Vacation rentals in Lake Bloomington

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.

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.

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.

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 ❤️

Post Office Suite

Historic post office converted to breathtaking guest suite. This Airbnb unit, the Post Office, is located upstairs on the north wing of Central Estate. It comes equipped with a full bath, bedroom, and kitchenette/living room with smart TV. Tall windows, exposed brick, and lovely views of the walking trails will greet you upon arrival. Due to the nature of this old gem guests might see brick debris on occasion. Romance packages available! Luxury florals, wine, desserts $55/$35/$25.

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!

The Bougie Bloomington

Welcome to the Bougie Bloomington! The perfect spot for your next getaway. With 2 beds and 1.5 baths, it is perfect for a small family or group of friends. The space features a 65-inch TV and TV's in each bedroom! The kitchen is fully equipped with everything you need to cook up a storm. Just minutes away from some of the city’s best restaurants, bars, and attractions. The road can sometimes be busy depending on the month, fans for white noise provided for sleeping at night.

5 Acres | Peace & Privacy | 5 minutes to Blm

Welcome to Studio 604, hosted by Beyond the Path Vacation Rentals. Check out our excellent online reviews! Enjoy the perfect blend of privacy, convenience and tranquility at this stylish studio, your gateway to everything B/N offers. Just 8 minutes from downtown Bloomington and 15 minutes from ISU/Uptown Normal. Unwind and get cozy, play pickleball, stroll the quiet neighborhood, and enjoy comfortable furnishings, a well‑equipped kitchenette, and complimentary coffee.

Vintage Loft @ Front St. Social

Step through the gold door and experience the charm of downtown El Paso in this fully remodeled 1-bedroom, 1-bath studio loft apartment. Located above Front St Social in a historic storefront built in 1894, the apartment combines vintage character with modern amenities. Updated in 2024, it features a kitchenette, new bathroom, and eclectic furnishings. Perfect for short-term stays, this cozy space offers convenience and comfort in the heart of our hometown.

Stay and Play Lakehouse

Welcome to Stay & Play Lakehouse on Wilson! This modern 4-bed, 2-bath retreat near Lake Bloomington offers a private pool, firepit, and game room. Inside, enjoy an open layout with an updated kitchen—perfect for relaxing or entertaining. Outside, lounge on the patio or paddle with provided kayaks. Whether it’s lake days or cozy nights in, this home blends comfort and fun for the perfect getaway. Book now and unwind in style!

Bloomington Loft steps from Downtown

The Loft is nestled in a historic building renovated by renowned Bloomington artist Harold Gregor. Located in vibrant Downtown Bloomington, this open, airy space boasts vaulted ceilings and a skylight for natural light. Enjoy a fully equipped kitchen, 1 Gig Xfinity Wi-Fi, HBO Max, and 125+ cable channels. Sleep soundly on a luxurious double-padded 20” queen mattress—comfort and style combined for your perfect stay.

Time Traveler - 3BR, hot tub - Near Rivian

Experience uniqueness and fun vibes from your childhood featuring 90’s, 80’s, 70’s, and 60’s themed rooms! Whether you remember Pac-Man, Friends, Queen, Scrabble, the Beatles, Rubik’s cubes, or phone lines, there’s something here to relinquish those memories. Guests rave about the entertainment, outdoor setting, uniqueness, inviting floor plan, and the central location, which is near shopping, dining, and more!!