Photo by George Sykes

Search Vacation Homes in South Woodstock

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 888 Vacation Homes in South Woodstock with updated reviews, rates, and availability.

Beautifully renovated with fireplace and coffee bar
Smart TV, fireplace, books

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (105)
"We had a great winter weekend! The accommodations were just what we needed, perfect location and the coffee bar was amazing! We cant wait to come back again!"
Beautifully renovated with fireplace and coffee bar
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Property grounds

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

9.8 out of 10, Exceptional, (22)
"Beautiful place."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
TV, fireplace, books, music library

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

9.4 out of 10, Exceptional, (42)
"Lovely, clean property in beautiful setting. Cozy little escape! So close to amazing trails and hikes. Gorgeous setting. We have family in QueChee and it was perfectly located and so nice to have our own space! Would love to stay there again!"
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Miscellaneous

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

10.0 out of 10, Exceptional, (3)
"The property was perfect for a Vermont getaway that will allow you to enjoy the autumn views and still give you the opportunity to engage in plenty of activities if you desire. Highly recommend this home!!"
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Charming Lakefront Cottage on Lake Mascoma
Smart TV, fireplace

Charming Lakefront Cottage on Lake Mascoma

10.0 out of 10, Exceptional, (5)
"We found this place to be absolutely beautiful with a great view of lake. The home was very clean and spacious. The host stocked the bathrooms and kitchen with everything you could possibly need. We found the beds to be very comfortable. The office/play room had plenty of toy’s for our grand son.The use of the pellet stove made very cozy. We look forward to another visit."
The price is AED 808
AED 1,889 total
includes taxes & fees
19 May - 20 May
Charming Lakefront Cottage on Lake Mascoma
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Fridge, microwave, oven, stovetop

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.0 out of 10, Very Good, (38)
"This place was great for my family and I. It is very close to Okemo and town "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds

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

9.8 out of 10, Exceptional, (206)
"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
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Property grounds

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

10.0 out of 10, Exceptional, (107)
"Great house for our family of 7. Plenty of room in the house to spread out. Enjoyed the fireplace - plenty of wood provided."
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Property map

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (36)
"Great location for ski in/out. Ideal for a small family "
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Fridge, microwave, oven, stovetop

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

10.0 out of 10, Exceptional, (51)
"Quiet and private location on a spectacular piece of protected land."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
1 bedroom, internet, bed sheets

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing

9.2 out of 10, Wonderful, (5)
"Close to skiing"
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
Pet-Friendly Claremont Vacation Rental!
Terrace/patio

Pet-Friendly Claremont Vacation Rental!

8.8 out of 10, Excellent, (5)
"We were VERY pleasantly surprised to see a Christmas tree and a fully decorated house! The kids absolutely loved it. That said, the house in general was child friendly in every way - dinnerware and utensils, toys, appropriate sleeping options, and others. It was perfect for meeting familu from all over!"
Pet-Friendly Claremont Vacation Rental!
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
TV, fireplace

Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (3)
"Lovely rustic and cozy cabin stay"
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA
Exterior

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Fridge, microwave, oven, stovetop

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
Fridge, microwave, oven, stovetop

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

10.0 out of 10, Exceptional, (1)
"Was an amazing location with tons to do. Clean property and cozy!"
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Exterior

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays

10.0 out of 10, Exceptional, (36)
"Great space for our 3 families. Would book again."
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Okemo Mountain Lodging
Exterior

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (27)
"We are so impressed with the lodging. We will definitely be back. "
Okemo Mountain Lodging
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola
Outdoor dining

Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

9.6 out of 10, Exceptional, (20)
"Perfect location between okemo and Killington. House was great with awesome views."
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Smart TV, fireplace, books

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

9.8 out of 10, Exceptional, (32)
"We enjoyed our stay and the house"
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
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
Sign in
Sign up, it's free

Other property types in South Woodstock

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Custom-built Tiny House on forested lot near Quechee
Fridge, microwave, oven, stovetop

Custom-built Tiny House on forested lot near Quechee

9.8 out of 10, Exceptional, (55)
"Small and cozy"
Custom-built Tiny House on forested lot near Quechee
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Interior

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (11)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
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.