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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.

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.
$175 per night
Cottage in Hardwick
The Cottage at Dunne Dreamin
This two bedroom guest house offers a cozy interior and its own great views. Play on the property's 32 acres or explore the Northeast Kingdom and surrounding areas where you will find family friendly activities, hiking, biking, skiing, antiquing, and a thriving local food and drink scene. It is a great place for individuals, couples and families to relax and get away from it all! Need a separate private space for just two on the same property- check out the Hideaway at Dunne Dreamin.
$167 per night
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!
$155 per night

Stay near Craftsbury's top sights

Craftsbury Outdoor Center88 locals recommend
Craftsbury General Store43 locals recommend
Blackbird Bistro27 locals recommend
Eden Ethical Dog Sledding Experience13 locals recommend
Pete's Greens13 locals recommend
Whetstone Wellness3 locals recommend
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Quick stats about vacation rentals in Craftsbury

Total rentals

40 properties

Rentals with dedicated workspaces

10 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 10 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

  1. Airbnb
  2. United States
  3. Vermont
  4. Orleans County
  5. Craftsbury