Vacation rentals near Stratton Mountain

Six exceptional properties in southern Vermont — from a classic ski chalet to grand alpine retreats, all minutes from Stratton Mountain.

Whispering Pines Lodge exterior
Whispering Pines Lodge living room Whispering Pines Lodge loft with mountain views

Whispering Pines Lodge

5 bedrooms · 5 bathrooms · Sleeps 8 · Pool · Hot tub · Sauna

A luxury Vermont lodge with private pool, hot tub, and barrel sauna. Soaring ceilings, skylights with mountain views, and premium finishes throughout. The premier Stratton-area rental for groups and special occasions.

  • Private heated pool + hot tub + sauna
  • Skylights with Vermont mountain views
  • 5 full bathrooms, sleeps 8 comfortably
  • Solar-powered, EV charger on site
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Stratton Chalet fireplace
Stratton Chalet dining room Stratton Chalet hot tub

Stratton Chalet

3 bedrooms · 2 bathrooms · Sleeps 6 · From $202/night

A classic Vermont mountain chalet in the heart of Stratton ski country. Warm, cozy, and perfectly located for ski weekends, fall foliage trips, and summer escapes. Stone fireplace, barrel sauna, hot tub, and full kitchen.

  • Minutes from Stratton Mountain Resort
  • Stone fireplace + barrel sauna + hot tub
  • Full kitchen, outdoor deck
  • 65+ five-star reviews
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First Chair Lair exterior
First Chair Lair living room with fireplace First Chair Lair dining room with skylights

First Chair Lair

5 bedrooms · 4 bathrooms · Sleeps 8 · Hot tub · Game room

The grand alpine retreat. A newly renovated five-bedroom in High Meadow with a fireplace living room, dining for twelve, and a downstairs game room — plus the free shuttle to Stratton's slopes.

  • Hot tub, game room, 86″ TV
  • Dining for 12, sleeps 8
  • Free High Meadow shuttle to Stratton
  • Dog-friendly
View this home → Contact us to book direct →
Wandering Moose exterior
Wandering Moose rear exterior with barrel sauna and hot tub Wandering Moose fire pit on the stone patio

Wandering Moose

4 bedrooms · 4.5 bathrooms · Sleeps 8 · Heated pool · Sauna · Hot tub

A complete modern remodel in the High Meadow woods — and the rare Stratton rental with its own heated pool. Barrel sauna, hot tub, fire pit, and an EV charger round out the most amenity-rich home we manage.

  • Private heated pool
  • Barrel sauna + hot tub + fire pit
  • EV charger and garage
  • Sleeps 8 across 4 bedrooms
View this home → Contact us to book direct →
Hilltop Hideaway exterior
Hilltop Hideaway fire pit at dusk Hilltop Hideaway kitchen with cathedral ceiling

Hilltop Hideaway

3 bedrooms · 3.5 bathrooms · Sleeps 7 · Hot tub · Mountain views

An intimate three-bedroom on 1.6 private acres with Stratton views from nearly every room. Two wood-burning fireplaces, cathedral ceilings, and a hot tub under the trees — built for smaller groups and quiet weekends.

  • Stratton Mountain views
  • Two wood-burning fireplaces
  • Hot tub + fire pit on 1.6 acres
  • Sleeps 7, dog-friendly
View this home → Contact us to book direct →
Shred Shack exterior
Shred Shack open kitchen and great room with stone fireplace Shred Shack kitchen with cathedral ceiling

Shred Shack

4 bedrooms · 3 bathrooms · Sleeps 7 · Hot tub · Sauna · EV charger

The lively one. Mountain and valley views pour into an expansive great room with a stone fireplace, six minutes from the Stratton base. Hot tub on the deck, indoor sauna, and an indoor swing the kids will fight over.

  • Sweeping mountain + valley views
  • Hot tub, indoor sauna, indoor swing
  • EV charger and garage
  • 6 minutes to Stratton Mountain Resort
View this home → Contact us to book direct →

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