Vacation rentals with beach access in Stockbridge

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Popular amenities for Stockbridge beach access rentals

Apartment rentals with beach access

Top guest favorite
A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.
Apartment in Kingston
4.98 out of 5 average rating, 164 reviews

Lovely 1 bedroom apt. with free parking in Rondout

RenaRating, 5 stars2 weeks ago
Our second time at Chris’s place and we plan to keep coming back! Well appointed, clean and comfortable Chris thinks of everything including cold water in the fridge and furniture covers for our dogs. The place is charming and the location walkable to eateries and good coffee. Can’t recommend this place enough!
Guest favorite
A comfortable living area features a dark leather sofa with two accent pillows and a coffee table atop a patterned rug. A dining table with four chairs is positioned nearby, and natural light enters through a window dressed with light curtains. Wall decor includes vintage skis and decorative deer antlers.
Apartment in Wilmington
4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

XianlongRating, 5 stars2 months ago
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.
Guest favorite
A comfortable living space features a brown sofa with patterned cushions, a white coffee table, and a wall-mounted television. A small dining area with a wooden table and chairs is present. Light blue walls and a decorative mirror enhance the inviting atmosphere.
Apartment in Winsted
4.93 out of 5 average rating, 89 reviews

Getaway for a weekend! Close to Ski Sundown.

KimberlyRating, 5 stars1 week ago
Great stay, convenient location. Lots of food options in surrounding area. We enjoyed our stay very much.
Superhost
A spacious living area is presented with exposed wooden beams and wide pine floors. A comfortable couch faces a welcoming dining area, where a large table is set for meals. Sunlight streams through a window adorned with sheer curtains, enhancing the cozy ambiance.
Apartment in Ashfield
4.87 out of 5 average rating, 252 reviews

Zachariah House Main St. Ashfield

SophieRating, 5 stars2 weeks ago
Great location for exploring nearby towns like Northampton, Amherst, Shelburn falls. As Laura said, no cell service in this town but their WiFi worked great in the unit and it’s a quite peaceful area to stay. The home feels like a well maintained cabin. It’s rustic and cozy but you might find a spider in the shower. I did not find the beds very comfortable but otherwise had a very relaxing stay. Laura was a great host and very responsive
Top guest favorite
A charming Greek Revival farmhouse features a covered porch adorned with ferns and surrounded by lush greenery. The exterior showcases dark shutters and light green siding, framed by trees that provide shade and tranquility.
Apartment in Conway
4.99 out of 5 average rating, 95 reviews

House Above the Hollow

AnnaRating, 5 stars2 weeks ago
Meg’s place was truly amazing. The apartment itself was very well maintained, well-appointed, and Meg went out of her way to ask what kind of milk/creamer we liked with our coffee so that she had stocked in our fridge upon arrival. The property is stunning- from Meg’s flower beds to her gardens, to the open fields, to the bird feeds attracting the most beautiful birds, this property is truly serene and a place where we felt relaxed. Our visit was filled with hiking, biking, and exploring nearby towns (Northampton, Amherst, Hadley, etc.). Meg herself is an incredibly talented artist and has beautiful pottery she crafts in her studio located under the apartment. She was kind enough to show us the studio and sell us a couple of her beautiful vases which we know we’ll always think of our wonderful trip whenever we see them. Thanks for everything, Meg!
Top guest favorite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis
4.96 out of 5 average rating, 96 reviews

Enjoy every season the Berkshires have to offer.

MarieRating, 5 stars1 week ago
We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.
Guest favorite
A well-equipped kitchen showcases modern appliances, including a refrigerator and microwave. Gray cabinetry provides ample storage, while a small window allows natural light to brighten the space. Decorative items and a plant add a welcoming touch, complemented by a patterned mat on the floor.
Apartment in Catskill
4.84 out of 5 average rating, 161 reviews

The Hideaway|cozy studio in the heart of Catskill

TanyaRating, 5 stars2 weeks ago
Teneya’s place was clean, beautifully decorated, and cozy. Walking distance to the village of Catskill and a short drive from Kaaterskill Falls, which was the highlight of our trip! Teneya was quick to respond to our requests and very accommodating. Highly recommend.
Guest favorite
The exterior of the vintage duplex is highlighted by blue siding and white trim, featuring a welcoming porch adorned with colorful decorations. A spacious lawn surrounds the property, complemented by shrubs and greenery, providing a peaceful outdoor setting.
Apartment in New Lebanon
4.95 out of 5 average rating, 131 reviews

Sunny Duplex at the old boarding house

ScottRating, 5 stars11 months ago
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!

House rentals with beach access

Guest favorite
The exterior of the log cabin features natural wood siding and a stone chimney. An American flag hangs from the wall, and a wooden deck leads to the entrance. Surrounding greenery adds a touch of nature to the cozy setting.
Home in Copake
4.9 out of 5 average rating, 135 reviews

Modern, cozy log cabin in Copake

JayRating, 5 stars3 months ago
Our stay at Julia's home was perfect! We all felt right at home, our grand daughter had lots of books, which she loves and other kids toys. The log cabin was more beautiful than pictured and the claw foot tub in the upstairs suite was the icing on the cake.
Top guest favorite
A hot tub is positioned outdoors on a wooden deck, surrounded by tall trees. Fresh towels are neatly arranged on a small table nearby. The serene lake, framed by lush greenery, is visible in the background, indicating a peaceful outdoor retreat.
Home in Canaan
4.96 out of 5 average rating, 54 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

MusserRating, 5 stars1 week ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
Guest favorite
A bright dining area features a long white table surrounded by wooden chairs. Large glass doors open to a deck with river views. Sunlight fills the space, highlighting the clean lines of the cabinetry and décor in soft, neutral tones.
Home in Saugerties
4.92 out of 5 average rating, 154 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

BrianRating, 5 stars4 days ago
The place was clean and exactly as described. On the good weather days, it was nice to be close to some hikes and restaurants. On the rainy days, we enjoyed how cozy the space was.
Guest favorite
A charming three-story farmhouse is surrounded by lush greenery, featuring a welcoming front porch with seating. The design includes a shingled exterior and a pathway leading to the entrance, all set against a backdrop of vibrant trees.
Home in Sharon
4.91 out of 5 average rating, 188 reviews

Charming CT Country Farmhouse for group getaway

ChrisRating, 5 stars1 month ago
Such a fun old home, reminded my wife of the old farmhouse she grew up in. The location was perfect for our needs and there was enough space for everyone.
Guest favorite
A serene lakeside view is captured at sunset, with vibrant pink and purple hues reflecting over the calm water. Silhouetted trees frame the scene, and distant hills provide a tranquil backdrop to the picturesque landscape.
Home in Pine Plains
4.98 out of 5 average rating, 123 reviews

Twin Island Lake House • Hot Tub

KaiRating, 5 stars3 weeks ago
We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.
Superhost
A spacious living area is visible from above, featuring a tan leather couch, a gray armchair, and a brown coffee table. A woodburning stove is positioned against a dark tiled wall, with a Smart TV mounted nearby. Light pours in from adjacent windows, illuminating the area.
Home in Monterey
4.92 out of 5 average rating, 138 reviews

Berkshires Cottage | Trails & Water Nearby

Alexander St JulianRating, 5 stars4 months ago
Really great spot. Very quiet and peaceful.
Guest favorite
An inviting open-plan living and dining area features a large wooden table surrounded by stylish chairs. Floor-to-ceiling windows allow natural light to fill the space, highlighting vaulted wooden ceilings. A cozy seating arrangement with vibrant orange chairs is positioned near a decorative blue wall.
Home in Lee
4.96 out of 5 average rating, 23 reviews

Secluded Modern Lake House

Vanesa & JoeRating, 5 stars4 weeks ago
We spent a wonderful weekend celebrating my daughter's graduation with our family. The house is beautiful, and Lauren and Blake are extraordinary hosts. I totally recommend this house.
Top guest favorite
The living room features a high, vaulted ceiling with large, triangular windows allowing ample natural light. A brick fireplace serves as a focal point, surrounded by a wooden mantel and decorative plants. A dining table sits nearby, and hardwood flooring is complemented by colorful area rugs.
Home in Ashfield
5 out of 5 average rating, 117 reviews

Sunny Chalet Nestled in the Woods of Ashfield

GarryRating, 5 stars4 weeks ago
Loved our stay ... We had a nice family dinner , could sit out on deck and enjoy the gorgeous view and our meal and then were able to take a short hike up the back trails and enjoy the gardens and store .... Hannah was awesome and very responsive and checking in to make sure that we were all set .. Thank you so much for allowing us to stay and enjoy our stay. We had a perfect weekend. Thank you, Garry and Family

Quick stats about vacation rentals with beach access in Stockbridge

  • Total rentals

    10 properties

  • Nightly prices starting at

    R2,151 ZAR before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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