Holiday Homes near Old Orchard Country Club, Pittsfield: House Rentals & More

Discover a selection of private holiday rentals close to Old Orchard Country Club that are perfect for your trip. 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, which might include cable TV and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Old Orchard Country Club

Showing deals for: 8 Oct - 11 Oct

Blue Creek's pool in the heart of the summer!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Sleeps 25 · 7 bedrooms · 5 bathrooms

for 3 nights, 1 home

NZ$4,190 per night

includes taxes & fees

Guesthouse Sleeps 7 Kitchen Washer Dryer Dishwasher New Queens

Sleeps 6 · 1 bathroom

for 3 nights, 1 apartment

NZ$169 per night

includes taxes & fees

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 cabin

NZ$582 per night

includes taxes & fees

Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 room

NZ$555 per night

includes taxes & fees

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri

Sleeps 9 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 room

NZ$350 per night

includes taxes & fees

Modern Farmhouse, Central Pike Co. IL, Scenic views, Spacious gathering room

Sleeps 10 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$533 per night

includes taxes & fees

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
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