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Search results; Over 1,000 homes in Montgomery

Top guest favorite
This cedar shake cottage in Montgomery Center puts you 8 miles from Jay Peak
1 bedroom, 1 bed, 1 private bath
Aug 12 – 17
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4.97 out of 5 average rating, 122 reviews
Top guest favorite
Private room
This Montgomery private studio gives you 40 acres, a fire pit, and an EV charger
4.99 out of 5 average rating, 130 reviews, 1 queen bed, 1 bath
Aug 14 – 19
Guest favorite
This renovated Montgomery cabin puts you creekside with a fire pit and open layout
4.94 out of 5 average rating, 183 reviews, 1 bedroom, 2 beds, 1.5 baths
Aug 27 – Sep 1
Top guest favorite
Private room
This quiet Montgomery suite sets you among 35 wooded acres
4.98 out of 5 average rating, 172 reviews, 1 bedroom, 1 bed, 1 bath
Aug 28 – Sep 2
Top guest favorite
This Montgomery chalet gives you Jay Peak views from a wrap-around deck on 5 acres
4.93 out of 5 average rating, 139 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 24 – 29
Guest favorite
This cliffside Montgomery house puts you right on the Trout River
4.96 out of 5 average rating, 74 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
Vaulted ceilings and a wood-burning stove greet you at this Montgomery log cabin on 14 acres
4.96 out of 5 average rating, 94 reviews, 3 bedrooms, 6 beds, 2 baths
Aug 17 – 22
Guest favorite
This renovated Montgomery apartment gives you river access and an 1880s farmhouse orchard
4.92 out of 5 average rating, 200 reviews, 1 bedroom, 1 bed, 1 bath
Aug 12 – 17
Top guest favorite
You’ll sleep directly over a waterfall at this Montgomery cabin
4.85 out of 5 average rating, 423 reviews, 1 bedroom, 4 beds, 1 bath
Oct 30 – Nov 4
Top guest favorite
This 1860 Montgomery Center farmhouse gives you a piano, wood stove, and fire pit
4.94 out of 5 average rating, 278 reviews, 3 bedrooms, 6 beds, 1 bath
Sep 21 – 26
Guest favorite
Custom stonework and mountain views greet you at this Montgomery chalet
4.93 out of 5 average rating, 14 reviews, 3 bedrooms, 5 beds, 1.5 baths
Aug 12 – 17
Top guest favorite
River views and handmade log furniture greet you at this Montgomery house
5.0 out of 5 average rating, 298 reviews, 3 bedrooms, 6 beds, 2 baths
Aug 23 – 28
Guest favorite
This renovated vintage farmhouse in Montgomery gives you Jay Peak views and a fire pit
4.89 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 12 – 17
Top guest favorite
This timber frame apartment in Jay sits creekside, with a fire pit you’ll love
4.87 out of 5 average rating, 366 reviews, 1 bedroom, 2 beds, 1 bath
Aug 16 – 21
This Lowell cabin puts you on 100+ private acres with a pond and orchard views
New place to stay, 2 bedrooms, 2 beds, 1.5 baths
Aug 25 – 30
Cathedral ceilings and a stone fireplace greet you at this 1880s Montgomery cottage
3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Top guest favorite
Wake to mountain views and a wood-burning fireplace at this Enosburg cabin
5.0 out of 5 average rating, 203 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 28 – Sep 2
Guest favorite
This secluded Montgomery cabin gives you 10 wooded acres and a screened-in porch
4.9 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 14 – 19
Guest favorite
This Montgomery home gives you mountain views, a pool table, and a fire pit
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 17 – 22