Vacation rentals in Pittstown

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Top-rated vacation rentals in Pittstown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Cabin in East Nassau

Fall Foliage Luxury Cabin & View Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!

LocationFamilyGetting around

4.97 out of 5 average rating, 110 reviews

Top guest favorite

A historic brick house is showcased, featuring two distinct sections with green shutters and a vibrant red door. Surrounding trees display autumn foliage in shades of orange and yellow. A well-maintained lawn and a pathway are visible in the foreground, enhancing the property's inviting curb appeal.

Apartment in Clifton Park

The Old Canal House at Halfmoon

Located in a 200-year old historic brick house, the guest apartment is fully furnished and all windows face the Mohawk River and a scenic walk path. Nearby Kayak rental is available. We are located a few minutes’ drive from The Klam'er Tavern and Marina and about 30 minutes from Saratoga Springs and Albany, where art performances, concerts and dining experiences await you. At all times, you can enjoy the view on the river from your own private patio or the warmth of the fire pit in the yard.

FamilyValueView

4.98 out of 5 average rating, 117 reviews

Guest favorite

A well-appointed bedroom features a spacious bed with soft linens, accented by a decorative headboard. A cozy armchair and a small desk offer comfortable seating options. Natural light enters through a large window draped with light pink curtains, enhancing the relaxed atmosphere.

Home in Cropseyville

Grey House

Nestled in the beautiful hills of Grafton New York Greyhouse welcomes you. Grey house is a one story home that has been completely renovated with your comfort in mind. Adjacent to Greywacke Meadows. The 3 bedrooms are attractive and comfortable and sleep up-to six guests. Master bedroom has a private bathroom and a main bathroom is centrally located. Not wheelchair accessible at this time as there are stairs into the house. Multi level porches and a large patio with seating areas.

ValueLocationNearby

4.98 out of 5 average rating, 40 reviews

Guest favorite

The entrance to a Hobbit house is framed by lush greenery and natural stone. A curved, grassy roof merges with the surrounding trees, while a stone pathway leads to the large wooden door. Decorative lanterns are positioned above the entrance, enhancing the rustic charm.

Earthen home in West Sand Lake

The Hobbit House at June Farms

Watch June Farms on Amazon Prime Video! Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Highland cows, spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

FamilyLocationParking

4.97 out of 5 average rating, 256 reviews

Guest favorite

The unique dome-shaped structure is composed of iron and cement, surrounded by lush greenery. Large windows create a bright and airy atmosphere, while the greenhouse-style addition at the front enhances the connection to nature.

Dome in Bennington

5BR Rustic Mountain Sanctuary Dome Home

Find connection in this secluded mountainous retreat. Enmeshed in the natural landscape, this space is only accessible via unpaved roads. Even the journey here is part of the adventure. *4WD & Snowtires are needed during winter & early spring due to the possibility of snow or mud* This property requires a lot of upkeep and the steward will likely be onsite during your stay, however the whole house will be exclusively reserved for your booking. This space will rejuvenate & inspire

LocationFamilyAir conditioning

4.94 out of 5 average rating, 139 reviews

Top guest favorite

A spa-like ensuite bathroom features a freestanding soaking tub and a rainfall showerhead. Large windows offer views of the surrounding countryside, while potted plants add a touch of greenery. Neutral tiles and a hexagonal floor complete the serene atmosphere.

Barn in Troy

Tranquil Retreat for Horse Lovers

Set on 38 acres, the home is influenced by Irish equestrians. Its owner Kelli spent time learning from some of the best horseman in Ireland who resided in their own “Hunt Box”or small living quarters connected directly to the barn. The large floor to ceiling windows allow you to experience watching the horses in their natural state. The space provides guests with the small, simple and beautiful moments of being an equestrian. This is an unforgettable experience like no other.

FamilyLocationHospitality

4.94 out of 5 average rating, 88 reviews

Top guest favorite

The exterior of the Sunburst House showcases a classic Greek Revival design with white siding and intricate details. Spacious porches line the front and side, inviting relaxation. Surrounding lush greenery enhances the peaceful environment, while multiple windows allow natural light to flood the interior.

Home in Town of Hoosick

Exceptionally beautiful, spacious country home

The beautiful Sunburst house, which dates to the 1870s, has been fully modernized while still retaining its exceptional architectural details. The rooms are spacious, cozy and inviting and contain a charming mix of contemporary and antique furniture and decorations. Surrounded by multiple barns and 200 acres of fields and woods, the views from the hillsides behind the house are outstanding. Guests will enjoy the privacy and peace of living close to nature.

ValueLocationPets

5.0 out of 5 average rating, 44 reviews

Guest favorite

A group of twelve alpacas stands in a lush outdoor setting, showcasing various colors including white, brown, black, and grey. A wooden structure is visible in the background, surrounded by greenery and fencing.

Farm stay in Buskirk

Airbnb @ Sweet & Savory Farmette

Welcome to the AirBnB situated on a small working farm. You are welcome to tour the grounds to say hello to all the animals. This place is for the birds! No really you will enjoy watching chickens, ducks, emus, geese, guinea fowl, and peafowl. The farm is also home to a herd of beautiful alpaca and resident llama, curious goats, and barn cats. There are working livestock guardian dogs who watch over the herd who will greet you from behind the fence.

FamilyValueHeating

4.92 out of 5 average rating, 368 reviews

Top guest favorite

A spacious canvas tent is shown, featuring a queen-sized mattress with natural linens. Two rustic wooden chairs are positioned outside on the wooden deck, with a small table nearby. Natural light enters through the tent's entrance, illuminating the cozy interior.

Farm stay in Johnsonville

Overlook at Graceful Acres Farmstay

Enjoy the grace of a historic family farm in the heart of eastern NY. Let the cool, fresh air and sounds of the outdoors start your day. Fill your time with a hike across our 440 acre farm then spend time with the animals and learn more about regenerative farming during a scheduled farm tour. Graceful Acres Farmstay is situated an hour south of the Adirondack State Park and within 35 minutes of Saratoga Springs, Albany, Troy, NY and Bennington, VT.

ValueFamilyAmenities

4.98 out of 5 average rating, 360 reviews

Top guest favorite

The spacious bedroom features a king bed adorned with a dark blue throw and neatly arranged towels. Soft lighting is provided by bedside lamps on each side of the bed, while a plant adds a touch of greenery. Two landscape artwork pieces hang above the bed.

Townhouse in Clifton Park

Cozy Stay – King Bed, Soaking Tub & Fire Pit

Cozy winter reset in Clifton Park—perfectly located for easy trips to Saratoga Springs, Albany, Troy, and Schenectady. Sink into a plush king bed, unwind in the soaking tub, and end the day by the fire pit under string lights. Whether you’re here for a quiet getaway, work trip, or a longer stay, you’ll have comfort, privacy, and the space to truly relax. Outdoor movie screen: “available weather-permitting” + two 65" TV indoors for winter nights.

LocationFamilyAccuracy

5.0 out of 5 average rating, 279 reviews

Guest favorite

A spacious log cabin features a warm wooden exterior with stone accents. A broad deck with railings surrounds the front entrance, while a gravel pathway leads up to the cabin. Nearby, a manicured lawn and landscaped rocks provide a natural setting.

Cabin in Melrose

Unique Log Cabin on the Hudson-Minutes to Saratoga

This spacious, rustic, custom log cabin has everything you need for the perfect getaway. Large gas fireplace, custom furnishings, smart TVs in each bedroom, upgraded WiFi, new municipal water. Ping pong table, indoor shuffle board and corn hole in the basement area! Outdoors there are 4 kayaks for your use, a fire pit and bocce balls. Phenomenal fishing at the shoreline or from a kayak. Largemouth Bass, Striped Bass, Smallmouth Bass and more!

LocationFamilyAmenities

4.9 out of 5 average rating, 116 reviews

Top guest favorite

A hammock is suspended between two large trees, offering a serene spot to relax by the water. Below, colorful kayaks rest on the grassy shore, framing the edge of Glass Lake, which reflects the surrounding greenery and blue sky.

Home in Averill Park

Lake House in Averill Park, NY

Our lake house is on Glass Lake in Averill Park, NY. In case you want to venture off, it is close to Saratoga (race season!), the Berkshires MA, Albany NY, and Vermont. Incredibly private with spacious property. Our lake house is great for families with kids and couples, and handicap accessible. It is great for any season (leaves, skiing, fishing, swimming). Kayaks, row boat.....and the lake!! Booking guest must be at least 25 years old.

ValueFamilyHospitality

4.97 out of 5 average rating, 203 reviews