
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 had a wonderful long weekend at Elle’s house. The bedrooms and living spaces were thoughtfully laid out and decorated beautifully. A short drive to lots of little cafés and hiking trails. We appreciated the quiet solitude of this little getaway in the Berkshires, and the ping pong table too. We didn’t get to use the lake (snow in April!) but hope to return to try again!

Lake house retreat
The house is on a beautiful location on Ballston Lake. Super convenient for Saratoga and the whole region. Chris is a great host, incredibly kind, helpful and responsive. We had a great stay.

Wander Sleepy Hollow
We had a wonderful trip at this house! We were a group of 6 adults and 5 small children and it still felt very spacious. The house and view was beautiful. And the kitchen was stocked with everything we needed. The host was wonderful and even instacarted us paper towels when I asked if they had extra. The surrounding area is pretty quiet but we were 45 minutes from hunter mountain which wasn’t bad! Would visit again.

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.

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!

Berkshire Ski House on Lake Garfield W/HT By GB
This house was great for a winter weekend getaway! Great Barrington, Lenox, and Stockbridge are all adorable towns to visit and are a 15 - 30m drive away. The house itself was cozy and had all the amenities we needed. Shay was very responsive. Something to know about the area is that ride shares and cabs are hard to come by, so having a car that fit everyone we were traveling with was crucial for our group to get around town.

Lakefront cottage on burden lake in Averill park
Very peaceful! Space was comfortable and it was nice to have a relaxing getaway and take a step back from work. Can’t wait to book again in the summer and take full advantage of what the lake has to offer! Lauren was an excellent host and very communicative.

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!
Lake access apartment rentals

The love loft on the water/free parking downtown
Absolutely loved our stay at Baptiste’s place! Super walkable to lots of fun stores and restaurants. Highly recommend.

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!

Cozy Berkshire Waterfront Home
Can’t say enough good things about this find near Jiminy Peak in the Berkshires! Stayed for three nights while skiing two days over presidents weekend. Hosts were very thoughtful and flexible. Left cookies and s’mores kit which were a nice touch. During snowstorm steps to the unit and walking areas were kept shoveled and salted. For us and our two teenagers this offered the perfect alternative to pricey on mountain lodging and was only about a 13 minute drive. There was even a bonus game room which could probably serve as a small additional bedroom if someone had the need, it certainly has room for a twin air mattress. Our two kids shared the queen bed with minimal fighting, but that would’ve been our back up plan😂. Anyway, they were super responsive, check in and check out was easy and will certainly look to stay again if we get up there to ski again this year !

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
So peaceful. Clean and relaxing. I already recommended it to somebody.

The sweet place in the beautiful Berkshires!
The apartment was a perfect home base from which we hiked Mt. Greylock 3 days in a row. It was clean, had everything we needed to cook meals and the bed was super comfortable. I loved the extra ambiance from the electric fireplace in the living room. Teresa kindly showed us around upon check-in. Would definitely stay here again.

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.
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.

Lake Front Cottage with Sun Soaked Terraces
It's hard to beat a place like this if you are looking for a peaceful, quiet, and comfortable stay. The lakefront backyard with kayaks, fireplace, heated porch with swing, and amenities to meet any basic need, made this a wonderful base for our group of four adults, a child, and furry friend to explore the area. It's a beautiful country/lake side escape a short drive from a number of villages and towns providing great eats, good shopping, and sightseeing. Highly recommend.

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! 💕

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
- Mount Snow Ski Resort
- Zoom Flume
- Mohawk Mountain Ski Area
- John Boyd Thacher State Park
- Mount Sugarloaf State Reservation
- Norman Rockwell Museum
- Opus 40
- Mount Greylock Ski Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Bash Bish Falls State Park
- Otis Ridge
- Beartown State Forest
- Naumkeag
- Talcott Mountain State Park
- Bright Nights at Forest Park
- Berkshire Botanical Garden