A rural landscape with rolling hills, a winding dirt road, and a cluster of red barns.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for South Woodstock condo rentals

A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

1. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
The price is €260
includes taxes & fees
1 Oct - 2 Oct
Welcoming condo near the slopes with free WiFi and full kitchen
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

2. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is €260
includes taxes & fees
1 Oct - 2 Oct
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A living room with a fireplace, a sofa, a coffee table, and a television.

3. Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is €341
includes taxes & fees
7 Oct - 8 Oct
Resort condo with mountain views, full kitchen, and free WiFi
A wooden cabin with multiple balconies and a stone chimney.

4. Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.2 out of 10, Wonderful, (59 reviews)
"Great stay. We really loved the ski in ski out feature. Host was responsive with any issues"
United States
Andrea W.
The price is €604
includes taxes & fees
1 Oct - 2 Oct
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Tall windows bring the trees into view while you swim at the community pool.

5. Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.

Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
Killington
9.0 out of 10, Wonderful, (6 reviews)
"Great location for skiing!!!"
United States
Pawel B.
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

6. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
Killington
8.0 out of 10, Very good, (1 review)
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

7. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is €208
includes taxes & fees
6 Oct - 7 Oct
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

8. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is €374
includes taxes & fees
1 Oct - 2 Oct
Killington resort: Walk to Mountain, Bike, Pool
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

9. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
The price is €340
includes taxes & fees
4 Oct - 5 Oct
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A two-story house with a porch, a staircase, and a front door.

10. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is €239
includes taxes & fees
1 Oct - 2 Oct
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
A bedroom with two beds, a dresser, a window with a view of greenery, and a painting on the wall.

11. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Killington
9.0 out of 10, Wonderful, (7 reviews)
"Easy, convenient location. Perfect no frills last minute ski trip. Would stay again. Good communication."
United States
Marcus G.
The price is €262
includes taxes & fees
1 Oct - 2 Oct
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
An indoor swimming pool with a hot tub, a second-floor balcony, and a sign indicating a mountain resort.

12. Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
The price is €308
includes taxes & fees
1 Oct - 2 Oct
Mountain view condo with fast WiFi plus on-site amenities
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

13. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (71 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is €332
includes taxes & fees
19 Oct - 20 Oct
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

14. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
The price is €351
includes taxes & fees
1 Oct - 2 Oct
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A sign for Whifletree with a view of a golf course and mountains in the background.

15. Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Killington
The price is €406
includes taxes & fees
1 Oct - 2 Oct
Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

16. Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.

Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay, no issues at all!"
United States
rebecca w.
The price is €265
includes taxes & fees
1 Oct - 2 Oct
Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.
A dining area with a round wooden table and four chairs, a sofa, a lamp, and a kitchen with a stove and microwave.

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

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.0 out of 10, Very good, (1 review)
The price is €308
includes taxes & fees
1 Oct - 2 Oct
Comfortable mountain gem with pool, mountain views, & indoor parking space
Lounge chairs line the shared indoor pool for a pause beside the water.

18. Sunrise Timberline 3BR ski in/ski out with fireplace, pool and hot tub

Sunrise Timberline 3BR ski in/ski out with fireplace, pool and hot tub
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Excellent location, clean and exactly what you are looking for from a ski/winter get away. "
United States
Joseph C.
Sunrise Timberline 3BR ski in/ski out with fireplace, pool and hot tub
A modern kitchen with a bar area, high ceilings, and a large window offering a view of the outdoors.

19. Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle

Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle
Killington
8.4 out of 10, Very good, (8 reviews)
"Great location by the mountain! Walking distance to Killington Distillery. Nice balcony overlooking woods."
United States
James G.
The price is €439
includes taxes & fees
1 Oct - 2 Oct
Ski, Hike, Relax - 2BR Killington Condo with Balcony, Pools, Hot Tubs and Free Shuttle
A modern kitchen with a granite countertop, wooden chairs, a built-in oven, and a ceiling fan.

20. Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.

Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
Killington
9.8 out of 10, Exceptional, (20 reviews)
"Great stay! "
United States
Corey W.
Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
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

Hotel Coolidge

Hotel Coolidge

10/10 Excellent
"Very friendly proprietor"
Henry 1-night trip
Posted 11 hours ago
Hotel Coolidge

Find out more about South Woodstock

South Woodstock Condo Rentals information

Number of reviews
324
Accommodation
908 Condo Rentals
Lowest Price
€208
Highest Price
€604

Frequently asked questions

How much do condos in South Woodstock cost?
The price range for condos in South Woodstock is €208 to €604 per night. Whatever your budget, you're sure to find someplace that makes your wallet happy — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in South Woodstock?
There are 908 condos in South Woodstock. No matter if you're holidaying with the family or organising a weekend break with friends, Expedia can help you find the ideal base for your entire crew.
Why book your condo in South Woodstock with Expedia?
Expedia makes it a cinch to find your dream condo in South Woodstock. Looking for an upmarket stay? Make your way to the filters to search for properties that have a 5-star rating. If you have a certain budget, choose how much you want to spend and then browse our fabulous options. We'll help you find the perfect place whatever your plans or style of travel.
How can I find cheap condos in South Woodstock?
The easiest way to compare cheap condos in South Woodstock is with Expedia's convenient filter tool. Narrow down your search by amenities, star rating and budget to land unbeatable rates in a couple of clicks.