South Woodstock Holiday Rentals

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Our top choices for South Woodstock holiday rentals

9.6 out of 10, Exceptional, (15 reviews)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is AU$265
includes taxes & fees
23 Mar - 24 Mar
Treehouse at Wise Pines- NoBo

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (22 reviews)
"I enjoy the location "
United States
troy
The price is AU$340
includes taxes & fees
12 Apr - 13 Apr
Mountain Green
10.0 out of 10, Exceptional, (21 reviews)
"Couple day getaway, beautiful views right on the water plenty of windows, well stocked on house essentials"
United States
Stephanie V.
The price is AU$867
includes taxes & fees
23 Mar - 24 Mar
Charming Lakefront Cottage on Lake Mascoma
3.5 star property
The price is AU$515
includes taxes & fees
23 Mar - 24 Mar
The Suites at Killington Center
3.0 star property
The price is AU$2,417
includes taxes & fees
25 Mar - 26 Mar
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
10.0 out of 10, Exceptional, (8 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is AU$394
includes taxes & fees
23 Mar - 24 Mar
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
10.0 out of 10, Exceptional, (81 reviews)
"Great small condo, nicely appointed, very clean, and great location ! "
United States
Jonathan R.
The price is AU$537
includes taxes & fees
23 Mar - 24 Mar
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AU$344
includes taxes & fees
23 Mar - 24 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AU$1,487
includes taxes & fees
18 Apr - 19 Apr
Cozy Vermont Cabin · Mountain Views · Near Okemo
9.4 out of 10, Exceptional, (58 reviews)
"Wonderful location…"
United States
David C.
The price is AU$1,109
includes taxes & fees
24 Mar - 25 Mar
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
10.0 out of 10, Exceptional, (23 reviews)
"Amazing place! "
United States
Tara
The price is AU$768
includes taxes & fees
23 Mar - 24 Mar
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
9.6 out of 10, Exceptional, (55 reviews)
"Had a great stay as usual for our company trip!"
United States
Anonymous traveller
The Mountainside House - Luxury Home in Killington
10.0 out of 10, Exceptional, (15 reviews)
"Hot tub was wonderful! We only opened it half way for the two of us and it maintained 102-103 the entire time and was very clean! "
United States
Crissi C.
The price is AU$431
includes taxes & fees
15 Apr - 16 Apr
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
10.0 out of 10, Exceptional, (8 reviews)
"Perfect size and location! "
United States
Lyn H.
The price is AU$309
includes taxes & fees
23 Mar - 24 Mar
Addie's Place: A Quiet and Quirky Guesthouse
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AU$782
includes taxes & fees
14 Apr - 15 Apr
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Apartment in Rutland

Cozy Rutland Retreat
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is AU$266
includes taxes & fees
23 Mar - 24 Mar
Cozy Rutland Retreat
10.0 out of 10, Exceptional, (23 reviews)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
4BR Killington Home Perfect for Families, Pet-Friendly
9.8 out of 10, Exceptional, (25 reviews)
"The treehouse was so comfortable! Every area was clean and documented well. Chelsey was great for the small amount of time that we did talk to her. Will definitely stay again. "
United States
Jennifer P.
The price is AU$265
includes taxes & fees
23 Mar - 24 Mar
Treehouse at Wise Pines- SoBo
10.0 out of 10, Exceptional, (49 reviews)
"We had a great day here! The location could not be beat… Fast access to the mountain as well as restaurants on the access road. House was exactly as described, lots of space for our two family group. Would definitely rent again!"
United States
Anne P.
Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Woodstock Hotel Reviews

Find out more about South Woodstock

Everything you need to know about South Woodstock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Woodstock holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Woodstock holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Woodstock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Woodstock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Woodstock holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Woodstock holiday rentals we have selected for you start as low as AU$309 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Woodstock rentals

At Expedia, we put the best South Woodstock holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Woodstock holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in South Woodstock?

Yes, there are holiday rentals close to the most popular sights in South Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say South Woodstock has a good selection of restaurants. Make sure you have time to check out the bars while you're in the area.

What are some of the best holiday rentals that South Woodstock has to offer?

Idyllic Lakefront House Suited Two Families: This holiday home rental outside of South Woodstock is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in South Woodstock?

Choose from 5 Expedia holiday rentals in South Woodstock for a memorable holiday.

What’s there to see and do in South Woodstock?

While exploring the area, visit family-friendly sights like Sugarbush Farm, or get outside and enjoy nature at Marsh-Billings-Rockefeller National Historical Park. In the wider area, you’ll find Woodstock Town Hall Theatre and Billings Farm and Museum.

What’s a holiday rental in South Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Woodstock. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.