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Resort holiday rentals in Vermont

Find and book unique resort stays on Airbnb

Top-rated resort stays in Vermont

Guests agree: These resort stays are highly rated for location, cleanliness and more.

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Resort in Greensboro

4.88 out of 5 average rating, 17 reviews

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.

Resort in Stowe

4.9 out of 5 average rating, 10 reviews

New Spruce Peak 2BR + Bonus Room - Walk-to-Lift!

Just 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.

Resort in Cambridge

4.75 out of 5 average rating, 4 reviews

Club Wyndham Smugglers' Notch Vermont 3-Bedroom

Welcome to a self-contained mountain resort village, where each neighborhood (varying from wooded seclusion to Village Center proximity) features exclusive amenities. Your three-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.

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.

Resort in Stratton

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

Resort in Ludlow

4.87 out of 5 average rating, 23 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.

Resort in Ludlow

5 out of 5 average rating, 22 reviews

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.

Guest favourite

Resort in Ludlow

4.87 out of 5 average rating, 39 reviews

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.

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for Vermont resort stays

Free parking on premises

Air conditioning

Family-Friendly Resort Stays

Resort in Cambridge

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort in Cambridge

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort in Cambridge

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort in Cambridge

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort in Cambridge

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort rentals with a pool

Resort in Stowe

NEW! 2BR + Bonus Room - Access Hotel Amenities!

Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Resort in Stowe

Mountain Views! 2BR + Bonus Bunk Rm-Ski In/Ski Out

Resort in Cambridge

Smuggler's Notch, Vermont / Aspen Studio

Resort in Manchester

4.5 out of 5 average rating, 8 reviews

The Palmer House Resort-Deluxe Two Double Beds

Resort in Stowe

Ski or Golf! New 2BR + Bonus Room at Spruce Peak

Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Suite

Resort in Manchester

4.67 out of 5 average rating, 57 reviews

The Palmer House Resort-Deluxe Two Double Beds

Resort rentals with a gym

Resort in Cambridge

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort in Cambridge

4.67 out of 5 average rating, 3 reviews

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

4.67 out of 5 average rating, 3 reviews

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

4.5 out of 5 average rating, 4 reviews

Smugglers' Notch Vermont Resort - 3 Bedroom Deluxe

Resort in Cambridge

4.75 out of 5 average rating, 4 reviews

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

5 out of 5 average rating, 4 reviews

Smugglers' Notch Vermont Resort - 1 Bedroom Suite

Resort in Cambridge

5 out of 5 average rating, 3 reviews

Smugglers' Notch Vermont Resort - 2 Bedroom Condo

Resort in Cambridge

4.43 out of 5 average rating, 14 reviews

Club Wyndham Smugglers' Notch Vermont Two-Bedroom

Destinations to explore