Woodstock vacation rentals

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Discover a selection of 16 homes and other vacation rentals in Woodstock that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, including parking and a TV. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Welcome to Woodstock - no, not that Woodstock

Any town whose main highlight is a small pond is bound to be charming. That’s the story in Woodstock, a delightful, rural area that shares a name with the famous concert site. This Woodstock, however, is known as the home of the very last crank phone in existence. It’s a dream for anyone who loves and appreciates all things—and we do mean all things—winter. Booking a Woodstock vacation rental is likely to put you in the center of a snow mound, a ski slope, or a snowmobile trail. If you arrive in the summer, you can languish pond-side and soak up the sunshine.

Home of the world's last hand-crank phone

Add this to your quirky attractions file. Those who appreciate the unusual may book a Woodstock vacation rental solely to see the sculpture of the 14-foot candlestick phone located in Remembrance Park. It was designed in honor of the old-school hand-crank phone system, which locals used until 1983. You can also delve into the area’s history thanks to the Woodstock Historical Society, which runs the Woodstock Museum. It’s filled with everything from ancient signs and vintage bicycles to old town photographs and artifacts.

And the sky is a hazy shade of winter

There are definitely 4 distinctive seasons in Woodstock. The predominant 1 is winter, only because snow falls with such ferocity every year. The city’s average snowfall is a whopping 76 inches. That said, you can enjoy your Woodstock vacation rental on a sunny day, too—it shines year round, and summer offers pleasant highs of at least 77 degrees. Those temperatures drop quickly in late September, providing that typical early evening breeze. Springtime is a considerably rainy period, with averages of around 44 inches.

In the north, the black bear beckons

Bryant Pond is the sparkling gem of Woodstock. It feeds into the Little Androscoggin River, but the beauty of this sweet spot is in its quiet tranquility. At the northwest end of town is the aptly named North Pond, where breathtaking views of Moody Mountain can be seen for miles. There are other mountains in Woodstock, too—smaller, humbler hills like Mollyockett, Whitman, and Spruce. Part of the county is home to Umbagog National Wildlife Refuge, about an hour north, where an intriguing mix of marine life and wildlife reside. Keep your eyes open for those black bears.

Transportation to and around Woodstock

The nearest airport is in Auburn, ME (LEW-Auburn - Lewiston Municipal), located 28.8 mi (46.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 33.3 mi (53.6 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Woodstock?

Houses are the most popular kind of vacation rental in Woodstock, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in loads of shapes and sizes. Browse our options to find your perfect fit.

How much does it cost to rent a vacation rental in Woodstock?

Property type, length of stay and time of year are some of the things that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect escape. From cozy country cottages to plush villas, all Vrbo vacation rentals provide amazing value.

How much does it cost to rent a beach house in Woodstock?

Prices for beach houses in Woodstock can vary depending on the style and size of the property and time of year you're traveling. Just enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use our filter tool to tailor your search by nearby activities, ratings, amenities and more.

Are there pet-friendly vacation rentals in Woodstock?

Yes. Pick from 30 vacation homes that roll out the welcome mat in Woodstock on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a property where your pooch can get in on the family fun.

Can I rent a house with a pool in Woodstock?

Add an extra element of fun to your adventure by booking your crew into one of the two houses with a private pool in Woodstock. Use our search filter to find properties with pools on Vrbo, then spend your days splashing and playing in a swimming pool that's just for you.

What are popular rental amenities in Woodstock?

A sauna, a fireplace and a chef are rated the most popular rental amenities in Woodstock. Whether you're traveling on your own, with your spouse or a group of family members, Vrbo will help you find a vacation rental that matches your style with a load of extras you'll love.

Are there large group vacation rentals in Woodstock?

Woodstock has 11 vacation rentals that can cater to 10 or more people. These stays come with all the space you need to enjoy good times with your favorite people.

Are there vacation rentals in Woodstock that welcome kids?

Bring the whole family together for an unforgettable adventure in Woodstock at one of our 30 family-friendly properties. These stays feature conveniences that are suitable for getaways with youngsters, including kitchens, extra bedrooms and pools. Just click on the "Properties good for families" filter and pick your favorite.

What are the top attractions for families in Woodstock?

There's no room for boredom during your Woodstock vacation with these family-friendly attractions to explore:

  • Shagg Pond
  • Concord Pond

Can I find two-bedroom vacation rentals in Woodstock?

Woodstock has seven two-bedroom vacation rentals for you to select from. Book a vacation home with all the privacy and comfort you want at a price you'll love on Vrbo.

Are there vacation rentals with WiFi in Woodstock?

You'll have a choice of six vacation rentals with WiFi in Woodstock. If you want to disconnect from the world while on vacation, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Woodstock?

Woodstock has 10 vacation rentals where you can relax and recharge in air-conditioned comfort. To book a property on Vrbo offering this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.

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