Holiday rentals in Bloomington
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Top-rated holiday rentals in Bloomington
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Upper Deck
Newly renovated, beautiful 3 bedroom home. Conveniently located on the edge of town, minutes from Clinton Lake and Historical downtown Clinton. Close to multiple restaurants, shopping and other entertainment options. The home has a well stocked kitchen with a charming dining room. There is also a large back deck with furniture and a grill. Plenty of on-premise parking with room for up to four trailers and vehicles. This is a second story home so there are stairs to access the property.
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.
East St home close to Dtown and Universities
Welcome to your home away from home! This freshly remodeled 2 bedroom 1 bath retreat blends stylish comfort with functionality. Step into an open concept living space featuring a fully equipped kitchen, in unit washer/dryer and all the modern touches you need for a seamless stay. Relax indoors or step outside to enjoy in the private backyard, complete with new patio, and spacious front deck. Whether you are here for work or play this peaceful escape has everything you need to feel at home.
Modern 2BR Charmer Heart of BloNo
Remodeled with today’s modern amenities, our comforting and stylish home is ready for you! 3 mins to downtown Bloomington and IWU, 6 mins from ISU, our home is ideal for a couple or 2 or a small family with or without pets. All one level, each bedroom has a queen bed, plus an air mattress with one full bathroom, dining room, living room, dedicated work space and outdoor space with large full fence for your pets. Although on a busier street with light traffic sounds, it’s very calm & comfy :)
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 ❤️
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! 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!
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!
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.
Stunning Private Luxury Escape w/ Hot Tub & Gaming
Sticks & Stones Rustic Retreat is a spacious luxury log home on the west edge of Bloomington, IL. Secluded in peaceful wooded acreage, yet just 10-15 minutes from restaurants, local landmarks & activities! 🎱 Fun downstairs gaming area! 🏒⛳️🏀 🫧 Jacuzzi & sauna 🔥 Fire pit & grill 🥘 Fully stocked kitchen 👑 Comfy lounge furniture throughout 🛌 Super comfortable mattresses 💤 🎮 HD TVs & Xbox 🕊️ Beautiful Porches 🌳 Swings & large yard
The MidCity Loft | Downtown Bloomington
Walk to Grossinger Motors arena, Castle Theatre & Bloomington Center for Performing Arts! Cozy, modern loft in the heart of downtown Bloomington, steps from restaurants, coffee shops, bars, and events. Park once and walk everywhere. Located in a quiet, secure building, it offers a calm retreat after games, concerts, or work. Ideal for weekend getaways or business trips, this space blends downtown convenience with comfort.
The Alice | Posh Mid Century Modern A Frame
Enjoy a stylish experience at this cozy, centrally located home in Bloomington, IL. The Alice offers functional and inviting spaces indoors and outdoors, with thoughtful mid-century design. Follow along with us on socials @thealice.airbnb. To ensure that our home is kept in the best possible condition for all of our guests, we have a strict no smoking, no vaping, and no pets policy. We appreciate your understanding.
Popular amenities for Bloomington holiday rentals
Stay near Bloomington's top sights
Other great holiday rentals in Bloomington
Spacious Historic Gem Near Downtown
Parkview Retreat
Cozy Loft Apartment with Projector Setup
Modern 2 Bed in the Heart of Downtown Bloomington
Holiday Park Haven
Gilded Getaway
The M.S. Cottage
Modern, Clean & Safe 1 mile from ISU, IWU & Shops
When is the best time to visit Bloomington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 SGD | $143 SGD | $154 SGD | $141 SGD | $150 SGD | $154 SGD | $148 SGD | $148 SGD | $163 SGD | $168 SGD | $171 SGD | $162 SGD |
| 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 $39 SGD 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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