House vacation rentals in Woodstock

Find and book unique houses on Airbnb

Top-rated house rentals in Woodstock

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Ludlow

4.97 out of 5 average rating, 69 reviews

Heart of Ludlow. Quaint, Cozy Home, Sleeps up to 7

PRIME SKI 🎿 LOCATION !!!! Adorable cape style home 🏠 one mile from Okemo Mountain, on the weekend/holiday shuttle line. In town, very desirable location! Restaurants, shops, + bars within 1 block from front door!! Fully equipped kitchen, spacious living room, ski apparel storage room, small deck on 2nd level perfect spot for a glass of wine while watching the sunset 🌄 over the mountain! Wi-fi, NetfIix, (no cable) Price reflects reservation for 4. After 4, there is a $25 charge per person.

Guest favorite

A spacious living area features a stone fireplace as a focal point. Comfortable seating is arranged around a coffee table, with a neutral rug underfoot. Natural light is welcomed through large windows, enhancing the warm ambiance of the room.

Home in Enfield

4.95 out of 5 average rating, 101 reviews

Quiet lakeside retreat with private dock.

Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

Guest favorite

A well-loved family home is situated among vibrant autumn foliage. The two-story structure features large windows and a balcony that offers views of the surroundings. A gravel driveway leads to the garage, while landscaped areas with shrubs enhance the exterior.

Home in Warren

4.87 out of 5 average rating, 134 reviews

Oma's House

Large comfortable well-loved family home situated on the mountain at Sugarbush Lincoln Peak.Ski-in/ski-out on the mountain with proper conditions for intermediate to advanced skiers. Gorgeous mountain views overlooking the ski area situated perfectly to enjoy all Vermont has to offer along with a cozy gas fireplace to enjoy after a long day of skiing. The home features a layout perfect for families or wedding guests coupled with a fully equipped kitchen and a plethora of sleeping arrangements.

Guest favorite

A spacious living area features a large brown leather sectional couch adorned with colorful throw pillows. A wooden coffee table sits in front, and warm lighting is provided by two floor lamps. A decorative wall piece conveys a family-oriented message.

Home in Mount Holly

4.92 out of 5 average rating, 118 reviews

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Guest favorite

Home in Rutland

4.81 out of 5 average rating, 347 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Guest favorite

A spacious deck overlooks Lake Dunmore, featuring a railing for safety. Two colorful lounge chairs are positioned to enjoy the view, accompanied by a small table. Green trees frame the scene, and the water reflects the cloudy sky.

Home in Salisbury

4.95 out of 5 average rating, 105 reviews

Lake Dunmore Home close to skiing & Middlebury

Located directly on Lake Dunmore, our home is the perfect house to catch the sun glistening on the lake. With 2 bedrooms, it can comfortably sleep up to 2 families of 4, easily split between the upper and lower level with the main/deck level in between. Tons of family fun to be had: pool table, foosball, hot tub, games/toys, stocked kitchen, a deck and dock overlooking the pristine mountain lake and minutes to Branbury State Park's Beach. Nay's Lake House has mini split cooling and heating.

Guest favorite

A new hot tub with jets is positioned under a wooden structure, surrounded by grass and landscaped areas. A tranquil view of distant mountains and trees is visible in the background, creating a peaceful outdoor setting.

Home in Rutland

4.89 out of 5 average rating, 184 reviews

Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mountain views, peaceful brook on 1+ acre property. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV.

Guest favorite

A two-story white house features black shutters and a detailed front entrance framed by greenery. A manicured lawn surrounds the property, with trees providing shade in the background. The structure showcases large windows that allow natural light into the space.

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Guest favorite

A modern cabin is nestled among tall trees, blanketed by a layer of fresh snow. The structure features a spacious deck illuminated by warm light, offering a cozy contrast against the winter landscape. Snow-covered ground and trees create a serene, tranquil atmosphere.

Home in Rochester

4.91 out of 5 average rating, 295 reviews

Mountain Home ready for you!

Get away from it all in a secluded home atop a mountain in the National Forest. Home with deck and panoramic view of the Green Mountains. Idyllic in all seasons. Summer is lusciously green; fall colors seen from our deck; the magic of winter. Tons of privacy, but minutes from town. 35 min to Killington or Sugarbush; snowshoe outside your door, and x-country nearby. Snow tires or chains needed from Dec.-March. Please note that we cannot help you if your car gets stuck en route to the house.

Guest favorite

A spacious bed is dressed in a quilt featuring soft pastel colors and patterns. Two pillows rest at the head, with a patterned throw blanket draped across the bed. In the background, a partially visible bathroom is seen through an open doorway.

Home in Warren

4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

Come stay, work, and ski all season. Guesthouse above our garage for rent in the heart of East Warren. Ski on/off Blueberry Lake Cross Country Center access. Just 5 miles from Sugarbush Resort and 10 miles from Mad River Glen. guesthouse has private outdoor parking and entry. Gigabit internet service with high speed wifi. This is a net zero rental unit generating all of it power from on property solar. offered operation thanks to Tesla Powerwalls. This is directly adjacent our home.

Guest favorite

A spacious farmhouse and rustic barn are situated on a lush 1.5-acre property, surrounded by greenery. The farmhouse features a light-colored exterior and a welcoming porch, while the barn showcases weathered wood and vintage charm. Tall trees provide a natural backdrop.

Home in Ludlow

4.78 out of 5 average rating, 49 reviews

Beautiful Okemo Farmhouse 0.7 mile from base lodge

Beautiful farmhouse minutes to base lodge. Enjoy the night sky from the spacious hot tub year round. Comfortable living room with woodstove , huge family room with foozball. Eat in kitchen, dining room, 4 bedrooms, 3 bathrooms, quality furnishings throughout. Fast wifi. Gorgeous views, private 1.5 acres with barn and our own pond. Cross country skiing, hiking and sledding across the street. A gem of a house in an unbeatable location. Weekend shuttle bus to mountain in winter.

Top guest favorite

A modern mountain cabin is framed by snow-covered trees, showcasing a striking A-frame design. Large windows illuminate the interior, reflecting warm golden light, while a stack of firewood is neatly arranged on the lower deck, complementing the inviting atmosphere.

Home in Peru

5 out of 5 average rating, 10 reviews

Highland Haus: stunning ski getaway with hot tub

Welcome to The Highland Haus! A brand new, custom luxury escape central to dining, shopping, and four Vermont ski resorts. Overlooking several mountain ranges, this high-end getaway offers an unparalleled experience in the heart of the Green Mountains: breathtaking views, three bedrooms 3.5 bathrooms, open concept living and dining rooms, outdoor dining and lounge deck, hot tub, modern decor and amenities. Come enjoy Vermont at its finest! Pets welcome with a $100 pet fee.

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What guests are saying

The Castle

5 out of 5 average rating, 11 reviews5 days ago

The Castle is a lovely space and we had a great time there. It is situated in very calm surroundings and offers nice views of the hills and forests around. The house is fully equipped with everything you might need, ranging from kitchen utensils to boardgames, and the sleeping rooms are very comfortable.

Home in Wardsboro

What guests are saying

New Home on 23 Acres-Views of Okemo w/ Hot Tub

5 out of 5 average rating, 42 reviews1 month ago

This home is absolutely beautiful, with stunning views that make for a perfect Vermont getaway. The house is well-equipped with everything you need for a comfortable and relaxing stay. The location is fantastic—close to local attractions yet peaceful and private. Whether you’re looking for a cozy weekend retreat or an adventure in nature, this spot has it all. Highly recommend!

Home in Ludlow

What guests are saying

Upper Valley Shaker-Style Home, close to Dartmouth

4.95 out of 5 average rating, 19 reviews6 months ago

Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.

Home in Enfield

What guests are saying

Mountain view living near Middlebury, Vermont

4.97 out of 5 average rating, 35 reviews2 months ago

We spent a lovely four days at Angela's home. We were two couples staying in the area to attend a college sporting event and Angela's home proved to be a perfect place to stay. The home is located a few miles from Middlebury College in a charming and picturesque area. The photos do not do it justice. The views from the windows, which overlook the VT mountains, are nothing less than stunning. The home is spotless and meticulously maintained. Angela has wonderful taste in art and the home is beautifully decorated. The large, newly renovated kitchen was well stocked with high end appliances, dishes and glasses. The linens and towels in the bedrooms and bathrooms were of excellent quality. The beds were very comfortable. There were thoughtful touches left by Angela such as fresh flowers in three of the rooms, as well as wine, cheese and coffee for us to enjoy. All in all, it was an outstanding stay, and I highly recommend this Airbnb to other travelers!

Home in Cornwall

What guests are saying

Beautiful Vermont Farmhouse with stunning view

4.87 out of 5 average rating, 82 reviews3 weeks ago

We had a wonderful weekend getaway at this unique and charming farm-style property. The house has a cozy and inviting atmosphere, equipped with everything you need for a relaxing stay with family or friends. Located in a peaceful and quiet area, it’s just a short 10-minute drive to town, making it the perfect combination of seclusion and convenience. We stayed here while snowboarding at Killington, and it was a fantastic base for our trip. Susan, the host, made our stay even more memorable with her personal touch. She gave us a warm welcome through a call, providing a quick orientation and offering excellent recommendations for activities and places to visit in the area. Her attention to detail and thoughtfulness truly stood out. Highly recommended for anyone looking for a serene and unique escape!

Home in Pittsford

What guests are saying

1800’s Farmhouse in Historic Manchester Village

4.74 out of 5 average rating, 23 reviews2 months ago

A great option for a ski getaway! This house is conveniently located and only a short drive to Stratton Mtn. There is a wonderful great room with a cozy fireplace and a kitchen that suits all cooking needs. Lots of property for your dog to run too! Bundle up, some areas of the house were a bit chilly. You will feel like you’re staying in a piece of history as the house has a very old but charming way about it!

Home in Manchester

What guests are saying

Herrick Cove Hideaway

4.97 out of 5 average rating, 36 reviews6 months ago

Words I don’t think can describe how amazing Herrick cove is!!! The house was even more beautiful than we could have hoped for!! The space was laid out beautifully and had everything and more!! Jen was super responsive gave detailed instructions and the place felt like home sweet home for our stay!! We can’t wait to book again hopefully next time during the summer months when we can get full use of the lake and all the amenities it has to offer!!! October was a little too chilly to go swimming haha!! Thank you so much for opening your wonderfully beautiful home!!

Home in New London

What guests are saying

Stunning VT Lakefront and Ski House

4.87 out of 5 average rating, 85 reviews2 months ago

This home is absolutely gorgeous inside and out! Emily and Mike were so incredibly helpful and responsive to any and all requests we had during our stay. The house has plenty of space for multiple families/generations and is SO close to both Okemo base lodges. We absolutely loved staying here and hope to come back next winter…also hoping to visit another season too! The home is well equipped for all seasons and I can only imagine how beautiful it must be in Summer and Fall.

Home in Ludlow

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