Vermont Resort holiday rentals

Resort in Essex Junction

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Cozy Country Inn Studio at The Essex Resort & Spa

*4-Night Minimum Required* The Essex is the perfect place to feed your spirit. The Essex offers a unique resort experience. Take a cooking class or enjoy a day at the Spa. Access to year-round Outdoor Hot tub, large Indoor Pool, and seasonal outdoor pool included. Access to Sauna and Steam room for $10/adult per day. Access local shops, restaurants, arts, and entertainment. Enjoy a stay-in suite with a kitchenette to enjoy all the comforts of home while staying at our Essex, VT accommodations.

A spacious resort building is nestled among snow-covered trees, with a backdrop of mountains under a clear blue sky. Fresh snow blankets the ground, accentuating the natural winter landscape. The inviting structure features a light-colored exterior and multiple sloped roofs.

Resort in Cambridge

4.43 out of 5 average rating, 14 reviews

Club Wyndham Smugglers' Notch Vermont One-Bedroom

Welcome to a self-contained mountain resort village, where each neighborhood (varying from wooded seclusion to Village Center proximity) features exclusive amenities. Your one-bedroom resort suite is perfect to return to after skiing down the three interconnected mountains or water sports on the lakes. Enjoy a full kitchen, balcony, fireplace and private bedroom and bath. Resort offers a heated pool, fitness center, game room, driving range, tennis, basketball, laundry facilities and more.

Superhost

The open living area features large floor-to-ceiling windows showcasing mountain views. A modern dining table with brown chairs is positioned centrally, while a cozy gray sofa is visible in the background. A contemporary fireplace adds warmth to the space, complemented by a stylish overhead light fixture.

Resort in Stowe

4.89 out of 5 average rating, 9 reviews

Walk to Lifts 2BR + Bonus Rm Spruce Peak Residence

A 5 minute walk from the Over Easy Gondola to Mt. Mansfield and the ski lifts at Spruce Peak! This newly constructed 2-bedroom alpine residence with bonus room at Spruce Peak's "Treehouse" connects you to the ultimate four-season Green Mountain playground and serves as the perfect home base for adventure enthusiasts who love all things Vermont. Head out for a day in the mountains, then head home and enjoy a world class spa, eateries, and watering holes within steps of the front door.

Superhost

Ski lift chairs are suspended above a snowy landscape, with mist rising from the ground illuminated by bright blue skies. The surrounding trees are visible in the background, creating a serene winter atmosphere.

Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost

Ski lift chairs are seen ascending a snowy slope surrounded by trees blanketed in white snow. A clear blue sky provides a bright backdrop, enhancing the scenic winter landscape. The path below shows ski tracks leading up the mountain.

Resort in Cambridge

Smuggler's Notch, Vermont / Maples Studio

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost

Two skiers are seated on a ski lift, with winter gear visible. The lift ascends over a snow-covered resort, showcasing rooftops and tree-covered hills in the background. Majestic mountains rise in the distance, hinting at a network of skiing opportunities.

Resort in Cambridge

Smuggler's Notch, Vermont / Aspen Studio

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost

A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. Empty seats are visible, suspended over a snow-dusted path leading up the mountain, under a clear blue sky that enhances the winter scenery.

Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost

A ski lift sits against a clear blue sky, with several seats suspended in the air. Below, snow is seen being blown across the slope, creating a misty effect that enhances the winter landscape.

Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Suite

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost

Two individuals are seated on a ski lift, overlooking a snow-covered landscape with trees and distant mountains. The roofs of nearby buildings are blanketed in snow, creating a serene winter scene. The clear sky enhances the crisp, bright atmosphere.

Resort in Cambridge

Smuggler's Notch, Vermont- 3 Bedroom Deluxe Suite

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost

A ski lift ascends through a winter landscape adorned with snow-covered trees and a clear blue sky. Empty seats line the lift, providing a sense of tranquility amidst the surrounding snowy terrain.

Resort in Cambridge

Smuggler's Notch, Vermont / 1Bd Deluxe

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

A well-lit guest room features two spacious beds with neatly arranged white pillows. A wooden nightstand holds a lamp next to one bed. Natural light enters through a window with horizontal blinds, illuminating the warm-toned walls.

Resort in Stratton

4.7 out of 5 average rating, 23 reviews

Black Bear Lodge Superior 2 Queens

Enjoy the convenience of a classic Stratton lodge located just a quick walk or shuttle (winter only) to the Village, Base Lodge and lifts. Table 43.1 is open for breakfast and dinner throughout the winter season with a family-friendly dinner menu and full bar featuring Vermont craft beer and spirits. Free WiFi, complimentary continental breakfast (year-round), coffee and tea in the lobby, indoor hot tub and sauna for hotel guests.

Guest favourite

The exterior of the Jackson Gore Inn is shown, featuring a blend of yellow siding and stone accents. The building has multiple floors with large windows, framed by trees and well-maintained grass. The entrance is highlighted, opening to views of the surrounding landscape.

Resort in Ludlow

4.86 out of 5 average rating, 29 reviews

Luxury Ski-In/Out Okemo Condo – 1BR, Sleeps 8

Welcome to this spacious 1-bedroom condo located in Jackson Gore Village at Okemo Resort, featuring convenient ski-in/out access! With a fully equipped kitchen and 2 full bathrooms, this retreat comfortably sleeps up to 8 guests. Also, enjoy heated/secure parking garage (8'3" clearance), EV chargers located just outside and elevator access.