
Cottage holiday rentals in Woodstock
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Quick stats about cottage rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at £165 per night before taxes and fees

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Over 430 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated cottage rentals in Woodstock
Guests agree: these cottages are highly rated for location, cleanliness and more.

Cozy and Romantic Granite Lake Cottage Getaway
Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.
4.99 out of 5 average rating, 147 reviews
The Vershire Fortress
Breathtaking views, mountain fresh air, and tranquility in the hill town of Vershire, VT; the Fortress looks out over the White Mountains to the East during the day and the Milky Way above at night. The property spans 6 acres that are available to all guests looking for a bit of snow-shoeing or a walk in the woods. Plus recent renovations! Designed and built by architect, Nick Fabrikant, it offers splendid open floor plans and incredible natural lighting through the many South-facing windows.
4.93 out of 5 average rating, 106 reviews
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.
4.96 out of 5 average rating, 147 reviews
Edelweiss Cottage, Manchester VT
Welcome to Edelweiss, a beautiful guest cottage in Manchester Vermont. Our idyllic cottage is nestled into the hillside at the base of Mount Equinox. The two story cottage boasts a stunning stone fireplace and large windows overlooking the tiered landscape and Green Mountains in the distance. We are located minutes to Manchester viliage, shopping outlets, Equinox Resort, Hildene, and the Equinox Skyline drive. We are 20 minutes to Bromley and 35 minutes to Stratton and Magic Mountain.
4.99 out of 5 average rating, 111 reviews
Newly Renovated, Hot tub, 2min to Killington lift
Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.
4.97 out of 5 average rating, 297 reviews
Cozy Cottage on the Clay Brook
Relax at this cozy, well-appointed cottage on the Clay Brook, where you can enjoy the sound of the river amidst a peaceful, wooded setting. Although it feels remote, we are conveniently located at Sugarbush Access Rd and Rte 100, making us easy to find! With all of Mad River Valley attractions nearby, the cottage is perfect for year-round enjoyment, whether you wish to cool off in the brook, roast marshmallows at the fire pit after hiking, admire the fall foliage, or unwind after skiing!
4.99 out of 5 average rating, 118 reviews
Vermont Treehouse - Romantic Private Elegant
2 night minimum, self checkin. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, fully stocked kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, pond, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do in nearby towns: ski areas, shopping, hiking, biking, theater & music in summer. Or just relax. Discount for longer stays.
4.96 out of 5 average rating, 236 reviews
Quaint lakefront; firepit, boat, kayaks, hammock
A peaceful retreat or fun-filled vacation. 160 feet of direct waterfront on crystal-clear Kolelemook Lake in the Sunapee watershed. Kayaks, paddle-boards, canoe, row boat — all provided! The house is 20 mins from ski resorts, x-country skiing, snow shoe trails, tubing. Optimal snowmobile location with several primary and secondary trails right down the street. Fully-stocked kitchen. Dishwasher. Washer/Dryer. Linens provided. Firewood provided. Complimentary bottle of wine.
4.88 out of 5 average rating, 155 reviews
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.
4.97 out of 5 average rating, 471 reviews
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.
4.98 out of 5 average rating, 128 reviews
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.
4.98 out of 5 average rating, 179 reviews
Quaint stone house!
⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!
4.89 out of 5 average rating, 125 reviewsPopular amenities for cottage rentals in Woodstock
Cottage rentals with a hot tub

Schoolhouse Spa Retreat on a Vermont Farm
4.98 out of 5 average rating, 783 reviews
Modern Cottage between Stratton and Mount Snow VT
4.97 out of 5 average rating, 113 reviews
Comfy Cottage w/ Hot Tub in Historic East Poultney
4.97 out of 5 average rating, 159 reviews
Vermont Cottage Amherst Lake & Sanctuary
5.0 out of 5 average rating, 38 reviews
NEW Hot Tub • 5BR Retreat, 5 Min to Slopes
4.87 out of 5 average rating, 90 reviews
Kilton Pond Serenity
4.94 out of 5 average rating, 33 reviews
Private Couples Getaway w/ Whirlpool and Fireplace
5.0 out of 5 average rating, 167 reviews
Farnum Hill Guest Cottage
5.0 out of 5 average rating, 34 reviewsPet-friendly cottage rentals

Cozy cottage with Panoramic Views (now with AC!)
4.98 out of 5 average rating, 119 reviews
Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
4.85 out of 5 average rating, 641 reviews
The Smithy Cottage at Consider Bardwell Farm
4.92 out of 5 average rating, 232 reviews
Pond Cottage
4.97 out of 5 average rating, 190 reviews
Cozy Vermont Antique Sugar House with Fireplace
4.99 out of 5 average rating, 300 reviews
Hideaway Cottages, Cottage B
4.83 out of 5 average rating, 275 reviews
Large Private Lake House
4.95 out of 5 average rating, 256 reviews
The Barn at North Orchard, Near Middlebury
4.87 out of 5 average rating, 958 reviewsPrivate cottage rentals

Banjo's Cottage near Middlebury & Recreation Areas
4.97 out of 5 average rating, 306 reviews
Ridgeview: Cozy Cottage with a View
4.91 out of 5 average rating, 285 reviews
Waterfront Retreat on Chalk Pond
4.9 out of 5 average rating, 134 reviews
Cozy Forest Cottage on Vermont's Catamount Trail
4.97 out of 5 average rating, 148 reviews
Casa Rio Loco!
4.93 out of 5 average rating, 195 reviews
von Trapp Farmstead Little House
4.97 out of 5 average rating, 187 reviews
Riverside Cottage, Campanoosuc North
4.91 out of 5 average rating, 115 reviews
Mountain Cabin- Border state park, trails, private
4.83 out of 5 average rating, 191 reviewsDestinations to explore
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- Cottage rentals Windsor County
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- White Mountain National Forest
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls





