Holiday rentals in Bond County

Cozy Tiny Home in Woods w/ Firepit & Porch Swing

Need a break? Some time to relax and breathe? Come get away from it all at this TINY HOME in the woods. Roast s'mores around the fire pit, go kayaking on nearby Carlyle Lake, stargaze on the porch swing with a cozy blanket...or just cuddle up and binge watch your favorite shows in front of the fireplace. Fully updated with everything you need: full size washer/dryer, stocked kitchen, smart TVs, wifi, outdoor grill, 2 RV hookups, space to park a boat - conveniently right off of I-70!

Heavenly Hideaway

Private 7-acre getaway just 10 minutes from downtown Greenville. Features a pool with slide, home theater, game room with wet bar, outdoor fireplace patio, balcony views, trampoline, TVs in every bedroom, full kitchen, fast Wi-Fi, ON-DEMAND hot water heater, and space for large groups. Sleeps comfortably with a king suite, queen rooms, oversized bunk room, and 4 pullout couches. Perfect for family trips, reunions, retreats, and unforgettable weekend escapes under the stars.

Cozy Cottage on 6 Private Acres!

• 2 bedrooms, sleeps 4 • 1 x king size bed and 2 x single beds. • 1 full bathroom, walk in shower. • Full kitchen, large island, all essentials. • Extra bed linens, blankets and pillows. • Hangers, iron & clothes storage. • Body soap, conditioner, shampoo, hair dryer. • Softened and filtered water • Central HVAC • WI-FI & ROKU TV • 2 car garage with level 2 EV charging station. • Outdoor dining with pellet grill • Plenty of parking space • Self check-in • No stairs!

Cozy Home on College Ave

Welcome to our adorable two-bedroom home in the heart of Greenville! Nestled less than half a mile from Greenville University, this cozy retreat offers easy access to 1-70 and Greenville Square. Skip the traditional hotel and enjoy the comfort of a simple home at an affordable rate. With St. Louis just under an hour away, you'll experience the perfect blend of charm, convenience, and proximity to local attractions. Book now for a delightful stay in this inviting space!

Stay on the Historic Town Square in Greenville, IL

Kick back and relax in this calm, stylish space. Traveling for work or visiting family our historic freshly remodeled 2 bedroom apartment has all the luxuries of home. Wake up and drink your morning coffee on the balcony overlooking Greenville University campus. Take a short walk on the square to grab some coffee and plants at Evergreen Plant Co, shop at The Freckled Press Bookstore, catch a movie at the Globe Theatre, and have bite to eat at Grouchy’s Public House.

The Beaumont Suite

Welcome to The Beaumont Suite – a cozy 1-bedroom apartment in Greenville, IL. This suite includes a fully equipped eat-in kitchen, a relaxing sunporch, and a spacious living area with a sleeper sofa, accommodating up to 4 guests. Enjoy off-street parking, a private entrance, and a large yard. Conveniently located near Greenville University and downtown attractions. For larger groups, book with the adjacent Beaumont Retreat for more space and privacy.

Cozy Loft near Winery & Venues

Welcome to our cozy 1-bedroom loft, located just minutes from I-70 and close to Copper Dock Winery and Loveland Estates, perfect for wedding guests. The loft sits above a detached garage. Inside, you'll find a comfortable living room, bedroom with queen bed, a small kitchen table, microwave, refrigerator/freezer and a Kuerig coffee machine. Outdoor parking available.

Bixler's Boathouse

This stylish place to stay is perfect for group trips. Centrally located in the heart of the Village of Keyesport, walking distance to many attractions. The beach,boat ramps, and great food are close. Great for families, fishermen, hunters, and boaters.

The Beaumont Retreat

Spacious 2-Bedroom Retreat with Porch, Large Yard & Modern Amenities