Woodstock holiday lettings

We found 404 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

Showing deals for:27 Feb - 6 Mar

Image gallery for Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Terrace/patio
9.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Greenwood, ME

16% off
Price is £4,214
for 7 nights, 1 chalet
£602 per night
includes taxes & fees
Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Spruce Mountain Jay (20.1 mi / 32.4 km)
  • Sunday River Golf Club (15.4 mi / 24.8 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)
  • Bethel Pathway (9.8 mi / 15.8 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 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 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.

More holiday ideas