Woodstock holiday lettings

We found 397 holiday rentals — enter your dates for availability

Discover a selection of 20 homes 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

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Find out more about Woodstock

Find out more about Woodstock

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 best area to stay in Woodstock when booking a holiday rental?
When booking a holiday rental in Woodstock, Maine, one of the best areas to consider is the charming village centre. This delightful neighbourhood is not only picturesque but also conveniently located near several top attractions. The famous Sunday River Ski Resort is just a short drive away, making it an ideal spot for those looking to indulge in winter sports or enjoy the stunning mountain views. Additionally, the area offers easy access to the scenic Bethel Village, which boasts charming shops, cafes, and art galleries, superb for leisurely strolls.

Another excellent option is the area surrounding the beautiful Androscoggin River. Staying here provides a serene atmosphere with opportunities for outdoor activities such as hiking, fishing, and kayaking. The river is a lovely spot to unwind, and the nearby Grafton Notch State Park offers breathtaking landscapes and hiking trails that cater to various skill levels.
How much does it cost to rent a holiday home in Woodstock?
Prices for holiday rentals in Woodstock vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Woodstock to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Woodstock holiday house rentals?
You can find great discounts on house rentals in Woodstock on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Woodstock?
A long-stay holiday rental in Woodstock is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Woodstock holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Woodstock with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Woodstock?
In Woodstock, popular rental amenities are not specifically highlighted, but visitors can generally expect a range of comfortable features in holiday accommodations. Many properties may offer essentials such as kitchens for self-catering, cozy living areas for relaxation, and outdoor spaces for enjoying the picturesque surroundings. Additionally, some rentals might include amenities like fireplaces, which add a warm touch during colder months, and laundry facilities for convenience.
When is the best time to visit Woodstock for a holiday rental?
The best time to book a holiday rental in Woodstock is during the peak summer months of June to August, particularly in July when the weather is at its finest. This vibrant period attracts outdoor enthusiasts and families alike, eager to take advantage of the abundant recreational activities available in the area. With warm temperatures averaging around 25°C, visitors can engage in hiking, mountain biking, and exploring the stunning natural beauty of the surrounding mountains and lakes.

As the warm sun shines down, July brings a lively atmosphere to Woodstock, with numerous festivals and events that celebrate local culture and arts. The town's picturesque setting is great for leisurely strolls, and the nearby hiking trails offer breathtaking views that are sure to impress even the most seasoned adventurers.

For those seeking a more budget-friendly option, consider visiting in December. While this is the low season, it provides a unique opportunity to experience Woodstock's serene winter landscape. The charming town transforms into a winter wonderland, ideal for cosy retreats and peaceful exploration.
How early should I book a Woodstock holiday rental?
Book your Woodstock holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Woodstock?
In Woodstock, Maine, visitors can take part in the charming New England landscape and explore a variety of attractions. The town is known for its proximity to beautiful outdoor spaces, including the scenic lakes of the area such as Kezar Lake, which offers opportunities for swimming, fishing, and kayaking. Holiday rentals near the lake often provide serene views and convenient access to water activities.
Can I change or cancel my Woodstock home rental booking on Vrbo?
To find Woodstock holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Woodstock holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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