Best price vacation rentals in Montgomery, VT, USA • 150 Listings
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Montgomery, VT, USA Vacation Rentals | 

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5.0 (58)
Relax on pristine Lake Eden
Up to 8 guests
Vrbo$225
Airbnb$250
Average Nightly Rate
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5.0 (76)
Great Family Getaway! Ski-In Ski-Out Luxury Condo at Jay Peak Resort.
Up to 6 guests
Vrbo$344
Airbnb$352
Average Nightly Rate
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5.0 (41)
Journeys End Chalet - minutes to Jay Peak!
Up to 8 guests
Vrbo$339
Airbnb$354
Average Nightly Rate
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5.0 (7)
JAY: Bear Suite @ Safe Inspected Inn (Free Brkfst)
Up to 5 guests
Airbnb$226
Vrbo
Average Nightly Rate
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5.0 (4)
Three Bedroom Deluxe Luxury Condo, Vermont (1742519)
Up to 8 guests
Airbnb$203
Vrbo$270
Average Nightly Rate
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5.0 (20)
NEW! Secluded Upscale Cabin - Near Jay Peak Resort
Up to 7 guests
Vrbo$290
Airbnb$302
Average Nightly Rate
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5.0 (12)
First Tracks Jay Peak Ski-in Ski-out Condo
Up to 5 guests
Airbnb$315
Vrbo$329
Average Nightly Rate

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5.0 (7)
Jay River Front Three Bedroom. 2 miles to Jay Peak
Up to 8 guests
Airbnb$295
Vrbo$295
Average Nightly Rate
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5.0 (53)
Jay Peak 3 miles - Ski here from Big Jay!
Up to 8 guests
Airbnb$200
Vrbo$210
Average Nightly Rate

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5.0 (21)
Comfy Ski-In/Ski-Out Hideaway in Jay Peak Resort!
Up to 8 guests
Vrbo$286
Airbnb$297
Average Nightly Rate
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5.0 (12)
Enjoy home away from home at the top of VT...Get away to the Jay Way Chalet!
Up to 11 guests
Vrbo$471
Airbnb$486
Average Nightly Rate
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5.0 (7)
Ski in Ski Out 2 bedroom condo at Jay Peak Resort
Up to 8 guests
Vrbo$272
Airbnb
Average Nightly Rate
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5.0 (4)
2BR Family-friendly Smuggler's Notch Ski Sun Resort (Wyndham Vacations)
Up to 8 guests
Airbnb$279
Vrbo$425
Average Nightly Rate
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5.0 (2)
Wyndham Smugglers Notch - Spacious 2 Bedroom
Up to 6 guests
Airbnb$150
Vrbo$150
Average Nightly Rate
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5.0 (70)
Chandler House: Quintessential Vermont
Up to 8 guests
Airbnb$325
Vrbo$396
Average Nightly Rate
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5.0 (104)
Rustic Vermont Barn Home Near Jay Peak with Outdoor Pizza Oven
Up to 10 guests
Airbnb$273
Vrbo$293
Average Nightly Rate
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5.0 (33)
Brewster Ridge Hideaway - Smugglers' Hack
Up to 8 guests
Airbnb$325
Vrbo$325
Average Nightly Rate
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5.0 (61)
Four Bedroom Log Cabin -Jay Peak - Views - Private - Fireplace -
Up to 8 guests
Airbnb$295
Vrbo$295
Average Nightly Rate
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5.0 (30)
Ski-in/Ski-out Luxury Condo at Jay Peak Resort!
Up to 8 guests
Vrbo$330
Airbnb$519
Average Nightly Rate
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5.0 (209)
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front
Up to 2 guests
Vrbo$55
Airbnb$58
Average Nightly Rate
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5.0 (47)
Enjoy the HOT TUB after a day on the slopes of the best resort in the east
Up to 8 guests
Vrbo$525
Airbnb$543
Average Nightly Rate
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5.0 (68)
Peaceful Mountain Getaway, Family & Pet Friendly & Indoor Hot Tub
Up to 10 guests
Vrbo$538
Airbnb$564
Average Nightly Rate
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5.0 (245)
Ski in Ski out - Beautiful condo in fantastic location right on the trail
Up to 8 guests
Airbnb$268
Vrbo$283
Average Nightly Rate
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5.0 (42)
The Perfect Vermont Modern Victorian
Up to 10 guests
Airbnb$500
Vrbo$500
Average Nightly Rate
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5.0 (20)
Farmhouse in the mountains, easy drive to Jay Peak
Up to 7 guests
Airbnb$235
Vrbo$251
Average Nightly Rate
  1. United States
  2. Vermont
  3. Montgomery Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Montgomery, VT, USA

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