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:11 Dec - 18 Dec

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

Comfortable four season Chalet minutes to all amenities

Bethel

8% off
£1,275
for 7 nights, 1 chalet
£182 per night
includes taxes & fees
Comfortable four season Chalet minutes to all amenities
Living area
Living area
Exterior
Kitchen
Exceptional
(33 reviews)

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

Greenwood

16% off
£2,096
for 7 nights, 1 chalet
£299 per night
includes taxes & fees
Authentic Log Home -Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River
Dining
Property grounds
Exterior
Private kitchen
Exceptional
(10 reviews)

Lovely 3-bedroom chalet in Bethel with hot tub

Bethel

7% off
£2,247
for 7 nights, 1 chalet
£321 per night
includes taxes & fees
Lovely 3-bedroom chalet in Bethel with hot tub
Room for the whole family on the porch. A great place to hang out if it rains.
Pathway straight to water's edge.
Camp Mollocket welcomes you.
Listen for our loons from the porch swing
Exceptional
(54 reviews)

Classic Maine Wilderness Lodge Right on Shagg Pond - 10% off remaining dates

Bryant Pond

24% off
£1,962
for 7 nights, 1 room
£280 per night
includes taxes & fees
Classic Maine Wilderness Lodge Right on Shagg Pond - 10% off remaining dates
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
The view from the big backyard, fire pit area, hot tub, and corn hole boards
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

7% off
£3,179
for 7 nights, 1 cabin
£454 per night
includes taxes & fees
Epic mountain views, Hot tub and Game room
Interior
Property grounds
Exterior
Room
Exceptional
(17 reviews)

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

Rumford

25% off
£2,283
for 7 nights, 1 cabin
£326 per night
includes taxes & fees
Fall Foliage in the Treetops! Awesome 5-Star Luxury Treehouse in the Mountains
Open Kitchen dining, family room
Private rear yard
Front
Dining area into kitchen
Exceptional
(44 reviews)

Beautiful Bethel Home, Sunday River, Sleeps 12

Bethel

15% off
£2,328
for 7 nights, 1 home
£333 per night
includes taxes & fees
Beautiful Bethel Home, Sunday River, Sleeps 12
The cabin from the water.
Sunrise from the deck overlooking the backyard and dock.
Entrance and mud room.
Well equipped kitchen and dining area.
Exceptional
(13 reviews)

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

Norway

7% off
£1,491
for 7 nights, 1 cabin
£213 per night
includes taxes & fees
Secluded Waterfront Cabin on North Pond. 30 Minutes to Skiing.
Interior
Exterior
Room
Private kitchen
Exceptional
(25 reviews)

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

Rumford

8% off
£1,491
for 7 nights, 1 home
£213 per night
includes taxes & fees
Skiing, snowshoeing, snowmobile/ATV trails, hunting, hiking and kayaking
Trout in the pond ! NO fishing but you can feed them ! (trout food)
Private kitchen
Living area
Exceptional
(24 reviews)

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

Bethel

7% off
£1,337
for 7 nights, 1 cottage
£191 per night
includes taxes & fees
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
The private, three level cabin offers everything you need to enjoy your stay!
The living room is the heart of the home with its cozy sofas and open layout
Outdoor dining
The kitchen comes fully equipped with everything you need to make homemade meals
Exceptional
(16 reviews)

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

Bethel

11% off
£1,896
for 7 nights, 1 cabin
£271 per night
includes taxes & fees
Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River
Living area
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
£3,208
for 7 nights, 1 home
£458 per night
includes taxes & fees
Sunday River House~HTub~Firepit~Wood Stove~Gondola~Move Rm~Amazing Views~Dogs Ok
Room
House is very private and just steps from water's edge.
Log home interior with a great room, open floor plan.
Log Home overlooking frozen pond.
Exceptional
(150 reviews)

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

Waterford

7% off
£1,573
for 7 nights, 1 home
£225 per night
includes taxes & fees
Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski
Interior
Living room.
Terrace/patio
Fully stocked kitchen with all you need for your stay.
Exceptional
(23 reviews)

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

Rumford

11% off
£1,194
for 7 nights, 1 home
£171 per night
includes taxes & fees
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

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)

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:

  • Shagg Pond (3.7 mi / 5.9 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)
  • Thompson Lake (23.4 mi / 37.7 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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