Holiday rentals with outdoor seating in Bloomington

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! ❤️

Stunning XL Rustic Modern Escape w/ Gaming & 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 GAMING LEVEL! 🎱🎲⛳️🏀 🫧 Jacuzzi & Sauna 🔥 Fire pit & gas grill 🥘 Fully stocked kitchen ❤️ Comfy lounge furniture 🤩 6 sleeping areas, 3 full baths 🛌 Deep hybrid mattresses 🚿 Endless hot water 🎮 TVs, Echoes & Xbox 🕊️ 4 Beautiful Porches 🌳 Swings & huge yard!

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.

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.

Hobbit House (duplex) Now w/late check-out Sundays

The Hobbit House apartment is located on the 1st floor of this home with a 2nd guest apartment in the basement. We are minutes from PIA! *Please no smoking of any kind in our home or near the door *($250 fine)* We are NOT a cannabis friendly property. In Illinois it is illegal to possess or use cannabis on private property without the owner's permission. Cozy with lots of character including the original squeeky hardwood floors, comfortable furniture, & a warm electric fireplace.

5 Acres | Peace & Privacy | 5 minutes to Blm

Enjoy the perfect blend of privacy, convenience and tranquility at this stylish and comfortable studio, your gateway to everything Bloomington/Normal has to offer. Just 8 min. from downtown Bloomington and 15 min. from ISU/Uptown Normal. Unwind and get cozy, play a game of pickleball or take a walk around the quiet neighborhood. Comfortable furnishings, well-equipped kitchenette, complimentary coffee, and grill for your convenience. We thought of everything, so you don't have to!

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

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

Cozy home that "feels just like home!" Plenty of space in this bungalow for a relaxing getaway, business trip or family & friend events! Updated with modern decor, plush linens and bedding, fenced in yard, 1/2 mile from uptown; great for walks to dine and shop. Everything in the home was chosen with 'comfort' in mind. Location, atmosphere of the house, comfort and space for hosting friends & family are guest favorites!