Family-friendly holiday rentals in Greensboro

Highfields: a Historic Farmhouse w separate Studio

Spend sparkling blue days in Vermont's Northeast Kingdom — in one of those beautiful older farmhouses. Highfields, perched just up the hill from Caspian Lake and minutes to Hill Farmstead Brewery and much more, is that dream come true. Gaze out over acres of lush forest, XC ski trails, Craftsbury Outdoor Center, and many nearby ski resorts. Highfields' historic floorboards and architecture delight with the charm of the past, while modern amenities ensure you'll enjoy every modern convenience.

Private suite on a farm

Relax in the beautiful Northeast Kingdom on a small peaceful farmette & 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!

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.

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.

Northwoods Guest Cabin

Welcome to this beautifully crafted post & beam guest house in East Craftsbury. Lovely forest views, a running stream out back. Although 1 small dog is generally fine, please read further about the pet policy. Check in 3pm. Check out 11am and please park in designated spot. Experience all that Craftsbury and the Northeast Kingdom has to offer: Museum of Everyday Life, Bread & Puppet Museam, Craftsbury Outdoor Center, Highland Center of the Arts, hikes, cross-country skiing!

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! 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!

The Lodge at Blackberry Hill

CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!

Greensboro Village Farmhouse

This village house is close to many area attractions and a short walk from both the general store and the public beach on Caspian Lake. Other highlights: Hill Farmstead Brewery, hiking and ski trails, miles of scenic walking and biking possibilities. You’ll love our place because of the cozy farmhouse feel and accessibility to all that the Northeast Kingdom has to offer.

Stay at Historic Greensboro Barn

My comfortable one bedroom apt (king bed and sofa bed) tucked away inside this restored historic barn is a perfect spot for a cozy rural get away or staycation. I follow Airbnb's 5-step enhanced cleaning process. Moments away from world class food and drinks, this beautiful rural surrounding is a wonderland for many activities.