Cottage vacation rentals in Woodstock

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Top-rated cottage rentals in Woodstock

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Top guest favorite

A spacious deck extends from the cottage, furnished with seating and a dining table. Colorful planters and artwork decorate the area. Large windows reflect the surrounding trees, while a yellow and blue umbrella offers shade. Relaxing lounge chairs are positioned on the lawn, inviting guests to unwind.

Cottage in Panton

4.98 out of 5 average rating, 242 reviews

Panton / Near Vergennes , Middlebury Private Home

Begin your Vermont experience at our serenely secluded, wooded hide–a-way. This inviting private home features all the best amenities including luxury linens, fully equipped kitchen, bath with custom over sized shower, a beautiful deck with gas grill, teak and glass dining table, and lounge seating for 4. It is the perfect space for 2 adults and children, or up to 4 adults, providing easy access to the best Vermont has to offer from Lake Champlain, Vergennes, Middlebury, and all points beyond.

Superhost

A wooden dock stretches into the calm waters of Lake Sunapee, surrounded by gentle hills. Several boats are secured at the dock's edge, and the surface of the water is perfectly mirrored, reflecting the clear sky and distant landscape.

Cottage in Newbury

4.87 out of 5 average rating, 119 reviews

Country Cottage

Charming cottage with 3 bedrooms just a small walk to Sunapee lake. You can enjoy swimming off the dock or explore one of the many harbors on the lake. Mount Sunapee is just around the corner (2 minute drive) and offers many fun activities for the whole family. Including zip lines, mtn biking and much more. Sunapee State beach is also within walking distance or just a short drive away. Offers large sandy beach. This rustic cottage is a perfect place to make memories with family and friends.

Superhost

A view through a lace-curtained window showcases a tranquil lake and a wooden dock surrounded by lush trees. The calm water reflects the greenery, creating a serene atmosphere near the cottage.

Cottage in Marlow

4.89 out of 5 average rating, 100 reviews

Sunapee area lakeside cottages trio on Sand Pond

Three cottages, each with lake view and shared dock, on pristine, quiet Sand Pond are perfect for a family gathering. Three cottages for one rental, offering privacy and indoor and outdoor space for being together. The main cottage sleeps four, has a full kitchen and a screened-in porch; the two studio cottages have kitchenettes and sleep two. It is not ideal for very young children or those who have difficulty walking up and down hill on uneven ground. 8.5% NH Meals & Rental tax applies.

Guest favorite

A charming country cottage is set on a spacious grassy lot, surrounded by trees and wildflowers under a clear blue sky. A stone chimney and flagpole can be seen in front, with ample outdoor space creating a welcoming atmosphere.

Cottage in Chester

4.91 out of 5 average rating, 162 reviews

Green Mountain Country Cottage

Four bedroom cottage centrally located within less than 35 min. of 4 ski resorts, and next to the former Tater Hill golf club. Access to snowmobile trail on site, X-country skiing, hiking, fishing, shopping, restaurants, state parks nearby. In summer and fall mushroom foraging is very productive. For history buffs there is a revolutionary war era cemetery next to the property. Sleeps 10 to 12. The cottage is only available to family groups or responsible adults over 25. NO PARTYING ALLOWED.

Guest favorite

A quaint cottage is set against a backdrop of rolling hills, featuring a blue exterior and a red door. A wooden table and chairs are positioned on a grassy area, surrounded by landscaped gardens with colorful flowers. Nearby trees and plants add to the serene environment.

Cottage in Hartland

4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a shared 20-acre sanctuary. 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 bathroom (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. 10% off for guests using only one bedroom (cannot be combined with other discounts). See details in property description. Dog sitting & walks sometimes available - please inquire for rates & info ahead of time.

Superhost

The cottage is nestled among trees, featuring a green metal roof and wooden exterior. Warm light spills from the windows, illuminating the surrounding foliage. A wooden deck extends towards the water, enhancing the peaceful lakeside setting. The serene waters are visible in the background.

Cottage in Haverhill

4.84 out of 5 average rating, 178 reviews

Unique Waterside Cottage - White Mountains, NH

Idyllic, serene waterside cottage. The private deck perched over the 32 acres of spring-fed, trout stocked-water is perfect for romantic sunsets. Enjoy the turtles as your feet dangle over the deck. The detailed cottage has wi-fi and comes with a well-equipped kitchen, and quality bedding, and is ideal for 2 people. Relax, read, fish, listen to the loons - a perfect get-away to completely unplug. Great hiking, kayaking, and biking in the area. Grill, hammock, and fire-ring by water's edge.

Guest favorite

A cozy bedroom features a wooden bed with a light-colored comforter and decorative pillows. A subtle grey blanket is neatly rolled on the bed. A dresser and a TV are positioned against the wall, with a bedside lamp providing soft lighting, complemented by natural light from a nearby window.

Cottage in Fair Haven

4.92 out of 5 average rating, 171 reviews

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Ski season has begun! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

Top guest favorite

A modern cottage with a red exterior features a covered porch and a welcoming entryway. Two red chairs are placed on the porch, complemented by planters with colorful flowers. A well-maintained lawn leads to scenic views, with distant mountains and fields visible.

Cottage in New Haven

4.99 out of 5 average rating, 173 reviews

Hilltop Cottage With a View

Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Top guest favorite

A stone fire pit is surrounded by several green Adirondack chairs, with a small table nearby. The lake is visible in the background, and a floating dock can be seen across the water. Trees frame the scene, under a clear blue sky.

Cottage in Weare

4.94 out of 5 average rating, 282 reviews

Seasonal lake side cottage

Cottage comes with the use of two kayak's, a canoe, two stand up paddle boards, an outside fire place to roast s'mores. (Please do not use fireplace until dusk). Refrigerator & freezer, microwave, keurig, toaster, basic pots and pans, outside grill,a clean lake with swimming area. Tv/DVD player & DVD’s(no cable). We supply towels,linens & beach towels. Friendly neighbors on either side of cottage. Water is fine to use, but not to drink. A perfect relaxing, unplugged weekend getaway.

Top guest favorite

A stone pathway leads down through a grassy area, framed by trees and surrounded by lush greenery. A wooden cabin with a stone exterior is visible in the background, along with a gazebo-style seating area situated to the right.

Cottage in Whitehall

4.99 out of 5 average rating, 201 reviews

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

Top guest favorite

The secluded saltbox cottage is illuminated by warm outdoor lights, creating a welcoming ambiance. The exterior features large windows that reflect the evening glow. A cozy seating area with adirondack chairs is positioned on the lawn, surrounded by trees for added privacy.

Cottage in Thornton

4.95 out of 5 average rating, 153 reviews

Cottage with antique charm view & river HSI Wi-Fi

Immerse yourself in nature at our secluded saltbox cottage, where tranquility meets adventure. Explore nearby trails, ski slopes, and fishing spots. Inside, the cozy ambiance with a fireplace and a library of books invites you to unwind. Outside, the fire pit, hammock, and marked trails to the pond offer a true escape. With high-speed Wi-Fi, a desk, and a pet-friendly policy, your retreat is complete. Discover the perfect blend of comfort and nature for a memorable stay!

Top guest favorite

A spacious deck is featured, furnished with a dining table and chairs beneath an umbrella. Large windows provide views of the surrounding trees, while the wooden surface adds a natural touch. The path leading away from the deck is visible, surrounded by greenery.

Cottage in Reading

4.94 out of 5 average rating, 158 reviews

Shattuck Hill Cottage

Cozy two bedroon one bath cottage on 12 acres perfect for a visit to the Woodstock area. The cottage is 6 miles from the Green Mountain Horse Association. Our property connects to miles of riding and hiking trails. We have fenced pasture for your horse, a run in shed and are directly on the dirt roads and trails. You can ride, ski, snowshow, bike, hike or antique from our cottage. Come enjoy all Vermont has to offer. This is a non smoking property.