Holiday houses in Lexington

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! ❤️

Restore the Chaos to Calm w/ Some Quiet Seclusion

Come find your perfect balance at Hidden Grove, a serene retreat nestled on 2 private acres of natural beauty. Unwind in luxury with a hot tub soak under the stars, relax in the hammock with your favorite book, or enjoy fireside s'mores in the peaceful surroundings. Just 10 minutes south of Bloomington, IL. Experience the perfect blend of privacy and convenience—where the charm of local restaurants and entertainment is only a short drive away, and outdoor adventures are right at your doorstep.

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.

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

Lucky 7s Bungalow w/Hot Tub

It’s your lucky day! Welcome to this charming south side bungalow. Whether you are in town visiting family or friends, working remotely, or playing tourist, the Lucky 7s is the perfect place to call home during your stay in Pontiac. Our home is designed with modern touches and your family in mind. Gather around the table playing games while the chef of your group cooks up something delicious in the fully stocked kitchen. Afterwards, unwind and enjoy the hot tub in the private backyard.

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.

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!

New Listing! Updated lovely one bedroom apartment!

Sit back and wind down in this spacious and updated apartment, centrally located near both universities and attractions! You are close to everything. King size bed with a pull out sofa. Coffee bar with a Keurig and drip coffee maker. Dedicated workspace with desk and high speed internet. Universal chargers throughout, two large smart tvs, HULU and netflix devices for streaming. Full kitchen with microwave, oven, and refrigerator!

Enjoy Horse life

Take it easy at this unique and tranquil getaway. 15 easy miles from Bloomington Normal, this one bedroom apartment on a horse farm gives you the opportunity to experience country life. Less then 3 miles to downtown Lexington where you can experience unique shops, a local brewery, and several restaurants. A short 5 miles the other direction will take you to Lake Bloomington. Ample parking if you are bringing a boat. Wi-Fi included.