Book Pittsfield, VT Cottages
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Top Cottages in Pittsfield

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Woodstock Village Carriage House

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

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

Idyllic Wallingford Retreat - Near Skiing & Hiking

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Top hotels in Pittsfield

Woodstock Inn & Resort
Pittsfield 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 Pittsfield 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 Pittsfield 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…
Pittsfield Cottages essential information
Accommodation | 40 Cottages |
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Popular accommodation | Pristine Custom Cottage, Grand Piano, Massage Studio on Site, Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers, Woodstock Village Carriage House, Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake., Cozy 1850s home on the riverfront with mountain & river views - dog-friendly, Cozy Cabin Retreat, Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock, The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland., Idyllic Wallingford Retreat - Near Skiing & Hiking, Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains, Picture-perfect Vermont Mtn Cabin w/ Hot Tub!, Inviting A-frame Cabin w/ Saltwater Hot Tub! |