
Places to stay near Whaleback Vineyard
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Top-rated vacation rentals near Whaleback Vineyard
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My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

The Cottage in East Poultney
The Cottage is located in historic East Poultney next to the old Poultney schoolhouse (now historical society). Just over 1 mile to the town of Poultney. The sidewalk starts (or ends how you look at it) in front of the cottage which leads to town. Great for a walk or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. Plentiful fishing and boating opportunities. 3 miles to Lake St Catherine, under 10 miles to Lake Bomoseen. Slate Valley bike trails surround the area.

Cozy Contemporary Downtown Texaco
Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

East Cabin
The East Cabin is quietly tucked between the beautiful Green Mountains of VT and the gorgeous Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on BBQ and eat S’mores by the campfire at night. For the winter season, there are many major ski resorts close by. We also have the West Cabin available for your extended family and friends.

VT Lake House living with sunset views!
Welcome to the Vermont Lake House North Bay, situated on a quiet dead-end drive on the North Bay of Lake Saint Catherine, offering incredible sunset views and large lake frontage on one of the best spots on LSC. With a lakeside sitting area and dock, large deck, horseshoes, fire pit, kayaks, and an expansive lawn, there is no shortage of ways to unwind and take in the serenity of this quintessential Vermont lake house, during every season. For more pics, follow us on IG @vtlakehouse_northbay

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Chalet on a Hill w/ Mountain & Lake View, Hot Tub
A beautiful chalet situated between mountains and Lake St Catherine. Whether on the deck or inside the house, you can enjoy the tranquil and serene view of the mountains and the lakes. At over 3000 sq ft, the house offers multiple gathering areas, including separate living room(s), a sociable kitchen, a pool table, and a bar. A perfect home for a retreat. Located less than 10 mins from Lake St Catherine Park and country club and many hiking and mt-biking options for the active guests.

Oma's Cabin - A Quiet, Off-Grid Forest Retreat
This tiny cabin is nestled in the woods, far from the noise of modern life. Originally built by my mom, “Oma,” to use as a retreat while visiting her grandkids, it's a green paradise in the summer and, with its cute woodstove, a warm and cozy retreat in the winter. 'Oma's Cabin' is located up Tunket Road in the Mettowee Valley of Pawlet, VT - our driveway is also the trailhead for Haystack Mt., so you have a spectacular hike out your front door. Cabin is HIKE-IN ONLY during the winter.

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Vermont Home Central to Ski Areas-No Cleaning Fees
Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Hillside Cottage @ The Mettawee Retreat
The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.
Popular amenities for vacation rentals near Whaleback Vineyard
Other top sights near Whaleback Vineyard
Condo rentals with wifi

Cozy Studio for 4 - Walk to Mountain w/Balcony

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

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

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Owl's Nest - Unique Condo in Vintage Location

CozyCub - Pool, Hiking, Mountain Biking

Ski on Ski off killington/ Pico mountain condo

Newly renovated ski retreat at Killington
Family-friendly house rentals

Charming Vermont Schoolhouse

Vermont Lake House

Bright & Cheery 3 bedroom home w/ WiFi & laundry.

Historic 4 Bed 2 Bath Victorian Estate Fast Wifi

Vermont Botanical Studio Apartment

Nature Lover's Paradise

Comfortable farmhouse with stunning views

One Room School House. No Cleaning Fees!
Apartment rentals with air conditioning

Fall Foliage/Green Mts of VT/20 Min to Manchester

Dog heavenly! Private, beautiful and relaxing.

Contemporary Queen

Peaceful Ludlow Base 5 minutes to Okemo

Vermont Country Suite

Spacious One Bedroom - Walk To Town, Restaurants

Vermont Getaway Apartment

Mountain View Apartment
Other great vacation rentals near Whaleback Vineyard

Vermont Hill Top Studio

The Smithy Cottage at Consider Bardwell Farm

LUXE Forest Retreat

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

The Berghüttli: The Coziest Cabin in Vermont

Gatsby's Getaway

Carriage Barn at Indian Hill

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres
Destinations to explore
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Gore Mountain
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- West Mountain Ski Resort
- Fort Ticonderoga
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Hildene, The Lincoln Family Home
- Lake George Expedition Park
- Dorset Field Club
- National Museum of Racing and Hall of Fame
- Hooper Golf Course
- Northern Cross Vineyard
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Montshire Museum of Science
- Bromley Mountain Ski Resort
- Fox Run Golf Club
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