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Craftsbury vacation rentals

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Top-rated vacation rentals in Craftsbury

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

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Cottage in Greensboro

"The Stuga" a quaint cottage with sweeping views

"The Stuga" a quaint cottage with expansive views of Vermont's mountains and fields. A ten minute walk to Caspian Lake and the famous Willey's General Store. Enjoy hiking the Nature Conservancy's Barr Hill Preserve across the street and visiting Hill Farmstead's Award winning Brewery around the corner. Cross country ski both Highland Lodge and Craftsbury Outdoor Center. Other local destinations include Sterling College, Highland Center for the Arts, Circus Smirkus and Greensboro Country Club.

Guest suite in Morristown

Adorable Suite in VT Schoolhouse, Close to Stowe!

This is a newly renovated space in our historic 1895 Vermont Schoolhouse. We live in the home, but your space is completely private with its own private entrance and deck! 10 short minutes from Stowe, this is the perfect location for a Vermont getaway. Space includes one queen bed in a sleeping loft, and a pull out couch in the main living area. Large shower, kitchenette, private porch and beautiful country setting! (Expand the location description to see how far we are from popular spots)

Cottage in Westfield

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Farm stay in Hyde Park

Private 1 Bed & bathroom Farm-Stowe & Smugglers

Enjoy a stay on our working farm in a 1 bedroom and 1 bath with private entrance all on the first floor. Spacious bathroom with shower. Small refrigerator and microwave. Queen bed set a little higher than most. We have two young dogs. They have no access to your space. Our 2 friendly and exuberant dogs are excited to see our guests. They may bark a bit at strange noises or wild animals. If you allow, they will lick you too. If you want to know, ask us why we call it the Narnia room.

Farm stay in Wolcott

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Tiny home in Hardwick

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Chalet in Craftsbury

Vermont Log Home with Panoramic Mountain Views

A spacious light-filled log home in the heart of the Northeast Kingdom, with open kitchen, living room, sun room, wraparound deck, & basement ping-pong. Dazzling views of the Green Mountains and huge lawn for relaxation & play. Minutes from the 4-season Craftsbury Outdoor Center, Craftsbury General Store, Caspian Lake swimming, & the Hill Farmstead & Brewery. 50-minute drive to skiing & water park at Jay Peak, an hour to Stowe Mountain. Wood stove in the living room and free wifi.

Home in Craftsbury

Ann’s Schoolhouse

Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit us! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!

Guest suite in Hardwick

The Suite on the Hill

*PLEASE READ OUR FULL LISTING* This is a 500sf private 1BR apt above an attached garage offering you views & fresh air at a high point of Vermont! Enjoy a full kitchen & bathroom, open living area w/ pull-out couch that sleeps a small full-size, & a private bedroom w/ queen bed & skylight. With reliable wifi & cell service, you can enjoy Hardwick (5 mins to town) and beyond. You can't beat the views from The Suite on The Hill! The suite can host up to two dogs, no cats.

Guest suite in Morristown

The Roost - Private Studio

Charming studio. Private entrance, private bath, sleeps 3 (1 queen & 1 twin bed). Cozy sitting area. Dorm style kitchen (coffeemaker, microwave, toaster oven, fridge). TV, Wifi. Quiet location, walking distance to downtown Morrisville, close to Stowe (10 miles), Elmore (3.5 miles), Green River Reservoir (8 miles). Hike, snowshoe, x-c ski out our back door. Downhill skiing, biking, kayaking close by. Great leaf peeping. Great birds! Lots of local eats and brews.

Home in Craftsbury

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Guest suite in Sheffield

On top of the Kingdom

A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Craftsbury vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Craftsbury

Cabin in Wolcott

Meadow Woods Cabin, private, cozy and unconnected

Cabin in Montgomery

Remote yet convenient cabin

Rental unit in Underhill

Mountain Road Getaway

Treehouse in Newport

Secluded Luxury Treehouse - Hot Tub + Projector

Guesthouse in Hyde Park

My Little House

Rental unit in Sutton

Spring Hill Farm, coffee & hot tub

Rental unit in Morristown

Quiet Country Apartment in the Village!!!

Condo in Brownington

Faraway Acres. Enjoy country living at it's best!

Other great vacation rentals in Craftsbury

Treehouse in Hardwick

Lovely Treehouse in the Woods next to Stream

Home in Irasburg

Eco friendly. Military discount available.

Guest suite in Walden

Relax and Enjoy Beautiful Walden, VT

Guesthouse in Highgate

Beautiful lake-front cottage, Lake Champlain

Home in Hardwick

Modern design townhome in East Hardwick

Home in Craftsbury

Relaxing Craftsbury Retreat

Place to stay in Craftsbury

Rustic Retreat on COC Trails/Near Hill Farmstead

Cottage in Craftsbury

Adorable 3 Bed Room guest house fireplace & Fiber

Quick stats about vacation rentals in Craftsbury

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.3K reviews
Nightly prices starting at
$80 before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Craftsbury?
Four-legged friends are welcome in Craftsbury. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Craftsbury?
Yes! Work meets play with ease at over 20 vacation rentals in Craftsbury featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Craftsbury?
Experience the best of Craftsbury with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Craftsbury?
Craftsbury has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Craftsbury have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Craftsbury. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Craftsbury have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Craftsbury. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore