
Vacation rentals with lake access in Pittsfield
Find and book unique lake access rentals on Airbnb
Top-rated lake access rentals in Pittsfield
Guests agree: these lake access rentals are highly rated for location, cleanliness, and more.

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
Nature is calling! And so is the opportunity to stay at a cozy, secluded property near the lake, skiing, hiking, and so much more! Welcome to Cabin on Hillside, a peaceful retreat from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Cozy Catskill Cottage
Kick back and relax in this serene and stylish mid-century cottage. Perched atop a knoll and shaded by a giant oak, the enchanting property hosts a juniper grove, apple trees, wildflowers, wild raspberries and blackberries. The backyard oasis consists of a gravel picnic area, patio, firepit flanked by Adirondack chairs and ample grassland for yard games. Have your morning coffee on the front porch rocking chairs and take in the surroundings. This is a quiet place to relax, no parties please :)

Berkshire Lake- Modern and Updated-close to skiing
Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

Stockade Apt w/ Garden & River access
Newly renovated historic Stockade 2nd -floor apartment offers the best in amenities. Gorgeous hard floors. Plenty of natural light, with stunning views of landscaped yard. Access to Mohawk River (and bike path) via private dock with provided kayaks,m & bikes. Beautiful large yard offers a true oasis in the city with a fire pit, grill, koi pond, and patio. Walking distance to the best of downtown Schenectady, Rivers Casino, and just 1 block to bus line. Easy access to I-890 and Amtrak station.

Renovated historic home, walk to Hudson River!
Escape from NYC and enjoy a slower pace in this bright and spacious historic home, just a short walk to the Hudson River where you can sit by the water, enjoy a picnic, or kayak. This home is made for entertaining and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). There is a little view of the river from the backyard where you can also build a fire. 1 queen bed, 1 full bed and one full air mattress also available.

Cozy Cottage in the Berkshires
Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.

The Writer's Cottage
The Writer's Cottage is a tiny white house on a country road; vintage, complete, and inspiring. Built in the nineteenth century, it's perfect for a solo traveler or a pair of travelers exploring the Berkshires and the Hudson Valley. If you like rustic buildings, you'll be a fan of the cottage; it's an incredibly cozy time warp. Queen bed and living quarters downstairs; airy loft up a narrow set of enclosed stairs. There's an orchard and lawn with grill, hammock and ironwork table.

Lakefront escape w/ Breathtaking Bald Eagle Views
Wake up to bald eagles soaring past floor-to-ceiling windows in the lakefront great room. Relax by the fireplace or unwind in the cozy TV room. A spacious kitchen makes cooking easy. Upstairs: 4 bedrooms (2 king, 2 queen, all w/ desks) + 4 full baths (3 w/ showers, 1 w/ tub). Enjoy fast Wi-Fi, seasonal lake access, dock, and deck. Swim or kayak at your own risk (no guest boats at dock per insurance). Your lakeside getaway awaits! Airbnb has a strict NO Events policy which we follow.

The Hideaway Camp
The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can WFH or stream favorite shows.

Hudson River Beach House
Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX(will consider pets.)(90 second walk through wooded path to lake)

Charming Lakefront Cabin with Hot Tub
Thoughtfully updated lakefront cabin, north of the Catskill mountains, in the Hudson Valley. Located inside the private, family-friendly Sleepy Hollow Lake community with guest access to pools, beach, tennis courts, & basketball (May-Sep). A peaceful retreat - come watch the hummingbirds from the porch or have your morning coffee looking out upon the lake! The cabin faces west over the lake so it's a wonderful spot to watch the sun set!
Popular amenities for Pittsfield lake access rentals
Lake access house rentals

Stunning Fall Views! Hot Tub/Movie Room/Game Room

Escape to Lakefront Leisure—Amazing views!

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Deluxe Mtn Loft, Oct leaves changing colors.

Lakefront +pets +skiing +bbq +firepit +games

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Rabbit Run in the heart of Stockbridge Village
Lake access apartment rentals

Writer/Reader Retreat: library, fireplace, study

Zen River Studio

Hip Warren Street Apartment

Globetrotter Retreat - Minutes to the Mountain

A Place to Relax

The Perfect Place

Gateway to the Berkshires

Enjoy every season the Berkshires have to offer.
Lake access cottage rentals

Plan your Berkshires by the lake

Kayak, pet a Highland cow, have dinner in Hudson!

Hook, Wine and Sinker!

Waterlily Lakehouse - Modern+Waterfront+Retreat

Kayaks and Colors-Lakefront Leaf Peepers' Retreat

Hudson Lake Resort: MV Buren Cottage III

Emerald Cottage @Harriman Reservoir

Hot Tub w/ Foliage Lake Views, Fire Pit & Kayaks
When is the best time to visit Pittsfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$63,391 GYD | G$64,855 GYD | G$38,286 GYD | G$38,286 GYD | G$43,934 GYD | G$48,746 GYD | G$56,696 GYD | G$53,767 GYD | G$62,763 GYD | G$61,508 GYD | G$63,809 GYD | G$62,763 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about vacation rentals with lake access in Pittsfield

Total vacation rentals
Explore 30 vacation rentals in Pittsfield

Nightly prices starting at
Pittsfield vacation rentals start at G$25,105 GYD per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Pittsfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pittsfield rentals

5 Average rating
Pittsfield stays are highly rated by guests—averaging 5 out of 5!
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- Rentals with lake access Berkshire County
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- Rentals with lake access United States
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