Woodstock vacation rentals

We found 401 vacation rentals — enter your dates for availability

Nestled in the heart of Maine, Woodstock enchants visitors with its majestic mountains, stunning lakes, and cascading waterfalls that invite adventure and relaxation alike. This charming village offers a plethora of outdoor activities, from exhilarating skiing at nearby slopes to serene strolls through Woodstock Waterfall Park. Ideal for families and groups, you'll find cozy cabins and inviting cottages that provide the perfect home base to unwind and create lasting memories, all while enjoying the comforts of a vacation rental.

Holiday rentals with weekly discounts - Woodstock

Showing deals for:Dec 11 - Dec 18

Outdoor dining
Private kitchen
Exterior
Living area
Exceptional
(52 reviews)

Comfortable four season Chalet minutes to all amenities

Bethel

8% off
$232
$1,621 for 7 nights
All fees included
Comfortable four season Chalet minutes to all amenities
Exterior
Living area
Exterior
Living area
Exceptional
(33 reviews)

Authentic Log Home -Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Greenwood

17% off
$386
$2,701 for 7 nights
All fees included
Authentic Log Home -Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River
Exterior
Property grounds
Private kitchen
Living area
Exceptional
(10 reviews)

Lovely 3-bedroom chalet in Bethel with hot tub

Bethel

8% off
$401
$2,806 for 7 nights
All fees included
Lovely 3-bedroom chalet in Bethel with hot tub
Open living space with vaulted ceilings, leather sofa, arm chairs, big screen TV
View from the kitchen, overlooking the dining area & living room, lots of space
Main floor King bedroom, with private bathroom, big screen TV, & closet storage
Eat in kitchen, all new appliances, and everything you'll need to prepare a meal
Exceptional
(15 reviews)

Epic mountain views, Hot tub and Game room

Bethel

8% off
$522
$3,656 for 7 nights
All fees included
Epic mountain views, Hot tub and Game room
Exterior
Property grounds
Interior
Property grounds
Exceptional
(17 reviews)

Fall Foliage in the Treetops! Awesome 5-Star Luxury Treehouse in the Mountains

Rumford

26% off
$420
$2,941 for 7 nights
All fees included
Fall Foliage in the Treetops! Awesome 5-Star Luxury Treehouse in the Mountains
Dining area into kitchen
Private rear yard
Front from road with ample parking
Front
Exceptional
(44 reviews)

Beautiful Bethel Home, Sunday River, Sleeps 12

Bethel

16% off
$413
$2,890 for 7 nights
All fees included
Beautiful Bethel Home, Sunday River, Sleeps 12
Entrance and mud room.
Sunrise from the deck overlooking the backyard and dock.
Well equipped kitchen and dining area.
Open concept living room and kitchen is ideal for making family memories.
Exceptional
(14 reviews)

Secluded Waterfront Cabin on North Pond. 30 Minutes to Skiing.

Norway

8% off
$266
$1,860 for 7 nights
All fees included
Secluded Waterfront Cabin on North Pond. 30 Minutes to Skiing.
Interior
Exterior
Dining
Room
Exceptional
(25 reviews)

Skiing, snowshoeing, snowmobile/ATV trails, hunting, hiking and kayaking

Rumford

8% off
$269
$1,882 for 7 nights
All fees included
Skiing, snowshoeing, snowmobile/ATV trails, hunting, hiking and kayaking
Private kitchen
Living area
Trout in the pond !  NO fishing but you can feed them ! (trout food)
Exceptional
(24 reviews)

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)

Bethel

7% off
$244
$1,709 for 7 nights
All fees included
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
Living area
The living room is the heart of the home with its cozy sofas and open layout
The kitchen comes fully equipped with everything you need to make homemade meals
Outdoor dining
Exceptional
(16 reviews)

Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River

Bethel

12% off
$338
$2,367 for 7 nights
All fees included
Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River
Room
Terrace/patio
Dining
Living area
Exceptional
(6 reviews)

Sunday River House~HTub~Firepit~Wood Stove~Gondola~Move Rm~Amazing Views~Dogs Ok

Bryant Pond

8% off
$585
$4,097 for 7 nights
All fees included
Sunday River House~HTub~Firepit~Wood Stove~Gondola~Move Rm~Amazing Views~Dogs Ok
Log home interior with a great room, open floor plan.
House is very private and just steps from water's edge.
Enjoy s'mores at night at the fire pit (Not available in winter).
Log Home overlooking frozen pond.
Exceptional
(150 reviews)

Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski

Waterford

8% off
$283
$1,978 for 7 nights
All fees included
Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski
Terrace/patio
Living room.
Master bedroom with an attached half bath, and a washer/dryer.
Interior
Exceptional
(23 reviews)

Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

Rumford

12% off
$217
$1,519 for 7 nights
All fees included
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
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Find out more about Woodstock

Why visit Woodstock

  • Outdoor Adventures: Experience thrilling activities like skiing, hiking, and exploring beautiful lakes and waterfalls.
  • Scenic Beauty: Enjoy breathtaking landscapes, with the charm of Woodstock nestled between New Hampshire and New York.
  • Cozy Accommodations: Choose from charming cabins, private vacation homes, or the welcoming Woodstock Inn for a perfect getaway.
  • Friendly Locals: Experience warm hospitality from the welcoming community, enhancing your vacation experience.
  • Memorable Activities: Engage in outdoor fun suitable for families, friends, and couples, ensuring lasting memories.

Popular types of accommodation in Woodstock

If you’re exploring accommodations in Woodstock, you’re in for a treat. The most popular options include Houses, charming Cabins, and cozy Cottages. Whether you’re looking for a rustic cabin rental, a welcoming hostel, or a relaxing stay at Woodstock Inn, we’ve got the perfect spot for you. Enjoy the beauty of Woodstock while finding the ideal home away from home.

  • Houses: The top choice for visitors to Woodstock, these homes offer spacious accommodations ideal for families, friends, or couples looking for comfort and privacy.
  • Cabins: A close second, cabins provide a rustic charm and are perfect for nature enthusiasts seeking a cozy retreat in the woods.
  • Cottages: These quaint and charming residences are the third most popular, offering a warm and inviting atmosphere for a relaxing getaway.
  • Chalets: Known for their unique architecture, chalets provide a picturesque setting for those wanting a blend of comfort and style.
  • Condos: Rounding out the list, condos are a convenient option for travelers looking for modern amenities and easy access to local attractions.**

Top attractions in and around Woodstock

Woodstock, Maine, is a fantastic destination for outdoor enthusiasts, offering a perfect blend of adventure and romance. Visitors can explore beautiful lakes, scenic waterfalls, and exhilarating ski resorts, making it ideal for those seeking breathtaking landscapes and thrilling activities. Whether you're traveling with family, friends, or a partner, Woodstock promises a memorable experience filled with natural beauty and outdoor fun.

  • Sunday River: A premier ski resort located 14 miles from Woodstock, Sunday River is perfect for skiing and outdoor adventures. With its stunning slopes and vibrant atmosphere, it attracts thrill-seekers and families alike, offering a range of winter sports and activities.
  • Shagg Pond: Nestled within Woodstock, Shagg Pond is a picturesque lake known for its serene beach and beautiful scenery. Ideal for romantic getaways or tranquil days outdoors, it's perfect for swimming, picnicking, and enjoying nature.
  • Snow Falls: Located 7 miles from Woodstock, Snow Falls is a breathtaking waterfall that offers adventure and romance. Surrounded by lush landscapes, it's a great spot for hiking, photography, or simply soaking in the beauty of nature.

Things to do recommended for couples

Looking for a romantic getaway in Woodstock, Maine? Enjoy skiing together at Mt. Abram or the adventurous slopes of Sunday River. For a cozy evening, catch a live show at 49 Franklin and immerse yourselves in the local entertainment vibe. Create unforgettable memories together.

Things to do recommended for families

Your family will love exploring the scenic beauty of the nearby White Mountain National Forest, perfect for hiking and picnicking. Don't miss the fun at the local blueberry farms, where you can pick fresh berries and enjoy tasty treats together.

Things to do recommended for groups

In Woodstock, groups can hike the scenic Bethel Pathway, play a round at the Sunday River Golf Club, or enjoy a performance at the Deertrees Theatre and Cultural Center. Each location offers unique outdoor adventures, sports, and cultural experiences for everyone to enjoy.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Woodstock

If you're traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Woodstock with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Woodstock with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Woodstock: For many families, a trip isn't truly finished without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Woodstock: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to enhance your search experience.

Where to stay in Woodstock

Woodstock, Maine, is a hidden gem perfect for outdoor enthusiasts seeking adventure. Nestled near the stunning landscapes of New Hampshire and the scenic beauty of New York, this charming village offers cozy cottages and opportunities for skiing and exploration. Experience the warm hospitality of friendly locals while enjoying excursions that showcase the area's breathtaking scenery. Whether you're looking for a serene getaway or thrilling outdoor activities, Woodstock promises an unforgettable vacation experience.

  • Bethel: Bethel is a charming city located 9 miles from Woodstock, known for its thrilling outdoor activities and vibrant community. This picturesque town is a haven for adventure seekers, offering easy access to ski fields and resorts where you can hit the slopes during the winter months. In warmer weather, explore the stunning lakes and mountains that surround the area, perfect for hiking, fishing, and enjoying nature. Bethel's quaint downtown features local shops and eateries, adding to its inviting atmosphere, making it a delightful stop for both relaxation and adventure.
  • Bryant Pond: Nestled within the beauty of the Maine wilderness, Bryant Pond is the city where Woodstock resides, offering a unique blend of outdoor activities and serene landscapes. This area is ideal for those looking to immerse themselves in nature, with a strong focus on skiing and outdoor adventures. The nearby lakes and mountains provide ample opportunities for swimming, hiking, and enjoying the beach. Bryant Pond's welcoming environment and recreational facilities make it a perfect destination for families and outdoor enthusiasts alike, ensuring a memorable vacation experience.
  • Newry: Located 11 miles from Woodstock, Newry is a vibrant city that attracts travelers seeking both excitement and tranquility. Known for its excellent skiing options, this area features world-class ski fields and resorts, catering to winter sports enthusiasts of all levels. Beyond skiing, Newry is surrounded by magnificent mountains and serene lakes, offering year-round recreational opportunities such as hiking, mountain biking, and fishing. Visitors can enjoy the breathtaking natural beauty while also indulging in the local culture, making Newry a fantastic addition to your Maine vacation itinerary.

Best time to go to Woodstock

If you're planning a trip to Woodstock, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January, March and July, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January15.8°F (-9.0°C)Light RainMostly SunnySlightly HighSlightly High
February17.8°F (-7.9°C)Light RainMostly CloudySlightly LowSlightly High
March26.2°F (-3.2°C)Light RainMostly CloudySlightly HighAverage
April38.1°F (3.4°C)Light RainMostly CloudyAverageAverage
May51.6°F (10.9°C)Light RainMostly SunnyAverageSlightly Low
June59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
July66.0°F (18.9°C)Light RainMostly SunnySlightly HighAverage
August64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
September57.4°F (14.1°C)Light RainMostly SunnyAverageSlightly Low
October45.9°F (7.7°C)Light RainMostly SunnyAverageSlightly Low
November33.3°F (0.7°C)Light RainMostly SunnySlightly LowAverage
December23.5°F (-4.7°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travels? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking an extended stay to enjoy even greater savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy-to-use platform for organizing your travel plans. You can effortlessly create new trips, continue from where you last left off, or review and arrange your existing itineraries. Your saved or booked properties will be neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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?
The most sought-after types of vacation rentals in Woodstock are cabins. After something a little different? Vrbo has many options to match our guests' requirements, so you'll see vacation properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a vacation rental in Woodstock?
The average price for a vacation home in Woodstock can vary depending on factors such as property type, season and length of stay. Whether you're dreaming about a villa with space for extended family or a cozy cabin for just you and the kids, just enter your travel dates to find stays with terrific value.
How much does it cost to rent a beach house in Woodstock?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Enter your Woodstock travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to select the features and amenities you want.
Are there pet-friendly vacation rentals in Woodstock?
You're in luck! There are. You can pick from 33 vacation rentals that allow pets in Woodstock. Some of our pet-friendly vacation rentals come with an outdoor area for your four-legged fur baby to play in, dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Vrbo.
What are popular rental amenities in Woodstock?
The most popular rental amenities people search for in Woodstock are a garden, a sauna and a firepit. Whether you're traveling with your besties, family or even pets, Vrbo vacation homes include the best amenities for ultimate relaxation with your loved ones.
Are there large group vacation rentals in Woodstock?
Woodstock has 13 vacation homes that can fit 10 or more people. These properties come with the space and privacy you need to share good times with your favorite people.
Are there vacation rentals in Woodstock that welcome kids?
Bring the whole family together for a memorable adventure in Woodstock at one of our 32 family-friendly vacation homes. These stays offer conveniences that are great for getaways with children, like kitchens, bunk beds and swimming pools. Simply check the "Properties good for families" filter and book your favorite.
Can I find two-bedroom vacation rentals in Woodstock?
Woodstock has 10 two-bedroom vacation properties for you to select from. Discover a vacation home with all the space and comfort you want at a price that won't break the bank on Vrbo.
Are there vacation rentals with WiFi in Woodstock?
Take your pick of 11 vacation rentals with WiFi in Woodstock. If you'd like to disconnect from the world during your trip, but still want to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Woodstock?
Woodstock has 16 vacation rentals where you'll be able to wind down in air-conditioned comfort. To find a stay on Vrbo that offers this perk, enter your preferred travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Woodstock?
We advise checking with the Woodstock vacation rental you're looking at on Vrbo as the age limit varies. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Woodstock for?
It's down to the Woodstock property. To see all available options offering extended stays, just enter your travel dates and guest number into Vrbo. Look forward to having the place to yourself, along with amenities such as a kitchen, air conditioning and a backyard to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Woodstock?
Short stay or a well-deserved long vacation, Vrbo has some excellent value options in Woodstock that'll match your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or check out what's just been added with one of our newly listed homes. Whatever you're after, you'll find the perfect place to stay — at an affordable rate.

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