Amazing Ski-In, Ski-Out Airbnbs in Jay Peak

Comfy Hideaway in Jay Peak Resort

Vrbo

Cheapism is editorially independent. We may earn a commission if you buy through links on our site.
Comfy Hideaway in Jay Peak Resort
Vrbo

Ski Right Onto Jay Peak From These Vermont Rentals

Home to 81 trails, Jay Peak, Vermont, is a ski destination that has something for the beginner to the most advanced skier. When you stay in one of these rentals, you can enjoy ski-in, ski-out access to the mountain, so you can make the most of every moment of your ski getaway.


Prices and availability are subject to change.


RelatedAmazing Ski-In, Ski-Out Airbnbs in Killington

2-Bedroom Village Condo Right on the Slopes
Vrbo

2-Bedroom Village Condo Right on the Slopes

Sleeps 6
Book It


This ground floor condo opens right onto the Grammy Jay trail, giving you convenient access to the mountain. If you don’t feel like skiing, you can take the year-shuttle, which runs year-round. It’s a 10-minute walk to the tram base, and features like built-in ski boot heaters and an outdoor ski locker will have you feeling right at home.

2-Bedroom Village Condo Right on the Slopes
Vrbo

2-Bedroom Village Condo Right on the Slopes: More

Book It


This spacious condo features a kitchen with cherry cabinets and granite countertops. The living room features a brick hearth gas fireplace and a 49-inch flatscreen TV, perfect for relaxing after a day outdoors. Your stay includes linens, pillows, blankets, wireless internet, sleds, and snowshoes.


For more great travel guides and vacation tips,
please sign up for our free newsletters.

Ski-in/Ski-out Lockout
Vrbo

Ski-In/Ski-Out Lockout

Sleeps 8
Book It


This condo is conveniently located just steps from the Grammy Jay Trail,  so you can easily ski home for lunch. The lock-out option means you can rent one or both of these two, two-bedroom/two-bathroom units, making this rental perfect for multiple families or couples.

Ski-in/Ski-out Lockout
Vrbo

Ski-In/Ski-Out Lockout: More

Book It


Each unit features a full kitchen, dining area, living area, master bedroom, second bedroom, and more. There are fireplaces on both levels, so the entire space stays warm and welcoming. Each unit also features a washer and dryer, perfect for cleaning your ski gear so you can hit the slopes again the next day.

Ski-in/Ski-out Luxury Condo
Vrbo

Ski-In/Ski-Out Luxury Condo

Sleeps 8
Book It


This three-bedroom, three-bathroom condo is located right on the Grammy Jay trail. You can see people skiing right through the windows, and the mudroom offers a convenient place to get into or out of your gear. It’s equipped with boot and glove dryers. There’s also a complimentary shuttle to help you travel through the resort.

Ski-in/Ski-out Luxury Condo
Vrbo

Ski-In/Ski-Out Luxury Condo: More

Book It


This rental is furnished with everything you need to feel like you’re right at home. It features two spacious living areas and an upgraded kitchen for meal preparation. The main living room has a gas fireplace and a TV, making it the perfect place to gather after a busy day. There’s also a lower-level living room, ideal for kids.

Jay Peak 5 Bed Townhome
Vrbo

Jay Peak 5 Bed Townhome

Sleeps 10
Book It


This spacious, five-bed, four-bath townhome is located on the Village Chair and Raccoon Run, so it’s easy to get your kids off to their morning ski lessons. The deck offers a beautiful view of the mountain and the passing skiers, and there’s plenty of opportunity for snowshoeing right from your door.

Jay Peak 5 Bed Townhome
Vrbo

Jay Peak 5 Bed Townhome: More

Book It


With three levels and two living rooms, there’s plenty of space for your entire group to spread out. The kitchen is equipped with stainless-steel appliances and is stocked with supplies, spices, and a coffee maker. There’s even a Ms. Pacman arcade game and foosball table in the basement to help keep the kids entertained.

Family Condo with Deck
Vrbo

Family Condo With Deck

Sleeps 12
Book It


This four-bedroom, three-bathroom condo is just steps from Raccoon Run and the Village Chairlift. You can easily access the slopes or go snowshoeing right from the condo. After your day on the slopes, you can relax in front of the gas fireplace and flatscreen TV in the living room.

Family Condo with Deck
Vrbo

Family Condo With Deck: More

Book It


This condo features central heating and heated floors in the master bathroom to keep you cozy. It’s equipped with two TVs with Netflix, as well as an XBox gaming console. The covered deck offers beautiful views of the mountain, and the unit features a washer and dryer so you can wash your gear without having to step foot outside.

Luxury Family Condo at Jay Peak
Vrbo

Luxury Family Condo at Jay Peak

Sleeps 6
Book It


This two-bedroom, two-bath condo is just steps from the trail, so you can ski home for lunch or a change of clothes. The expanded tile mudroom offers plenty of storage for your gear, plus boot and glove heaters. There’s also lockable ski storage, and your stay includes sleds.

Luxury Family Condo at Jay Peak
Vrbo

Luxury Family Condo at Jay Peak: More

Book It


The living room furniture has been recently updated and there’s a gas fireplace that will keep you cozy after a day outdoors. There’s also plenty of entertainment with free Wi-Fi, a 55-inch TV equipped with Netflix and Amazon prime, a Wii game console, board games, and puzzles.

Condo Near Water Park, Ice Skating, and Hiking
Vrbo

Condo Near Water Park, Ice Skating, and Hiking

Sleeps 8
Book It


This three-bedroom, three-bathroom condo is located right on the Grammy Trail, making it easy and convenient to enjoy a day on the mountain. You can snowshoe, snow bike, or ice skate, or head indoors to the resort movie theater or climbing gym. There’s also a year-round indoor water park for your enjoyment.

Condo Near Water Park, Ice Skating, and Hiking
Vrbo

Condo Near Water Park, Ice Skating, and Hiking: More

Book It


After a day on the slopes, this condo’s gas fireplace makes the living room the perfect place to relax. The rental includes two parking spots, but the shuttle bus is also available to take you all around the resort.

Skiers Paradise on Jay Peak with a Private Hot Tub
Vrbo

Skiers Paradise on Jay Peak With a Private Hot Tub

Sleeps 10
Book It


Located right on the mountain, this four-bedroom, four-bath townhouse lets you get to the slopes quickly. The ski room is equipped with boot dryers and plenty of  space for all of your gear. After your day on the mountain, return home and enjoy the private hot tub or the private steam and shower room.

Skiers Paradise on Jay Peak with a Private Hot Tub
Vrbo

Skiers Paradise on Jay Peak With a Private Hot Tub: More

Book It


This spacious home offers all of the amenities you need for a relaxing stay. It features a gas fireplace and two living rooms, so your kids can have their own space. It’s stocked with games, movies, stereos, a TV, and puzzles, ensuring the entire family will be entertained.

Spacious 3-Bedroom on Jay Peak
Vrbo

Spacious 3-Bedroom on Jay Peak

Sleeps 10
Book It


This three-bedroom, two-bath condo feels like a stand-alone unit and is conveniently located just by the Tram Base and Pump House water park. You can spend the day skiing and then ski home to warm up by the wood burning fireplace and 12-foot-high stone hearth. The entryway includes cubbies for all of your gear.

Spacious 3-Bedroom on Jay Peak
Vrbo

Spacious 3-Bedroom on Jay Peak: More

Book It


This condo features stainless kitchen appliances, an oversized deck for beautiful views, a 55-inch LED TV, and a high-efficiency boiler that provides on-demand hot water. The yard offers private, open space, and since the condos are attached to each other by only a few feet of space, they provide a comfortable stay.

Slopeside Condo with a Private Entrance
Vrbo

Slopeside Condo With a Private Entrance

Sleeps 8
Book It


This two-bedroom, one-bath ski condo is newly renovated and located right on the mountain. Trails are just outside your door for easy access to the slopes. There’s also indoor storage for your skis and board, and a gas fireplace will help you to warm up after a day outdoors.

Slopeside Condo with a Private Entrance
Vrbo

Slopeside Condo With a Private Entrance: More

Book It


The master bedroom features a queen mattress, while the guest bedroom has two bunks. There are also two futons in the living room, so this cozy space can accommodate a larger family or group.

Dog-Friendly Condo with Free WiFi
Vrbo

Dog-Friendly Condo With Free WiFi

Sleeps 6
Book It


When you stay in this two-bedroom, two-bath condo, you’ll be right in the heart of the action on the mountain. It’s right on the Grammy Jay ski run, so you can easily access the Village Chair. The shuttle will also quickly get you to Tram Side or State Side, or to the Pump House for a swim in the indoor waterpark.

Dog-Friendly Condo with Free WiFi
Vrbo

Dog-Friendly Condo With Free WiFi: More

Book It


This rental is located on the second floor, and both bedrooms have TVs. There’s a ski locker on the porch for your gear, and there’s a sofa bed in the living area for additional space. A Pack-N-Play and other baby equipment is provided, and pets are welcome, too.

Luxury Jay Peak 5-Bedroom with Hot Tub
Vrbo

Luxury Jay Peak 5-Bedroom With Hot Tub

Sleeps 12
Book It


Perfect for larger families and groups, this spacious townhome is right on the Grammy Jay trail. The deck offers great mountain and trail views, and after a day on the slopes, the hot tub is the perfect way to relax. A ski room has space for many helmets and jackets, and there’s a ski locker right outside.

Luxury Jay Peak 5-Bedroom with Hot Tub
Vrbo

Luxury Jay Peak 5-Bedroom With Hot Tub: More

Book It


This home’s five bedrooms and four bathrooms can accommodate multiple families, and the bunk room sleeps six. The bottom floor features radiant heating, so you can put your gloves on the floor to warm and dry them.

4-Bedroom Townhome on Raccoon Run
Vrbo

4-Bedroom Townhome on Raccoon Run

Sleeps 12
Book It


With this rental, you’ll enjoy great views of and direct access to Raccoon Run and the Village Chair. Your stay also includes eight lift tickets, so you can spend plenty of time on the slopes. When you return home, a gas fireplace will be waiting for you, and you can relax in front of the 42-inch TV in the living room.

4-Bedroom Townhome on Raccoon Run
Vrbo

4-Bedroom Townhome on Raccoon Run: More

Book It


This townhome features all of the amenities you’ll need for an enjoyable stay, including three bathrooms, cable TV, high-speed internet, a DVD player, a sauna, and a washer and dryer. The fully equipped kitchen means you can prepare your own meals when you choose, and an open floor plan with cathedral ceilings makes this home roomy and welcoming.

4-Bedroom Townhome with Great Views
Vrbo

4-Bedroom Townhome With Great Views

Sleeps 10
Book It


This four-bed, four-bath townhouse is located at the Racoon Run Trail, giving you the ability to ski right out onto the slopes. It’s on a quiet dead-end street, and additional resort amenities, like an indoor waterpark and climbing gym, are nearby. This townhome is filled with natural light and has a deck for additional beautiful outdoor views.

4-Bedroom Townhome with Great Views
Vrbo

4-Bedroom Townhome With Great Views: More

Book It


The full kitchen features a new fridge and dishwasher, so you can prepare your own meals when you don’t feel like visiting one of the resort’s restaurants. Free Wi-Fi is included with your stay, and each bedroom has a memory foam mattress for your comfort. The bedrooms are spread out through the home for increased privacy. 

2-Bedroom Condo in Fantastic Location
Vrbo

2-Bedroom Condo in Fantastic Location

Sleeps 8
Book It


Located just steps from the Grammy Jay Trail, this two-bed, two-bath condo lets you step out the door and quickly hit the slopes. Its balcony offers fantastic views of the valley, and there’s a boot and equipment closet and a private lockable ski locker with sleds to keep all of your gear safe.

2-Bedroom Condo in Fantastic Location
Vrbo

2-Bedroom Condo in Fantastic Location: More

Book It


After a day of skiing, return home to relax by the gas fireplace in the living room. Your stay includes free Wi-Fi, cable TV, games and puzzles, and an iPod docking system. The modern kitchen has space for eight, and the living room features a queen-size sofa bed with space for two.

Village Condo at Jay Peak
Vrbo

Village Condo at Jay Peak

Sleeps 8
Book It


This three-bedroom, three-bath condo is located right at the base of Grammy Jay trail. You can ski right out of your door, so it’s convenient to ski home or for a change of clothes. The private outdoor locker will keep your gear safe, and the washer and dryer in the condo mean you can do laundry right at home.

Village Condo at Jay Peak
Vrbo

Village Condo at Jay Peak: More

Book It


Spacious and clean, this condo has a well-equipped kitchen with stainless-steel appliances. The dining room has seating for eight, and there’s also seating for four at the breakfast bar. The living room features a 43-inch TV with Airplay, as well as a gas fireplace, the perfect spot for relaxing after a big day.

Stylish Ski-in/Ski-out Getaway
Vrbo

Stylish Ski-In/Ski-Out Getaway

Sleeps 6
Book It


This two-bedroom, one-bath condo is just a short walk from the Metro Quad ski lifts, so you can bypass the shuttle and quickly head up the mountain. You’ll also be close to Jay Peak Resort amenities like the ice rink, arcade, and movie theater, so there’s plenty to do during your stay.

Stylish Ski-in/Ski-out Getaway
Vrbo

Stylish Ski-In/Ski-Out Getaway: More

Book It


This condo features a gas fireplace, so you can relax after a day of skiing. The kitchen makes for easy meal preparation, and the condo is equipped with a private washer and dryer so your ski gear will be ready for another day on the slopes.

Luxury Condo in an Excellent Location
Vrbo

Luxury Condo in an Excellent Location

Sleeps 7
Book It


This two-bedroom, two-bathroom luxury condo is about a half mile from the golf course and offers spectacular views of the mountains. Its ski-in/ski-out convenience means you can make the most of your trip, and it’s also within walking distance to the indoor ice rink for even more wintertime fun.

Luxury Condo in an Excellent Location
Vrbo

Luxury Condo in an Excellent Location: More

Book It


This condo features plenty of modern details, including a granite kitchen, wood floors, a slate glass fireplace, and a flatscreen TV. The master bedroom is beautifully furnished, and there’s even a pull-out sleeper in the living room if you need additional space.

Luxury 2-Bedroom Jay Peak Condo
Vrbo

Luxury 2-Bedroom Jay Peak Condo

Sleeps 6
Book It


Located right on the Grammy Jay ski run, this condo gives you easy access to the whole mountain. You can ski down the trail to the Village Chair, or hop on one of the shuttles. The Tram Hotel features a spa, restaurant, pub, and fitness center, while the waterpark is ideal for days when you want a break from skiing.

Luxury 2-Bedroom Jay Peak Condo
Vrbo

Luxury 2-Bedroom Jay Peak Condo: More

Book It


This two-bedroom, two-bathroom condo also features a pull-out sofa in the living room if you need more space. A gas fireplace makes the space cozy, and the kitchen is equipped with everything you need for meal preparation, including a propane oven and stove top.

Comfy Hideaway in Jay Peak Resort
Vrbo

Comfy Hideaway in Jay Peak Resort

Sleeps 8
Book It


This three-bedroom, three-bath condo is conveniently located so you’ll enjoy direct access to the Grammy Jay trail for plenty of skiing. There’s also a covered balcony that offers beautiful wooded views. Ski lockers are available to keep all of your gear safe, and your stay includes two parking spots.

Comfy Hideaway in Jay Peak Resort
Vrbo

Comfy Hideaway in Jay Peak Resort: More

Book It


The condo features a fully equipped kitchen with stainless steel appliances, as well as a coffee maker, wine fridge, and Crock-Pot. There’s baseboard heating and a gas fireplace, and two flatscreen TVs provide plenty of entertainment. The eight-person dining table means your whole family can dine together.