Family-friendly 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.

Indoor spaces · Kitchen · View

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.

Kitchen · Family · Decor

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Kitchen · Indoor spaces · Biking

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.

Kitchen · Family · Bathroom

Gorgeous Treehouse High on Mountain-Amazing View!

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Family · Indoor spaces · Beach

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!

Indoor spaces · Family · TV

Merle Cabin on Private Lake and 230 Acres

Situated on the grounds of a former summer camp, this freshly renovated 1-bdrm cabin has a modern kitchen, full bathroom, and sleeps up to 4: double bed & two twins. Best for a couple or family. The kitchen is fully equipped with a gas stove, fridge, coffee maker, and all basic cookware. Clean sheets & towels are provided. Merle has a small front porch and is a one minute walk to the lake. Dog friendly! Please see info about pet fee in the notes below. Sorry - no cats.

Indoor spaces · Family · Comfort

Wooded Campsite

Lovely, private, wooded camp site in Greensboro, VT. Good for your family or small group. Minutes from Hill Farmstead Brewery, Jasper Hill Cheese, Caspian Lake, and Willey's Store. Fire pit and picnic table available. 1 bundle of wood included, additional bundles are $5 ea. Outhouse on-site. No electricity. No running water. Some cell service may be available on site. *NEW - ask us about the WOOD FIRED SAUNA! Available for guests to use for an additional $50 per day.

Indoor spaces · Family · Quiet

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).

Family · Indoor spaces · Cleanliness

Rustic Retreat on COC Trails/Near Hill Farmstead

This simple home is the place to go to turn off your phone, breathe, and unwind. Located down a dirt road and on our town's world class cross country ski trail system, it's a 5 min drive to the Craftsbury Outdoor Center and 15 m to Hill Farmstead/Jasper Hill Farm. Close to many places to hike, kayak, downhill ski, and more, the Airbnb is also near many local artists, breweries, and restaurants (Blackbird! Hill Farmstead!).

Indoor spaces · Kitchen · Location

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!

Family · Kitchen · Decor

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.

Kitchen · Indoor spaces · Nearby