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Top Cottages in Woodstock

Addie's Place: A Quiet and Quirky Guesthouse

Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Cozy Historic Hilltop Cottage with Mount Ascutney View

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

Terrific 3-bedroom cottage with AC in charming Cavendish

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Idyllic Wallingford Retreat - Near Skiing & Hiking
Top hotels in Woodstock

The Jackson
Woodstock Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Woodstock that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Woodstock is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Woodstock Cottages essential information
Accommodation | 83 Cottages |
|---|---|
Lowest Price | $149 |
Highest Price | $608 |
Popular accommodation | Woodstock Village Carriage House, Addie's Place: A Quiet and Quirky Guesthouse, Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co., The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland., Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Cozy Historic Hilltop Cottage with Mount Ascutney View, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Terrific 3-bedroom cottage with AC in charming Cavendish, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!, Idyllic Wallingford Retreat - Near Skiing & Hiking, Vermont Retreat w/ Hot Tub: Romantic Getaway, Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit |
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