Serene Farmhouse Villa | Pool | Hot Tub | Grill

3 bedrooms2 bathrooms
$386 - $658 / night (excl. fees & taxes)

Hilltop House

4 bedrooms4 bathrooms
$270 / night (excl. fees & taxes)

Garden-level Country Oasis Apt.

2 bedrooms1 bathroom
5
3 reviews
$73 / night (excl. fees & taxes)

Hudson Haven

3 bedrooms2 bathrooms
4.82
104 reviews
$250 / night (excl. fees & taxes)

Hygge House on Richmond Pond

3 bedrooms2 bathrooms
4.95
62 reviews
$450 / night (excl. fees & taxes)

Berkshires Fall Escape with Views & Cozy Fireplace

3 bedrooms2½ bathrooms
5
28 reviews
$490 / night (excl. fees & taxes)

Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath

3 bedrooms2 bathrooms
5
14 reviews
$400 / night (excl. fees & taxes)

Ski-in/Ski-out 1BR Condo at Jiminy Peak

1 bedrooms1 bathroom
$100 / night (excl. fees & taxes)

Jiminy Peak Slopeside Getaway • Ski & Adventure

2 bedrooms2 bathrooms
$155 - $475 / night (excl. fees & taxes)

Ashintully Cottage

4 bedrooms3 bathrooms
5
45 reviews
$450 / night (excl. fees & taxes)

Nature Escape: Fire Pit • Games • Near Windham Mtn

3 bedrooms3 bathrooms
$283 - $813 / night (excl. fees & taxes)

Ironworks Urban Retreat

2 bedrooms1 bathroom
$80 - $224 / night (excl. fees & taxes)

Uncle Sam's Hideaway

3 bedrooms1 bathroom
$130 - $205 / night (excl. fees & taxes)

The Collar City Oasis

2 bedrooms1 bathroom
$99 - $205 / night (excl. fees & taxes)

Berkshires Cottage | Trails & Water Nearby

2 bedrooms1 bathroom
$129 - $573 / night (excl. fees & taxes)

Berkshires Escape - ski, hike, museums, and more!

4 bedrooms2 bathrooms
4.98
61 reviews
$200 / night (excl. fees & taxes)