Photo by Robbie Martin

Woodstock holiday lettings

We found 405 holiday rentals — enter your dates for availability

Discover a selection of 21 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

Showing deals for:5 Jun - 12 Jun

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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:

  • Bethel Pathway (9.8 mi / 15.8 km)
  • Rumford Falls (10.4 mi / 16.7 km)
  • Pennesseewassee lake (11.7 mi / 18.9 km)
  • Sunday River (12.6 mi / 20.2 km)
  • Kezar Lake (19.3 mi / 31.1 km)
  • Webb Lake (21.8 mi / 35.1 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 considering a holiday rental in Woodstock, Maine, a popular area to stay is the charming nearby community of Bethel. This picturesque village offers a delightful blend of outdoor activities and local culture, making it a great base for your holiday. Bethel is known for its proximity to the stunning White Mountain National Forest, where you can enjoy hiking, mountain biking, and breathtaking views.

Another appealing option is the area surrounding the Sunday River Resort, which is renowned for its skiing in winter and a variety of summer activities. This resort area features a range of properties, from cosy cabins to more luxurious lodges, suiting different preferences and budgets.

In Bethel, you can explore the vibrant Main Street, dotted with local shops and eateries that showcase the region's charm. Additionally, one of the top attractions nearby is the Maine Mineral and Gem Museum, offering a fascinating insight into the state's geological history.
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.
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 summer months, particularly July, when the area is alive with activity and charm. This peak season, running from June to August, attracts families and outdoor enthusiasts eager to immerse themselves in the natural beauty and recreational opportunities that Woodstock has to offer.

With temperatures typically ranging from 15 to 25 degrees Celsius, the summer climate is great for exploring the picturesque trails, enjoying lakeside activities, and experiencing the vibrant local arts scene. July, in particular, showcases the region's lively option, with visitors taking part in various festivals and events that celebrate the local culture.

For those seeking a quieter experience, consider visiting in December. While this is the low season, it presents a unique opportunity to enjoy Woodstock's serene winter wonderland. The snow-capped landscapes provide a different kind of beauty, and you might find delightful moments spent by a crackling fire in your holiday rental.

Whether you're drawn to the summer's buzzing activities or the peaceful charm of winter, Woodstock offers a range of experiences that cater to diverse travel preferences.
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 enjoy a range of attractions that showcase the area's natural beauty and cultural charm. The serene Bethel area, just a short drive away, offers stunning views and access to the picturesque Sunday River, which is popular for both skiing in winter and hiking during the warmer months. The nearby White Mountain National Forest provides ample opportunities for outdoor activities such as hiking, mountain biking, and bird watching, making it ideal for nature enthusiasts.

The quaint downtown of Bethel features charming shops, local art galleries, and eateries that reflect the region's culture. Additionally, the historic Bethel Hill Common is a lovely spot for a leisurely stroll or a picnic, offering a glimpse into the town's history. For those interested in art and history, the Bethel Historical Society showcases exhibits related to the area's rich past.

Furthermore, the famous Maine Mineral & Gem Museum in nearby Bethel is a must-visit for geology enthusiasts, featuring an impressive collection of minerals and gemstones.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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