Spacious living room

Rural Chester Farmhouse

3 bedrooms·2 baths
Valley Views with Hot Tub

Valley Views with Hot Tub

4 bedrooms·3½ baths
Jacuzzi Tub!

Hot Tub Chalet on Magic Mountain

5 bedrooms·2½ baths
Enjoy a movie and some theater style popcorn in our living room and open kitchen

The Historic Rideout

6 bedrooms·6 baths
4.91(35 reviews)
$340 – $1,648/ night(excl. fees & taxes)
Enjoy a crackling fire in our living room and open kitchen

The Historic Rideout

6 bedrooms·6 baths
$511 – $1,133/ night(excl. fees & taxes)
Londonderry Loft with Sauna

Londonderry Loft with Sauna

4 bedrooms·2 baths
Relax by the fire in our 8 leather recliners & 3 bean bag chairs

Red Brick Retreat

8 bedrooms·6 baths
5(24 reviews)
$618 – $2,060/ night(excl. fees & taxes)
Open concept for larger groups

Trailside Chalet

5 bedrooms·2½ baths
4.93(85 reviews)
$240 – $1,908/ night(excl. fees & taxes)
Londonderry Links

Londonderry Links

3 bedrooms·2 baths
4.88(25 reviews)
Winter Wonderland! Great Okemo rental.

2 Bdrm, Lower Level, Okemo, 25 Acre Mtn Playground

2 bedrooms·1 bath
5(27 reviews)
$250 – $325/ night(excl. fees & taxes)
Front View of The Farmhouse - The Second Story is All Yours

2 Bdrm, Upper Level, Okemo, 25 Acre Mtn Playground

2 bedrooms·1 bath
5(13 reviews)
$250 – $325/ night(excl. fees & taxes)
The Tower House

The Tower House

4 bedrooms·2 baths
4.89(9 reviews)
Living Room Retreat: Sunlit space with vaulted ceilings and stylish decor for perfect relaxation!

Stratton Ski Haus

4 bedrooms·2½ baths
$343 – $2,935/ night(excl. fees & taxes)
Enjoy the expansive views from our cozy living room

Mountain View Manor

6 bedrooms·5 baths
$721 – $2,060/ night(excl. fees & taxes)
Exterior

Summer fun on lake - great for 2 families or 3 couples - newly remodeled

4 bedrooms·2 baths
$800/ night(excl. fees & taxes)
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 bedrooms·2 baths
5(107 reviews)
$550 – $650/ night(excl. fees & taxes)
Drop Point Cabin

Drop Point Cabin

4 bedrooms·3 baths
4.72(25 reviews)
Enjoy casual conversations in this cozy living room that is flooded with natural light during the day.

Tranquil Brookside Retreat with Hot Tub & Firepit

4 bedrooms·2½ baths
5(1 review)
$268 – $1,224/ night(excl. fees & taxes)
Front of the house

Stratton Vacay Chalet

3 bedrooms·2 baths
$695/ night(excl. fees & taxes)
Outdoor pool is open now!

Stratton Loft with Pool

4 bedrooms·2 baths
Our fall view

Sauna with Green Mountain View’s

3 bedrooms·3 baths
Property grounds

Reading Farms Estate

15 bedrooms·10 baths
$3,250/ night(excl. fees & taxes)
Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

4 bedrooms·4 baths
5(6 reviews)
$225 – $669/ night(excl. fees & taxes)
NirvanaSanctuaryHouse~Fire Place~Okemo Killington

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

2 bedrooms·3 baths
5(31 reviews)
$400/ night(excl. fees & taxes)