
Cottage vacation rentals in Woodstock
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Top-rated cottage rentals in Woodstock
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Mountain Cabin- Border state park, trails, private
Tucked in the forest near the end of a dead end dirt road this cabin sits on a ridge with awesome views and sounds of a creek below. Fully renovated interior in 2021 yet keeping its rustic charm. Peaceful and quiet nestled against Camels Hump State Park, but still the luxury of high speed internet. Master bedroom has large picture window towards the forest with the creek below. Enjoy morning coffee on the porch with its beautiful south eastern exposure. Minutes from Waterbury and Waitsfield

Adorable Dog Friendly Cottage w/FIOS
Bright and clean 2-story cottage on a 20-acre oasis. 10% off for guests using only one bedroom (cannot be combined with other discounts). Details in property description. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bath (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. For groups or more space, view my other listing located on the same acreage: airbnb.com/h/hartlandvacationhome

Cozy cottage near Killington & Sugarbush
Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Endless nearby trails for hiking/biking/xc skiing, and Rochester's stores, cafes, and restaurants are less than 10 minutes away. Grocery store, berry picking, lakes, swimming holes, golfing, restaurants, breweries, and wineries all within an easy drive. Killington/Sugarbush both ~35 minutes away.

Kolelemook Cottage!
Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Vermont Treehouse - Romantic Private Elegant
3 night minimum, unless prior approval, self checkin. Work remotely. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

The Cottage, a house built for guests.
In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

The Barn at North Orchard, Near Middlebury
Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Fully Updated, Quiet & Cozy 1-Bedroom Cabin
Escape To Tuckaway Cottage - This perfect-for-two entire cottage is freshly remodeled, clean, comfortable and centrally located for your New Hampshire and Vermont adventures! All new furnishings and fixtures, a fabulous outdoor fire pit, and a wonderful enclosed porch with patio are just a few highlights. A short drive in any direction offers 4-season outdoor recreation with nearby mountains, lakes and rivers, plus dining, culture, and entertainment options abound.

von Trapp Farmstead Little House
Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!
Popular amenities for Woodstock cottage rentals
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

Cozy Killington Getaway • Hot Tub + 5 min from Mt.

Country Chalet, HotTub, 8 Mins to Skyeship Gondola

Newly Renovated, Hot tub, 2min to Killington lift

3BR lakefront with dock, swim platform, & firepit

Andas Hus: Little Luxury

Modern Cottage between Stratton and Mount Snow VT
Pet-friendly cottage rentals

The Smithy Cottage at Consider Bardwell Farm

Waterfront Retreat on Chalk Pond

Country Cottage

Home with a spring fed Koi pond and mountain view

Camp -Granite Lake, Munsonville, NH

50 Acres of solitude & 1/2 mile on the West River

Cozy Vermont Antique Sugar House with Fireplace

Hideaway Cottages, Cottage B
Private cottage rentals

Cozy Cottage on the Clay Brook

Stone Wall Cottage, Stonewall : GMHA, Okemo

Modern Cottage at The Innstead Mountain Getaway

Idlewild Cottage on Star Lake Near Okemo

Riverside Cottage - Bridgewater Vermont

31 Lili West - across from Silver Lake on 5 acres

The Mill House

The Vershire Fortress
Quick stats about cottage rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$35,591 GYD per night before taxes and fees

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Guests love Kitchen, Wifi, and Pool across Woodstock rentals
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- Squam Lake
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
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