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!

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.

Stunning XL Rustic Modern Escape w/ Arcade & Spa!

Sticks & Stones Rustic Recreation Retreat is a 16+ guest luxury log cabin on the west edge of Bloomington, IL. Secluded in peaceful wooded acreage, yet just minutes from TONS of restaurants, bars, sports & activities! 🎱 HUGE ARCADE CAVE! 🤩🏒⛳️🏀 🫧 Jacuzzi & Sauna 🔥 Fire pit & grill 🥘 Fully stocked kitchen ❤️ Comfy lounge furniture 🛌 6 sleeping areas, 3 full baths 🧼 👑 Dreamy mattresses! 💤 🚿 Endless hot water 🎮 6 TVs & Xbox 🎤 Karaoke! 🎉 🕊️ 4 Beautiful Porches 🌳 Swings & big yard!

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.

Linden Street Bungalow

Centrally located, safe and family friendly Backs up the the Constitution Trail Very short walk to Keg Grove Brewery Minutes to both ISU and IWU Campuses Adorable Living/Dining Room Bedroom with a full bed and half bath. Upstairs Bedroom with queen size bed 2nd floor loft area has a twin size daybed that can be turned into a king size bed Full bathroom upstairs. Finished basement with an additional living area and a 3/4 bath (bath and sink, but no toilet) Great front porch and back porch.

Cozy Barn Loft

You won’t forget the peaceful surroundings of this rustic destination. This cozy get away will take you back in time, but with all the comforts and amenities of modern lifestyles. You will not believe you are just 10 minutes from downtown Peoria & 7 minutes from Par-A-Dice Casino. The Barn Loft is a quiet retreat. The space has a private bathroom and kitchen. The driveway is spacious, but shared. Guest parking is clearly marked. There is a fire pit out back that guests are welcome to use.

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 a week long stay and receive 40% off ❤️

Cozy Home with LOTS of space -1 mile to ISU & IWU

Cozy home with Plenty of Space for a relaxing getaway, business trip or family & friend events! Host birthdays, graduations, wedding showers, or holiday gatherings in comfort and privacy. If more space is needed for larger groups, the home immediately next door to this one also sleeps 10 and may be available, message me on this if needed! Fenced in yard, 1/2 mile from uptown for shopping and dining, 1/2 mile from the Constitution Trail. Location, comfort & space are guest favorites!

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

Blackbird…On the Drive

SEE OUR SPRING DISCOUNTS 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

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!

Cozy Private Wooded Getaway | Hot Tub | Fire Pit

Welcome to Hidden Grove, a "Beyond the Path" vacation retreat where your experience comes first. This serene, luxury escape sits on 2 private wooded acres just 10 minutes south of Bloomington, IL—soak in the hot tub under the stars, sway in the hammock with a good book, toast s’mores by the fire, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment for a truly rejuvenating getaway.