Vacation rentals in Greensboro

4.98 out of 5 average rating, 239 reviews

A rustic cabin, built with natural materials, is framed by a vibrant flower garden. The red metal roof contrasts with the wooden logs. Lush greenery surrounds the property, while a clear blue sky and fluffy clouds create a serene backdrop.

Cabin 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.

4.99 out of 5 average rating, 141 reviews

A cozy outdoor space is illuminated by string lights, featuring a wooden deck above surrounded by trees. An inviting fire burns in a circular fire pit, with two Adirondack chairs positioned nearby, offering a welcoming setting for evening relaxation.

Camper/RV in Greensboro

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.

4.92 out of 5 average rating, 59 reviews

Bunkhouse on Caspian Lake

Take a break and unwind at our rural 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.

4.86 out of 5 average rating, 159 reviews

The exterior of the house is characterized by dark grey siding contrasted by bright turquoise trim. Two orange chairs are positioned on a stone patio area, accompanied by two decorative statues. Multiple windows provide natural light while showcasing an inviting entrance.

Home in Hardwick

Historic House in the Village of Hardwick

Rochester House is near restaurants, trails, family-friendly activities, and lake beaches. It's convenient to many destinations, including, Hill Farmstead, Caspian Lake (beach) and Craftsbury. A short walk to the Farmer's Market, grocery stores, and most village restaurants. Downtown is .7 miles, 15 min walk. This may be too far in winter. There is a city plowed sidewalk all the way during snow season if needed. House of Pizza is only 2 blocks. We are in the village, please respect neighbors.

The exterior of the cabin features a vibrant red door adorned with a wreath, complemented by large windows allowing natural light. A wood storage area is seen to the side, filled with neatly stacked logs. Snow covers the ground, surrounded by trees for added privacy.

4.9 out of 5 average rating, 302 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The ownerof 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 kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'. Please take note that this is a rustic cabin and not a hotel.

4.99 out of 5 average rating, 101 reviews

A peaceful landscape showcases a modern structure surrounded by well-maintained gardens. Lush green grass is dotted with colorful flower beds and decorative stones. Mature trees provide shade, and distant hills are visible under a clear blue sky.

Guesthouse in Greensboro

Cozy retreat in Northeast kingdom Greensboro VT

Relax in this calm, stylish space. The guest unit (1 queen bed+a pull out couch) was built in 2023. Located on an extremely quiet rise well back from the road and overlooking Caspian Lake. Cross-country skiing right out the door. Less than 1 hour away from Stowe and Burke Mt, 10 minutes to Hill Farmstead Brewery or Barr Hill, minutes away to library, tennis, golf, art center, public beach, stores. Easy access to the trail network of Highland Lodge and Craftsbury Outdoor Center.

4.93 out of 5 average rating, 152 reviews

A spacious wooden deck extends outward, featuring a clear view of a green lawn and rolling fields. The surface displays a sunlit pattern of shadows created by the railing. In the background, gentle hills are visible under a cloudy sky.

Chalet in Craftsbury

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.

A historic red schoolhouse stands amidst green trees, featuring a front porch adorned with hanging flower baskets. The structure showcases a classic bell tower on the roof and large windows that invite natural light. A grassy area surrounds the building, enhancing its serene setting.

4.97 out of 5 average rating, 228 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! 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!

A single-story house is framed by lush greenery and a clear blue sky. The front deck is accessible from a winding gravel driveway, with neatly trimmed bushes bordering the yard. Large windows invite natural light into the living space.

4.95 out of 5 average rating, 116 reviews

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).

The screened-in porch features a spacious bed and a dining table, surrounded by wooden flooring. A hammock gently sways nearby, with panoramic views of the lush green landscape outside, creating a serene space for relaxation.

4.97 out of 5 average rating, 91 reviews

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.

Place to stay in Craftsbury

A rustic wooden structure is surrounded by lush greenery. Large glass windows offer views of the outdoors, while a small deck features two comfortable chairs. Colorful flowers and plants are seen in the yard, contributing to a peaceful, natural setting.

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!).

4.99 out of 5 average rating, 144 reviews

4.99 out of 5 average rating, 438 reviews

A wooden rocking chair is positioned on a sunlit porch, featuring log siding and a screened door in the background. The flooring is smooth and natural, providing a welcoming spot for relaxation.

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!

Popular amenities for Greensboro vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Greensboro

The exterior of a two-story house showcases a well-maintained flowerbed filled with various flowering plants and greenery. A wooden deck extends from the upper level, providing outdoor space. The natural surroundings include trees and a well-manicured lawn.

4.96 out of 5 average rating, 57 reviews

Bright, Spacious Family Getaway with Private Beach

A charming yellow farmhouse is depicted surrounded by vibrant autumn foliage. The property features a metal roof, and a welcoming blue front door. Colorful leaves blanket the ground, while lush greenery is visible in the background, enhancing the rural setting.

4.98 out of 5 average rating, 94 reviews

Farmhouse in VT’s idyllic NEK

A cottage is illuminated by warm light from its windows, contrasting with the dark night sky filled with stars. Lush trees and wildflowers are seen in the foreground, framing the entrance and creating a peaceful ambiance in the rural setting.

4.96 out of 5 average rating, 71 reviews

Scandinavian-inspired 3-bedroom cottage

Superhost

An aerial view captures the serene expanse of Caspian Lake, surrounded by lush greenery and rolling hills. The lake's calm waters reflect the sky, while the nearby community is visible with its scattered homes and open fields, inviting exploration and connection with nature.

Cottage in Greensboro

Village Lake Cottage

4.82 out of 5 average rating, 34 reviews

A two-story house is set on a grassy hillside, surrounded by tall trees. The exterior features large windows, allowing natural light in, and a spacious deck with several outdoor chairs arranged for seating, inviting relaxation and enjoyment of the surrounding landscape.

5.0 out of 5 average rating, 5 reviews

Private Family Retreat, Lake Access, XC Ski-IN/OUT

A modern two-story house is viewed at dusk, with warm light glowing from large windows. Balconies extend from the upper level, inviting relaxation. The welcoming front porch features a seating area, surrounded by trees that enhance the serene ambiance of the setting.

4.92 out of 5 average rating, 25 reviews

House at The Ledges

4.97 out of 5 average rating, 37 reviews

A welcoming sign is displayed atop a wooden surface, accompanied by a coffee maker and various kitchen supplies. Three framed artworks are mounted on a nearby wall, depicting simple, nature-inspired scenes. Two wooden stools are positioned at the counter, inviting relaxation.

Apartment in Craftsbury

Old Elm Suite

The exterior of a charming two-story house is surrounded by lush greenery and colorful shrubs. A well-maintained lawn leads up to the house, which features classic windows and rooflines. A few trees provide shade, enhancing the tranquil setting.