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

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.

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.

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 ❤️

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.

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!

Charming Cottage by the College

Charming house right on the edge of Eureka College. Perfect for attending a Eureka College sporting event, graduation, or preview. Plus the fabulous Cannery is a short distance away. You’ll find Eureka to have a wonderful small-town feel with its downtown as well as the 440-acre wooded park, complete with a 30-acre lake stocked for fishing, baseball diamonds, a skate park, a dog park, a world-class disc golf course, kayak rentals, playgrounds, hiking trails, bird watching, and more.

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 Schoolhouse Cabin - Hot Tub & Game Room!

A charming getaway near the lake and woods of Lake Bloomington in Central, IL. Originally built as a schoolhouse one hundred years ago, this cabin has character and unique features for days! The comfortable and eye catching furnishings and decor, along with great amenities, big and small, you’ll find the Schoolhouse cabin to be just what you need for a relaxing getaway. Enjoy the hot tub, heated game room outdoor bed or the multiple reading nooks. Oh, and never a cleaning fee!

2 king beds! Large luxury home with pool table

Charming home in a family-friendly neighborhood in north Normal. Five minutes to ISU, 11 minutes to Rivian. Newly remodeled and fresh. Adorable front porch with rocking chairs. Basketball court in the back yard! Back patio with pergola. This super spacious home features three large bedrooms and three full bathrooms, plus two sofabeds. Includes two king beds! Perfect for a family or a traveling executive who is in search of a luxury home. Lots of amenities are included!

Day Tripper...In the Heights

This charming bungalow just a two block walk to Heights restaurants and shops has been redesigned with custom woodwork throughout. Custom woodwork with gold accents throughout. We have been designing and selling upscale affordable housing for the past 20 years and decided to expand into the short term rental market with this dedicated AirBnB space as well as our “Imagine...In the Heights” and "Blackbird...On the Drive" locations. Relax and enjoy your stay!