Jay Peak Vacation Home Rentals

On your next trip, consider a Jay Peak vacation home rental for your accommodations. There are 0 vacation homes in Jay Peak resorts. Vacation home rentals are generally appealing for many reasons. Some of the foremost being cost savings, more space, and no tips or service charges that are associated with hotel rooms. Vacation rental homes have kitchens for cooking, living rooms for gathering together and offer the appeal of living in a real neighborhood and soaking up the rhythm of the locals.

With our friendly, responsive customer service and extensive informational website, renting a Jay Peak vacation home from Owner Direct Vacation Rentals is a breeze. Find your perfect location and home size to suit your needs, no matter what your criteria.

Rental Amenities

Accessibility

Bedrooms

Rental Payment

Activities

Ski-Out
Ski-In    
Walk only

Waterfront
Water within
Walk only
View Map

Jay Peak Vacation Activities

14 Vacation Home Rentals

Your Favs ()
view Tile View List View
sort by

Sorry, there is no rental accommodation currently available in Jay Peak for your search criteria. Please change your search preferences or try a nearby region to increase the number of properties displayed.

  • Very Pet-Friendly Country Cottage Getaway with a Dash of Panache

    Very Pet-Friendly Country

    Charlemont: Cottage
    • 1 BA
    • Sleeps 4
    • #206877
    $124 to $132 USD/night Credit Card Paypal Pet Friendly
    Welcome Cavalier Cottage B&B awarded Superhost status by Airbnb 2017 Cavalier Cottage B&B awarded TripAdvisor’sReviews of Hotels, Flights and Vacation RentalsReviews of Hotels, Flights and Vacation Rentals Certificate of Excellence 2014 and 2017 Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B’s. We warmly welcome visitors who come to this beautiful area of Western Massachusetts with or without their companion animals. Now in its sixth year, Cavalier Cottage has clearly answered a need for genuinely pet-friendly accommodations. When I opened the cottage in 2012, I could not have imagined the variety of interesting people, and animals, I would meet. Nestled at the base of the Charlemont hills and located on a very quiet country road, Cavalier Cottage is appointed with everything you’ll need to make your stay comfortable and enjoyable. More than one guest has commented that the cottage and its setting seem to have a special air of tranquility that works a kind of magic: Most pets settle right in with no sense of strangeness, and their human companions find themselves absorbing the atmosphere of peace in their surroundings. That doesn’t mean there’s nothing to do in this very special corner of New England. The area is a four-season vacation destination, from foliage time in the autumn, through ski season into spring hiking time and summer holidays. Cavalier Cottage is convenient to the scenic Mohawk Trail (Route 2) and many outdoor activities: There are great hiking trails, downhill and X-country skiing, snow shoeing, river rafting, tubing, zip line canopy tours, horseback riding, tennis, golf, biking, and rock climbing. The beautiful Massachusetts countryside, with its many quaint villages and towns, is also home to a great variety of iconic educational and cultural destinations, including MassMoCa, the Clarke Institute of Art and the Williams College Art Museum and many more. See the “Area” page of the website for more details about diversity of activities and attractions. As more guests have visited, many potential guests were unable to come because the dates they wanted were already booked. Because Cavalier Cottage can only accommodate one party of guests at a time, we highly recommend that if your desired dates are available, you secure the space by submitting a deposit, in order to avoid disappointment. Cavalier Cottage, a cottage for all seasons, is perfect for week-long vacations, weekend or mid-week getaways, writer’s retreats, house-hunting visits, and temporary lodging for relocated executives. We look forward to sharing our cozy and comfortable cottage with guests from around the world. Please feel free to contact us if you have any comments or questions. A very warm greeting awaits all who visit Cavalier Cottage. Your host, Patricia Butterfield FYI: ~Experience the excitement and exhilaration of a zip-line canopy tour, whitewater rafting, kayaking and rock climbing. All available at Zoar Outdoor and as a guest of Cavalier Cottage, receive a 10% discount on any of these activities. Just 10 minutes from the Cottage. ~For dogs (and their human companions, too) who love to swim, several local watering holes and lakes are close by. ~For much more information on the incomparable Mohawk Trail please click on the link below to view an October 4, 2012 New York Times feature article. Http://travel.Nytimes.Com/2012/10/07/travel/driving-the-mohawk-trail-in-massachusetts.Html.Hpw ~Cottage guests are eligible for a $10 discount off daily lift tickets at Berkshire East (a few miles up Route 2 from the Cottage) enabling you to save and enjoy all their exciting winter ski activities. Visit www.Berkshireeast.Com for more information.
  • Exceptional Vacation Villa in New Seabury

    Exceptional Vacation Villa

    New Seabury: Villa
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #203957
    $175 to $175 USD/night Credit Card Paypal
    Enjoy this premier Cape Cod historic community in our marvelous villa. New Seabury is set on Nantucket Sound with stunning views of the sea and Marthas Vineyard and our property is in the perfect location. For example, it's on New Seabury’s premier championship golf course and also close to the Mews community pool which you can use with the rental. The professionally landscaped grounds has a variety of perennials and a spacious patio. The properties tranquil environment makes it the perfect atmosphere for a relaxing vacation.
  • Rustic Luxury: 1 Bedrom + Loft

    Rustic Luxury: 1 Bedrom +

    Stowe: Cabin
    • 1 BDR
    • 1 Loft
    • 1 BA
    • Sleeps 5
    • #89863
    $150 to $260 USD/night Credit Card Pet Friendly
    This Stowe vacation rental is the perfect setting for a honeymoon or a romantic getaway—and ideal for small families as well. This cozy cabin is nestled on 4 wooded acres and located just 1 mile from Stowe village, and eight miles from Mt. Mansfield and skiing. The piping hot wood stove and the chiming cuckoo clock makes this Vermont cabin rental a cozy retreat after a day of hiking or skiing. Fine linens and towels are supplied along with all of the amenities to make your stay special and your experience one of a kind. Our guests appreciate our attention to detail and have often mentioned this as one of the reasons their stay exceeded their expectations.
  • Large and Luxurious Captain's Home Close to Town and Beaches Sleeps up to 25

    Large and Luxurious

    Edgartown: Home
    • 11 BDR
    • 1 Loft
    • 8 BA
    • Sleeps 25
    • #226600
    $707 to $3,571 USD/night  
    Martha's Vineyard's largest and most elegant vacation rental home. Our home is close to Edgartown Massachusetts shopping, dining, golf, fishing beaches and harbor. The home features 26 rooms with 11 bedrooms, 7 baths, 2 kitchens and 2 dining rooms. The large front porches facing Edgartown harbor are an ideal place to spend the day. The over-sized backyard and garden can host weddings and events. Our location is perfect for families that want to park the car and simply enjoy the best that Edgartown and the Vineyard have to offer. Town is three blocks to the South and the beaches start only one block away. The home has a wonderful location near to several beaches. We are walking distance to the town and walking distance to the harbor and beaches. Our guests frequently remark on the perfect location of the house. Families love the fact that the kids can be mobile. Ideally you kick them out of the house after breakfast and only see them back for dinner, or maybe lunch. Kids love the independence and the parents can park the car for the week and not have to shuttle the kids from one location to another. A true vacation. Summary of beaches (more detail is below) 1/2 block to Cottage Street beach – perfect for launching small boats, kayaks and Sups 1 block and a ferry ride to Chappy Beach 2 Blocks to Lighthouse Beach and Eel Pond 3 Blocks to Fuller Street Beach 2 miles to State Beach and wonderful swimming 3.5 miles to South Beach for ocean waves
  • Relax on the Lake on your Own Beach & Dock

    Relax on the Lake on your

    Oakdale: Cottage
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #213280
    $132 to $250 USD/night Paypal
    This cozy and newly renovated cottage sits on private Oxoboxo Lake in Montville, CT. From the moment you walk into the cottage you see a wall of windows with a million dollar view of the lake. There are views of the lake from every window on 3 sides of the cottage. Once you come in you will find the cottage is nicely furnished inside and out. In the family room you have leather queen sleeper sofa with chaise lounge, glass top tables, TV with DVD, stereo and in ceiling speakers. In the eat in kitchen you will find nice new concrete counter tops, plenty of cabinets, table with 4 chairs, dishwasher, stove, refrigerator, coffee maker, toaster and microwave. In the sun room you have a nice chaise lounge looking out at the lake. The bedroom offers a full size bed, wardrobe closet, night stand with alarm clock and lamp. The bathroom offers a stand up shower, toilet and sink. Hardwood and tile floors can be found through out the cottage as well along with a washer/dryer for your convenience. Once outside you will find a large deck with furniture and a Weber gas grill . Next you will see your very own private sandy beach, dock and fire pit. Since the lake has no motor restrictions please bring your boat or jet ski to enjoy some water sports, like tubing or skiing, or just relaxing. We also have 2 kayaks you may use at your own risk with some life vests. It is probably best to bring your own to make sure it is the right fit. We are located close to Mohegan Sun and Foxwoods Resort Casinos, Mystic, Shopping, hiking and within 40 minutes of Bradley International Airport. This cottage is perfect for the short term/temp stays, corporate housing, and vacations. Sorry at this time we do not allow pets.
  • True Lake Front Cabin Lake Bomoseen Vermont

    True Lake Front Cabin Lake

    Lake Bomoseen: Home
    • 2 BDR
    • 1 BA
    • Sleeps 6
    • #48131
    $186 to $186 USD/night Paypal Pet Friendly Star Rating
    It takes only 2 steps from the front porch to be in the lake. Serene and beautiful overlooking a small private island in a cove where boaters come to swim for the no wake zone and great swimming. Lakeshore is two feet from the edge of the covered porch facing east in an area where homes are spaced well apart on a dead end road. WiFi throughout and large screen TV with Roku (no cable). Video VCR and Betamax collection includes almost 900 movies, primarily from the 1940's through 1960's. Wake up in the morning for a view of the lake from the master bedroom. Have morning coffee on the patio furniture overlooking the lake, and have a camp fire on the lawn before turning in for a quiet evening. Dock, picnic table, grill, outdoor firepit, 12’ Zuma sailboat and lifejackets, canoe, woodshop off detached garage. Georgous stone fireplace with wood burning stove for cozy evenings after a day on the water. Outdoor couch and chairs overlooking lake. Hike in the woods adjacent to the property. Marina with boat rentals nearby, park on lake nearby with playground equipment and seasonal concerts/movies. You can even arrive at the golf course by boat. Fishing and swimming are right outside your door, and all water sports available on a large lake. House is in a secluded cove with a no wake zone for quiet afternoons and safe swimming. Lake Bomoseen is approximately 2,400 acres and is clean, beautiful and uncrowded. Hubbardtown Revolutionary War battlefield site approx. 15 minutes away. Killington ski resort 35 minutes away. Outlet shopping at Manchester 40 minutes away. Hike the Long Trail of VT or go to a restaurant with dockside dining and live music by boat. Rustic Vermont at its best. .
  • Chatham Beach Cruiser on Cape Cod 5br 4 Kings 2 Twins Three Bath,

    Chatham Beach Cruiser on

    Chatham: Villa
    • 6 BDR
    • 3 BA
    • Sleeps 14
    • #227969
    $685 to $685 USD/night Credit Card Paypal
    Relax in our 5 bedroom home with central air. Four brand new pillow top king bedrooms and a children’s bedroom with two twin beds. The entire house was equipped with all new furniture in June of 2016 and a few antiques (including a coffee table made from a real ship’s wheel). All bedrooms are equipped with 42 inch flat screen smart LED TVs. Two of the king bedrooms have their own private deck and a third deck is accessible from the sunroom and the dining room. Use the stainless steel BBQ conveniently located just off the sunroom to whip up a quick dinner or prepare a gourmet feast in our well-appointed kitchen equipped with granite countertops and backsplash and ample pots, pans, blender, crock pot, 4 slice toaster, griddle, hand mixer and more. Located in highly desirable North Chatham. Situated in the “elbow" of the Cape, you can walk to Scatteree Beach or bike to Lighthouse Beach. Just a short drive to town, restaurants, and golf. The bike trail is close by, as is the shark museum, and the Lazy Lobster restaurant. The house sits at the end of a private drive with plenty of parking. This large home is perfect for two families or a large family get together. Enjoy a cup of coffee in our sunroom equipped with a coffee station and electric teakettle. There are 3 gathering areas: a large living room on the first floor, a spacious family room in the basement, and a cozy media room on the first floor. All of the gathering areas have large flat screen Smart LED TVs. The media room, kitchen and outside deck are equipped with Bose speakers. The in-law apartment in the basement has its own fully equipped kitchen with adjoining eating area, a spacious family room with a queen pull out sofa and its own private king bedroom. It also has its own separate entry from outside. The house has three full bathrooms. One bathroom on each level, plus an oversized outside shower that has hot and cold water. The beautifully landscaped yard is small, but you can enjoy a game of croquet or horseshoes or just pick from the many outdoor and indoor games we have on hand. Enjoy the large outside shower with hot and cold running water. Help yourself to free long distance calls, a cable package that includes Nesson so you won’t miss an important ball game, and secure WiFi. Don’t worry about who has the key, as we have a state of the art keyless entry system. The beautiful village of Chatham is one of the most picturesque and sought after on the Cape. It has great beaches, seal tours, FREE Chatham Angler baseball games, FREE band concerts on the green, Shark Museum, Chatham Lighthouse, Monomoy Theater, and charming boutiques and antique shops galore. September, October and November 2017 and Summer 2018 dates available now. Off-season we do take short bookings making this home ideal for groups going to weddings, graduations, memorial services, business trips, etc. There is no mandatory arrival or departure day during off season. High season rates (July and August) must be in 7 day increments 7,14,21,28. Reservation requests in July and August that do not start AND end on Saturday will be declined.
  • Large 3 Br Townhouse in the Heart of Waterville Valley

    Large 3 Br Townhouse in

    Waterville Valley: Townhouse in a complex
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #226555
    $207 to $236 USD/night Paypal
    3 levels, 3 bedrooms (master w/ jacuzzi), 2 full baths, 1 half, sleeps 8 Fully furnished townhouse in the heart of Waterville Valley. This 3 level, 3 BR townhouse is one mile from Waterville Valley Ski Area (FREE shuttle to ski area) and is within walking distance to Town Square with its shops, grocery store and restaurants. Along with downhill skiing and snowboarding, other winter activities include cross-country skiing, ice skating and hockey. Guests also have use of the Waterville Valley Athletic Club with Olympic size indoor, outdoor pools and hot tubs, for a fee. In spring, summer and fall the area is known for its hiking, mountain biking, golf, tennis, fishing, swimming and is close to all major White Mountains attractions. The 1st floor has a living room with a 42' flat screen TV with VCR/DVD, a queen size sofa bed, , a half bath, a Den with a 32' flat screen HD TV, a double-sided fireplace , which opens to the den and dining room. The 2nd floor has 2 bedrooms, one with 2 FULL size beds,, the other bedroom with two twin size beds,a washer/dryer and a full bath. The 3rd floor has a Master BR, queen sized bed, TV, a full bath with jacuzzi and skylight. Sleeps 8 comfortable. There is also a queen sleep sofa in the living room. Along with downhill skiing and snowboarding, other winter activities include cross-country skiing, ice skating and hockey. Guests are welcome to use the Waterville Valley White Mountain Athletic Club for a small fee. Amenities include Olympic size indoor and outdoor pools, hot tubs, state of the arts fitness center, racquetball courts, tennis and more. There is also a 9 hole golf course within walking distance and an 18 hole course about 15 mins away.
  • Cozy and Comfortable Cottage at the Woods Lodge

    Cozy and Comfortable

    Northfield: Cottage
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #129187
    $140 to $140 USD/night Credit Card Paypal Pet Friendly
    This 1920's 2-room Cottage is just seconds from Vermont's popular VAST system. You can bring your snowmobiles and ride them from the door. If skiing is more your thing, it is a short drive to Sugarbush, Mad River Glen and Bolton. Complete with a brook and waterfall, there are 36 acres of fields and wooded trails available on site for plenty of outdoor fun. Many fine and affordable dining choices are just up the road in Montpelier, the State Capitol, or you can choose to stock the fridge and eat out.
  • Cozy and Comfortable Cottage at the Woods Lodge

    Cozy and Comfortable

    Northfield: Cottage
    • 1 BDR
    • 1 BA
    • Sleeps 4
    • #58595
    $140 to $140 USD/night Credit Card Paypal Pet Friendly
    This 1920's 2-room Cottage is just seconds from Vermont's popular VAST system. You can bring your snowmobiles and ride them from the door. If skiing is more your thing, it is a short drive to Sugarbush, Mad River Glen and Bolton. Complete with a brook and waterfall, there are 36 acres of fields and wooded trails available on site for plenty of outdoor fun. Many fine and affordable dining choices are just up the road in Montpelier, the State Capitol, or you can choose to stock the fridge and eat out.
  • Cozy and Comfortable Cottage at the Woods Lodge

    Cozy and Comfortable

    Northfield: Cottage
    • 2 BDR
    • 1 BA
    • Sleeps 6
    • #58600
    $140 to $140 USD/night Credit Card Paypal Pet Friendly
    This 1920's 2-room Cottage is just seconds from Vermont's popular VAST system. You can bring your snowmobiles and ride them from the door. If skiing is more your thing, it is a short drive to Sugarbush, Mad River Glen and Bolton. Complete with a brook and waterfall, there are 36 acres of fields and wooded trails available on site for plenty of outdoor fun. Many fine and affordable dining choices are just up the road in Montpelier, the State Capitol, or you can choose to stock the fridge and eat out.
  • Stay 4 Nights for the Price of 2!!  Jan Through April Only

    Stay 4 Nights for the

    Sunday River: Home
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #17213
    $121 to $196 USD/night Paypal Pet Friendly Star Rating
    Arrive on Monday and leave on Friday for the same price as a weekend! That's 4 nights for the price of 2! This excludes Martin Luther King Day, Presidents Day and Easter weeks. Lakefront Home Close to Sunday River Ski Area In Maine's White Mountains Visit Bethel, Maine's most beautiful mountain village. Many unique shops and restaurants, movie theater, adventure center, hiking, fishing, natural beauty, Moose tours etc Cobble mountain swinging chair by fireplace, outside patio furniture and gas bbq. Dock in season. A canoe is available to use at your own risk.
  • Cottage for Rent, 50 Steps to the Sand

    Cottage for Rent, 50 Steps

    South Yarmouth: Duplex - right side
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #234438
    $222 to $349 USD/night  
    This Vacation cottage is located 50 steps to the sands of popular South Middle Beach. --Full eat in kitchen,living w/lg Flat Screen TV wifi. --King master br w/flat screen tv& w/d..Twin beds in second bedroom --New Queen Sleeper in Living room. 1.5 baths Hot & Cold outdoor shower --Large patio with own grill and tables and chairs --Deck with nice ocean view On Beach there is Banana Boat, Parasail & Jet Skis 5 min. Walk to fish pier..Multiple Restaurants-Gift Shops & Attractions nearby...Sports World,Mini Golf, Inflatable Water Park. 15 min. To Hyannis with Ferry to Islands of Nantucket & Marthas Vineyard
  • Walk/Ski to Bromley - Short Drive to Stratton Or Magic.  Rent by Week Or Weekend

    Walk/Ski to Bromley

    Bromley: Duplex - lower
    • 2 BDR
    • 1 BA
    • Sleeps 7
    • #25429
    $245 to $245 USD/night Paypal Pet Friendly
    At Bromley, near Stratton and Magic, short drive to Manchester, Londonderry,Weston or Dorset. Great views; you can see Magic and Stratton from the front window. Ten miles to Stratton or Magic with Okemo and Killington within reach. Washer/dryer in utlity room. Linens, towels, firewood included. Trail to Bromley lifts. Small porch on front of unit. Central to theater and the arts. Many good restarants nearby.

Can't find what you are looking for? Try these nearby vacation rental regions

Jay Peak News and Events

About Jay Peak
www.jaypeakresort.com

Jay Peak is a four season resort in Northern Vermont, close to Canada and Burlington, and far from anything resembling ordinary. Featuring a year-round indoor waterpark, ice arena, championship golf course and, of course, the East's best skiing and snowboarding, Jay offers a mountain getaway for everyone.

Annual Events at Jay Peak Resort

The Jay Peak Trail Running Family Festival (September): The annual Jay Peak Trail Fest gather more than 600 runners and racers up to Jay Peak for a weekend of sunshine, adventure, good food, and good fun. The festival is a series of trail races for all abilities (ages 4-109) over Labor Day Weekend. There are three 5Ks on Saturday: run one, two or three races rated in difficulty like your ski slopes (green circle, blue square, black diamond). You may enter all three for our "Trail Runners with Issues" award too. There is a 25K and a 50K ultra trail race on Sunday. This race series allows the beginner to the trail running nut multiple levels to compete.

Anual Beach Party (March): The Beach Party celebrates over three decades of fun in the sun, or snow in our case. Join us for live music by the High Breaks, Long Trail giveaways, and enough waterslides to entertain any child, big or small.

Jay Peak Music Series (Schedules vary for each season - summer,  fall, winter and spring.): Jay Peak is presenting several well known groups and solo artists in the Foeger Ballroom.

Find complete list and schedule of other events here.

OnTheSnow.com Overview of Jay Peak Resort: Jay Peak Resort, located on Jay Peak in Vermont’s Green Mountains, is home to some of the East’s best terrain providing skiers and riders with amazing tree glades, long groomed trails, and abundant natural snowfall.  The resort lies just south of the Canadian border near the town of Jay, Vermont.

At Jay Peak, there is a great mix of beginner to advanced trails connected by an updated chairlift system. The ski area contains a large snow making infrastructure able to cover a majority of the resort.
Experience the difference, no waiting
 
Experience the difference, no waiting
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543