Photo by George Sykes

South Woodstock Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in South Woodstock

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (63)
"Everything was great! Very clean & cozy. Perfect spot for a ski trip!"
The price is CA $210
CA $453 total
includes taxes & fees
Feb 11 - Feb 12
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

Ski In/Out Studio at Okemo on Sachem Trail

9.6 out of 10, Exceptional, (10)
"Everything was fantastic! Owner was amazing and so helpful and understanding. We had plenty of room as a family of 5 full over full bunk with full trundle - fireplace was great for ambiance. Ski on ski off so easy access gor a lunch break! Would definitely stay again."
Ski In/Out Studio at Okemo on Sachem Trail

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

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

9.0 out of 10, Wonderful, (42)
"My fiancé and I stayed here over Christmas break for 4 nights. Snowboarded on Killington for 3 of those days. We were in close proximity to not only the mountain, but the shops to get our boards waxed and restaurants/bars. Those restaurants/bars were essential as this rental unit only has a microwave and mini fridge (as advertised). But for a place to just kick back and relax, clean up, and sleep. It was in a prime location. The spa services were available to us and while we didn't get to use...
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

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

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

9.6 out of 10, Exceptional, (34)
"Apartment was exactly as described. Great place to relax when not skiing. Property manager was prompt in responding to questions."
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

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

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (201)
"Beautiful cozy cottage, but the road is a little loud. The creek and backyard are gorgeous."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Cozy Mountain Condo with Ski-In/Ski-Out Access, and Electric Fireplace

Cozy Mountain Condo with Ski-In/Ski-Out Access, and Electric Fireplace

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (19)
"Great Location! Very short drive to Skyeship Gondola. Property was well equipped for all our needs."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

MODERN SPACIOUS 2-bedroom apartment

2.0 star property
3.2 out of 10, (5)
"This was very spacious. I think you could have a nice sized group here comfortably. 4-6. The area around the property is a bit run down. Thr property owner did not send instructions to enter prior to arrival, but responded quickly and we were inside within 10 min. The wifi password would not work, so we used cell and downloaded movies nearby to watch on Kindle. The main bedroom was large with a couch or maybe a futon. There was a stove, full fridge, washer and dryer, microwave. I did not see a...
The price is CA $171
CA $358 total
includes taxes & fees
Feb 2 - Feb 3
MODERN SPACIOUS 2-bedroom apartment

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (89)
"Everything about this property was perfect for our family of 6! Location, charm and cleanliness, perfection! "
The price is CA $340
CA $657 total
includes taxes & fees
Feb 4 - Feb 5
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property is VERY well maintained! Its spacious, clean, modern, and includes a full kitchen. The electric fireplace in tbe living room area is a truly modern & romantic touch! The bed was quite firm & comfortable. The kitchen is way more stocked with cookware (basics like plates, cups, bowls, as well as pot, pan, measuring cups, cutting knives, BBQ utinsils, wine glasses, cutting board etc. etc.)than expected! Even included quite a few seasonings & cooking/olive oil! The heat worked VERY...
The price is CA $320
CA $525 total
includes taxes & fees
Feb 4 - Feb 5
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo

9.8 out of 10, Exceptional, (38)
"The property is recently renovated so everything is relatively new and in good condition. The unique design choice of using cedar for the walls, floors and ceiling was a bit off putting initially but we got used to it. There was a small issue with the hot tub, but the host responded very quickly and the issue was resolved the next day. Will definitely consider staying here for the next Okemo ski vacation."
Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo

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

9.2 out of 10, Wonderful, (64)
"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 CA $612
CA $1,077 total
includes taxes & fees
Feb 11 - Feb 12
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Comfortable mountain gem with pool, mountain views, & indoor parking space

8.4 out of 10, Very good, (27)
"Very nice property. Clean and well appointed."
The price is CA $180
CA $543 total
includes taxes & fees
Feb 12 - Feb 13
Comfortable mountain gem with pool, mountain views, & indoor parking space

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (36)
"The home is as described with plenty of space for my family of 5. The kitchen was well stocked, and the bathrooms were clean. Plenty of towels and the beds were firm with clean sheets. The views of Lake Rescue were beautiful. The driveway was snow-covered, but with a 4WD, you should have no issue. The 'commute' to Okemo was easy - 8min max. The house seems to have been empty, so a musty smell permeated the home for the first day until the air circulated a few times. Not a big deal. The gas...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

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 CA $216
CA $266 total
includes taxes & fees
Feb 4 - Feb 5
Treehouse at Wise Pines- SoBo

Efficient condo near slopes with kitchenette & great location

9.2 out of 10, Wonderful, (26)
"Very clean, thankful for NO smoke smell. Very close to Okeemo summit. Would stay again. "
The price is CA $159
CA $362 total
includes taxes & fees
Feb 13 - Feb 14
Efficient condo near slopes with kitchenette & great location

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

8.8 out of 10, Excellent, (13)
"The property was exactly as advertised and clean. The pool was open and it was a good option to relax. The acces to parking was terrible - muddy, sandy, icy gravel. It is clear that nobody was thinking about this at all. The access to lifts was not ski in/out, but shuttle was great, and running all time! There was a ski locker, which was convenient, though nobody told us about it and we figured it out ourselves. Card for pool did not work but the office was open and provided the correct one,...
The price is CA $225
CA $600 total
includes taxes & fees
Feb 4 - Feb 5
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes
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.
Don't see what you're looking for?
See all available properties in South Woodstock
Save an average of 15% on thousands of hotels when you're signed in

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)
"Nice quiet clean hotel"
The price is CA $180
CA $198 total
includes taxes & fees
Feb 2 - Feb 3
Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1006)
"Great stay!"
The price is CA $353
CA $388 total
includes taxes & fees
Feb 4 - Feb 5
Killington Mountain Lodge, Tapestry Collection by Hilton

Align Inn Vermont

2.5 star property
9.0 out of 10, Wonderful, (1009)
"An excellent hotel well located in white river junction"
The price is CA $163
CA $180 total
includes taxes & fees
Mar 2 - Mar 3
Align Inn Vermont
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 vacation rentals in South Woodstock?

Yes, we offer vacation rentals near well known points of interest in South Woodstock, or you can choose a more remote option if you're looking for relaxation. Our travelers 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 vacation rentals in South Woodstock?

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge: This vacation home rental outside of South Woodstock is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Woodstock?

Choose from 4 Expedia vacation rentals in South Woodstock for a memorable vacation.

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

While exploring the area, visit family-friendly sights like Upper Valley Aquatic Center, 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 vacation rental in South Woodstock like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in South Woodstock. Vacation rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.