Holiday Homes near Wood's Pond, Massachusetts: House Rentals & More

Discover a selection of private holiday rentals close to Wood's Pond that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, such as parking and air conditioning. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Wood's Pond

Showing deals for: 12 Aug - 15 Aug

Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!

Sleeps 6 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cabin

NZ$452 per night

includes taxes & fees

Recharge with family and friends, this relaxing lounging area features leather couch that seats up to 10-12, a gas fireplace, and a 65 inch UHD smart TV.

Great Barrington, Cabin Sleeps 14, Walk To Town

Sleeps 14 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$1,870 per night

includes taxes & fees

The tennis courts are wonderful in the summertime.

Villa with Access to Amazing Amenities!

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 villa

NZ$683 per night

includes taxes & fees

Otis Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Stairs to Access

Berkshires Cabin 2 Mi to Appalachian Trail!

Sleeps 7 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 cabin

NZ$738 per night

includes taxes & fees

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value