Photo by George Sykes

South Woodstock vacation rentals

We found 880 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in South Woodstock that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as parking and a pool. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - South Woodstock

Showing deals for:Nov 14 - Nov 21

Image gallery for Reading Farms Estate

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

Reading Farms Estate

Reading, VT

10% off
Price is CA $3,700
CA $32,101 total
includes taxes & fees
Reading Farms Estate

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, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about South Woodstock

Find out more about South Woodstock

Travel to friendly South Woodstock

Experience the unique character of South Woodstock with a stay in a vacation home rental. Travelers like the bars, restaurants and horseback riding in this welcoming and romantic city. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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 things to do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes South Woodstock a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 outdoor enthusiast or just want to take in the scenery, South Woodstock is a great place to spend some time outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation 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 center. If you can't find a flight that works for your travel itinerary, 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 vacation rental?
When considering a vacation rental in South Woodstock, Vermont, the most appealing area to stay is near the charming village centre. This area boasts a picturesque setting surrounded by lush landscapes, offering a quintessential New England experience. Here, you'll find a delightful selection of properties that range from quaint cottages to luxurious homes, providing a broad spectrum of options for vacationmakers.

One of the top attractions in South Woodstock is the Marsh-Billings-Rockefeller National Historical Park. This stunning park showcases beautiful walking trails and the opportunity to explore the history of conservation in America, making it a great spot for nature lovers and history enthusiasts alike. Additionally, the nearby Billings Farm & Museum presents an engaging glimpse into Vermont's agricultural heritage, featuring interactive exhibits and farm animals, which is sure to be a hit with families.
How much does it cost to rent a vacation home in South Woodstock?
Prices for vacation 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 travelling 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.
Are there any discounts for South Woodstock vacation 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 ski resort rentals near South Woodstock, Vermont, travellers should focus on the nearby area of Killington, which is renowned for its extensive ski terrain. Killington offers a variety of accommodations, including cosy lodges and spacious condos that cater to both families and groups of friends. Many of these properties come equipped with amenities such as ski storage, hot tubs, and fully equipped kitchens, great for unwinding after a day on the slopes.

In South Woodstock itself, visitors can find charming bed-and-breakfasts and boutique inns that provide a more intimate lodging experience. These often feature unique decor, comfortable rooms, and hearty breakfasts, along with easy access to local attractions and outdoor activities beyond skiing.

Additionally, the picturesque village of Woodstock, just a short drive away, provides further options for accommodation. Here, travellers can choose from historic inns and charming cottages, many of which boast amenities like fireplaces, stunning views of the Green Mountains, and proximity to local shops and restaurants. The area also offers opportunities for cross-country skiing and snowshoeing, adding to the winter experience.
What is the most popular type of vacation rental accomodation in South Woodstock?
In South Woodstock, vacation houses are quite popular, with several available throughout the picturesque area. These homes typically offer spacious living arrangements, often featuring multiple bedrooms, fully equipped kitchens, and inviting outdoor spaces such as decks or patios, superb for enjoying the serene surroundings. Additionally, cottages are also a sought-after option, providing a charming and cosy atmosphere, ideal for couples or small families. Condominiums are available as well, usually located near recreational activities, and they often come with amenities like swimming pools and fitness centres.
Are there any family house rentals in South Woodstock?
In South Woodstock, Vermont, there are several family-friendly vacation rentals available, making it an excellent choice for those travelling with children. The area showcases charming countryside homes that often feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can enjoy playing. Many of these properties come with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for visitors.
Can I find long-stay vacation rentals in South Woodstock?
A long-stay vacation 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, providing a welcoming environment for travellers with furry companions. Many of these properties feature amenities such as spacious gardens or outdoor areas, allowing pets to enjoy the fresh air. Inside, you can expect comfortable living spaces, fully equipped kitchens, and cosy furnishings that make for a pleasant stay.
Are there any remote work vacation rentals in South Woodstock?
In South Woodstock, Vermont, there are several vacation rentals suitable for remote work. This picturesque village offers a tranquil environment, great for those looking to blend work and leisure. Many of the available properties feature essential remote work amenities such as Wi-Fi, dedicated office spaces, desks, desk chairs, and even computer monitors, ensuring that you can stay productive during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Woodstock vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation 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 vacation rental?
July marks the peak travel season in South Woodstock, Vermont, drawing in visitors eager to embrace the summer beauty of this picturesque destination. The months from July to September are particularly popular, as the vibrant greenery and blooming flowers create a stunning backdrop for outdoor activities. Whether you're hiking through the lush trails or enjoying leisurely strolls around the quaint village, the warm weather enhances your experience.

During July, temperatures typically reach the mid-20s Celsius, providing a comfortable climate for those looking to partake in activities like kayaking or simply relaxing by the riverside. The atmosphere is lively, with plenty of fellow travellers to share in the joys of summer festivals and local events, making it an ideal time for social adventurers.

For those seeking a more budget-friendly option, consider planning your visit in February. This month offers a quieter charm, great for those who appreciate the beauty of winter landscapes and the tranquility that comes with the off-peak season. Embrace the opportunity for peaceful snowshoeing or cross-country skiing, and enjoy the local warmth of cozy cafés without the hustle and bustle of summer crowds.
How early should I book a South Woodstock vacation rental?
Book your South Woodstock vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South Woodstock?
In South Woodstock, visitors can explore the picturesque Marsh-Billings-Rockefeller National Historical Park, which offers beautiful hiking trails and insights into the area's conservation history. The charming village features quaint shops and local eateries, providing a superb backdrop for leisurely strolls. Nearby, the Billings Farm & Museum offers a glimpse into rural life with its working farm and engaging exhibits, making it a delightful destination for families. The scenic landscape surrounding South Woodstock is ideal for enjoying outdoor activities year-round, from hiking in the warmer months to cross-country skiing in the winter.
Can I change or cancel my South Woodstock home rental booking on Vrbo?
To find South Woodstock vacation 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 vacation 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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