Book Holiday Homes in South Woodstock
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Featured Holiday Homes in South Woodstock

Beautifully renovated with fireplace and coffee bar

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

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

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

Charming Lakefront Cottage on Lake Mascoma

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

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
South Woodstock Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Woodstock vacation homes are the perfect way for you to wing it.
Holiday houses in South Woodstock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Woodstock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Woodstock adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Woodstock with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Woodstock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
South Woodstock Holiday Homes essential information
Accommodation | 870 Holiday Homes |
---|---|
Lowest Price | AU$189 |
Highest Price | AU$827 |
Popular accommodation | Beautifully renovated with fireplace and coffee bar, Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi, Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee, Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont, Charming Lakefront Cottage on Lake Mascoma, 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, 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 |
More accommodations in South Woodstock
Top trending hotels in South Woodstock

Comfort Inn Rutland - Killington

Align Inn Vermont

Woodstock Inn & Resort

Killington Mountain Lodge, Tapestry Collection by Hilton
More ways to explore South Woodstock
Top picks
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^Subject to availability and chosen travel dates.