Holiday houses in Livingston County

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home! ❤️

The Pfaff Haus- Historic Victorian Home

Beautifully renovated historical Victorian home near downtown Pontiac, IL. This home boasts large living spaces, and three bedrooms. Your group will feel at home in this quaint and comfortable space with its 10’ ceilings and old world woodwork. The space fits 6 people comfortably. We have 3 bedrooms with queen size beds. . However we can fit up to 8 people. There is an additional charge for each person over 6 people, and we will supply two air mattresses with linens for the additional guests.

The Lexington House on Route 66

A touch of yesterday to experience today. This 3 bedroom, far out home will take you back to the 1960's with its shag carpets, Love beads and it's flower power vibe. This Groovy house with it's park like backyard is just feet from historic route 66 in Lexington Ill. Take the bikes at the house for a ride down the Oldest portion of Route 66 or just relax and enjoy the restaurants, bars and shopping in downtown Lexington . This nostalgic home that sleeps 8 will transport you back in time.

Lucky 7s Bungalow w/Hot Tub

It’s your lucky day! Welcome to this charming south side bungalow. Whether you are in town visiting family or friends, working remotely, or playing tourist, the Lucky 7s is the perfect place to call home during your stay in Pontiac. Our home is designed with modern touches and your family in mind. Gather around the table playing games while the chef of your group cooks up something delicious in the fully stocked kitchen. Afterwards, unwind and enjoy the hot tub in the private backyard.

Pool House on Castle Property!

This stunning pool house is nestled on 42-acre estate, offering a blend of modern and serene beauty. You'll be staying on a property known as "the castle," a historical landmark. The pool house offers contemporary design with modern furnishings. The kitchen boasts Viking appliances, perfect for whipping up a gourmet meal or a snack. Step outside and unwind in the soothing hot tub under the stars or enjoy use of the full-sized court for a game of tennis, pickleball, or basketball.

Rocky’s Retreat & Lakeside Serenity

Welcome to our breathtaking lakeside retreat in central Illinois! This spacious 4-bedroom haven accommodates up to 12 guests, offering the perfect escape for families or friends. Enjoy the seasonal pool, and take in stunning lake views. With 3 full bathrooms and 2 half baths, there's room for everyone to refresh and recharge. Cozy up by the fire pit or explore nearby attractions. Create lasting memories at this idyllic getaway—book your stay today!

Baby, I just need a little getaway.......

Come spend a night, or an entire wknd out in the cold...in a luxury hot tub! Enjoy a spacious, 2 bdrm, two BR pet and 420 friendly brick ranch with tasteful decor on a corner lot. W/D, full access garage and screened in porch with fenced in yard. House fits 4 comfortably, but hot tub fits 7. Let me know if we need to discuss sleeping arrangements for more than 4 guests. You simply won't find a more accommodating host on the platform.

Enjoy Horse life

Take it easy at this unique and tranquil getaway. 15 easy miles from Bloomington Normal, this one bedroom apartment on a horse farm gives you the opportunity to experience country life. Less then 3 miles to downtown Lexington where you can experience unique shops, a local brewery, and several restaurants. A short 5 miles the other direction will take you to Lake Bloomington. Ample parking if you are bringing a boat. Wi-Fi included.

Illini Hideaway

Enjoy a comfortable and family-friendly stay in this 3-bedroom, 1-bath home in Streator, IL. Relax in the cozy living room, perfect for unwinding after a day of exploring. The private backyard features a playset, making it great for families with children. Located in a quiet neighborhood, yet close to local shops and parks. Ideal for families, couples, or business travelers. Book your stay today!