
Vacation rentals with lake access in Pittsfield
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Top-rated lake access rentals in Pittsfield
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Lake access house rentals

Lake front retreat - Stylish Berkshire home
We loved our stay at this lakeside cottage! Quick 12 minute drive to Otis Ridge for skiing. Elle was super responsive. The house fit all our needs for two families with young kids - great space for hanging out, lots of perks for the kids, the ping pong table was a hit. We’d love to stay here again in warmer weather.

Cozy Lakefront House close to Ski Mountains
Wonderful, attentive, and responsive hosts! Their home is in a beautiful location, with views of/ access to the lake. We would love to come back.

Modern 4 season lakefront rental
An amazing house for a family stay in the Catskills area. Antonia has designed a beautiful home, with so many unique retro nods and details. The basement is an awesome additional space for everyone to hang out in. The backyard set up is also great- with easy access to the hot tub and a few steps to the lake. 15 min drive to great restaurants and things to do-Loved our stay here!

Twin Island Lake House • Hot Tub
Anne Marie's place was exactly what we were looking for! It is extremely well stocked, with everything you might need, from kitchen appliances, extra blankets, many towels, etc. The surroundings were gorgeous and the area is very quiet and peaceful. Anne Marie was friendly and very responsive, answering questions quickly and flexibly. We can't wait to come back!

Majestic lake front house
This really was a perfect stay with an incredible view! We had an amazing stay at this Airbnb! The view was absolutely breathtaking, just as shown in the pictures. The bed was incredibly comfortable, and we felt right at home from the moment we arrived. The kitchen was spacious and well-equipped, making it easy to prepare meals. Everything was exactly as described, and we couldn’t have asked for a better experience. Highly recommend!

Pet Friendly Lake House
We loved Nathania's house! The views were beautiful! It was a great house to have local family over for a gathering (which was the purpose of our visit). We had some snow and ice during our stay, but Nathania and her husband were unexpectedly there, and ensured the snow and ice was dealt with the best they could. We definitely hope to rent again!

Lakefront Cottage on Private Beach
Daphne is a thoughtful and wonderful host. The property was clean, comfortable and very well appointed with everything I would need, especially in the kitchen. I highly recommend this 5-star property. It is quiet, peaceful and full of nature everywhere the eye can see.

Lakeside 3-BR Berkshires Residence
I had an amazing stay at this house! The place was spotless and had everything I needed, including pots and pans for cooking, which made it easy to feel right at home. The rooms were spacious, nicely decorated, and very comfortable. One of the highlights was definitely the jacuzzi—it was the perfect way to relax and unwind. Overall, a beautiful home with great amenities. I’d absolutely stay here again!
Lake access apartment rentals

Cozy Canal-Side Apartment
Such a gem of an airbnb! Was simply amazed at how well done everything in the apartment was and how beautifully decorated. You walk in and instantly feel at home and lucky that this is a space you can spend time! The apartment was super spacious, beds really comfortable, exceptionally clean, and had every item you would need for a short or long stay. The hosts were excellent communicators and super helpful with any questions I had regarding the area. Loved being a short drive to Albany and Troy as well as a short walk to Peebles State Park that had an awesome trail! I highly recommend this airbnb and hope to stay again!

Globetrotter Retreat too - Minutes to the Mountain
Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.

A Place to Relax
This is a great place for vacation stay - clean and well maintained. Close to a lot of places, attractions, malls, and a variety of restaurants in the area. Joe is a great host - helped us with check in and made sure we are comfortable. We highly recommend!

Hudson River Beach House
This was the perfect spot and location for a getaway with my girlfriend. The unit is beautiful, clean and you can’t beat the view of the Hudson.

Gateway to the Berkshires
Very cute little place to stay and have a cozy weekend. Definitely recommend Campbell’s Falls (A hike John recommended to us)

Captain's Quarters at Mickey's Marina
Great stay in a beautiful location. Plenty of space for guests. Host was responsive and provided good recommendations for food/restaurantants.

Sunny Duplex at the old boarding house
The place was wonderful. Very charming and homey, spotless with all the amenities and conveniences you could need. The information included in Joe’s binder gave great recommendations for meals and attractions within easy driving distance. We had never traveled to that area before and found the local scenery beautiful. Thanks for a lovely experience!

Saratoga Lakeside Retreat #1
Paul’s place is exactly, if not better, than the pictures. Everything in the unit seems new, including appliances, decor, furniture, etc. The A/C units also were new and worked very well. His communication and flexibility really went above and beyond. I already have recommended this location to friends who are local to the area (like I am) and just want to get away on the lake. Would visit here again!
Lake access cottage rentals

Berkshires Cottage by Lake. Year Round Adventures.
loved this cozy cabin for a snowed in weekend. the setting is beautiful and the house is completely stocked with everything you could need for quiet time with family. we came with two small kids and it was well suited for them. hoping to come back in the summer to enjoy the lake. thanks Scott for being such a phenomenal and responsive host amid the crazy snow storm.

Huge Lakefront, Cozy Private Cottage in Upstate NY
I can’t say enough positive things about Daniel’s place. The setting was beautiful and serene; It was so quiet and peaceful we almost felt like it was our own private lake! The house was lovely and so tastefully and uniquely decorated. All the windows gave a constant view of the lake. There are many quaint towns to explore within a 30 minute drive, but you may want to spend most of your time enjoying the lake and kayak. We hope to return in the summer.

Cozy Cottage in the Berkshires
Staying at Sonya’s house was an amazing experience! The house is very clean, updated, quiet and had everything we needed! I highly recommend staying at the cottage on the lake. The porch was an extra spot that the sun shined all day! It truly was a beautiful weekend!

Lake Escape: Lakefront Cottage in the Berkshires
My husband and I had a wonderful stay. The cottage was clean and comfortable. The hosts thought of everything and made us feel right at home. We could not have been more pleased and would highly recommend this property.

4 Kayaks Fire Pit & Lake Views from Hot Tub
This house is gorgeous right on the lake in the winter was so beautiful. The home was clean and had everything you needed. Absolutely loved Catherine’s guidebook so well written and amazing communication. I would recommend this stay for anyone who loves a staycation!! Thank you for an amazing weekend! 💕

Saratoga Lake 4 season 2Bd Track,Casino,SPAC,Golf
Exactly as it was described and pictured. Absolutely loved the fireplace! Extremely cozy. Very lovely location with very close access to the lake. We thoroughly enjoyed our stay!

Calf's Lakeside Cottage
We were staying at Maria's for our daughter's wedding. Not the most relaxing of events but Maria's was our home base and peaceful tranquility. We wanted for nothing as it was all provided for us with her accommodations that felt like home.

Crooked Lake Cabin
Stayed with my husband and two kids, ages 4 and 1. This place was perfect for us, and the children really enjoyed it because there were games for them to play and plenty of room to crawl around! The cabin itself is something like 750 sq feet but feels so spacious. We never felt cramped and had plenty of room to relax. All necessities were included as well as some extras like laundry detergent, aluminum foil for cooking, even cooking oil and seasonings. That’s not something I’ve typically seen in homes we’ve rented before. What absolutely impressed us were the views. We loved how there are no street lamps. After dark it feels like you really are out in the middle of nowhere, but you actually have so many restaurants and activities within a very short driving distance. Andrew was also a very welcoming host. I messaged him during our stay twice and had responses from him within minutes. I’m so glad we found this cabin and wish we find our way back to it someday!
Quick stats about vacation rentals with lake access in Pittsfield
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Six Flags New England
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Norman Rockwell Museum
- Naumkeag
- Bright Nights at Forest Park
- Peebles Island State Park
- Northern Cross Vineyard