Holiday rentals in Pittsfield

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Audrey's Abode

Audrey’s Abode is just the place you have been looking for to relax and reconnect with family, friends, nature and a simpler time. Located on a 7 acre hobby farm just south of Jacksonville, Illinois (30 minutes west of Springfield), Audrey’s Abode is a fully restored historic log cabin with all the modern amenities for a comfortable getaway. Need additional space? Check out our other listing next door - Bunkhouse Seventy-Four. Pets are welcome but we charge a $35 pet cleaning fee.

Cozy Country Cabin Perfect for Families & Retreats

Rustic Country Cabin Retreat in Pittsfield, Illinois Charming four-story log cabin filled with 1800s antiques. Perfect for large families, it offers swimming, canoeing, paddle boating, fishing, hunting, and adventuring. Enjoy peace and solitude with stunning farmland views by a cozy indoor or outdoor fire place. Only 10 minutes from an inflatable waterpark and close to Pittsfield's historic park shops and dining. Book your stay for a blend of rustic charm and outdoor adventure.

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 175 year old building that Abe Lincoln stayed in. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit, outside grill, fully equipped kitchen, screened in porch, ample parking, access to the Illinois River/ boat ramp near, tie up on Our Private Lots! NOTE: RECENTLY HAD Guests' wanting to "JUST GET AWAY" for A Time!!! PRIVATE TIME ALONE, Guaranteed!!! NEW KEURIG; BRING YOUR OWN K-CUPS!!!***

The Humble Hideaway

Escape the hustle and bustle in our charming backyard oasis, just a short walk from Main Street. This private home offers a cozy patio, and all the comforts of home including a fire pit and dining table. The home itself is bright and airy with hardwood floors, and a new central air conditioning. Curl up on the plush sofa and enjoy the flat screen smart TV in the main living area or prepare a meal in the fully equipped kitchen with brand new appliances.

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!

Your Getaway in the country!

Relax with the whole family at this peaceful place to stay. Our 3 bedroom, 2 bath home is ready for you to enjoy! Peaceful, relaxing & fun times! Outdoor seating & bbq, 3 acres to roam with fishing next door. Plenty of amenities nearby including golfing, fine dining, several local wineries & more. Overnight, weekends, weekly or longer, welcome to The Getaway! Search YouTube for "The Getaway Camp Point Airbnb" to see our property

Dome View Loft

Dome View Loft is a unique unit with comfort and spacious for your group. There is two bedrooms with each offering a queen bed. We own a Cafe with full menu right below for your convenience. There is a washer and dryer if needed. The view of our historic Courthouse is beautiful. Come and enjoy the quiet atmosphere with free parking. This location is within walking distance for downtown coffee shops and Book Store.

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!

The Rose Cottage in historic downtown Hannibal

Located at the tip of historic Main Street in downtown Hannibal and within easy walking distance of many Mark Twain attractions, restaurants, pubs, shopping, entertainment, etc. At the Rose Cottage, we strive to provide guests with a high quality stay in a cozy, relaxing environment where they can easily enjoy all that downtown Hannibal has to offer.