Holiday rentals in Greensboro

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

“It felt like staying at a dear friend’s cabin — one with wonderful taste who thinks of everything.” A quiet, romantic cabin for unplugging and resetting. Tucked on a wooded hillside, this romantic log cabin blends rustic soul with refined comfort. Blankets beckon, textures are rich, and every detail is intentional. Real art, fine furnishings, and luxury bedding create a feeling of quiet ease. Not just a place to stay, but a thoughtfully curated retreat you’ll want to return to year after year.

Vintage, Off-Grid Airstream in the Woods by Stream

Surrounded by forest and the sound of a flowing brook, Fallingwater Airstream is a place to slow down and reconnect. Sip coffee on the deck, sway in the hammock overlooking the water, and gather by the fire beneath a sky full of stars. Perfect for couples seeking a quiet escape, this lovingly restored 1965 Airstream offers vintage charm and simple comforts—an introvert’s paradise for rest, solitude, and rejuvenation, with just enough warmth to make this woodland glamping stay feel truly special.

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.

Bunkhouse on Caspian Lake

Take a break and unwind at our cottage on the lake. Equipped with full kitchen and bath, main bedroom with a king bed and 2 additional bedrooms with full beds. The house is situated on a hill with kayaks available for use. Enjoy miles of hiking trails at the Nature Conservancy's 256-acre Barr Hill Preserve, or biking on the extensive Lamoille Valley Rail Trail. Greensboro has an historic general store (Willey's) and the award-winning brewery, Hill Farmstead, is nearby in Greensboro Bend.

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.

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.

Boreal Camp & Sauna

Welcome to Boreal Camp, a minimalist tiny home & sauna nestled in the forest. A place of ultimate privacy, perfect for a writer's retreat or a couple's getaway. Sanctuary may look like savoring a wood fired sauna then rinsing off under the Big Dipper, laying in a hammock by the stream and starting a new book, or listening to your favorite album over and over again. Minimalism is our north star. As the world gets busier we invite you to take life at a slower pace...bienvenue!

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!

Relaxing Craftsbury Retreat

One bedroom house in pastoral setting with deck, small pond and screened in sitting area. Newly renovated kitchen and full bath. Kick back with a book in front of the stove after a day on the trails or out on the amazing NE kingdom gravel roads at the Craftsbury Outdoor Center (4 mi). Short stroll to maple buns at the Genny or Creemees at Village Store (1/2 mi). Spend the day on the lake at Caspian (8 mi). Stock up at Hill Farmstead Brewery (10 mi).

Secluded Paradise in Greensboro on Barr Hill

Cozy, private, one-of-a-kind property tucked in the folds of Barr Hill, a half a mile from nordic trail access, a few miles from Hill Farmstead Brewery. Perched on fifteen acres of private land surrounded by grass, fruit trees, wildlife, and miles of forest, "Sherry's Place" is an experience of pure bliss and seclusion in nature. (The large screen porch is accessible but too cold for most uses in winter.) Modern, brand-new appliances.

Bright, Spacious Family Getaway with Private Beach

Relax with the whole family at this private but conveniently-located home. Walk down a dirt lane to your own 50' private beach on the north shore of Caspian Lake. Eat veggies from the garden and apples from the trees. Enjoy the flowerbeds, and take a walk through the woods on marked trails. In summer, hear beautiful hermit thrush song all day. The house is well-equipped and comfortable, with fast Starlink internet and a nice TV.