23+ Vacation Rentals Near Old Orchard Country Club |
  1. USA
  2. Illinois
  3. Pittsfield
  4. Old Orchard Country Club

Pirate Cove Cottages - Vacation Rentals in Old Orchard Country Club

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! From US $2,237
         

9.8 (80 Reviews)
House
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Jellystone Park at Pine Lakes From US $363
         

New
Other
Jellystone Park at Pine Lakes
  • Air Conditioner
  • Pet Friendly
  • Pool

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Monroe Street Suites From US $108
         

9.6 (61 Reviews)
Hotel
Monroe Street Suites
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Ultimate Family Getaway at Pine Lakes | Waterpark, Pool & Lakefront Cabins From US $534
         

New
House
Ultimate Family Getaway at Pine Lakes | Waterpark, Pool & Lakefront Cabins
  • Air Conditioner
  • Parking
  • Pool

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Green Acres Hotel From US $109
         

|
9.1 (42 Reviews)
Hotel
Green Acres Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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William Watson Hotel From US $91
         

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9.2 (348 Reviews)
Hotel
William Watson Hotel
  • Parking
  • Security/Safety
  • Business Services

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Lovers’ Lakeside Love Nest nCozy Retreat on Pittsfields Serene Lake. From US $324
         

New
Cabin
Lovers’ Lakeside Love Nest nCozy Retreat on Pittsfields Serene Lake.
  • Air Conditioner
  • Parking
  • TV

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Rodeway Inn Pittsfield From US $64
         

4.3 (17 Reviews)
Hotel
Rodeway Inn Pittsfield
  • Air Conditioner
  • Parking
  • Pet Friendly

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Green Acres Hotel From US $131
         

8.6 (143 Reviews)
Hotel
Green Acres Hotel
  • Air Conditioner
  • Parking
  • TV

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Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland From US $272
         

New
Cabin
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

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3-bedroom cabin in brilliant Pittsfield with cozy charm From US $221
         

New
Cabin
3-bedroom cabin in brilliant Pittsfield with cozy charm
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens

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Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area From US $184
         

New
House
Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area
  • Air Conditioner
  • TV
  • Security/Safety

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Family-friendly and perfect for large groups and family reunions From US $645
         

9.6 (89 Reviews)
Cabin
Family-friendly and perfect for large groups and family reunions
  • Air Conditioner
  • Parking
  • TV

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Guesthouse Sleeps 7 Kitchen Washer Dryer Dishwasher New Queens From US $90
         

10.0 (25 Reviews)
Apartment
Guesthouse Sleeps 7 Kitchen Washer Dryer Dishwasher New Queens
  • Air Conditioner
  • Parking
  • TV

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Modern Farmhouse, Central Pike Co. IL, Scenic views, Spacious gathering room From US $275
         

10.0 (52 Reviews)
House
Modern Farmhouse, Central Pike Co. IL, Scenic views, Spacious gathering room
  • Air Conditioner
  • Parking
  • Pet Friendly

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Upgraded farmhouse between Springfield Illinois and St.Lous Missouri From US $181
         

4.0 (1 Review)
Other
Upgraded farmhouse between Springfield Illinois and St.Lous Missouri
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Country Retreat in the heart of Pike County Illinois From US $252
         

New
House
Country Retreat in the heart of Pike County Illinois
  • Air Conditioner
  • Parking
  • TV

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River Cottage Along the Illinois River. From US $74
         

New
House
River Cottage Along the Illinois River.
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area

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Quiet and comfortable home right in the heart of Pike County, Pittsfield IL From US $135
         

9.8 (22 Reviews)
House
Quiet and comfortable home right in the heart of Pike County, Pittsfield IL
  • Air Conditioner
  • Parking
  • TV

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Beautiful secluded lodge with a breathtaking view! From US $198
         

10.0 (2 Reviews)
Cabin
Beautiful secluded lodge with a breathtaking view!
  • Air Conditioner
  • TV
  • Balcony/Terrace

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3 story log home with walkout basement, 27 acres, & pond in central Pike County! From US $221
         

New
Other
3 story log home with walkout basement, 27 acres, & pond in central Pike County!
  • Child Friendly

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Rodeway Inn Pittsfield From US $62
         

6.8 (129 Reviews)
Hotel
Rodeway Inn Pittsfield
  • Air Conditioner
  • Parking
  • TV

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West Central Lodging From US $80
         

5.0 (1 Review)
Cabin
West Central Lodging
  • Air Conditioner
  • Balcony/Terrace
  • Internet

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★ Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Old Orchard Country Club.

Weather in Old Orchard Country Club

View the weather forecast for Old Orchard Country Club before booking your Old Orchard Country Club Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Old Orchard Country Club, IL

Piratecovecottages offers a large selection of top attractions around Old Orchard Country Club. Research things to do on your vacation before you visit Old Orchard Country Club.


Lake Jacksonville Mark Twain Cave Mark Twain Cave and Cameron Cave Clarksville State Game Refuge Illinois College Siloam Springs State Park Sawyer's Creek Fun Park Morgan County Fairgrounds The Eagle's Nest Winery John Greene Shastid House Pike County Historic Museum King Park Center for American Archeology Visitor s Center & Museum Clarksville Riverfront Park Ramsey Creek Church McCully Heritage Project Illini Community Hospital Thomas H Boyd Memorial Hospital Passavant Area Hospital

Old Orchard Country Club Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Old Orchard Country Club?

Currently, the total number of properties listed in 2026 is over 23 in the Old Orchard Country Club area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Orchard Country Club.