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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! ❤️

Special - House of Games - Play, Relax, Unwind!

Ready to get your kicks on Route 66? Your group of up to 11 will have a blast playing more games than you’ve ever seen in a vacation home. House of Games lives up to its name with skee ball, ping pong, air hockey, pop-a-shot, foosball, classic game-console room – and more. Guests praise the variety and fun of 10 arcade games. Kiddos love it here, and families cherish spending time playing games together. Relax in the backyard with firepit, grill, hammock. All this – plus free soda + ice cream.

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.

Timber Time in Hudson Hideaway

Looking for a break from the busyness of life, to relax and enjoy nature? Step back in time in this tranquil and rustic home. In a remote location and surrounded by timber, this property is perfect to unwind, enjoy a sunset, and view the stars in a wide-open sky. The large yard allows for all kinds of activities and the circle drive provides easy RV, trailer, and boat access. Located next to Evergreen Lake/Comlara Park, the hiking and biking trails, boat ramp, and beach are just minutes away.

VibingVictorian Walk DT, The Castle& Local Dining

Welcome to our music themed private unit just blocks from Bloomington's Castle Theatre and several wonderful dining establishments. Our accommodations provide dining room for 6, one bedroom w/queen, a living room w/ Queen sofa bed + closing french doors to provide privacy. Full kitchen, bath&HEATED floors! Custom artwork created by host; We can't wait to welcome you to this fun space and hear your feedback. Also see our other listings “Campus Cottage”, “Black Beauty” and “Spotlight Studio”.

Post Office Suite

Historic post office converted to breathtaking guest suite. This Airbnb unit, the Post Office, is located upstairs on the north wing of Central Estate. It comes equipped with a full bath, bedroom, and kitchenette/living room with smart TV. Tall windows, exposed brick, and lovely views of the walking trails will greet you upon arrival. Due to the nature of this old gem guests might see brick debris on occasion. Romance Package Add-on: Wine, flowers, and chocolate covered strawberries $95.

Remarkable Mid-century Modern Time Capsule.

Our wonderful home is very unique in many ways. The original home was built in 1870 and is situated on Pine Hill Homestead, one of the original homesteads of Bloomington. From the 1960s it was renovated by then owner and architect, C.Eugene Asbury. Since the renovation, our home has remained his vision and allows you to take a step back in time for what life was like in the 50s and 60s with furniture and lighting from that timeless era. We are happy to host short and long term visitors.

Modern Ranch Home, Quiet Neighborhood - EV Charger

Light filled and snuggled in the mature trees of Maplewood neighborhood. This single story brick home is centrally located; close to Uptown and Downtown, the campuses of ISU and IWU and less than 10 minutes from Rivian and State Farm. Newly renovated and designed with a modern aesthetic, our guests come to explore Bloomington/Normal but tell us they are just as happy spending time and relaxing at our Modern Ranch. Newly installed electric vehicle charger is available during your stay!

Best Nest in the Midwest! Massive Loaded Log Cabin

Sticks & Stones Rustic Recreation Retreat is a secluded luxury log cabin for 16+ guests nestled in peaceful wooded acreage yet just minutes from the action & excitement of lively Bloomington-Normal! ✅ TWO HUGE GAME ROOMS! 🎱⛳️🏀 ✅ Jacuzzi & Sauna! ✅ Fire pit & gas grill 🔥 ✅ Fully stocked kitchen ✅ Comfy lounge furniture EVERYWHERE ✅ 6 sleeping areas, 3 full baths ✅ Deep hybrid mattresses ✅ Endless hot water 🚿 ✅ TVs, Echoes & Xbox ✅ 4 Beautiful Porches 🐦‍⬛ ✅ Swings & huge yard! ❤️

White Oak Oasis

White Oak Oasis is the perfect escape for weary travelers, busy families, working professionals, and couple's getaways alike! Come rest mind and body in a quiet, cozy townhome situated just off Bloomington's White Oak Lake. Guests can expect family-friendly amenities and a clean, comfortable environment. The location is walkable or just a short drive to all Blo-No has to offer. Book a stay at White Oak Oasis and make us your "home away from home" no matter the reason for your visit!

The Courthouse Loft-History, hot tub, and coffee!

The Courthouse Loft resides in the historic courthouse used in the mid 1900s on the second floor of The City House. The original railing and gate of courtroom divides the 825 soft studio style layout. Loft has a separated bath and laundry and a patio with hot tub! Mid century and historic style will wrap you in comfort and luxury during your stay. We are above a coffee shop, so pop downstairs for breakfast and your morning brew! Oh, and never a cleaning fee!

New Listing! Updated lovely one bedroom apartment!

Sit back and wind down in this spacious and updated apartment, centrally located near both universities and attractions! You are close to everything. King size bed with a pull out sofa. Coffee bar with a Keurig and drip coffee maker. Dedicated workspace with desk and high speed internet. Universal chargers throughout, two large smart tvs, HULU and netflix devices for streaming. Full kitchen with microwave, oven, and refrigerator!