Jay vacation rentals

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Top-rated vacation rentals in Jay

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Guest favorite

Apartment in Jay, Vermont

4.86 out of 5 average rating, 295 reviews

Jay Apartment

Only 10 minutes to Jay Peak Ski Resort. Secluded in the woods right next to Starr Brook, yet only a 2 min drive to the Jay Village Inn restaurant and bar and the Jay Country Store. Fire pit with cooking grate next to the brook you are welcome to use weather permitting. Great hiking, biking trails, snow showing and Nordic skiing minutes away. Some trails are accessible directly from the property. Very comfy bed, wonderful place to sleep. . Vermont Meals and Rooms Tax ID number is MRT-10126712

Feb 13 – 20

$99 per night

Guest favorite

Home in Montgomery

4.96 out of 5 average rating, 116 reviews

Hillwest Mountain View

We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

Sep 25 – Oct 2

$147 per night

Guest favorite

Chalet in Montgomery, Vermont

4.94 out of 5 average rating, 100 reviews

Montgomery Meadows Chalet near Jay Peak

Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

Jul 10 – 17

$165 per night

Guest favorite

Apartment in Newport, Vermont

4.99 out of 5 average rating, 125 reviews

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Nov 19 – 26

$91 per night

Guest favorite

Cottage in Westfield

4.92 out of 5 average rating, 106 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Dec 6 – 13

$103 per night

Guest favorite

Home in Irasburg, Vermont

4.97 out of 5 average rating, 121 reviews

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Aug 27 – Sep 3

$103 per night

Guest favorite

Apartment in Montgomery, Vermont

4.93 out of 5 average rating, 120 reviews

The Original Montgomery Lodge - Tried and True!

We are The Montgomery Lodge and we've been doing it right since 2008. That's 15 years of clean, affordable ski (and summer) lodging. Compare us to other area vacation rentals and you'll see that we cannot be beat. Located on Main Street in beautiful Montgomery Center -- the heart of the Jay Peak Region and gateway to VT's North East Kingdom! Walk to shops, grocery, bars, restaurants, spas and enjoy a rare, genuine, non-commercial ski-town experience that will beg your return.

Jul 5 – 12

$122 per night

Guest favorite

Cabin in Montgomery

4.92 out of 5 average rating, 189 reviews

Remote yet convenient cabin

Escape to a remote yet convenient spot in the mountains. This cabin is an open space with a kitchen, bathroom, and loft bedroom. 1000 square feet of rustic coziness inside with all the conveniences. It is located on 15 acres with amazing views, walking/ hiking/ X country Skiing/ biking/ ATV/ snowmobiling options, foliage season, and a pond in the summer. While this cabin is situated outside of town, it is close to all the local restaurants and 20 minutes from Jay Peak Resort.

May 26 – Jun 2

$83 per night

Guest favorite

Guest suite in Newport, Vermont

4.85 out of 5 average rating, 207 reviews

Lake View Studio

Cozy studio apartment with patio and yard that has a beautiful view of the international Lake Memphremagog. Dog & cat friendly. It is close to the Kingdom Trails, Burke Mountain, Jay Peak Resort and just a 10 minute drive to Canada (30 minutes to Magog, Quebec). Lots of opportunity for outdoor activities such as hiking, kayaking, mountain biking, fishing, sailing, skiing/snowboarding and more. Welcome to use the patio and fire pit (Please bring your own wood and buy local).

Dec 26 – Jan 2

$81 per night

Superhost

Condo in Jay, Vermont

4.82 out of 5 average rating, 186 reviews

Cozy Jay Condo

Welcome to our Mountainside Jay condo! This cozy 625 sq foot studio has a queen murphy bed, a queen sofa bed & a gas burning fireplace. Located directly across the street from the golf course/nordic center, next to the Ice Haus & the Water Park. Walk to the tram in the morning. Great destination for a small family, couples getaway or just a place to rest your head after a long day skiing/boarding. Newly renovated bathroom. Sweet and simple. Pets welcome!

Sep 30 – Oct 7

$177 per night

Guest favorite

Apartment in Montgomery, Vermont

4.91 out of 5 average rating, 128 reviews

Dog Friendly Apartment near Jay Peak

Enjoy the beauty of Montgomery, Vermont while staying in a very spacious 1-bedroom apartment that is attached to an 1880s farmhouse with a large backyard, garden and and orchard. The apartment is a 15-20 minute drive to Jay Peak Resort and a 3 minute drive to a grocery store and restaurants. It is walking distance from the Hutchins covered bridge and there is private access to the river. Excellent walking for your dog(s)!

Oct 12 – 19

$126 per night

Guest favorite

Guesthouse in Montgomery Center, Vermont

4.96 out of 5 average rating, 338 reviews

Cabin in the Woods VT - Discount Jay Peak Lift Tix

Come enjoy the ski season and a relaxing weekend at our private guest cabin in the woods. A brook flows through the backyard, providing a peaceful natural backdrop and a stone outdoor fire pit for great campfire fun. The main floor bedroom has 1 queen bed and the loft has 1 queen and 1 twin. There is also a living room couch. Just 5 min to town, 15-20min to Jay Peak! Use our vouchers for discount lift tickets!

May 5 – 12

$158 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Jay vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Jay's top sights

Jay Village Inn & Restaurant37 locals recommend

Jay Country Store37 locals recommend

Ice Haus Arena4 locals recommend

The Foundry Pub & Grille4 locals recommend

Jay Peak Mountain Kids Adventure Center4 locals recommend

Boutin's Mini Market19 locals recommend

Other great vacation rentals in Jay

Superhost

Home in Irasburg, Vermont

4.83 out of 5 average rating, 441 reviews

Eco friendly. Military discount available.

Aug 22 – 29

$103 per night

Guest favorite

Home in Montgomery, Vermont

4.94 out of 5 average rating, 212 reviews

Great Old Farmhouse near Jay Peak

Mar 20 – 27

$169 per night

Guest favorite

Home in Richford, Vermont

4.99 out of 5 average rating, 117 reviews

Peaceful & Cozy Farmhouse Near Jay Peak & Sutton

Sep 20 – 27

$122 per night

Guest favorite

Home in Newport

4.96 out of 5 average rating, 118 reviews

Lakeside Studio Apartment

Feb 9 – 16

$112 per night

Guest favorite

Home in Westfield, Vermont

4.94 out of 5 average rating, 138 reviews

Jay Peak 3 miles - ski home via Big Jay!

Dec 5 – 12

$255 per night

Guest favorite

Home in Mansonville, Canada

4.85 out of 5 average rating, 159 reviews

Chalet a louer dans le canton de Potton Owl's head

May 28 – Jun 4

$94 per night

Guest favorite

Home in Ayer's Cliff, Canada

4.9 out of 5 average rating, 181 reviews

Cozy Wood Loft Escape, 20mn from Orford Ski trails

Oct 5 – 12

$113 per night

Guest favorite

Home in Mansonville, Canada

4.94 out of 5 average rating, 232 reviews

Eco-Zen Retreat (Geothermal, Swimming pond)

Dec 20 – 27

$160 per night

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Ski-in/ski-out vacation rentals in Jay

Guest favorite

Condo in Jay, Vermont

4.99 out of 5 average rating, 114 reviews

Jay Peak Ski in Ski out Condo

Apr 23 – 30

$248 per night

Guest favorite

Condo in Jay, Vermont

4.92 out of 5 average rating, 142 reviews

Ski in Ski out - fantastic location on the trail

Aug 1 – 8

$678 per night

Guest favorite

Cabin in Wolcott, Vermont

5.0 out of 5 average rating, 116 reviews

Meadow Woods Cabin, private, cozy and unconnected

Jun 20 – 27

$67 per night

Guest favorite

Chalet in Sutton, Canada

4.91 out of 5 average rating, 220 reviews

Cabin Sutton 264 - Relaxation en pleine nature !

Mar 16 – 23

$166 per night

Guest favorite

Condo in Cambridge, Vermont

4.93 out of 5 average rating, 111 reviews

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

May 7 – 14

$89 per night

Guest favorite

Condo in Richmond, Vermont

4.95 out of 5 average rating, 183 reviews

Chic Mountainside Studio at Bolton Valley

May 7 – 14

$119 per night

Guest favorite

Condo in Warren, Vermont

4.93 out of 5 average rating, 132 reviews

Another Day in Paradise at Sugarbush Mountain

Sep 30 – Oct 7

$95 per night

Guest favorite

Apartment in Bromont, Canada

4.9 out of 5 average rating, 119 reviews

Bromont-Condo sur la montagne

May 18 – 25

$177 per night

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Ski-in/ski-out houses in Jay

Guest favorite

Home in Craftsbury, Vermont

4.89 out of 5 average rating, 211 reviews

Waterfront cabin

Jun 10 – 17

$116 per night

Guest favorite

Home in Greensboro, Vermont

4.94 out of 5 average rating, 266 reviews

Stay at Historic Greensboro Barn

Feb 12 – 19

$162 per night

Superhost

Home in Stowe, Vermont

4.83 out of 5 average rating, 177 reviews

Unwind in the Mountains: Spacious Top Floor Studio

Feb 28 – Mar 7

$559 per night

Guest favorite

Home in Westford, Vermont

4.87 out of 5 average rating, 385 reviews

1797 Vt Farm House See the Stars!

Jun 2 – 9

$168 per night

Guest favorite

Home in Warren, Vermont

4.87 out of 5 average rating, 119 reviews

Oma's House

Nov 10 – 17

$337 per night

Guest favorite

Home in Jay

5.0 out of 5 average rating, 12 reviews

Walk to Everything-Ski in/Ski Out-3 BR/2 Bath

Nov 19 – 26

$465 per night

Superhost

Home in Jay, Vermont

4.86 out of 5 average rating, 14 reviews

Jay Peak Skihaus 242

Jul 13 – 20

$284 per night

Guest favorite

Home in Craftsbury

5.0 out of 5 average rating, 13 reviews

Home on Craftsbury Ski Trails

Jun 10 – 17

$150 per night

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Quick stats about vacation rentals in Jay

Total rentals
120 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
4.7K reviews
Nightly prices starting at
$90 before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Jay?
Four-legged friends are welcome in Jay. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Jay?
Yes! Work meets play with ease at over 70 vacation rentals in Jay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Jay have wifi?
Absolutely! We offer over 20 house rentals with wifi in Jay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jay have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Jay. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Jay?
Experience the best of Jay with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Jay have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Jay. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Jay?
Jay has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Jay vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Jay, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Jay have a gym?
Absolutely! We offer over 20 condo rentals with a gym in Jay. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Jay?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Jay vacation rentals

Top-rated vacation rentals in Jay

Vacation rentals for every style

Cabins

Houses

Chalets

Popular amenities for Jay vacation rentals

Stay near Jay's top sights

Other great vacation rentals in Jay

Home in Irasburg, Vermont

Home in Montgomery, Vermont

Home in Richford, Vermont

Home in Newport

Home in Westfield, Vermont

Home in Mansonville, Canada

Home in Ayer's Cliff, Canada

Home in Mansonville, Canada

Ski-in/ski-out vacation rentals in Jay

Condo in Jay, Vermont

Condo in Jay, Vermont

Cabin in Wolcott, Vermont

Chalet in Sutton, Canada

Condo in Cambridge, Vermont

Condo in Richmond, Vermont

Condo in Warren, Vermont

Apartment in Bromont, Canada

Ski-in/ski-out houses in Jay

Home in Craftsbury, Vermont

Home in Greensboro, Vermont

Home in Stowe, Vermont

Home in Westford, Vermont

Home in Warren, Vermont

Home in Jay

Home in Jay, Vermont

Home in Craftsbury

Quick stats about vacation rentals in Jay

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Jay?

Are there vacation rentals with a dedicated workspace in Jay?

Do house rentals in Jay have wifi?

Do house rentals in Jay have a bbq area?

How much does it cost to stay in house rentals in Jay?

Do house rentals in Jay have air conditioning?

Are there family-friendly house rentals in Jay?

Are there Jay vacation rentals on Airbnb with pools?

Do condo rentals in Jay have a gym?

What are the most popular amenities for House Rentals in Jay?

Destinations to explore