Cottage vacation rentals in Woodstock

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Quick stats about cottage rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$16,725 GYD per night before taxes and fees
Verified guest reviews
Over 550 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.

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Top guest favorite

A serene guest house is surrounded by lush trees, showcasing a blend of rustic and modern architecture. The exterior features gray siding with multiple window placements, allowing natural light to enter. A small porch area is visible, inviting guests to enjoy the peaceful setting.

Cottage in Sugar Hill

Tasseltop Cottage in Sugar Hill

Our guest house, affectionately known as the “shanty” is located in a very private setting on our property in Sugar Hill. We are located about 25 minutes from the Brenton Woods Ski area and also Loon Mountain ski area. Cannon Mountain is about a 15 minute drive. Our property abuts the Toad Hill Farm wedding venue and is a 5 minutes from the cottage. The Bishop Farm wedding venue is about 12 minutes away. See Note under "OTHER DETAILS TO NOTE" about AirBnB fees rolled into the nightly fee.

FamilyValueGrill

4.99 out of 5 average rating, 231 reviews

Guest favorite

The two-story cottage features a mix of wooden siding and a gabled roof. Surrounded by greenery, it includes a raised deck accessible by stairs at the front. A fire pit is visible nearby, with a rustic fence marking the perimeter of the yard.

Cottage in Woodstock

A: Cozy 2-BR Cottage Duplex - Unit A

Cozy, quirky, and very convenient! Welcome to our humble, pet friendly cottage in the White Mountains. This unique cottage duplex is our home base for hiking, skiing, and paddling, and we're happy to share it with you! Tucked away on the edge of the village of North Woodstock, our modest retreat is a stones throw from all the excitement the region has to offer. Take a short walk to the nearest swimming hole, explore the National Forest, and be back in time to enjoy dinner on the back deck!

LocationFamilyBeach

4.88 out of 5 average rating, 191 reviews

Top guest favorite

A charming historic house is surrounded by mature trees, showcasing a white exterior and a welcoming front porch with rocking chairs. A well-maintained picket fence frames the property, while colorful flower arrangements are seen near the windows, enhancing the peaceful outdoor setting.

Cottage in Plymouth

Plymouth's Historic Doll House; A tiny house

The Doll House has everything you’ll need at under 700 square feet. This fully-outfitted, historic, full-house rental has a complete kitchen, living room, two-bedrooms, bath, back sitting room, front farmer's porch and beautiful gardens and sitting areas. The Doll House is within easy walking distance to the Town Common, great restaurants and shopping, the Flying Monkey, and PSU. We are just a few minutes' drive to the Barn on the Pemi and Holderness School. NH Rooms Tax; License #059528.

FamilyLocationLayout

4.91 out of 5 average rating, 436 reviews

Guest favorite

The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.

Cottage in Springfield

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.

LocationFamilyBeach

4.96 out of 5 average rating, 147 reviews

Superhost

A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.

Cottage in Parsonsfield

RiverPine Retreat - Clean & Bright Waterfront Home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

LocationFamilySolo travel

4.84 out of 5 average rating, 196 reviews

Top guest favorite

Cottage in Thornton

Charming Mountain View River Cottage w/ Pvt. Trail

Escape to our secluded cottage, where tranquillity meets adventure, & have access to towns in 10 min. Enjoy mountain views, private hiking/snowshoeing trails & the Pemi River. Unwind by the fireplace & enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Local hiking, skiing, golfing, and fishing spots offer outdoor activities. With HS Wi-Fi & a pet-friendly policy (pet fee $80), your stay is comfortable and convenient!

LocationFamilyCleanliness

4.96 out of 5 average rating, 194 reviews

Guest favorite

The exterior of the cottage features a charming red façade, complemented by white trim. A welcoming entryway is enhanced by a small porch. Two Adirondack chairs are positioned on a stone patio, while a barbecue grill sits nearby, surrounded by greenery.

Cottage in Campton

There's no place like a HOME away from home!

Welcome to our cozy cottage by the Pemi River! Located in the beautiful White Mountains of New Hampshire. Our home is situated in a quiet condo association, perfect for a couples getaway or your family to enjoy. There is room for 4 guests with 2 bedrooms, 1 bath, large living room, dining table and full kitchen. Enjoy the many hiking trails, spend a lazy day on the river, eat at one of the many local restaurants and take advantage of so many other close by activities!!!

LocationValueCondition

4.87 out of 5 average rating, 171 reviews

Top guest favorite

A spacious living area features oversized leather furniture arranged around a coffee table. The well-equipped kitchen is visible in the background, highlighted by warm wooden cabinetry and modern appliances. A cozy fireplace adds an inviting touch, with soft lighting enhancing the overall ambiance.

Cottage in Conway

Cozy Cottage close to town and area attractions

Welcome to our family cottage located minutes from everything the valley has to offer! Three miles from main street North Conway. All outdoor activities the valley offers only a short drive away! Well-appointed home offering all you will need on your getaway no matter the season. Relax and watch a movie on the oversized leather couches, play pool and watch a game in the basement bar area, or sleep in on our luxury mattresses and bedding. You will not be disappointed!!

ValueFamilyDecor

4.95 out of 5 average rating, 169 reviews

Top guest favorite

A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.

Cottage in Brownfield

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

ValueLocationCheck-in

4.99 out of 5 average rating, 301 reviews

Top guest favorite

A charming cottage is set among lush greenery, featuring a dark wooden exterior. A spacious deck with seating options invites outdoor relaxation, while large windows provide natural light. A small pathway leads to the entrance, enhancing accessibility to the tranquil surroundings.

Cottage in Piermont

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.

ValueFamilyCheckout

4.98 out of 5 average rating, 179 reviews

Top guest favorite

A cozy bedroom features a patterned bedspread adorned with a bear design on a dark metal frame. A soft gray bench sits at the foot of the bed, and natural light filters through the window, complemented by sheer curtains.

Cottage in Conway

Central Location - Pet Friendly

Centrally located cottage minutes from all North Conway has to offer. Perfect for a romantic getaway or a vacation with the family, even the fur babies! The house has three bedrooms, full kitchen, dedicated workspace, full size washer/dryer and a large yard. Curl up on the couch and watch a movie or sit by the fire and star gaze. If you like adventures, there are many destinations nearby. The Pineside Cottage is wonderful for all year R&R. Book your stay today!

FamilyLocationAmenities

4.98 out of 5 average rating, 111 reviews

Top guest favorite

Cottage in Wolfeboro

Cozy Wolfeboro Getaway | Lake, Ski & Fireplace

Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboro’s hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!

ValueFamilyWalkability

4.97 out of 5 average rating, 146 reviews