Holiday rentals in Bloomington

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Top-rated holiday rentals in Bloomington

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Top guest favourite
A spacious log cabin is nestled among tall trees, featuring multiple decks adorned with wooden railings. Large windows provide visibility into the inviting interior. Natural light filters through the leafy canopy, creating a serene outdoor setting.
Cabin in Bloomington
4.99 out of 5 average rating, 101 reviews

Stunning XL Log Cabin w/ Hot Tub, Sauna & Gaming!

Sticks & Stones is a ✨MUST SEE✨ upscale vacation & celebration space for 14+ families & friends, teams & coworkers, locals & travelers! Guests of this authentic log cabin are delighted to find both inclusive and intimate spaces to connect throughout. Supremely comfortable beds and furniture, stocked kitchen, beautiful decor, and serene porches put this Midwestern haven in a class of its own. The cherry on top? An ENTIRE LEVEL of the home dedicated to fun, relaxation, and entertainment! LET’S GO!

Top guest favourite
A private room features exposed brick walls with a warm hue, complemented by cozy bedding on a spacious bed. A stylish chandelier hangs above, and a small desk with a chair is positioned near a window, allowing natural light to enhance the space.
Flat in Eureka
4.92 out of 5 average rating, 175 reviews

Eureka, IL Unit 3-Private 1 Bedroom w/Private Bath

30-35 min to Bloomington/20-25 min to Peoria-Located in EUREKA IL-Tres Airbnb- Stylish Boutique-Hotel Style Private Room w/ Upscale Finishes-Brick walls throughout-Cozy Bedding-Queen Bed-Private Bathroom-Wet Bar-Mini Fridge-Smart TV-Super Fast WiFi - There is one flight of steps to get to the second floor where the rooms are located, above an operational Coffee Shop -Staff arrives around 6 AM-Opens at 6:30 AM-Ear plugs + Noise Machine provided for light sleepers- NO PETS ALLOWED due to Allergies

Top guest favourite
A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.
Loft in Monticello
4.99 out of 5 average rating, 721 reviews

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

Top guest favourite
A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Flat in Fairbury
5 out of 5 average rating, 366 reviews

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! ❤️

Top guest favourite
A wooden dock extends over still water, reflecting the warm hues of a sunset. Surrounded by trees, the tranquil scene invites relaxation and provides a perfect spot for enjoying nature's beauty.
Home in Hudson
4.98 out of 5 average rating, 107 reviews

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.

Top guest favourite
The living room features a light gray sofa with decorative pillows, arranged around a sleek coffee table atop a soft area rug. Natural light filters through the window blinds. A lamp illuminates the corner, and an exit sign is visible on the wall.
Flat in Bloomington
4.97 out of 5 average rating, 563 reviews

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”.

Guest favourite
The living room features a comfortable seating area with a large sofa and a recliner, complemented by a wooden coffee table. Light streams in through large windows, illuminating the space. A dining area with a table for four is visible, along with a rustic staircase leading to the upper floor.
Home in Bloomington
4.94 out of 5 average rating, 116 reviews

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.

Guest favourite
The bedroom features a spacious bed with striped bedding, a mounted TV, and two bedside lamps. A full-length mirror stands beside a closet, and a chair is positioned against the wall. Natural light enters through a window, enhancing the room's simplicity.
Flat in Normal
4.88 out of 5 average rating, 57 reviews

Bed & Bath, 4K 60” TV, Kitchenette Apt (B5)

Entire apartment just for you! Spacious room, kitchenette, and bath with basic toiletries. Bedroom has a queen bed, desk and it is equipped with a 60 inch 4K TV. The kitchenette includes a fridge, coffee maker, microwave and free snacks. This is the perfect place for work and/or relaxation. Washer and Dryer are not part of the listing but I will give access to them upon request. I also provide Netflix, Disney and Hulu access upon request. All appliances are new and ready for you to use!

Top guest favourite
The bedroom features a queen bed adorned with a light blue quilt, accompanied by decorative pillows. A wooden chair sits in one corner, and a wooden dresser is positioned against the wall. A window allows natural light to enter, partially dressed with blinds.
Home in Eureka
4.99 out of 5 average rating, 170 reviews

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.

Top guest favourite
The exterior of a single-story brick home is presented, set amidst lush green grass and mature trees. A stone pathway leads to the entrance, where a welcoming front porch features two blue chairs. The home is enhanced by large windows, allowing natural light to fill the interior.
Home in Normal
4.98 out of 5 average rating, 202 reviews

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!

Guest favourite
A spacious studio layout is shown, featuring a queen bed with a textured blanket and a wall-mounted TV above a dresser. A ceiling fan adds comfort. A dining area is visible with a table and two chairs, illuminated by natural light through large windows.
Flat in Bloomington
4.88 out of 5 average rating, 16 reviews

Cozy Studio Near Downtown

Welcome to your modern downtown retreat! This stylish studio features a cozy queen bed, work desk, and ample storage with a closet, dresser, and under-bed drawers. The fully equipped kitchen includes a fridge, oven, cookware, and dining essentials. Enjoy a coffee bar with a Keurig, microwave, and toaster. The bathroom has a tub/shower combo and a towel warmer. With free Wi-Fi, keyless self-check-in, location near downtown, this space is perfect for travel! Street parking is available

Top guest favourite
A calming sunset casts vibrant hues across the sky, while a spacious driveway leads to a well-structured garage building. Nearby, silhouetted trees add to the serene landscape, enhancing the peaceful ambiance of the surrounding grounds.
Guest house in Bloomington
4.96 out of 5 average rating, 112 reviews

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!

Popular amenities for Bloomington holiday rentals

Quick stats about holiday rentals in Bloomington

  • Total holiday rentals

    Explore 210 holiday rentals in Bloomington

  • Nightly prices starting at

    Bloomington holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    210 of Bloomington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bloomington rentals

  • 4.8 Average rating

    Bloomington stays are highly rated by guests – averaging 4.8 out of 5!

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