South Woodstock holiday homes

We found 891 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:27 Nov - 4 Dec

Living area
Living area
Private kitchen
Pool
Exceptional
(16 reviews)

Cozy Ski-House by Okemo Hot Tub & Mountain Privacy

Cavendish

8% off
NZ$12,716
for 7 nights, 1 cabin
NZ$1,817 per night
includes taxes & fees
Cozy Ski-House by Okemo Hot Tub & Mountain Privacy
A cozy, welcoming place for all seasons
Deck dining above the brook!
Lofted master suite with views to the night sky from the king bed
spiral stairs lead up to master bedroom suite or down to den & laundry
Exceptional
(75 reviews)

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Woodstock

9% off
NZ$4,265
for 7 nights, 1 chalet
NZ$609 per night
includes taxes & fees
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Sit down for coffee beside the window, with the front door and living room nearby.
Prep, rinse, and cook without crossing the room for the essentials.
The living room opens directly from the dining table at the foot of the stairs.
The kitchen pass-through opens toward the dining table and fireside living room.
Exceptional
(18 reviews)

Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub

Killington

8% off
NZ$22,951
for 7 nights, 1 cabin
NZ$3,279 per night
includes taxes & fees
Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub
Private kitchen
Living area
Living area
Room
Exceptional
(6 reviews)

Luxury 5-bedroom house in Quechee near golf and Quechee Club

White River Junction

12% off
NZ$13,529
for 7 nights, 1 home
NZ$1,933 per night
includes taxes & fees
Luxury 5-bedroom house in Quechee near golf and Quechee Club
Snowy woods frame the deck hot tub on cold winter days.
Pass plates and drinks through the counter opening without missing what is happening in the living room.
Everyone can stay part of the conversation as the dining table opens directly to the living room.
Wood railings and carpeted steps carry the cabin's warm finish into the stairway.
Exceptional
(65 reviews)

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington

8% off
NZ$10,416
for 7 nights, 1 cabin
NZ$1,488 per night
includes taxes & fees
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Carrara marble counters, breakfast bar and eat in table
living room with fireplace and gorgeous custom details
Property grounds
Room
Exceptional
(123 reviews)

Luxury Farmhouse Retreat with Jacuzzi, Skate/Swim Pond & AC!

Bridgewater Corners

11% off
NZ$10,509
for 7 nights, 1 home
NZ$1,501 per night
includes taxes & fees
Luxury Farmhouse Retreat with Jacuzzi, Skate/Swim Pond & AC!
Private kitchen
Exterior
Interior
Living area
Wonderful
(5 reviews)

Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit

Ludlow

6% off
NZ$15,198
for 7 nights, 1 home
NZ$2,171 per night
includes taxes & fees
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit
Enjoy the outdoor hot tub available late fall to early spring.
Dining
Living area
Welcome to our Quechee Home!
Exceptional
(33 reviews)

6-Bedroom Peaceful and Private Retreat in Scenic Quechee, Vermont

White River Junction

8% off
NZ$11,055
for 7 nights, 1 home
NZ$1,579 per night
includes taxes & fees
6-Bedroom Peaceful and Private Retreat in Scenic Quechee, Vermont
Views from one of several decks in the unit
Pool
Fitness facility
Interior
Exceptional
(56 reviews)

Multi-Level Slopeside Townhouse End Unit in Sunrise's Timberline Section

Killington

8% off
NZ$13,979
for 7 nights, 1 home
NZ$1,997 per night
includes taxes & fees
Multi-Level Slopeside Townhouse End Unit in Sunrise's Timberline Section
Interior
Interior
Room
Exterior
Exceptional
(105 reviews)

Luxury Ski House on Killington Mtn, 2 beds & Den w/ 3 en-suite baths, hot tub

Killington

8% off
NZ$12,866
for 7 nights, 1 home
NZ$1,838 per night
includes taxes & fees
Luxury Ski House on Killington Mtn, 2 beds & Den w/ 3 en-suite baths, hot tub
.
Pool
Property grounds
Interior
Exceptional
(35 reviews)

Reading Farms Estate

Reading

8% off
NZ$55,446
for 7 nights, 1 home
NZ$7,921 per night
includes taxes & fees
Reading Farms Estate
Private kitchen
Small views of all 3 living room spaces and wet bar
Exterior
Outdoor spa tub
Exceptional
(67 reviews)

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Bridgewater Corners

13% off
NZ$14,404
for 7 nights, 1 home
NZ$2,058 per night
includes taxes & fees
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Outdoor dining
IMG 1540
Main dining space with seating for 12
Coffee options galore!
Exceptional
(7 reviews)

Stylish new A Frame with Lake Rescue dock access

Ludlow

8% off
NZ$8,293
for 7 nights, 1 home
NZ$1,185 per night
includes taxes & fees
Stylish new A Frame with Lake Rescue dock access
See the cabin's wood exterior and raised deck against a green, wooded slope.
The fireplace gives everyone a natural place to gather.
Stretch out on the leather sectional with daylight coming through windows on two sides.
Settle into the sectional while the stone fireplace anchors the open main room.
Exceptional
(21 reviews)

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Killington

7% off
NZ$6,221
for 7 nights, 1 cabin
NZ$889 per night
includes taxes & fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
2020 newly renovated Kitchen from living area
Indoor Pool & Hot tub at Sport center
Ski out path just outside of Condo which is the bottom corner unit
Fireplace from Living area couch
Exceptional
(111 reviews)

Ski-on Ski-Off Killington 2 BR Condo at Sunrise, with Pool, Hot Tub and Gym

Killington

8% off
NZ$4,073
for 7 nights, 1 apartment
NZ$582 per night
includes taxes & fees
Ski-on Ski-Off Killington 2 BR Condo at Sunrise, with Pool, Hot Tub and Gym
Kitchen  with soapstone counters, cherry wood floors, and walk-in food closet.
Living room and dining area with views of Ascutney Mountain
House from Outside
Second master with ensuite bathroom
Exceptional
(42 reviews)

Exquisite Log Home with views near Woodstock, Vermont

Brownsville

15% off
NZ$5,285
for 7 nights, 1 home
NZ$755 per night
includes taxes & fees
Exquisite Log Home with views near Woodstock, Vermont
Outdoor pool in summer months
beautiful arial view of Sunrise in the fall
work out room at Sunrise
open floor plan condo with tons of amenities
Exceptional
(49 reviews)

True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access

Killington

8% off
NZ$16,107
for 7 nights, 1 apartment
NZ$2,301 per night
includes taxes & fees
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access
Plan time for a swim regardless of the weather outside.
Enjoy a warm soak on the covered deck with the mountain rising beyond the neighborhood.
Open the curtains to close look at the mountain through the bedroom's tall windows.
A flower-lined walkway leads to the clubhouse entrance through mature green landscaping.
Exceptional
(70 reviews)

Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals

Killington

15% off
NZ$13,550
for 7 nights, 1 apartment
NZ$1,936 per night
includes taxes & fees
Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals
Living area
Dining
Outdoor spa tub
Exterior
Exceptional
(31 reviews)

Trailside Village #8: Slopeside 3BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Killington

7% off
NZ$11,738
for 7 nights, 1 apartment
NZ$1,677 per night
includes taxes & fees
Trailside Village #8: Slopeside 3BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Living area
Property grounds
Property grounds
Terrace/patio
Exceptional
(9 reviews)

Classic Vermont Farmhouse in the Heart of Woodstock - close to skiing

Woodstock

17% off
NZ$4,975
for 7 nights, 1 home
NZ$711 per night
includes taxes & fees
Classic Vermont Farmhouse in the Heart of Woodstock - close to skiing
Dining
View of Both Levels
Outdoor 6 Person Hot tub
Living Room/Dining Room
Exceptional
(33 reviews)

Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean

Bridgewater Corners

8% off
NZ$5,869
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
Living area
Living area
Interior
Exterior
Exceptional
(30 reviews)

3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Slopeside

Killington

8% off
NZ$12,715
for 7 nights, 1 apartment
NZ$1,816 per night
includes taxes & fees
3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Slopeside
Dinning Area
Main deck
Entrance
Bedroom #2
Exceptional
(29 reviews)

Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.

Ludlow

8% off
NZ$8,347
for 7 nights, 1 home
NZ$1,192 per night
includes taxes & fees
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Dining
Meadow View
Front of Unit- You can see the porch and balcony
Private kitchen
Exceptional
(80 reviews)

Meadow View- 35 Acres outside your door

Windsor

8% off
NZ$2,963
for 7 nights, 1 home
NZ$423 per night
includes taxes & fees
Meadow View- 35 Acres outside your door
  • 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, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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 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)
  • Killington Golf Course (13.8 mi / 22.2 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)
  • Echo Lake (10.5 mi / 17 km)
  • Lake Rescue (11.6 mi / 18.7 km)
  • Silver Lake State Park (12.2 mi / 19.7 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 most popular type of holiday home accommodation in South Woodstock?
Houses are the most popular type of holiday home in South Woodstock, according to our data. Even if you've got something different in mind, Bookabach has holiday homes in all sizes and shapes. Explore our options to find your perfect fit.
How much does it cost to rent a holiday home in South Woodstock?
Different factors can determine what you'll pay for your holiday home in South Woodstock, such as the length of stay, type of property and season. But, all our holiday homes have something in common — amazing value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in South Woodstock?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Put in your South Woodstock travel dates to view your options on Bookabach. Did someone just say "private pool"? Use our filters to choose the amenities and features you need.
Are there pet-friendly holiday homes in South Woodstock?
Yes, there are. You can choose from two holiday homes that cater to pets in South Woodstock. Plenty of our pet-friendly holiday homes have an outdoor space for your four-legged friend to have fun in, doggie beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect digs on Bookabach.
What are popular home amenities in South Woodstock?
The most popular home amenities people prefer in South Woodstock include a garden, mountain views and a firepit. Whether you're travelling with your besties, family or even pets, Bookabach holiday homes have the best amenities for starting a new adventure with your loved ones.
Are there holiday homes in South Woodstock that welcome kids?
With two family-friendly holiday homes available in South Woodstock, now is an awesome time to introduce your kids to the thrills of travel. Just check our "Properties good for families" filter box to discover stays that come with conveniences perfect for holidaying families, such as extra bedrooms, swimming pools, hot tubs and bunk beds.
What are the top attractions for families in South Woodstock?
Keep your kids entertained at these awesome family-friendly attractions in South Woodstock:
  • Green Mountain Rock Climbing Centre
  • Mount Ascutney
  • Mt Ascutney State Park
How old do you have to be to rent a holiday home in South Woodstock?
The minimum age requirements can differ across properties on Bookabach, so double-check the rules of the holiday home in South Woodstock you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in South Woodstock for?
It all depends on the South Woodstock property. To view all available options offering extended stays, simply enter your dates and number of people into the Bookabach search page. Look forward to having the property to yourself, as well as comforts such as a full kitchen, air conditioning and a yard to play in. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.