Resort holiday rentals in Vermont

Renovated Barn 100+ Acres for Retreats & Weddings

Relax and rejuvenate at our idyllic Vermont retreat center, with plenty of room for large groups or small weddings. Enjoy our well-stocked yoga space, fully equipped kitchen & dining areas, large porch, mountain views, woodland trails, swimming ponds, bonfire pits, & more! There’s lots to know about our unique space, so please read in full before you book. FYI, we offer the option to book directly through our website with no fees. Just type Sky Meadow Retreat into your search bar to find us.

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.

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.

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.

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.

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.

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.

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.

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.

2BR+Bonus Rm - Spruce Peak Retreat w/ Hotel Perks

Just a 5-minute walk to the Over Easy Gondola and ski lifts at Mt. Mansfield, this newly built 2-bedroom alpine residence with a bonus bunk room offers the perfect home base for year-round adventure. Located in Spruce Peak’s "Treehouse," you’ll be steps from world-class skiing, hiking, spa services, dining, and après-ski spots—everything Vermont lovers crave, right outside your door.

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.

Luxury Ski-In/Out Studio at Jackson Gore

Welcome to this cozy studio condo located in Jackson Gore Village at Okemo Resort, featuring convenient ski-in/out access! With a fully equipped kitchenette & 1 full bathroom, this retreat comfortably sleeps up to 4 guests. Also, enjoy heated/secure parking garage (8'3" clearance), EV chargers located just outside and elevator access.