Find Vacation Rentals in Keene, Cheshire County

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Popular Keene Vacation Rentals

Find the perfect Keene vacation rental

Cabin Keene
from $138 per night
Cabin ∙ 4 guests ∙ 3 bedrooms

93 m² Cabin

4.9
Outstanding(243 ratings)
Keene, Essex County, New York, United States
Vrbo
Details
Cabin Keene Valley
from $388 per night
Cabin ∙ 12 guests ∙ 5 bedrooms

316 m² Cabin

5.0
Outstanding(81 ratings)
Keene Valley, Keene, New York, United States
Vrbo
Details
Cabin Keene Valley
from $316 per night
4 guests ∙ 2 bedrooms

Cabin

5.0
Outstanding(79 ratings)
Keene Valley, Keene, New York, United States
Vrbo
Details
Farmhouse Keene Valley
from $314 per night
8 guests ∙ 3 bedrooms

Farmhouse

5.0
Outstanding(28 ratings)
Keene Valley, Keene, New York, United States
Vrbo
Details
House Keene
from $248 per night
7 guests ∙ 4 bedrooms

House

5.0
Outstanding(11 ratings)
Keene, Essex County, New York, United States
Vrbo
Details
Cabin Keene
from $321 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

185 m² Cabin

5.0
Outstanding(59 ratings)
Keene, Essex County, New York, United States
Vrbo
Details
Cottage Keene
from $141 per night
3 guests ∙ 1 bedroom

Cottage

4.9
Outstanding(160 ratings)
Keene, Essex County, New York, United States
Vrbo
Details
Cabin Keene
from $220 per night
Cabin ∙ 2 guests ∙ 1 bedroom

40 m² Cabin

5.0
Outstanding(8 ratings)
Keene, Essex County, New York, United States
Vrbo
Details
House Keene Valley
from $355 per night
House ∙ 6 guests ∙ 3 bedrooms

177 m² House

4.9
Outstanding(25 ratings)
Keene Valley, Keene, New York, United States
Vrbo
Details
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Cabins and Homes With Fireplaces

Cottage  Keene
from $993 per night
Cottage ∙ 10 guests ∙ 4 bedrooms

371 m² Cottage

Keene, Essex County, New York, United States
Fireplace
HomeToGo
Details
Bed and breakfast  Keene Valley
from $184 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Standard Room, 1 King Bed, Non Smoking (Terry)

4.7
Excellent(75 ratings)
Keene Valley, Keene, New York, United States
Fireplace
HomeToGo
Details
Bed and breakfast  Keene Valley
from $250 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Standard Room, 1 King Bed with Sofa bed, Non Smoking (Gothics)

4.7
Excellent(75 ratings)
Keene Valley, Keene, New York, United States
Fireplace
HomeToGo
Details
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Vacation rentals and apartments with air conditioning

Bed and breakfast  Keene Valley
from $276 per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom

King Suite

4.7
Excellent(35 ratings)
Keene Valley, Keene, New York, United States
Air conditioning
HomeToGo
Details
House  Keene
from $800 per night
House ∙ 10 guests ∙ 6 bedrooms

372 m² House

Keene, Essex County, New York, United States
Air conditioning
Vrbo
Details
House  Keene
from $274 per night
House ∙ 8 guests ∙ 4 bedrooms

125 m² House

5.0
Outstanding(3 ratings)
Keene, Essex County, New York, United States
Air conditioning
Vrbo
Details
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Vacation homes and rentals with a yard

Bed and breakfast  Keene
from $324 per night
Bed and breakfast ∙ 6 guests ∙ 3 bedrooms

Forest Suite - 2 OR 3 Rooms Bath

Keene, Essex County, New York, United States
Yard
Vrbo
Details
Bed and breakfast  Keene
from $331 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bark Eater Inn

Keene, Essex County, New York, United States
Yard
Vio.com
Details
Bed and breakfast  Keene Valley
from $196 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Trails End Inn

Keene Valley, Keene, New York, United States
Yard
Vio.com
Details
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Frequently Asked Questions

What is the price of vacation rentals in Keene?

You can book a vacation rental in Keene for as little as $125 per night.

Is there a wide selection of vacation rentals in Keene?

On tripping.com, you will find 129 available vacation rental offers in Keene.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Keene Information

About Keene

Situated in the Adirondack Park, Keene is a small town that’s home to the highest mountain in New York. The Adirondack Park is a state park comprised of more than 2.5 million public acres of Forest Preserve and another 3.4 million acres of privately owned land, towns, and villages. Keene houses two sites listed on the National Register of Historic Places and a handful of other significant historic attractions. The town is big on ecotourism, so if you visit, make sure you are ready for the great outdoors. You might even see some wildlife on your trip!

Things to do in Keene

At an elevation of 5,343 feet, Mount Marcy is New York’s highest peak. Fortunately for visitors to Keene, the mountain is also within the town’s limits. Head to the Van Hoevenberg Trail which starts at the Adirondack Lo, a historic lodge which sits on a protected area of over 700 acres near Heart Lake. From the trailhead to the summit of Mt. Marcy it’s a 7.4-mile hike, so remember to bring plenty of water and some snacks for your trek. It’s documented that Theodore Roosevelt, after learning that President William McKinley, who had recently been shot and was getting worse, hiked ten miles down the southwest face of the mountain to board the nearest train to return to Washington. On his way, he learned that McKinley had died, and so Roosevelt boarded the train to Buffalo to get sworn in as president. You can even hike the Roosevelt-Marcy Trail, named after him and his journey that day, on your mountain trek! Mountain bikers will love exploring all the trails Keene Valley has to offer. Try the extensive Van Hovenberg Mountain Biking Trail System. The Whiteface Mountain Bike Park is just a few miles from Keene and its 27 diverse downhill mountain biking trails are worth the visit. The Flume Trail System, located just 20 minutes away in Wilmington, boasts 8 miles of hiking, biking, and other recreational activities. The system is the first on forest preserve lands in the Adirondacks to allow mountain biking. It was designed to meet the specifications of the International Mountain Bicycling Association, and has trails rated as easy, moderate, and hard. If you love mountain biking, you have to check it out! Don’t forget to bring a few treasures home with you from your vacation. Stop in at Dartbrook Rustic Goods and pick up an antique canoe paddle, a sign from the Lake Placid Winter Olympics, or an Adirondack style chair for your home. You’ll find everything from deer antlers mounted on a plaque to old street signs, so if you’re an antique junkie, this place is for you. The Adirondack Attic has a similar vibe, with the added bonus of vintage clothing. Customers love the women’s section and the two rooms devoted to furniture and collectibles. When you’ve worked up an appetite searching through all the collectibles, head over to ADK Café where you can cozy up next to the fireplace and enjoy their chicken pot pie or lasagna, or sit outdoors on their front patio and sip on a handcrafted maple margarita. They also serve pies to go, so you can take it with you when you’re too full for dessert.

Day Trips from Keene

Just up the road, about a 20-minute drive, is Lake Placid, home of the 1932 and 1980 Winter Olympics. Take a day trip here and discover the village that housed elite athletes from 37 different nations in their quest for gold. It was in the 1980 Olympics where the inspiration for the movie “Miracle” took place; U.S. hockey unexpectedly beat the returning champions, the Soviet Union, during a time when cold war tensions were high. Check out the Lake Placid Olympic Museum and experience the excitement and history of the games. The museum offers exhibits dedicated to each host country and includes photographs, artifacts, and memorabilia from the games. See the equipment that the 1932 teams used in hockey games, bobsledding and speed skating. There’s even an exhibit where visitors can try their hand at curling! There’s so much more to do in Lake Placid before heading back to Keene; go skiing, snowshoeing, paddle boarding, or hiking in the Adirondacks. Or, simply wind down with a spa and massage day at one of the more than 20 spa and wellness centers in Lake Placid.

Keene Accommodations

Tripping.com offers many different types of vacation rentals in Keene. Choose a cozy, one-bedroom mountain cottage and enjoy a view of the Adirondacks from your window. Or, rent a multi-level townhouse in a central location within walking distance to shops, restaurants, and all the outdoor activities you can imagine.

Transportation in Keene

Fly into Plattsburgh International Airport and make the short, 50-minute drive to Keene. Or, try to find a less expensive flight into Burlington International Airport in Vermont and make the 2-hour drive to your accommodations A rental car is the best way to get from either airport to Keene, and you will need on during your stay since public transit is not an option in town. If you’re coming from New York, the Amtrak Adirondack is an easy option with an added bonus; the 6-hour trip was also named one of the Top 10 Most Scenic Train Rides in the World.

Where are travelers searching to stay Keene?

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