up before the season picks up. We utilized all of Bilen's local recommendations. We loved the Local Table & Tap. Beautiful views. We also took a drive to Upward Brewing which was phenomenal. Keeping this Airbnb in my go-tos. Couldn't be happier :) Perfect for nature lovers.

Country Cottage w/ HOT TUB & Views
Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!

Hot Tub & Chic Catskills Woodstock Design Retreat
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.
Pet-friendly cottage rentals

Kapitan’s Cottage: Private Retreat with Salt Pool
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.

Charming creekside cottage in Phoenicia
My stay was super nice, even with the rain. My fur baby and I had a great time. The cottage is very cozy and offers an immense sense of peace. My fur baby's favorite part was the backyard. We spent most of our time playing fetch. Chloe is super friendly. I will visit the cottage again.

Foxfire Hill: A Bit of Luxury in the Countryside
This is our second time staying at Foxfire Hill, and it was wonderful to see the gardens in their glory. Great and responsive hosts. I’m sure we will be back again.

Cottage on the creek with wonderful waterfall view
R’s place restored our faith in beautiful and affordable air bnbs! We said numerous times during our stay that we would definitely be back. The setting was so beautiful and the outdoor spaces were incredibly enjoyable, especially with our dog. R’s kitchen is the best and super well stocked so we enjoyed many meals in. This place did not disappoint and we cannot wait to go back!

Ridgetop 2 Br Cabin- Views, 130acre forest & falls
Nice surroundings, well equipped for a few meals, and comfortable sleeping for our family visiting the area.

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.

Cozy Lake Cabin
My husband and I stayed at Kevin’s place for a couple days in early June for a quick city getaway. Kevin was super responsive from the beginning all the way to check out and was a pleasure to communicate with! He is a fascinating well-travelled host with lots of cool souvenirs around the cabin from his travels and sports accomplishments. His place was very relaxing and was exactly what we were looking for with its lake front access and cosy interior. We travel for work and are constantly staying in nice hotels, and we had the most amazing sleeps in the memory foam bed with sheepskin duvet and agreed it was better than any hotel sleep we had recently. So peaceful! We canoed to a Mexican restaurant across the river for lunch which was a fun mini adventure and very delicious! When we checked out we got to meet Bodie, Kevins Golden Retriever that is in the listing photos. Was an awesome experience! We look forward to returning sometime back to Kevin’s Cabin!

Cheerful 3-bedroom cottage with woodstove.
Just like the pictures , very peaceful and serene , the kitchen is well equipped. The beds are comfy. Great place to relax in the Berkshires. With a super responsive host.
Private cottage rentals

Ridgeview: Cozy Cottage with a View
We had a great stay over Easter weekend at James' cabin. It's on the small side but was perfect for the getaway my wife and I had planned. There is a 2nd bedroom that would have suited usl if we brought our kids or went with a 2nd couple, but we were glad for the extra room. I will add that the photos don't really do justice to the space. During the day, the cabin is particularly beautiful, the high ceiling filled with light and views of the surrounding forest and mountains. We saw owls, wild turkeys and an array of other birds. The site is very private - there are neighbors, but a good way off, though we enjoyed meeting them on our walks. James is a thoughtful, friendly and detail-oriented host, with a thorough guidebook full of great local recommendations. We know the area a bit and can say his suggestions are spot on (we particularly enjoyed our visit to the Fat Crow). I also recommend a stop at Duttons, and for easy views, a short drive to the top of Newfane Hill Road.

Fabulous Lemon Cottage in Rhinebeck, NY
It was perfect!! Just as described and we loved the whole place - the town is adorable too. Melissa was so helpful with great recommendations and we’ll definitely be back!

Be in Nature at this Gorgeous Riverfront Cabin
A lovely home with beautiful views of the surrounding woods from each room. Very clean, modern, and comfortable with a well stocked kitchen. Mark provided detailed and useful info on the place and the surrounding area. A great spot if you’re looking for some peace and quiet close to all the local attractions of the Hudson Valley.

Little Yellow Cottage New Paltz - Kitchen wash/dry
If you’re reading reviews to determine if you should book this bnb, BOOK IT! The cottage is tucked away in the corner of the property surrounded by lush trees, leaving you with a gorgeous view, but easy to find when walking up. You’re not far from small towns with shops and restaurants, breweries with mountain view’s, and many hiking spots. We are already planning our next trip!

Creekfront Cottage between Phoenicia & Hunter Mtn.
We were expecting a peaceful, rustic, laid-back experience, and that's just what we got...and more. The cottage is situated in a lovely setting surrounded by trees, right at the edge of a picturesque brook. The inside was all we could ask for and more. So inviting and clean. Oozing warmth and charm. Every time we needed something, we could find it already supplied. The hosts clearly have thought of everything. We also loved the surrounding area. We spent lots of time in local eateries, checking out the nearby towns, and visiting the dozens of antique shops nearby. We had a wonderful time.

Lakefront peaceful getaway cottage
What a wonderful and peaceful location! Doreen was very responsive and exceptionally helpful. The pictures are spot with a very clean and well stocked home. Amazing views from the bedroom and second floor deck. Amazing place to fish, kayak, and just enjoy the scenery! Enjoyed hiking nearby, great food in the area and a very scenic location to relax.

Country Cottage in Goshen
Such a sweet cottage with great decor and beautiful kitchen + nice quiet outdoor area. Lovely to go to with your mate. We felt right at home here!

Beautiful cottage at the foot of the Birkshires
Our extended family goes tent-camping in nearby Taconic State Park. We enjoy the campsite during the day but repair to this sweet, charming house nearby to sleep. It’s clean and comfy and within one minute of the campsite. This house let us enjoy the best of both worlds. Thank you for a lovely weekend.
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