Explore the Green Mountains in Every Season
EXPERIENCE VERMONT
WINTER SEASONAL RENTALS
Spend the winter in comfort with a seasonal rental. Our seasonal rentals offer the convenience of a fully equipped home you can call your own for the entire winter season—typically available from mid-November through mid-April. Whether you're here to hit the slopes or simply enjoy the serene mountain lifestyle, these properties provide a comfortable and practical base. At The Haven Group, we specialize in matching you with the perfect rental and ensuring you're comfortable throughout your stay. From slopeside condos to peaceful wooded retreats, we’ll help you navigate the various neighborhoods and communities so you can make the most of your winter in Vermont.
Filters
For Rent
Crown Point
49 High Point Drive, Stratton, VT, USA
Shuttle
$31,000
2
2
Features :
Shuttle, Balconies, Wood Burning Fireplace
For Rent
Winhall Acres
10 Winhall Acres Road, Winhall, VT, USA
Modern Chalet
$30,000
3
2
Features :
Parking, Wifi, Pet-friendly
For Rent
Winhall Country Home
Kendall Farm Road, Winhall, VT, USA
Post & Beam
$24,000
3
3
Features :
Off Mountain, Deck
For Rent
Stratton West
Stratton W, Winhall, VT, USA
Pet-Friendly
$45,000
5
3
Features :
Pet Friendly, Wood Burning Fireplace
For Rent
Mountain Watch
776 Stratton Mountain Road, Stratton Mountain, VT, USA
Trailside
$55,000
3
3
Features :
Trailside, Gated Parking, Wood Burning Fireplace
For Rent
Vantage Point
East Birch Road, Stratton, VT, USA
Shuttle
$22,500
2
2
Features :
Shuttle, Deck, Wood Burning Fireplace, Ski Locker
For Rent
Strattonwald Chalet
Strattonwald, Winhall, VT, USA
Shuttle & Pet-Friendly
$42,000
4
3
Features :
Pet Friendly, Shuttle
For Rent
Peru Retreat
S Rd, Peru, VT, USA
Surrounded by National Forest
$14,000
4
3
Features :
Off Mountain, Deck, Wood Burning Fireplace, Garage
For Rent
Stratton Log Cabin
Canedy Rd, Stratton, VT, USA
The Perfect Vermont Retreat
$21,000
2
1
Features :
Near the VAST Trail, 8 Minutes to SunBowl, 12 minutes to Mt. Snow
RENTED
Quarter Mile Road
Quarter Mile Road, Stratton, VT, USA
Shuttle
$40,000
4
3
Features :
Shuttle, Wood Burning Fireplace
For Rent
Renovated Farmhouse
Goodaleville Road, Jamaica, VT
Hot Tub & Stratton Parking Pass
$50,000
4
3
Features :
Hot Tub, Stratton Parking Pass, 10 Minutes to Stratton
RENTED
Styles Brook
Styles Branch Road, Stratton, VT, USA
Shuttle
$32,000
3
2
Features :
Shuttle, Deck, Wood Burning Fireplace
For Rent
Londonderry Cabin
Sherwood Forest, Londonderry, VT, USA
Pet-Friendly
$22,000
3
1.5
Features :
Off Mountain, Deck, Wood Burning Fireplace, Pet-Friendly
For Rent
Cottage in the Woods
Goodaleville Road, South Londonderry, VT, USA
Cottage in the Woods
$17,500
5
3
Features :
Off Mountain, Deck, 12 Minutes to Stratton, West River Trail -Direct Access
RENTED
Long Trail
761 Stratton Mountain Road, Stratton, VT, USA
Walk to Lifts & Village
$28,000
1
1
Features :
Pool & Hot Tub, Sauna, Walk To Slopes, Heated Parking Garage, Ski Storage