Photo by George Sykes

Holiday Rentals in South Woodstock

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Holiday Rentals in South Woodstock

Mountain Green

2.0 star property
6.4 out of 10, (7)
"The condo was very cozy for a family of four and suited us perfectly. Beds were comfortable and condo was clean. "
The price is €319
includes taxes & fees
6 Mar - 7 Mar
Mountain Green

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.2 out of 10, Wonderful, (67)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is €320
includes taxes & fees
12 Mar - 13 Mar
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.4 out of 10, Very good, (27)
"It’s a great location, and the unit is well updated, but being able to lock it while you’re away skiing the whole day is pretty important. When I reached out to the property manager about this, and also a disgusting towel left near the toilet on arrival, the response was basically oh no! That’s awful! We’ve told someone.. aaaand nothing ever happened about either thing. These issues weren’t insurmountable, but doing nothing at all about them just left a terrible impression."
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Efficient condo near slopes with kitchenette & great location

9.0 out of 10, Wonderful, (28)
"Very clean, thankful for NO smoke smell. Very close to Okeemo summit. Would stay again. "
The price is €167
includes taxes & fees
2 Mar - 3 Mar
Efficient condo near slopes with kitchenette & great location

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.4 out of 10, Very good, (16)
"Beautiful ski condo, very conveniently located, super clean with a very comfy bed! Had a great stay."
The price is €354
includes taxes & fees
3 Mar - 4 Mar
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (96)
"Excellent house, very clean, has everything you need. The checkin process was very smooth, and the hosts were quick to respond when something wasn't working (only because I had accidentally unplugged it!). They did a great job clearing the snow from the house after the storm and the location/parking/access to Quechee was great! Thank you!"
Beautifully renovated with fireplace and coffee bar

Idyllic Lakefront House Suited Two Families

9.6 out of 10, Exceptional, (157)
"We really enjoyed our stay at the lake house. We had great views of the lake and the kitchen was very well stocked. The beds were comfortable and the house was very clean and nicely decorated. Thank you for the incredible stay and we will be staying again!"
Idyllic Lakefront House Suited Two Families

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (45)
"Great simple, easy to get to. Close to the mountain! Everything was clean and well set up. As other reviewers have noted, its not recently updated (although furniture is all newer and very nice/comfortable) but not needed. Great for a couple or small family for an easy convenient stay near the mountain. I would highly recommend it and would likely come again!"
The price is €189
includes taxes & fees
16 Mar - 17 Mar
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is €408
includes taxes & fees
12 Mar - 13 Mar
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (169)
"Great house for family. Enjoyed our trip. So close to Okemo. "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Spectacular opportunity to enjoy the finest property in Killington Summit

9.4 out of 10, Exceptional, (22)
"This place was great, Communication with the Killington Rental Associates was wonderful. The house was as it photographs. It was a perfect spot to ring in the New Year. After skiing, the hot tub and Sauna were a welcome retreat for the weary skiing crowd, the Kitchen was well stocked with just about anything you could need to prepare meals for a large crowd. The Bar was an added highlight for apre-Ski. There was enough space for a large crowd to gather in one spot, and enough spots to...
Spectacular opportunity to enjoy the finest property in Killington Summit

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is €184
includes taxes & fees
3 Mar - 4 Mar
Treehouse at Wise Pines- SoBo

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

9.8 out of 10, Exceptional, (10)
"Me and my wife loved this place. Perfect for a cozy getaway. "
The price is €356
includes taxes & fees
25 Mar - 26 Mar
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Well-appointed studio right downtown - less than a mile to Okemo Mountain

9.2 out of 10, Wonderful, (11)
"Easy check in clean place "
The price is €237
includes taxes & fees
10 Mar - 11 Mar
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

10.0 out of 10, Exceptional, (22)
"The property and location are great for skiers. Ski on / ski off. Plenty of space. There is a small apartment attached to the home that was rented on our last night. The property says it is a smoke free environment but the tenants of the apartment were smoking so much weed it was smelt in the entire house filled with some young kids. We told the owner who said he would address but this continued through the night and the next morning. I don't know how the owner will get the smell out to...
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (22)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen

9.4 out of 10, Exceptional, (77)
"The condo had everything we needed for a great ski week. Clean, well stocked kitchen, comfortable bed in a great location for a good price."
Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen

Ski-in/ski-out condo with mountain view, private balcony, & fireplace

7.6 out of 10, Good, (4)
"Awesome stay! Clean - Bed for couch could be better."
Ski-in/ski-out condo with mountain view, private balcony, & fireplace

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

10.0 out of 10, Exceptional, (86)
"We needed a quiet place to stay in the woods. It was close to Ludlow shops/ restaurants and the Okemo Ski. "
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
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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Other types of properties in South Woodstock you may be interested in

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1009)
"We stayed here for a couple of days to ski Killington. Everything about the property was acceptable. The staff was OK, but not very friendly. There was no option for house cleaning and our trash overloaded for two nights. It would’ve been nice to be able to Empty the trash or have a bigger trashcan."
The price is €131
includes taxes & fees
5 Mar - 6 Mar
Comfort Inn Rutland - Killington

Align Inn Vermont

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Everything was beyond our expectation! The staff was very nice and helpful, our room was tastefully updated/renovated, the breakfast was simple but with a few great options, and we saw Big Dipper in the evening. Some guests started their day quite early and woke us up when they were getting ready to drive out. They weren’t particularly loud or anything but ear plugs would definitely help."
The price is €113
includes taxes & fees
13 Mar - 14 Mar
Align Inn Vermont

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1001)
"Great place, helpful staff! However, miscommunication with the bus schedule… make sure to stand on correct side of road when using bus* "
The price is €215
includes taxes & fees
25 Mar - 26 Mar
Killington Mountain Lodge, Tapestry Collection by Hilton
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.

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 4 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. Other popular places to visit in the area include Killington Resort and Okemo Mountain Resort.

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.