Resort holiday rentals in Vermont

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.

Club Wyndham Smugglers' Notch Vermont Two-Bedroom

Welcome to a self-contained mountain resort village, where each neighborhood (varying from wooded seclusion to Village Center proximity) features exclusive amenities. Your two-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 bedrooms. Resort offers a heated pool, fitness center, game room, driving range, tennis, basketball, laundry facilities and more.

Smuggler's Notch, Vermont / 1 Bd Deluxe

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- 1Bd

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 Deluxe Suite

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

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

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- 3 Bedroom Deluxe Suite

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.

Luxury All-Season Mtn Getaway w/ Resort Amenities

Just a 5 minute walk from the Over Easy Gondola to Mt. Mansfield and the ski lifts at Spruce Peak. Welcome to your four-season alpine retreat at Spruce Peak—designed for mountain lovers, families, and adventurers alike. Whether you're skiing fresh powder, playing summer doubles on the court, or soaking in Vermont’s fall colors, this luxury 2-bedroom condo offers the perfect blend of comfort and location.

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-Sleeps 4

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.