
Holiday rentals in Bloomington
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Top-rated holiday rentals in Bloomington
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Timeless Charming Modern Home!
Charming & Modern with Plenty of Space for a relaxing getaway, business trip or family & friend events! 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! 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!

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.

Stunning XL Rustic Modern Escape w/ Arcade & Spa!
Sticks & Stones Rustic Recreation Retreat is a 16+ guest luxury log cabin on the west edge of Bloomington, IL. Secluded in peaceful wooded acreage, yet just minutes from TONS of restaurants, bars, sports & activities! 🎱 HUGE ARCADE CAVE! 🤩🏒⛳️🏀 🫧 Jacuzzi & Sauna 🔥 Fire pit & grill 🥘 Fully stocked kitchen ❤️ Comfy lounge furniture 🛌 6 sleeping areas, 3 full baths 🧼 👑 Dreamy mattresses! 💤 🚿 Endless hot water 🎮 6 TVs & Xbox 🎤 Karaoke! 🎉 🕊️ 4 Beautiful Porches 🌳 Swings & big yard!

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.

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.

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 ❤️

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!

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!

Private Wooded Escape | Hot Tub | Fire Pit | Games
Welcome to Hidden Grove, a "Beyond the Path" vacation retreat where your experience comes first. This serene, luxury escape sits on 2 private wooded acres just 10 minutes south of Bloomington, IL—soak in the hot tub under the stars, sway in the hammock with a good book, toast s’mores by the fire, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment for a truly rejuvenating getaway.

Chill and Play! Hot Tub, Game Room, near Downtown!
Voted a Top Place to Visit in Illinois, this private retro playground is where arcade lights glow and movie nights come alive. Battle for high scores, soak in the bubbling hot tub, and wind down around the firepit under string lights. Perfect for families, friend groups, birthdays, bachelorette/bachelor gatherings, and celebrations, this one-of-a-kind Bloomington getaway is 3-minutes from downtown!

Sage Inn
Charming property conveniently situated between Peoria and Bloomington, IL metro areas. A stone's throw to Roanoke Park and Pool (open seasonally from Memorial Day to Labor Day) including a renowned disc golf course. Amenities include: access to WiFi, full kitchen, Smart TV, Washer/Dryer, Electric Fireplace, Futon in the living room folds out into a queen bed for additional sleeping arrangements.
Popular amenities for Bloomington holiday rentals
Stay near Bloomington's top sights
Other great holiday rentals in Bloomington

SummerRidge Ranch House

Ginkgo House near Illinois Wesleyan

Bella B’s Sanctuary!

Cozy Three BR in Founder's Grove

Cozy Loft Apartment with Projector Setup

Modern 2 Bed in the Heart of Downtown Bloomington

FRONT PAGE: A Book-Lover’s Retreat

Holiday Park Haven
When is the best time to visit Bloomington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £81 | £84 | £81 | £87 | £89 | £85 | £85 | £94 | £97 | £98 | £93 |
| Avg. temp | -4°C | -1°C | 5°C | 12°C | 18°C | 23°C | 25°C | 24°C | 20°C | 13°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Bloomington?
Bloomington has a range of neighborhoods to explore for your stay, from the downtown area with its historic architecture and local dining to quieter, residential spaces near parks and campus life. Many guests enjoy staying near the cultural center for easy access to art, dining, and local shops.
What are the best things to do in Bloomington with kids?
Families often explore the Children's Discovery Museum, visit Miller Park Zoo, or enjoy open spaces in one of the city's parks. Seasonal festivals and interactive exhibits are frequently suggested for younger travelers.
What are some of the best things to do in Bloomington?
You can explore the McLean County Museum of History, stroll the historic downtown area, or relax at Constitution Trail. Local theatre, galleries, and seasonal markets are also frequently suggested.
How is the weather in Bloomington?
Bloomington has cold winters, with temperatures averaging 18–34°F (-8–1°C) in January, and warm, humid summers peaking around 86°F (30°C) in July. Spring brings moderate rainfall and gradual warming, while autumn is known for mild days and cooling evenings.
When is the best time to visit Bloomington?
Late spring through early autumn is often recommended for mild temperatures and outdoor events. In this season, locals and visitors enjoy festivals, farmers markets, and green spaces.
What are the best places to visit in Bloomington?
Explore the McLean County Museum of History for local heritage, walk the Constitution Trail, or experience wildlife at Miller Park Zoo. The David Davis Mansion State Historic Site is also frequently suggested for its interpretation of nineteenth-century history.
What are some hiking trails in Bloomington?
Constitution Trail has paved and easy-to-access paths that wind through parks and natural areas. For a more wooded setting, Ewing Park features walking trails shaded by mature trees.
What are some family activities we can do in Bloomington?
Families frequently enjoy interactive exhibits at the Children's Discovery Museum, hands-on animal encounters at Miller Park Zoo, or playgrounds in one of Bloomington's public parks. Seasonal events and local sports games are also popular with young travelers.
What are some of the best day trip ideas from Bloomington?
Around Bloomington, you can explore state parks with woodland trails, visit neighboring small towns known for antique shops and local eateries, or find museums dedicated to regional history. Nature reserves and farm experiences are also often recommended.
Are there any pet friendly accommodations available in Bloomington?
Many Bloomington stays welcome pets, particularly in residential neighborhoods near parks or green spaces. When booking, look for features like private yards or easy trail access for walks.
What are some local tips for visiting Bloomington?
Explore local art and history exhibits downtown, and sample the diverse food scene, including locally owned diners and coffee shops. The Constitution Trail is a favorite for walking and biking among residents.
What is Bloomington known for?
Bloomington is known for its roots in agriculture, vibrant arts and theatre scene, and its role in Abraham Lincoln's political history. The city has locally spirited festivals and a strong sense of Midwestern hospitality.
What are the best hidden gems to explore in Bloomington?
Hidden gems include local art galleries tucked into the downtown area, peaceful community gardens, and smaller history museums focused on regional stories. Occasional pop-up markets showcase crafts and local produce.
What are the best foods to try in Bloomington?
Frequently suggested foods in Bloomington include spice-crusted pork tenderloin sandwiches, locally made ice cream, and comfort dishes made with regional produce. Coffee shops and diners give a taste of local tradition.
What should I bring for a trip to Bloomington?
Pack for varied weather, including layers and a waterproof jacket—summers bring warmth and humidity, while winters can be brisk. Comfortable walking shoes are helpful, especially if you plan to spend time outdoors on trails.
What is the nightlife in Bloomington like?
Bloomington has a mix of casual bars, local breweries, and live performance venues, particularly around the downtown area. Some nights feature live music, open mic events, or performances by local theatre groups.
What are the most popular events or festivals in Bloomington?
Popular events in Bloomington include seasonal festivals celebrating art and music, farmers markets, and annual celebrations around Labor Day weekend. Theatre and live music often anchor these events.
Are there family friendly vacation rentals in Bloomington?
Bloomington has a variety of family-friendly vacation rentals, especially in quiet neighborhoods with parks and playgrounds nearby. Many homes include kitchens and larger living spaces suitable for families.
Quick stats about holiday rentals in Bloomington

Total holiday rentals
Explore 250 holiday rentals in Bloomington

Nightly prices starting at
Bloomington holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 10,620 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
250 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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