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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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Home in Lowell

4.91 out of 5 average rating, 140 reviews

Orchard House retreat near Jay Peak

Relax and unwind in this newly renovated house with peaceful overlook on apple orchard, woodland and hills. There are over 10 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 mins. to awesome skiing or riding at Jay Peak! Two bedrooms across two floors. Relax in the deep claw-footed tub in the large full bathroom. Fully outfitted kitchen: coffee maker, refrigerator, microwave, gas stove with oven. Grill on deck. Washer & dryer. Wifi for remote working.

Treehouse in Newport

4.97 out of 5 average rating, 196 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Cottage in Greensboro

4.98 out of 5 average rating, 246 reviews

"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.

Farm stay in Irasburg

4.95 out of 5 average rating, 115 reviews

Private suite on small farm

Relax in the bucolic Northeast Kingdom on a small peaceful homestead & native plant sanctuary. We endeavor to make the space a cozy haven for you as well. Those efforts include reducing our environmental impact. We strive to be as plastic-free & organic as possible. We also compost & recycle and request that you do the same. We clean with Blueland products to create a healthy & welcoming space for all. Though the road crew takes good care, please note that the road is unpaved. Thank you!

Cottage in Westfield

4.9 out of 5 average rating, 133 reviews

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.

Home in Irasburg

4.95 out of 5 average rating, 141 reviews

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Tiny home in Hardwick

4.94 out of 5 average rating, 176 reviews

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

4.92 out of 5 average rating, 124 reviews

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

4.97 out of 5 average rating, 192 reviews

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!

Cabin in Wolcott

5 out of 5 average rating, 125 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Rental unit in Sutton

4.99 out of 5 average rating, 421 reviews

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet & WiFi not always reliable due to rural area. NO PETS. Please don't ask.

Home in Craftsbury

4.9 out of 5 average rating, 240 reviews

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'.

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Popular amenities for Craftsbury vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Craftsbury's top sights

Craftsbury Outdoor Center88 locals recommend

Craftsbury General Store43 locals recommend

Blackbird Bistro26 locals recommend

Highland Lodge18 locals recommend

Eden Ethical Dog Sledding Experience13 locals recommend

Pete's Greens13 locals recommend

Other great vacation rentals in Craftsbury

Guesthouse in Greensboro

4.97 out of 5 average rating, 29 reviews

Cozy retreat in Northeast kingdom Greensboro VT

Home in Craftsbury

4.97 out of 5 average rating, 64 reviews

Relaxing Craftsbury Retreat

Tiny home in Wolcott

4.91 out of 5 average rating, 44 reviews

The Caterpillar House

Condo in Brownington

4.93 out of 5 average rating, 287 reviews

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

Place to stay in Craftsbury

4.99 out of 5 average rating, 82 reviews

Rustic Retreat on COC Trails/Near Hill Farmstead

Guesthouse in Craftsbury

5 out of 5 average rating, 65 reviews

Tiny Bower

Cottage in Craftsbury

5 out of 5 average rating, 37 reviews

Adorable 3 Bed Room guest house fireplace & Fiber

Guest suite in Sheffield

4.98 out of 5 average rating, 398 reviews

On top of the Kingdom

Quick stats about vacation rentals in Craftsbury

Total rentals
40 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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 $130 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.

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