Family-friendly holiday rentals in Bloomington

Sauna & Hot Tub A-Frame | 2-Acre Wooded Retreat

Hidden Grove: Private 2-acre wooded retreat near Bloomington, IL featuring a new outdoor sauna, hot tub under the stars, fire pit for s'mores, hammock, and Corn-hole. Steam away the stress, soak beneath a canopy of trees, and let the quiet woods slow your pace. Just a few minutes from hiking trails, outdoor adventures, and local restaurants, yet miles away from your stress. A serene luxury escape perfect for couples, families, or friends craving a true nature reset. Rejuvenate, relax, reconnect.

Family · Indoor spaces · Checkout

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 TV, fire pit, giant yard chess set & more! ALL WEEKEND BOOKINGS REQUIRE A TWO NIGHT MINIMUM

Kitchen · Indoor spaces · Decor

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

Cozy home with Plenty of Space for a relaxing getaway, business trip or family & friend events! Fenced in yard, 1/2 mile from uptown for shopping and dining, 1/2 mile from the Constitution Trail. Location, comfort & space are guest favorites 😊 Host birthdays, graduations, wedding showers, or holiday gatherings in comfort and privacy. If more space is needed for larger groups, the home immediately next door to this one also sleeps 10 and may be available, message me on this if needed!

Family · Indoor spaces · Back garden

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

Indoor spaces · Family · Wifi

Special - House of Games - Play, Relax, Unwind!

Ready to get your kicks on Route 66? Your group of up to 11 will have a blast playing more games than you’ve ever seen in a vacation home. House of Games lives up to its name with skee ball, ping pong, air hockey, pop-a-shot, foosball, classic game-console room – and more. Guests praise the variety and fun of 10 arcade games. Kiddos love it here, and families cherish spending time playing games together. Relax in the backyard with firepit, grill, hammock. All this – plus free soda + ice cream.

Family · Indoor spaces · Condition

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.

Indoor spaces · Kitchen · Grill

CampusCottage EV Plug WALK to ISU-IWU-Bromenn

Discover Campus Cottage, a charming, 600 sqft retreat ideally located near ISU, shopping, local bars, restaurants, Uptown Normal, Bromen Hospital, and just under a mile from the train station. Enjoy the privacy of having the entire home to yourself, complete with a fenced backyard, off-street parking, and electric car charging 14-50 plug @ 50amp) . We look forward to welcoming you! Pet-friendly for an additional fee. Check out Vibing Victorian, Black Beauty, Spotlight Studio& MonroeManor

Family · Indoor spaces · Hospitality

Massive Luxury Log Cabin w/Hot Tub & Gaming Level!

Sticks & Stones is a HUGE, one of a kind luxury log home on the west edge of Bloomington, IL. Secluded in peaceful wooded acreage, yet just 10-15 minutes from a vibrant scene of local restaurants, landmarks & activities! 🤩 Entire LEVEL of gaming! 🎱🏒⛳️🏀 🫧 Jacuzzi & sauna! 🫜 Fully stocked kitchen 👑 Comfortable furniture 🛌 Luxurious mattresses 💤 🍿 6 HD TVs & Streaming 🎮 Xbox w/Game Pass & Karaoke 🎤 🕊️ 4 Big, Breezy Porches 💐 🔥 Gas grill & fire pit 🌳 Swings & large yard ⚽️

Indoor spaces · Family · Location

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.

Kitchen · Indoor spaces · Getting around

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!

Family · Indoor spaces · Accuracy

Play, Relax, and Explore! Wedding Friendly Getaway

Host your dream wedding or celebration at this one-of-a-kind private retreat! Tons of great photo spots with nice trails through the woods! Enjoy a full court gym with pickleball, volleyball, and basketball. Relax in the hot tub, outdoor shower, or around the firepit on the huge porch. Explore over 6 miles of private trails leading to a lake and creek for fishing. Sleeps plenty with 2 bedrooms and a large bunk room with lofts— extra fee for wedding parties (up to 100 people)

Kitchen · Indoor spaces · Hospitality

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!

Indoor spaces · Family · Decor