Woodstock holiday homes

We found 398 holiday rentals — enter your dates for availability

Discover a selection of 20 homes, 10 cabins and other holiday rentals in Woodstock that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include parking and a fireplace. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Woodstock

Showing deals for:19 Dec - 26 Dec
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Why visit Woodstock

  • Stunning outdoor scenery: Experience breathtaking lakes, picturesque waterfalls, and lush landscapes perfect for exploration.
  • Adventure activities: Enjoy skiing in winter and hiking or biking during warmer months, catering to all thrill-seekers.
  • Charming local streets: Stroll along Walnut Street, filled with friendly locals and quaint shops that showcase the town's character.
  • Family-friendly amenities: Woodstock is ideal for families, offering various activities that engage visitors of all ages.
  • Nearby attractions: Explore Wellington City and Virginia Avenue for additional experiences, dining, and leisure activities.

Top attractions in and around Woodstock

Woodstock, Maine, offers a fantastic getaway for outdoor enthusiasts, with stunning lakes, ski resorts, and picturesque waterfalls. Whether you're after adventure, romance, or simply breathtaking scenery, this charming destination caters to all. Perfect for families, couples, or solo travellers, you'll find plenty of activities to immerse yourself in the natural beauty of the area. Don't miss the chance to explore the outdoor delights that Woodstock has to offer.

  • Sunday River: A premier ski resort offering a variety of slopes for all skill levels. With its breathtaking views and vibrant outdoor atmosphere, it's perfect for skiing, snowboarding, and adventure activities year-round.
  • Shagg Pond: This picturesque lake is a hidden gem surrounded by stunning scenery. Ideal for a romantic day out, you can relax on the beach, enjoy a picnic, or take a leisurely stroll along the shore.
  • Snow Falls: A captivating waterfall that invites you to explore its natural beauty. Whether you're hiking or simply enjoying the view, it provides a perfect backdrop for adventure and romance.

Things to do recommended for couples

Seeking a romantic getaway in Woodstock? Enjoy a thrilling day skiing at Black Mountain or Sunday River, both offering stunning winter landscapes. In the evening, relax at 49 Franklin for a delightful music concert, embracing the vibrant local entertainment scene.

Things to do recommended for families

Families will delight in the scenic beauty of the Saco River, perfect for canoeing and picnicking, or explore the local hiking trails that offer stunning views. Don’t miss the charming shops and eateries in the village, providing a lovely taste of local culture.

Things to do recommended for groups

Groups visiting Woodstock can enjoy a round of golf at the Sunday River Golf Club, hike the scenic Bethel Pathway, and catch a performance at the Deertrees Theatre and Cultural Center for a taste of local culture and entertainment.

*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 heading off with a group, family, or pets, or if you're considering longer stays, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Woodstock with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group get-togethers. Thankfully, you can easily refine your search to include all these options and more on Vrbo.
  • Traveling to Woodstock with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Woodstock: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly options 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 holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on long-term rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Woodstock

Woodstock, Maine is a gem for those keen on outdoor adventures and ski getaways. Explore the charming Walnut Street lined with friendly faces, or venture into the stunning surroundings filled with fruit trees and the spirit of outdoor living. Nearby Wellington City offers a delightful atmosphere, while Virginia Avenue provides further exciting excursions. Whether you're hitting the slopes or enjoying a leisurely stroll, Woodstock is sure to leave you with unforgettable memories.

  • Bethel: Bethel is a charming town located a mere 14.5km from Woodstock, making it an ideal stop for those seeking adventure. Known for its exceptional skiing, Bethel attracts outdoor enthusiasts year-round. Visitors can enjoy the nearby ski fields and resorts, which offer thrilling winter sports experiences. The surrounding landscape boasts stunning lakes and mountains, perfect for hiking, fishing, or simply soaking in the natural beauty. Whether you’re hitting the slopes or relaxing by the water, Bethel is a delightful destination for adventure seekers.
  • Bryant Pond: Nestled within Bryant Pond, this quaint area is a haven for outdoor lovers and is conveniently located in Woodstock. With a strong focus on outdoor pursuits, visitors can revel in skiing at local resorts or explore the picturesque beaches and lakes that define the area. The majestic mountains offer a stunning backdrop for hiking and other recreational activities, making it a fantastic spot for families and friends alike. Bryant Pond is the perfect base for those looking to immerse themselves in nature and engage in various outdoor adventures.
  • Newry: Located approximately 17.7km from Woodstock, Newry is another gem for those passionate about skiing and outdoor sports. The city is renowned for its ski resorts and fields, attracting thrill-seekers every winter. The breathtaking mountains and serene lakes provide ample opportunities for hiking, snowshoeing, and other outdoor activities throughout the year. Newry’s stunning landscapes and adventurous spirit make it an excellent choice for visitors looking to experience the beauty and excitement of Maine’s great outdoors.

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.

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

Booking with Vrbo is simple

Planning to save on your next adventure? Being flexible with your travel dates can make a real difference, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a convenient way to plan your adventures. You can start new trips, pick up right where you left off, or easily manage your travel plans. All the properties you’ve saved or booked are neatly organised into Potential, Upcoming, or Current Trips for your convenience. To explore Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Woodstock getaway

Learn about the unique charm of Woodstock with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Woodstock

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Woodstock has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mt. Abram (5.5 mi / 8.9 km)
  • Black Mountain (12.2 mi / 19.7 km)
  • Sunday River (14.4 mi / 23.1 km)
  • Sunday River Golf Club (15.4 mi / 24.8 km)
  • Spruce Mountain Jay (20.1 mi / 32.4 km)
  • Mineral Collector (3 mi / 4.8 km)

Exploring the natural landscape of Woodstock

Whether you're looking for adventure or just want to appreciate the scenery, Woodstock is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Snow Falls (7.4 mi / 12 km)
  • Rumford Falls (10.4 mi / 16.7 km)
  • Worthley Pond (10.8 mi / 17.4 km)
  • Pennesseewassee lake (11.7 mi / 18.9 km)
  • Sunday River (12.6 mi / 20.2 km)
  • Papoose Pond (12.9 mi / 20.8 km)

Transport 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 centre. If you can't find a flight that's convenient for your trip, 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 holiday home accommodation in Woodstock?
Houses are the most popular kind of holiday home in Woodstock, according to our data. Even if you've got a different idea about what you want, Bookabach has properties in loads of shapes and sizes. Browse our options to find your perfect fit.
How much does it cost to rent a holiday home in Woodstock?
Property type, length of stay and time of year are some of the things that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect escape. From cosy country cottages to plush villas, all Bookabach holiday homes 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 travelling. Just enter your travel dates into Bookabach and how many guests to view your home 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 holiday homes in Woodstock?
Yes. Pick from 30 holiday homes that roll out the welcome mat in Woodstock on Bookabach. Our furry friends need a break too, so simply use our search function for pet-friendly holiday homes 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 Bookabach, then spend your days splashing and playing in a swimming pool that's just for you.
What are popular home amenities in Woodstock?
A sauna, a fireplace and a chef are rated the most popular home amenities in Woodstock. Whether you're travelling on your own, with your spouse or a group of family members, Bookabach will help you find a holiday home that matches your style with a load of extras you'll love.
Are there large group holiday homes in Woodstock?
Woodstock has 11 holiday homes that can cater to 10 or more people. These stays come with all the space you need to enjoy good times with your favourite people.
Are there holiday homes 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 favourite.
What are the top attractions for families in Woodstock?
There's no room for boredom during your Woodstock holiday with these family-friendly attractions to explore:

  • Shagg Pond
  • Concord Pond

Can I find two-bedroom holiday homes in Woodstock?
Woodstock has seven two-bedroom holiday homes for you to select from. Book a holiday home with all the privacy and comfort you want at a price you'll love on Bookabach.
Are there holiday homes with WiFi in Woodstock?
You'll have a choice of six holiday homes with WiFi in Woodstock. If you want to disconnect from the world while on holiday, 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 Bookabach.
How can I find holiday homes with air conditioning in Woodstock?
Woodstock has 10 holiday homes where you can relax and recharge in air-conditioned comfort. To book a property on Bookabach offering this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Woodstock?
It's a good idea to check with the Woodstock holiday home you're considering on Bookabach as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Woodstock for?
How long you can book a holiday home in Woodstock is up to the property. Simply enter your selected dates to view a list of options offering extended stays. With plenty of amenities such as air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in Woodstock.

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