
Places to stay near Lucky Bugger Vineyard & Winery
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Top-rated vacation rentals near Lucky Bugger Vineyard & Winery
Guests agree: these stays are highly rated for location, cleanliness, and more.

Remote new log home, gorgeous view, fully loaded.
Enjoy our remote, easily accessible, immaculate log cabin, set in nature on 109 acres. Pond, woods, and trails; with high speed internet and smart TV! Sleeps 6 with two bedrooms and a queen size sofa bed. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots and pans, utensils and many other amenities. Views from every room! Explore our trails, use our meditation yurt when available in season, find peace in nature! In the heart of the ski corridor!

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

Historic Wayside Farm - a working dairy farm
Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

Cozy Cabin Studio
Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling perfect for any admirer of a beloved wizarding world, or anyone who just truly appreciates a isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled among the branches of several maple trees, providing a magical and secluded escape from the hustle and bustle of everyday life.

Cozy cabin retreat
This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Vermont Highland
Large private home built in 1890. Stained glass windows, pocket doors. 4 bedrooms, 9 beds ...two of the bedrooms have 1 queen and a daybed with trundle, third bedroom has 1 queen and fourth bedroom has a daybed with a trundle (this room is still awaiting some floor work but is function-able for sleeping) and a full size couch can be used as well in the TV room which has doors for privacy. Sleeps 12 people comfortably. Automatic thermostat

Private Guest Suite on 155 Acre Royalton Town Farm
1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!

Cozy Yurt with Beautiful Farm View!
It’s camping with a few comfy extras. Come live the simple life at Wild Earth Farm with soft sheets and a memory foam mattress. Our 14 foot yurt is a tiny oasis from the hustle and bustle of every day life. Your door looks out over the edge of one of our pastures where you might see our organic cow herd or Icelandic sheep flock grazing.

Stylish factory-farmhouse deluxe loft
Welcome to our historic, newly renovated loft-style home. 3,ooo square feet of peace and quiet, it spreads out the entire 2nd floor of an early 20th century former creamery. On the White River, in the East Valley, it is an inspired Vermont hide-away; It's a cozy space for two, yet large enough for your entire family or ski group.
Popular amenities for vacation rentals near Lucky Bugger Vineyard & Winery
Other top sights near Lucky Bugger Vineyard & Winery
Condo rentals with wifi

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Right at Killington !

Another Day in Paradise at Sugarbush Mountain

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

CozyCub- Location, Fireplace, Ski Off/Shuttle On!

Ski on Ski off killington/ Pico mountain condo

Lovely 1-Bedroom condo with indoor fireplace!

On Pico Great times 1 nite Ok 1 bedrom Ski in out
Family-friendly house rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Epic Views of the Green Mountains

The Barnbrook House

Affordable, private, 30 min to Killington

Cozy Contemporary Downtown Texaco

Nature Lover's Paradise

The Guest House at Sky Hollow

Vermont private retreat with gorgeous views.
Apartment rentals with air conditioning

Cute and Functional One Bedroom in Barre VT!

Backyard Bunker Retreat

VT Hideaway studio: breweries,hiking, dogs welcome

Cozy Poultney Village Apartment

The Old Farmhouse

Castleton Cottage

Private Resort Luxury in the Heart of Vermont

The Perfect Cozy Weekend Escape
Other great vacation rentals near Lucky Bugger Vineyard & Winery

Dreamy Artist Chalet in Secluded Historic Village

Macintosh Hill Farm

Scandinavian design Chalet w/ private hiking trail

Sculpted Earthen Yurt Near World Class Skiing

The Berghüttli: The Coziest Cabin in Vermont

Black haus: a hip, cool house hidden in a forest.

Springhouse Cabin

Off Grid Secluded Cabin on 37 Acre Farm
Destinations to explore
- Okemo Mountain Resort
- Sugarbush Resort
- Franconia Notch State Park
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Dartmouth Skiway
- Whaleback Mountain
- Fox Run Golf Club
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Montshire Museum of Science
- Baker Hill Golf Club
- Storrs Hill Ski Area
- Mt. Eustis Ski Hill
- Burlington Country Club
- Ethan Allen Homestead Museum
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Killington Adventure Center




