Holiday rentals in Montgomery

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Orchard House retreat near Jay Peak

Relax and unwind in this newly renovated house with peaceful overlook on apple orchard, woodland and hills. There are over 10 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 mins. to awesome skiing or riding at Jay Peak! Two bedrooms across two floors. Relax in the deep claw-footed tub in the large full bathroom. Fully outfitted kitchen: coffee maker, refrigerator, microwave, gas stove with oven. Grill on deck. Washer & dryer. Wifi for remote working.

Charming Cottage by Jay Peak

Quaint cedar shake cottage perfect for a couples getaway. Bright open floor plan, comfortable and tastefully furnished. Gas fired stove in living room provides warmth and ambiance while the queen size bed is incredibly comfortable. Great galley kitchen fully equipped with everything you need to prepare your favorite meal or if you're not in the mood to cook there's four restaurants within walking distance. Jay Peak is only 8 miles from door to door. Easy parking. Discount ski tickets available.

Mountain Retreat On The Creek

The Jay Peak Retreat - Experience the Northeast Kingdom’s premier destination at Jay Resort, known for its record breaking snowfall and Vermont’s largest indoor waterpark. Upon arrival, welcomed by an open-concept layout perfect for intimate gatherings and après-ski relaxation. The cabin blends high-end resort luxury with tranquility and privacy. Inquire about our Speak Easy Cabin, 15 minutes away. Conveniently located 1 hour from Burlington, 2 hours from Montreal, and 3.5 hours from Boston.

Great Old Farmhouse near Jay Peak

Updated farmhouse built in 1860 located 8mi. from Jay Peak, in the heart of the village of Montgomery Center. There’s a bar/ restaurant & supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and a quick walk to a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 and is spacious, well insulated, and well furnished. 8 people + 2 infants max.

Trout River Lodge - Discount Jay Peak Lift Tix

Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion with stunning views! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding available (15% discount!) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. • Vermont Mountain Experience - 15% discount on photography & backcountry guiding! There is an apt in the main house that sleeps 8.

Guest Studio with Beautiful Mountain Views

Our 30 acre farm property is located on a quiet country road just 6 kms from Sutton Village, a haven for cyclists, hikers, skiers and wine enthusiasts. The village features 2 brewpubs, a good choice of restaurants, fun shops and beautiful Mt. Sutton to explore. Enjoy spectacular views and sun rises from your private balcony or patio, cycle along the surrounding backroads or just enjoy some quiet time in front of the wood burning stove or outdoor fire pit.

Cozy Jay Condo

Welcome to our Mountainside Jay condo! This cozy 525 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!