Montgomery Vacation Rentals

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About Montgomery

Escape to a peaceful town in northern Vermont, where visitors flock to year-round outdoor activities. Stay in Montgomery and you’ll feel removed from the hustle and bustle—it’s exactly why this town is so beloved.

Where is Montgomery, VT?

Nestled in a rural area, our Montgomery vacation homes are about 56 miles from the capital city of Montpelier. Jay State Forest is just under 11 miles away, where you’ll find trails perfect for hiking, cross-country skiing, and autumn leaf-gazing. 

Things to do in Montgomery, VT

Don’t be fooled by the remoteness of our Montgomery vacation rentals: this hidden gem has captured the hearts of many. In 2016 it was voted one of the 12 Best Fall Foliage Locations by Travel + Leisure, and it’s known to many New Englanders for its covered bridges. In fact, with six inside town limits, and a seventh on its border, Montgomery has more of these picturesque  covered bridges than any other town in the U.S.

Perhaps one of the best things about Montgomery vacation rentals is that there is no “off season.” Summers mean the nearby hills and state parks are ripe with hiking trails and swimming holes. The trail to Trout River Falls is a quarter-mile long and ranked as difficult, but once you arrive you’ll be able to sun yourself on the rocks or splash in shallow waters.

Autumn in Montgomery means incredible foliage—we haven’t forgotten that Travel + Leisure accolade—with plenty of trails and drives to catch the photo-worthy scenery. For a unique viewpoint, hop aboard the aerial tram at nearby Jay Peak where you’ll have a bird’s eye view of the vibrant reds, oranges, and yellows. Not only is this the only aerial tram in Vermont, but it’s open year-round, making it a great way to see beautiful snowscapes in the winter too.

Back on land, colder months mean opportunities for cross-country skiing, snowshoeing, and snowmobiling. Best of all, at the end of the day you get to knock the snow from your boots and warm up by the fire at your cozy Montgomery vacation rental. Browse our homes and cabins to start your next Vermont getaway.