Enjoy a movie and some theater style popcorn in our living room and open kitchen

The Historic Rideout

6 bedrooms·6 baths
4.92(36 reviews)
$359 – $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)
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)
Londonderry Loft with Sauna

Londonderry Loft with Sauna

4 bedrooms·2 baths
Jacuzzi Tub!

Hot Tub Chalet on Magic Mountain

5 bedrooms·2½ baths
Valley Views with Hot Tub

Valley Views with Hot Tub

4 bedrooms·3½ baths
Londonderry Links

Londonderry Links

3 bedrooms·2 baths
4.88(25 reviews)
$200/ night(excl. fees & taxes)
The Tower House

The Tower House

4 bedrooms·2 baths
4.89(9 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)
$270 – $1,224/ night(excl. fees & taxes)
Open concept for larger groups

Trailside Chalet

5 bedrooms·2½ baths
4.93(85 reviews)
$240 – $1,900/ night(excl. fees & taxes)
Cozy Bromley Retreat

Cozy Bromley Retreat

1 bedroom·1 bath
5(1 review)
$98 – $641/ night(excl. fees & taxes)
Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

2 bedrooms·1 bath
4.61(28 reviews)
$205/ night(excl. fees & taxes)
The Little Matterhorn

The Little Matterhorn

3 bedrooms·2 baths
4.87(30 reviews)
$126 – $926/ night(excl. fees & taxes)
Winter Wonderland

Stratton Ski Haus

4 bedrooms·2½ baths
$325 – $3,120/ night(excl. fees & taxes)
Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

4 bedrooms·5 baths
5(8 reviews)
$179 – $1,432/ night(excl. fees & taxes)
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

4 bedrooms·2 baths
5(10 reviews)
$234 – $1,314/ 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
Carriage House

Carriage House

2 bedrooms·2 baths
$259/ night(excl. fees & taxes)
Casita Bacon

Casita Bacon

4 bedrooms·4 baths
$188 – $1,770/ night(excl. fees & taxes)
Spacious living room

Rural Chester Farmhouse

3 bedrooms·2 baths
Enjoy the expansive views from our cozy living room

Mountain View Manor

6 bedrooms·5 baths
$721 – $2,060/ 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 – $1,754/ night(excl. fees & taxes)
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)