Holiday rentals in Bond County

Roaring 20s Bungalow

The whole group will enjoy easy access to everything from this centrally located place. Built in 1921 this Bungalow features large rooms to gather. Bedrooms are spacious with walk in closets and new queen size Sealy Posturepedic mattresses. The kitchen has all the amenities of home. Linens and towels are provided. Bathroom has tub/shower combo. Enjoy reading a book in one of 3 window seat nooks or coffee on the screened in front porch. Yard is fenced and pets are negotiable. Come and relax.

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 on College Ave. 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 one of our restaurants on the square.

Hilltop Ranch Home on 25 acres bathed in starlight

Welcome to our Hilltop Ranch Home! You will find a relaxing getaway for your entire family or several couples. There is 1800 sq ft on the first floor including a master bedroom with ensuite bathroom boasting a jacuzzi tub, a fully stocked kitchen, gas fireplace, and an attached 2-car garage. In the walkout basement, there is a fourth bedroom, full bath and a TV area. A patio adjoining the dining room, a charcoal grill, and full-size hot tub-all perfect for entertaining your whole group.

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!

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!

Modern Loft in Historic Downtown

Lincoln’s Loft is close to everything making it easy to plan your visit to downtown Vandalia. This loft offers a bedroom, full kitchen and bath, dining room, living room with a pull out sofa, and large smart TV. This loft also offers beautiful views of the oldest State Capitol in IL and is within walking distance to many restaurants, bars, and local shops. It is located on the 3rd level and will require you to climb 2 flight of stairs. For events please contact the host!

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!

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 15 minute drive to Scott AFB, 10 minutes to MIdAmerica Airport, and 30 minutes to St. Louis.

Carlyle Lakehouse on 27+ Acres - Family Friendly!

Welcome to Burnside Bay House, a 4300+ sq. ft home with a huge deck, patio, 2 kitchens, and 27 acres to explore! It's only an hour and 15 minutes from STL! You can walk down to the water or take a short ride to the boat ramp. Bring your boat, jet skis, and water toys. There's plenty of parking on site! Newly remodeled and decorated with carefully selected furnishings & decor. Come relax and enjoy the lake & the views!

Harrison House; PETS WELCOME; FENCED YARD

The Harrison House is a beautifully decorated 2-bedroom house that is in a safe neighborhood. WE ARE PET FRIENDLY. The beds are 12” queen memory foam. All the furnishings are new or nearly new. It has a fenced in backyard. KIDS ARE WELCOME. There is a back deck. There is no cable. There is 100 meg wireless internet. There is a ring camera on the porch. You will hear trains. Two tracks run thru middle of town

Modern family friendly home in Historic Vandalia

Beautiful completely updated home with all new items. 2 blocks from the park and swimming pool, stroller in garage if needed. Across the road from the hospital, 2 blocks from public schools, 1 mile from walmart, close to many restaurants and coffee shop. Deck with outdoor seating and fenced in back yard and a corn hole game perfect for this beautiful back yard. And a charcoal grill ready to use.

House By The Woods 2 bedroom/sleeps 7

We have 2 electric fireplaces, 1 bathroom, 2 bedrooms, futon & full size bed in living room that sleeps up to 7 total. It has a side covered porch with a seating area & table with chairs. Firepit area for roasting hotdogs or marshmallows. Firewood on premises. Propane grill on back patio. Small kids play area in back yard & 4pm check in with 10am checkout.