Family-friendly holiday rentals in Bloomington

4.97 out of 5 average rating, 229 reviews

Cabin in Heyworth

Peaceful Cabin, Sauna, Hot Tub, Fire Pit & Games

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.

4.89 out of 5 average rating, 331 reviews

A bright living area showcases a spacious arrangement of light-colored sofas and armchairs, complemented by a dark coffee table. Large windows provide ample natural light, while a dining table adorned with a centerpiece sits nearby, creating a welcoming atmosphere for gatherings.

Bungalow in Normal

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!

A vibrant game room is filled with various arcade machines, including pinball and classic gaming cabinets. Colorful geometric wall designs and string lights add a playful atmosphere. Comfortable seating is available, enhancing the space for enjoying nostalgic games.

4.94 out of 5 average rating, 214 reviews

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.

4.98 out of 5 average rating, 152 reviews

Home in Hudson

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.

5.0 out of 5 average rating, 436 reviews

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.

Apartment in Fairbury

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 ❤️

4.96 out of 5 average rating, 423 reviews

The exterior of Campus Cottage features a charming blue façade with wood shingle accents. A welcoming entrance is framed by two vibrant flower pots. The well-maintained landscaping complements the quaint design, while large windows allow natural light to illuminate the interior.

Home in Normal

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

4.99 out of 5 average rating, 123 reviews

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

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 ⚽️

4.96 out of 5 average rating, 232 reviews

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

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!

4.93 out of 5 average rating, 259 reviews

The exterior of a welcoming townhome features a covered front porch with blue railings and a decorative potted plant. Steps lead up to the front door, with a light-colored facade and nearby landscaping including greenery and lavender plants.

Townhouse in Bloomington

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!

4.94 out of 5 average rating, 621 reviews

The spacious living area features exposed brick walls and hardwood flooring. A television is positioned near a comfortable seating arrangement, while a large dining table accommodates multiple guests. Natural light filters through tall windows, and a striking piece of artwork hangs on the wall.

Loft in El Paso

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!

4.95 out of 5 average rating, 169 reviews

A cozy living space features a plush sectional sofa with colorful cushions, positioned next to a round ottoman. A vintage-style bed is decorated with patterned linens and pillows. Light floods in from the large windows, highlighting the hardwood floor and eclectic wall decor.

Apartment in El Paso

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.

4.9 out of 5 average rating, 210 reviews

Loft in Bloomington

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.

Popular amenities for Bloomington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A hot tub is positioned on a wooden deck, overlooking a tranquil pond surrounded by greenery. The water of the tub reflects the sunlight, and a fence outlines the property in the background, creating a serene outdoor space.

4.76 out of 5 average rating, 233 reviews

Hot Tub Hideaway

4.98 out of 5 average rating, 126 reviews

Cottage in Elmwood

Play, Relax, and Explore! Wedding Friendly Getaway

A hot tub is seen with bubbling water, inviting relaxation. Surrounding foliage creates a natural backdrop, while the wooden deck features seating and blooming flowers. The scene is brightened by sunlight filtering through the greenery.

4.88 out of 5 average rating, 101 reviews

Comfort & Style - Hot Tub, Theater, Games

Superhost

The cabin's exterior features a log structure complemented by a stone foundation. A wrap-around porch with a swing and rocking chairs provides seating. Surrounding foliage displays autumn colors, while a grassy area leads to the entrance and offers a tranquil setting.

Cabin in East Peoria

4.87 out of 5 average rating, 135 reviews

Eastside Lodge - Hot Tub, Bike Trail

4.94 out of 5 average rating, 276 reviews

A hot tub is positioned on a wooden deck overlooking the calm waters of the river. Gentle ripples can be seen across the surface, creating a serene atmosphere. The surrounding deck railing offers a clear view of the water, enhancing the relaxing outdoor experience.

Home in Peoria Heights

Galena Shores Boho Haven on the Water

4.99 out of 5 average rating, 161 reviews

The dining area features a wooden table surrounded by six chairs, complemented by a spacious kitchen with modern appliances. Light streams through large windows adorned with patterned curtains, illuminating the space. Bar stools are positioned at the kitchen counter, enhancing the open layout.

Bungalow in Pontiac

Lucky 7s Bungalow w/Hot Tub

Superhost

A luxurious hot tub features illuminated jets creating a soothing ambiance. Water cascades gently, and the layout accommodates multiple seating options. The controls are positioned conveniently on the side, highlighted by blue lighting to enhance the relaxing environment.

Home in Pontiac

4.88 out of 5 average rating, 126 reviews

Work hard. Play harder. You deserve it.

4.93 out of 5 average rating, 133 reviews

The two-story house features a welcoming front porch with white railings and an American flag. A green lawn surrounds the home, which is framed by mature trees with autumn foliage, providing a serene neighborhood setting.

Home in Pekin

Fit For a Crew with Hot Tub Too! 5 bedroom

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 115 reviews

A driveway leads to a garage with two doors, bordered by manicured grass. A swing hangs from a tree nearby, with open fields visible in the background under a partly cloudy sky.

Home in Roanoke

Sage Inn

4.92 out of 5 average rating, 174 reviews

Cabin in Pekin

The Owl’s Perch: Cozy A-Frame Cabin & Game Room

4.89 out of 5 average rating, 149 reviews

A bright reading nook features a comfortable lounge day bed adorned with colorful pillows. An assortment of mirrors decorates the wall, reflecting natural light, while a small table and chairs are positioned nearby. Tall windows frame views of downtown El Paso and the walking trail.

Place to stay in El Paso

Old World Wonder - The Nest

4.99 out of 5 average rating, 340 reviews

An open living space showcases a blend of brick and wood elements. A comfortable leather couch is positioned near a wall adorned with various clocks. A modern kitchen island features a marble countertop, while colorful decor and floral arrangements add to the inviting ambiance.

Loft in Minonk

LOFT 444

4.99 out of 5 average rating, 815 reviews

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

Monticello Carriage House

4.94 out of 5 average rating, 162 reviews

A modern kitchen features sleek white cabinetry and a gray subway tile backsplash. Stainless steel appliances are complemented by a large island with three wooden stools. Natural light fills the space, highlighting the open layout that connects to a cozy living area.

Home in Lincoln

Renovated Retreat

4.92 out of 5 average rating, 204 reviews

A retro-inspired living room features a black and white rug beneath a wooden coffee table. Black leather chairs and a red sofa invite relaxation. A vintage television sits on a wooden stand, with framed art on the walls and natural light filtering through the window.

Home in Lexington

The Lexington House on Route 66

4.92 out of 5 average rating, 119 reviews

The exterior of Grimsley’s Flower Store is showcased, featuring large windows displaying floral arrangements. A bright green sign hangs above the entrance, illuminating the space below. Soft lighting within creates a welcoming atmosphere as flowers are visible through the glass.

Apartment in Clinton

Spacious 3-bedroom above historic flower shop

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 141 reviews

A spacious pool area is surrounded by vibrant flower beds and lush green landscaping. Comfortable lounge chairs are arranged around the pool, which is flanked by a shaded gazebo area with seating. The house is visible in the background, reflecting a tranquil outdoor setting.

Home in Farmer City

Platypus Hills, Lake, Heated Pool, Hot tub,Firepit

Superhost

A vibrant private pool area features a curved pool surrounded by a spacious deck. A large yellow waterslide is positioned on one side, with seating options and decorative planters enhancing the space. The surrounding yard is grass-covered, and a wooden fence offers privacy.

Home in Hudson

4.88 out of 5 average rating, 16 reviews

Stay and Play Lakehouse

4.87 out of 5 average rating, 61 reviews

An inviting outdoor space is shown at night, featuring a well-lit pool surrounded by a stone patio. String lights create a warm ambiance above, illuminating a spacious deck that connects to a large house with wood and stone accents.

Home in Hudson

Rocky’s Lakehouse Retreat

4.98 out of 5 average rating, 83 reviews

Home in Washington

Large Pool/HotTub Pet Friendly Private Fenced Yard

4.91 out of 5 average rating, 56 reviews

A spacious single-story home is set against a lush green lawn, framed by mature trees. The structure features a distinctive metal roof and a broad front porch that invites relaxation. Well-maintained landscaping adds to the welcoming exterior, creating an inviting first impression.

Home in Pontiac

Route 66, 5+ Acres Pool Anniversary Birthday

5.0 out of 5 average rating, 8 reviews

A spacious living area features a large stone fireplace, complemented by wood flooring. A sectional couch is arranged for comfort, facing a large wall-mounted TV. Natural light enters through sliding glass doors, which are dressed with dark curtains, enhancing the cozy ambiance.

Apartment in Bloomington

All new everything! BIG weekly/monthly discount!

5.0 out of 5 average rating, 8 reviews

A lush garden is depicted, featuring vibrant flowers in shades of orange and yellow. A serene pond is visible in the background, surrounded by greenery. A small wooden structure, possibly a gazebo or shed, is nestled among the trees, contributing to a tranquil outdoor setting.

Home in Springfield

The Mellow Yellow