
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 available upon request. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker 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.

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!

Two bedroom. Separate entrance.
Please be advised that during winter months you may need to walk up Winterberry lane and our driveway if you do not have an AWD vehicle with good snow tires. Two bedroom apartment in the heart of Vermont. Snowmobile trail located off lane. Snowshoe, hike, or mountain bike from the door. Quiet private location with separate entrance and parking onsite. Ramp to access apartment, with stair free access. Pond, views and located in the center of the state, a great place to start!

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*

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

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!

Historic Wayside Farm - a working dairy farm
Located on a historic Vermont farm. The apartment is located on the first and second floor of our large home. This is an ideal place if you want to explore everything Vermont has to offer. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We are a certified organic dairy farm. The cows can be found grazing the surrounding hillsides.

Suite in the Green Mountains
We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette; a bedroom with queen bed and A/C; and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".
Popular amenities for vacation rentals near Lucky Bugger Vineyard & Winery
Other top sights near Lucky Bugger Vineyard & Winery
Condo rentals with wifi

Comfy ski in/out studio at base of Pico-Killington

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

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Another Day in Paradise at Sugarbush Mountain

Sugarbush Mountainside Retreat - Ski in Ski out

Winterplace - Steps away from Slopes

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

Newly renovated ski retreat at Killington
Family-friendly house rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Comfortable 3 Bedroom King size Master w/ En suite

Epic Views of the Green Mountains

The Barnbrook House

Affordable, private, surrounded by flower gardens

Modern Farmhouse on 25 Acres - Superb Views

Nice one bedroom cottage

Dawnside - Green Mtns Home with White Mtns View
Apartment rentals with air conditioning

Studio suite in Barre

Overlook at the Office

Cozy Poultney Village Apartment

Contemporary Studio in Montpelier

Charming & Peaceful Upper Valley 1BR Retreat

Spacious, Private Apartment w/ Mountain Views!

Private Resort Luxury in the Heart of Vermont

Beautiful 1 bedroom apartment with balcony
Other great vacation rentals near Lucky Bugger Vineyard & Winery

Vermont Hillside Garden Cottage

Comfortable cozy cabin in the hills of Vermont!

Fairytale cabin at The Wild Farm

Scandinavian design Chalet w/ private hiking trail

Lower Yurt Stay on VT Homestead

Earthen Yurt in Green Mtn Wonderland

Stylish factory-farmhouse deluxe loft

The Berghüttli: The Coziest Cabin in Vermont
Destinations to explore
- Okemo Mountain Resort
- Sugarbush Resort
- Franconia Notch State Park
- Bolton Valley Resort
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Montshire Museum of Science
- Fox Run Golf Club
- Mt. Eustis Ski Hill
- Cozy Cottages & Otter Valley Winery
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Burlington Country Club
- Country Club of Vermont
- Storrs Hill Ski Area
- Killington Adventure Center
