Holiday rentals with outdoor seating in Bloomington

Charming ISU farmhouse retreat

Come stay at one of the original farmhouses of Normal and enjoy the various features in a family-friendly neighborhood. - 1 block away from Weibring Golf Club - 3 blocks away from ISU Redbird Arena & campus - 5 minutes to Uptown Normal and 10 minutes to Rivian The remodeled backyard includes an inspiring chicken coop transformed into a retreat oasis including seating for 30 guests, bar area, lounge with 65" TV, fire pit, giant yard chess set & more! This 3-level home has so much more to share!

Spotlight Studio #3 Near DT, The Castle, EV Plug

Spotlight Studio-a cozy retreat where movie magic comes alive! Relax&immerse yourself in our film-inspired apartment, designed for comfort and fun. Private unit features 1 bedroom w/queen bed, offering the perfect place to unwind. 55” TV, stream via Fire Stick, or choose from our curated collection of classic DVDs-OldSchool entertainment at its best! Walk to DT, The Castle, BCPA, local restaurants, your stay will have you quoting, “I’ll be back!” EV charging NEMA 14-50 plug (32amp – 7kW) UNIT#3

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.

Hidden Grove | Hot Tub | Quiet Seclusion | Games

Come find your perfect balance at Hidden Grove, a serene retreat nestled on 2 private acres of natural beauty. Unwind in luxury with a hot tub soak under the stars, relax in the hammock with your favorite book, or enjoy fireside s'mores in the peaceful surroundings. Just 10 minutes south of Bloomington, IL. Experience the perfect blend of privacy and convenience—where the charm of local restaurants and entertainment is only a short drive away, and outdoor adventures are right at your doorstep.

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.

Riding Heights

Welcome to @RidingHeights – our cute mid-century modern/bohemian style bungalow home. The décor is colorful, unique and functional. It is 900 square feet featuring an open concept, large kitchen and large bedroom with a king sized bed! The house is located a half block away from the Rock Island Trail, it is the longest trail in the area. The Heights Strip is only minutes away! Two street bikes are provided by us for your convenience. Message us about bringing a pet and we will consider them.

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.

Piper’s Porch AirBnB

Hello friends! My name is Heather. I have a golden doodle , Piper, hence the name of this abode here:). It’s been a dream of mine for years as I love people & love to pamper them. (Piper loves people just as much as myself..☺️) My 2-story home is built right around 1900 . They will have the entire upstairs. The bedroom consists of 1 queen bed, full bathroom, walk in closet. There is a sitting room with a futon, and coffee bar which is equipped with a fridge, microwave, & kuerig.

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! ❤️

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!

Blackbird…On the Drive

Fully renovated home with breathtaking views of downtown lights and Peoria Lake - two full king ensuites, custom gourmet kitchen, cozy den w/ fireplace, lounge with walkout access to an amazing second story deck for cocktails, coffee or just relaxing and watching beautiful sunsets. The recently added third story is 600 sq ft suite, complete with king size bed, fireplace, walk-in closet and full bath with double walk-in shower. Pamper yourself