Search and Rent Woodstock Condos

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

Condo Rentals in Woodstock

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Desk, free WiFi, bed sheets

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

9.0 out of 10, Wonderful, (54)
"Cozy but all the amenities, great location"
$151 nightly
The price is $170
Oct 2 - Oct 3
Total with taxes and fees
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Beautiful Spacious Condo at Killington Resort
Fridge, microwave, oven, stovetop

Beautiful Spacious Condo at Killington Resort

9.8 out of 10, Exceptional, (39)
"Very cozy and comfortable. We loved tge fire place!"
Beautiful Spacious Condo at Killington Resort
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Fridge, microwave, oven, stovetop

Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

10.0 out of 10, Exceptional, (23)
"Awesome place to stay. "
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Killington Sapphire
Living area

Killington Sapphire

9.2 out of 10, Wonderful, (7)
"Everything we needed to enjoy your family trip!"
Killington Sapphire
Trail Creek 75 | Condo in Killington
Interior

Trail Creek 75 | Condo in Killington

9.8 out of 10, Exceptional, (16)
"Very affodrable charming 2 bedroom that accomodated our family perfectly. We enjoyed the use of the indoor pool, hot tub and game room. We will be be back!"
Trail Creek 75 | Condo in Killington
Fireplace, Game Room, Corner Condo - Sugar Hill 3E
Fridge, microwave, oven, stovetop

Fireplace, Game Room, Corner Condo - Sugar Hill 3E

6.0 out of 10, (1)
Fireplace, Game Room, Corner Condo - Sugar Hill 3E
Large One Bedroom Mountain Side
Fridge, microwave, oven, stovetop

Large One Bedroom Mountain Side

9.2 out of 10, Wonderful, (10)
"We had a great time staying here. We could not be happier with the location in relation to the closeness to the slopes. The pool and sauna were a great bonus! We would def stay here again."
Large One Bedroom Mountain Side
Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail!
Indoor pool, a heated pool

Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail!

10.0 out of 10, Exceptional, (57)
"We had a great time at this condo! It was very comfortable and clean. Would stay there again."
Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail!
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Property grounds

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

9.4 out of 10, Exceptional, (27)
"Great ski in ski out location. Lift is right next to condo"
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Killington Retreat
Exterior

Killington Retreat

2.0 star property
9.6 out of 10, Exceptional, (12)
"Had a great time staying so close to Killington. Sauna, hot tub and pool were a great way to warm up after a day of skiing."
Killington Retreat
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Microwave, oven, stovetop, dishwasher

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

10.0 out of 10, Exceptional, (97)
"Wonderful two bedroom condo, fantastic communication from the manager, easy everything, parking, accessing the beautiful unit, checking out, just perfect!"
$262 nightly
The price is $284
Sep 30 - Oct 1
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d
Interior

Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d

9.0 out of 10, Wonderful, (24)
"Awesome accommodations "
Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d
Beautiful ski condo, close to multiple ski mtns
Private kitchen

Beautiful ski condo, close to multiple ski mtns

10.0 out of 10, Exceptional, (31)
"Great property, great location!!!"
Beautiful ski condo, close to multiple ski mtns
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
Indoor pool, a heated pool

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

10.0 out of 10, Exceptional, (20)
"great spot for kids. easy check in and lots of local spots! definitely download guide! "
$389 nightly
The price is $440
Oct 8 - Oct 9
Total with taxes and fees
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
The Summit Suite at Whiffletree Killington: Shuttle Bus. Pool. Discounted Ski Rentals.
Fridge, microwave, oven, stovetop

The Summit Suite at Whiffletree Killington: Shuttle Bus. Pool. Discounted Ski Rentals.

8.8 out of 10, Excellent, (3)
"Perfect spot for a Killington ski weekend. Just two of us, and that was ideal. So close to the mountain, and so well maintained. I highly recommend this rental for our next trip up."
The Summit Suite at Whiffletree Killington: Shuttle Bus. Pool. Discounted Ski Rentals.
NEW Killington Studio: Great Location! Comfy. 431
Exterior

NEW Killington Studio: Great Location! Comfy. 431

9.6 out of 10, Exceptional, (4)
"Great place to stay!"
NEW Killington Studio: Great Location! Comfy. 431
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer
Property grounds

Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

9.2 out of 10, Wonderful, (51)
"The location & tranquility !"
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer
Okemo Condo on Bus Route in Center of Town
Fridge, microwave, oven, stovetop

Okemo Condo on Bus Route in Center of Town

9.8 out of 10, Exceptional, (7)
"Great location, perfect for family trips. Recently updated amenities. Would recommend. "
Okemo Condo on Bus Route in Center of Town
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
Fridge, microwave, oven, stovetop

1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!

10.0 out of 10, Exceptional, (14)
"My family had a wonderful ski trip staying at this condo! "
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.4 out of 10, Exceptional, (15)
"Very nice townhouse."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Hotel was cute and amazing. The sheets and towels smelled fresh and rejuvenating after travel. My only complaint is that the pillows were super flat and uncomfortable. Would stay again"
Lena 2-night trip
Posted 2 days ago
Sleep Woodstock Motel

Find out more about Woodstock

Find out more about Woodstock

Woodstock Condo Rentals information

Number of reviews
369
Accommodation
917 Condo Rentals
Lowest Price
$170
Highest Price
$440

Explore a world of travel with Expedia

Explore a world of travel with Expedia