10 Best Airbnb Vacation Rentals Near Jay Peak, Vermont

jay peak airbnb
Maria Cristina
Maria Cristina

The town of Jay was named after John Jay, the first Chief Justice of the United States and a local landholder. Jay Peak is a portion of the northern Green Mountains with Big Jay on its southwest and North Jay Peak on its north. Though most of the mountain is at Jay State Forest, the peak is actually in the watershed of the Missisquoi River that spills into Lake Champlain then the Gulf of Saint Lawrence. The Long Trail, created by the Green Mountain Club between the 1910s and 20s, spans entire Vermont from North to South. On the north is Jay Peak Resort, the fifth-largest ski resort in Vermont. Before you sign up for the famous Jay Challenge, you need to secure a place here. Check out our list of the 10 best Airbnb vacation rentals near Jay Peak, Vermont.

1. Contemporary home in the woods (from USD 350)

This stylish contemporary home, located 4 miles (6.4 kilometers) from Jay Peak Resort, is an 18-acre (7.2-hectare) property overlooking Burnt Mountain. Guests can go for a swim or have picnics during summer along Jay Brook. During winter, guests can snowshoe all over the property. The home’s inviting rustic vibe keeps six guests warm and cozy with its three spacious bedrooms and two full baths. Professionally designed bay windows offer spectacular mountain views from inside the house. The main floor is where the guests can gather to cook and eat meals together or stay warm by the living room’s fireplace. They can watch the sunset over the mountains from the porch while relaxing on loungers.

The Pagoda - A contemporary home in the woods
Montgomery, Vermont, United States
33 reviews
Entire house 4 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the house feels like a home so cozy and you can't oversell the gas fireplace
perfect unbelievable setting manages to be modern and completely cozy at the same time
clean beautiful and surrounded by nature i will certainly be staying here again
the host is great and the house is beautiful
absolutely perfect location between jay and downtown montgomery
amazing place in a beautiful location
quiet location since a couple of hundred meters from the road but easy to reach
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2. Retro-style orchard house (from USD 95)

Orchard House is 15 miles (24 kilometers) from the Canadian Border and Jay Peak, while 20 miles (32.18 kilometers) from Newport City. This stylish mid-century home is built on a 10-acre (4.04 hectare) property surrounded by hills and woodland. The two-level home is designed with an open layout and a bedroom on each floor. Each bedroom has either a king or queen bed that can sleep up to a total of four guests. The main floor is decorated with colorful retro furniture such as an expandable dining table, an island in the kitchen, and an eye-catching red fireplace beside the vintage TV and sofa set. The lower level features a bedroom and a den with a cozy lounge. During summer, hang out on the front deck while enjoying sunset views.

Orchard House retreat near Jay Peak
Lowell, Vermont, United States
48 reviews
Entire house 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
deck with grill is a huge plus kitchen offers lots of room for those who want to cook
the little house in the orchard is charming comfortable and provides a fantastic over all experience
super clean and adorable getaway
everything was very clean and worked well
this place has everything the house is very clean and well appointed and is surrounded by beauty
the cottage is clean comfortable and the decor is utterly charming and clearly a labor of love
i highly recommend very clean and host responded every time
katherine was very responsive and accommodating thank you
the house itself is thoughtfully and tastefully furnished and katherine and jeff are kind thoughtful responsive hosts
the book of suggestions and the friendliness of the host true made this place a gem
a great location for a ski trip to jay peak
this place is special for many so many reasons
it was a cute place with everything you need for a nice stay in a cabin
a must stay great place if you are looking for a getaway
great stylish and cozy place just a short drive from some great skiing
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3. Lovely apartment near Jay Peak Resort (from USD 100)

Coach House is leased on a monthly basis, making it perfect for a long hiatus or a place to work from home. This two-bedroom apartment is in an 1850s building on Main Street in Montgomery Center. It’s near bars, restaurants, Sylvesters Supermarket, and Jay Peak Resort. The interiors were repainted and modern comforts were added such as high-speed Wi-Fi, cable TV, air-conditioning, hot water showers, heating, and keypad entry. It has a foyer with a tiny workspace, a cozy living room, an eight-seater dining table, and a fully equipped eat-in kitchen. The two bedrooms, each with a queen bed, can be occupied by four guests.

Huge 2 BR apt near Jay Peak
Montgomery Center, Vermont, United States
78 reviews
Entire apartment 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
we went to grind house coffee for a quick tasty breakfast and excellent coffee
we stayed in sarita’s biggest apartment and it was great for our group of 7
the kitchen is filled with pots pans utensils and good appliances
while quite rustic the unit is more spacious and comfortable than it looks in the pictures
the apartment has a lived-in feel to it not fancy but quite comfortable
everything clean and organize
clean fresh linens and clean accommodation
place was clean and cozy
spacious clean comfortable well supplied
very clean and super easy to check in and out of
owner was really helpful
host is kind and friendly
sarita was a great host
satita is a super host
very responsive to our questions and needs
cozy place with a great location
the perfect location we hope to return
-great place and a perfect location
large spacious apartment in convenient location near a nice grocery store a few restaurants & bars within walking distance
close to jay mountain ski area and the long trail for mountain lovers
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4. Awesome A-frame cabin with stunning mountain views (from USD 134)

Hibernate like a bear in this awesome A-frame cabin. Big enough for two guests, this cabin features a fully equipped eat-in kitchen and living room on the main floor. Stairs lead up to a loft-style bedroom with a queen bed and a lounge where you can relax while watching TV. The cabin has large bay windows and a deck offering unobstructed views of Jay Peak. The full bathroom provides hot water showers and free essentials. The relaxing country-style ambiance makes you want to stay indoors to watch TV, surf the net, or sleep all day. You can also make this your home base when visiting the snow lifts just seven minutes away.

The Bear's Den at Jay
Jay, Vermont, United States
149 reviews
Entire cabin 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
bedroom was hot and only fan there was not working
the bed was super comfy and wifi worked well
the perfect little cabin for a weekend filled with skiing nature and cozy vibes
beautiful view from a very cozy space
the cabin is cozy and has a beautiful view of jay's peak
everything was clean and well appointed
the place was clean and great for the value
clean well appointed rooms and a super comfy bed
the space was clean and check in was a breeze
so clean and just an overall amazing place deffinately would stay here again
hosts are great and responsive
the hosts were kind and responsive love vermont
amazing place and excellent hosts will absolutely be back
the place was easy to just arrive and enjoy hosts were easy to communicate with
jules and kerrie are very responsive would stay here again
beautiful location and cabin
great location close to everything but feels like the middle of nowhere while you're at the cabin
great location for exploring vermont too
this could be a very cute place
secluded yet close to main routes for easy access to jay peak and surrounding towns
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5. Pet-friendly farmhouse near Jay Peak Ski Resort (from USD 199)

The rental is one of Crofter’s Greens micro-cottages built on a 25-acre (10-hectare) property in Montgomery Center near Jay Peak Ski Resort. The picturesque mountain scenery around the property makes it appear like an Irish countryside ideal for family reunions and special events. This cottage has a Celtic theme big enough for four guests. The ground floor features a living room with a sofa bed that fits two guests and a fully stocked eat-in kitchen. Upstairs is a cozy bedroom with an eco-friendly queen bed and a private bathroom with hot water showers. Amenities such as fast internet and a flat-screen TV are provided. Pets are welcome and provided with bowls for food and water. The gazebo with a hot tub and grill is shared with other guests.

O'Shea Farmhouse: ski Jay Peak, hot tub, fire pit
Montgomery, Vermont, United States
44 reviews
Entire cottage 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
kitchen was well stocked internet worked well
it had everything we needed in the kitchenette and the bed was really comfortable
the cabin is so thoughtfully designed and had everything we needed for a cozy family getaway
daniel & kristins farmhouse cottage was very clean and comfortable
they were very responsive and the hospitality couldn’t be better
they were great hosts that replied promptly and were readily available if anything is needed
daniel and kristin are great hosts as well: thoughtful welcoming responsive
daniel and kristin were responsive to requests and had a great breakfast recommendation
kristin and daniel are the most lovely hosts and crofter’s green is charming as heck
the cabin is well appointed and the location is wonderful
was a wonderful place to stay close to jay and just so quiet
the trails around the house are beautiful and easy to walk
the location of this cabin is amazing especially the mini forest/nature around it
an excellent place for a ski weekend getaway would love to return
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6. Huge log cabin for big families (from USD 153)

Every member of a large family will have a cozy spot to sleep at Big Jay’s Lodge. The log cabin is surrounded by a forest, just across from Big Jay Tavern and 5 miles (8 kilometers) from Jay Peak. It’s a huge rustic cabin with vaulted ceilings and a loft equipped with modern facilities such as state-of-the-art kitchen appliances, flat-screen TV, hotel-type hot showers, Wi-Fi, and keypad entry. The open concept features a gourmet kitchen with an island, a modern dining table set for eight, and a neat Scandinavian-style sofa set. There are two spacious bedrooms and a loft-style bedroom with enough beds and double bunks to sleep eight guests. Enjoy picturesque sunset views from the wrap-around balcony while sipping a hot cup of coffee.

Big Jay's Lodge: 2 miles from Jay Peak Resort
Montgomery, Vermont, United States
310 reviews
Entire guest suite 7 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the combined kitchen/family room and adjoining deck were great for family meals and games
check in was easy the mattresses were really comfortable
the shower in the master bathroom was a favorite for many the beds were also very comfortable
our stay was easy comfortable and enjoyable
clean and comfortable beds
clean and beautiful place
the kitchen was clean however very minimalist in appliances
clean and comfortable place to stay
warm clean simple and comfortable
hosts were super quick to reply to all my messages
hosts were super responsive and friendly
host is excellent and very friendly
the hosts were very accommodating friendly helpful and communicative
the host was great and very responsive to any needs
beautiful location very close to the waterpark
great location very close to jay peak
great location to jay peak
great place and location for skiing
beautiful private location yet not that far from town
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7. Rustic cottage with indoor entertainment (from USD 214)

This cottage provides loads of fun for the whole family if they decide to stay indoors on a snowy day. The rustic wooden cabin has spacious interiors with high-class furniture. Kids and adults can stay warm by the gas fireplace in the living room while lounging on leather sofas or playing foosball. A machine can make some popcorn to snack on while watching cable TV. The open concept also features a dining table and a fully equipped kitchen with a marble counter for eating breakfast. There are 7 thick-cushioned beds in 3 spacious bedrooms that 10 guests can comfortably sleep in. There are two full bathrooms for sharing. Jay Peak Resort and Vast Trail are 10 minutes away.

Jay Peak Belle Vista Cottage
Jay, Vermont, United States
15 reviews
Entire cottage 7 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
warm living room with fire place and a great kitchen
everything is super clean and cozy
michael’s place was super clean and had everything we needed
quiet clean and in a great location
the host was amazing and made sure we had everything we needed for a great trip
michael was super helpful and really responsive if we had any questions a great host
fantastic place close to jay
great house with perfect location to jay peak
michael’s place is a fantastic stay at a great price
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8. Brand-new apartment with mountain views (from USD 120)

The brand-new apartment is 20 minutes away from Jay Peak Resort and accessible by a paved road off Route 100. It’s on a 10-acre (4-hectare) property beside the owner’s residence with its own parking and entrance. It’s a modest space equipped for a cozy stay. Enjoy awesome mountain views from the bay windows of the linear kitchen while preparing your meals. Relax on cozy sofas while watching TV or listening to the radio in the living room. The bedroom has a queen bed and an en-suite bathroom for two guests. Access to the swimming pond, skating, and cross-country skiing nearby are provided.

Jay Peak Getaway
Troy, Vermont, United States
27 reviews
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
you get an amazing view of the mountains from the kitchen
nice view of jay peak from the kitchen
super clean and modern apartment over their garage
the place was perfect very clean
this is a lovely little apartment that was sparkling clean and very tastefully done
this place was awesome it was so clean the view was immaculate and it was very easy to find
the owners are great and take care of everything
tom and colleen are the perfect hosts
colleen and tom were responsive and very helpful
private clean amazing views and great hosts highly recommend
the location is perfect
perfect getaway close to jay peak
great location and convenient to jay peak
close to great skiing at jay peak
it was a spacious place and in a nice tucked away location
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9. Country-style house ideal for a family (from USD 214)

Amidon house is on 2 private acres near a dirt road around 15 minutes from Jay Peak Resort. This country home is ideal for a huge family with a dog out on a weekend ski trip. The country-style interiors of logs and vintage décor make it a comfy homestay for eight guests. With two spacious bedrooms furnished with queen beds and a sofa bed in the living room, everyone will sleep soundly. The wood-burning furnace keeps the house warm while the family watches Netflix or surfs the net. Unwind on the wrap-around porch overlooking the yard and watch kids play volleyball or shoot horseshoes into the pit. As adults grab drinks from the bar, kids roast can roast s'mores at the fire pit.

The Amidon House
Montgomery, Vermont, United States
23 reviews
Entire cabin 4 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
awesome place had a blast with 7 people very comfortable
the home was fantastic everything was extremely clean and checking in and out was smooth
mike was a great communicative host
mike was super responsive and helpful
as advertised owner is very easy to deal with
mike's place is perfectly located just a few miles away from the jay peak slopes
excellent location close to jay peak we had a nice ski weekend
good location comfortable easy space with all the necessities
we had a wonderful time at the amidon house very close to jay peak and had everything we needed
a very simple but easy and relaxing place to fill up on energy
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10. Huge house in the woods (from USD 315)

This huge house surrounded by woodland is not available during major holidays such as New Year, Thanksgiving, and Christmas. You can book it for other days of the year and experience living in this luxurious home 4.7 miles (7.6 kilometers) from town and 2.4 miles (3.7 kilometers) from Jay Peak Ski Resort. It has been newly renovated to add laundry facilities, storage, and an attached mudroom on the same first floor as the two-car garage. The main floor has cathedral ceilings, floor-to-ceiling windows, and an open-concept shared by the gourmet kitchen, stylish lounge, and farmhouse dining table that seats 10 guests. The four bedrooms, two bathrooms, and six beds are spread out from the basement to the two upper floors. Free Wi-Fi, cable TV, and foosball are offered for indoor entertainment.

Spacious 4 bedroom 2.4 mi. to Jay Peak Ski Resort
Jay, Vermont, United States
57 reviews
Entire house 6 Beds 4 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
very comfortable house lots of nice light and open layout
clean and nicely appointed
very clean and tons of space
place was great clean and roomy
what an amazing house that was exceptionally clean
the house was clean bright and spacious
stephanie was very helpful and quick to respond
the host was very communicative and easy to work with
house was very clean and stephanie was very helpful and answered all our questions
very close to jay peak awesome location
super close drive to jay peak
beautiful house in a great location
great place very close to jay peak
fantastic house close to jay at a great value
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Lovely snow-powdered lodgings

Though these homes look lovely during winter, they are equally gorgeous when summer comes around. They provide the coziest homestays with all the modern comforts you need to feel relaxed in the woods. Book these 10 best Airbnb vacation rentals near Jay Peak, Vermont, and have a stress-free holiday up in the mountains.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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