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South Woodstock holiday lettings

We found 873 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in South Woodstock that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a pool. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - South Woodstock

Showing deals for:23 Jan - 30 Jan

Image gallery for Reading Farms Estate

Property grounds
10 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)

Reading Farms Estate

Reading, VT

8% off
Price is £21,952
for 7 nights, 1 home
£3,136 per night
includes taxes & fees
Reading Farms Estate

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Travel to friendly South Woodstock

Learn about the unique charm of South Woodstock with a stay in a holiday home rental. Travellers especially like the bars, restaurants and horse riding in this welcoming and romantic city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around South Woodstock

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

  • Saskadena Six Ski Area (6.8 mi / 10.9 km)
  • Sugarbush Farm (7.6 mi / 12.2 km)
  • Quechee Ski Hill (7.8 mi / 12.5 km)
  • Quechee State Park (7.9 mi / 12.7 km)
  • Upper Valley Aquatic Center (10.8 mi / 17.4 km)
  • Fox Run Golf Course (13.4 mi / 21.5 km)

Exploring the natural landscape of South Woodstock

Whether you're an adventurous traveller or just want to appreciate the scenery, South Woodstock is a great spot to appreciate mother nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Marsh-Billings-Rockefeller National Historical Park (4.7 mi / 7.6 km)
  • Quechee Gorge Bridge (7.9 mi / 12.8 km)
  • Mount Ascutney (9.3 mi / 14.9 km)
  • Amherst Lake (10.2 mi / 16.4 km)
  • Echo Lake (10.5 mi / 17 km)
  • Lake Rescue (11.6 mi / 18.7 km)

Transport options to and around South Woodstock

The nearest airport is in Lebanon, NH (LEB-Lebanon Municipal), located 11.9 mi (19.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Springfield, VT (VSF-Hartness State), which is 15.4 mi (24.8 km) away.

Frequently asked questions

What is the best area to stay in South Woodstock when booking a holiday rental?
When considering a holiday rental in South Woodstock, Vermont, the area surrounding the village itself is particularly appealing. This charming locale offers a tranquil atmosphere, great for those looking to unwind amidst stunning natural beauty. Staying near the South Woodstock Historic District provides easy access to picturesque landscapes and a variety of outdoor activities.

One of the top attractions in the vicinity is the Marsh-Billings-Rockefeller National Historical Park, which features beautiful walking trails and fascinating insights into the region's conservation history. Additionally, the iconic Woodstock Inn & Resort is nearby, offering a lovely spot for dining and leisure activities, as well as a chance to experience the local hospitality.
How much does it cost to rent a holiday home in South Woodstock?
Prices for holiday rentals in South 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 South 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 South Woodstock holiday house rentals?
You can find great discounts on house rentals in South 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.
Where are the best South Woodstock ski resort rentals?
For the best ski resort rentals near South Woodstock, Vermont, travellers should consider the nearby Killington and Okemo ski areas, both of which offer a variety of accommodation options. In the charming town of South Woodstock itself, visitors can find picturesque properties, including rustic cabins and modern chalets, often located in the stunning Green Mountain landscape. Many of these rentals come equipped with essential amenities such as fully stocked kitchens, wood-burning stoves, and hot tubs, superb for unwinding after a day on the slopes.

In addition, the Killington area is just a short drive away and features a range of ski-in/ski-out lodges and condos, ideal for easy access to the ski lifts. These accommodations typically offer amenities like ski storage, heated pools, and on-site dining options, suiting both families and groups looking for convenience and comfort.
What is the most popular type of holiday rental accomodation in South Woodstock?
In South Woodstock, holiday houses are a popular choice, with several available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many of these homes also boast outdoor spaces such as gardens or patios, great for enjoying the serene Vermont landscape. Additionally, cottages and condos are also available, providing a variety of options for travellers. Cottages often offer a quaint, rustic charm, while condos may come with modern amenities and communal facilities.
Are there any family house rentals in South Woodstock?
In South Woodstock, there are several family-friendly house rentals available, making it a delightful choice for those seeking a memorable getaway. This charming area is known for its picturesque landscapes and proximity to outdoor activities, ideal for families. Many of the homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor decks where children can enjoy the fresh air.
Can I find long-stay holiday rentals in South Woodstock?
A long-stay holiday rental in South 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 pet-friendly house rentals in South Woodstock?
In South Woodstock, there are several pet-friendly house rentals available, making it an excellent choice for travellers with furry companions. The area is known for its picturesque landscapes and charming rural atmosphere, providing a tranquil setting for a getaway. Many holiday homes in this region come equipped with modern amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.
Are there any remote work holiday rentals in South Woodstock?
In South Woodstock, Vermont, there are several remote work holiday rentals available, suiting those needing to balance work and leisure. Many properties in the area are equipped with essential amenities for remote work, including Wi-Fi, dedicated office spaces, desks, desk chairs, and even computer monitors, allowing for a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Woodstock holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South 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 South Woodstock?
In South Woodstock, popular rental amenities typically include well-equipped kitchens, ideal for those who prefer to prepare their own meals during their stay. Most holiday rentals feature essential appliances such as coffee makers, ovens, and refrigerators, along with cookware, dishware, and utensils to cater to guests' culinary needs.
When is the best time to visit South Woodstock for a holiday rental?
The best time to visit South Woodstock for a holiday rental is during the peak season from July to September. This vibrant period attracts outdoor enthusiasts and families alike, drawn by the area's stunning natural beauty and a plethora of recreational activities. With warm temperatures averaging in the mid to high 20s Celsius, visitors can enjoy hiking, biking, and exploring the picturesque landscapes that Vermont is renowned for.

July stands out as the most popular month, with visitors flocking to the area to partake in local festivals and events, all while soaking up the sun and the scenic views. The lush greenery and vibrant flower displays enhance the overall experience, making it an ideal time for outdoor adventures or simply relaxing in nature.

For those seeking a more budget-friendly option, consider visiting South Woodstock in February. While this month is quieter, it offers a unique charm with its snow-covered landscapes, superb for winter sports enthusiasts. The serene atmosphere allows for peaceful exploration of the area, with opportunities for cross-country skiing and snowshoeing on the nearby trails.
How early should I book a South Woodstock holiday rental?
Book your South 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.
Can I change or cancel my South Woodstock home rental booking on Vrbo?
To find South 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 South 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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