Holiday Rentals in Bloomington, IN

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Bloomington, IN holiday rentals
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Best Holiday rentals and Airbnb offers in Bloomington, IN

Discover Central Holiday Rentals in Bloomington, IN

Book self-catering holiday rentals for couples in Bloomington, IN to enjoy private, intimate dining spaces during your city break.

Little 5 Condo: King Beds | Ping-pong | Garage - Bloomington, IN
10 2 reviews

Little 5 Condo: King Beds | Ping-pong | Garage

apartment, Bloomington
This Bloomington apartment, situated in the Prospect Hill neighbourhood, offers convenient proximity to the Monroe Convention Center and Wonderlab Museum.
The 197 square metre (2118 square foot) property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and on-site parking.
Hoosier Hideout | Downtown Bloomington Condo - Bloomington, IN
10 1 review

Hoosier Hideout | Downtown Bloomington Condo

apartment, Bloomington
This newly renovated two-bedroom, two-bathroom condominium is situated within walking distance of Indiana University in Bloomington, offering excellent access for students, parents, and faculty.
This well-appointed flat accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a private balcony, in-unit laundry, and dedicated parking.
Modern Condo - Walk To Everything! - Bloomington, IN
10 6 reviews

Modern Condo - Walk To Everything!

apartment, Bloomington
This Prospect Hill condo, situated on Bloomington's B-line and within 0.24 km of restaurants and coffee shops, offers easy access to downtown amenities.
The recently renovated two-bedroom, two-bathroom apartment sleeps four, boasting a well-equipped kitchen with induction stove, a dedicated workspace with printer, a private deck, and a fitness centre within the building.
B-town King And Queen - Bloomington, IN
9.4 8 reviews

B-town King And Queen

apartment, Bloomington
This main-floor studio flat is located in Bloomington's city centre, 100 metres from the B-line walking trail and a short drive from Indiana University attractions such as Sample Gates and Memorial Stadium.
This historic limestone property offers accommodation for up to six guests, featuring a fully equipped kitchen, a dedicated workspace, an in-unit washer/dryer, and convenient access to local wineries and natural attractions like Griffy Lake and Lake Monroe.

Best Bloomington, IN holiday rentals with air conditioning

French Cottage Style 3 Bed, 1 Bath House - Bloomington, IN
9.8 402 reviews

French Cottage Style 3 Bed, 1 Bath House

apartment, Bloomington
This three-bedroom apartment is located just a short distance from Indiana University, in a peaceful neighbourhood, making it ideal for visitors to the campus and its surrounding attractions. It consistently receives excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment comfortably accommodates up to six guests with three queen-sized beds and features a fully equipped kitchen, a fenced backyard with a grill, and TVs in every room. Guests can also enjoy high-speed internet, free parking, and the convenience of being pet-friendly (dogs only).
2 Bedroom Condominium - Clean And Quiet - Bloomington, IN
10 28 reviews

2 Bedroom Condominium - Clean And Quiet

house, Bloomington
This detached property in Bloomington offers excellent access to local amenities, being only a 10-minute drive from the university campus.
This two-bedroom, two-bathroom dwelling accommodates up to four guests and features a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning and parking.
The Quarryman's Home - Bloomington, IN
9.8 30 reviews

The Quarryman's Home

apartment, Bloomington
The Quarryman's Home is situated in a peaceful neighbourhood in Bloomington, Smithville-Sanders, a short walk from walking trails and a grocery store. The property has received excellent ratings for its location, cleanliness, and overall experience.
The bungalow has three bedrooms and two bathrooms, spanning 130 square metres. Amenities include a well-equipped kitchen, a jacuzzi, a terrace, a garden, parking, and reliable internet access, making it ideal for both families and remote workers.
Charming Downtown Condo - Bloomington, IN
10 6 reviews

Charming Downtown Condo

apartment, Bloomington
This one-bedroom Bloomington apartment, near downtown and a short walk from the B-Line Trail, offers easy access to shops, restaurants, and entertainment.
The self-catering flat features two bathrooms, sleeps four (including a sofa bed), and boasts a king-sized bed, modern furnishings, and on-site parking; note that access involves two flights of exterior stairs and a large Bernese Mountain Dog lives in the property.

Frequently asked questions about holiday rentals in Bloomington, IN

  • What should a first-time visitor not miss in Bloomington, IN?

    You definitely shouldn't miss the Indiana University campus, with its iconic Sample Gates and the beautiful architecture of the buildings. It's a great place to stroll around, soak up the atmosphere, and maybe catch a show at the Indiana University Auditorium.
  • What are the best Airbnb and holiday rentals in Bloomington, IN?

  • Which neighborhood in Bloomington, IN should you consider for a vacation rental?

    For a vibrant, central location, the area around the Indiana University campus is a good choice. It's within walking distance of shops, restaurants, and attractions. The historic district around Kirkwood Avenue is also popular, with lots of character and charm.
  • What are the most popular Airbnbs in Bloomington, IN?

  • What are the top family-friendly attractions in Bloomington, IN?

    The WonderLab Science Museum is a great place for kids of all ages to learn and have fun. The Monroe Lake is also a good option, with plenty of opportunities for swimming, boating, and fishing. And don't forget the Indiana University campus, which has a lot of open spaces and green areas perfect for picnics and games.
  • What are the best holiday rentals with a pool in Bloomington, IN?

  • When is the best time to book a vacation rental in Bloomington, IN?

    Booking a vacation rental in Bloomington is best done in advance, particularly during peak season, which runs from late spring to early autumn. This is when the weather is good and there are lots of events and festivals happening.
  • What are the best rentals for families and kids in Bloomington, IN?

  • What events or festivals should visitors check out in and around Bloomington, IN?

    The annual Little 500 bike race in April is a big event, attracting lots of visitors to the city. The Bloomington Farmers' Market, held every Saturday from May to October, is a great place to sample local produce and crafts. And the Indiana University campus often hosts concerts and other events throughout the year.
  • What are the best rentals or Airbnbs with a jacuzzi in Bloomington, IN?

  • What are the best restaurants with local dishes in Bloomington, IN?

    For a taste of local fare, try the Mother Bear's Pizza, known for its unique and delicious pizzas. The Red Lobster is a good option for seafood, and the BuffaLouie's is a popular spot for wings and burgers.
  • What are the best walking or cycling routes in Bloomington, IN?

    The B-Line Trail is a popular walking and cycling route that runs through the city, connecting several parks and green spaces. The scenic route along the shores of Monroe Lake is another good option for a leisurely walk or bike ride.
  • Are there pet-friendly attractions in Bloomington, IN?

    Yes, there are plenty of pet-friendly attractions in Bloomington. You can bring your furry friend to the Monroe Lake, where there are dog-friendly beaches and walking trails. Many restaurants and cafes also have outdoor seating where you can enjoy a meal with your dog.
  • What are the benefits of choosing a vacation rental in Bloomington, IN?

    Vacation rentals offer more space and privacy compared to hotels. They also often come with kitchens, allowing you to prepare your own meals and save money. Many vacation rentals are also pet-friendly, making them a good option for travellers with furry companions.
  • What are the top sports attractions and facilities in Bloomington, IN?

    Bloomington is home to Indiana University, which has a strong sports culture. The Indiana University Assembly Hall is a popular venue for basketball games, and the IU Football Stadium hosts American football games. The city also has several parks and recreation facilities, offering opportunities for various sports and activities.

Popular destinations

Choose the Right Holiday Rentals with a Balcony in Bloomington, IN

Enjoying morning coffee with city skyline views is a simple pleasure when staying in these holiday rentals and Airbnbs in Bloomington, IN.

Iu Soccer Hideaway - Bloomington, IN
9.3 3 reviews

Iu Soccer Hideaway

apartment, Bloomington
IU Soccer Hideaway, a four-bedroom Bloomington apartment, is situated 2.4km from Bloomington Memorial Stadium and 2.3km from Simon Skjodt Assembly Hall, offering convenient access to Indiana University and major sporting venues.
This 149-square-metre property sleeps up to 19 guests, boasting five bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and a terrace with garden access.
Walk To Iu - Friends & Family Home. .6 Miles From Campus And Bryan Park - Bloomington, IN
10 1 review

Walk To Iu - Friends & Family Home. .6 Miles From Campus And Bryan Park

apartment, Bloomington
This three-bedroom flat in Bloomington's SoMax district offers convenient access to Brown County State Park and Lake Monroe, both within 10 kilometres, and is a short walk from the IU Opera and Ballet Theatre and Eskenazi Museum of Art.
This apartment accommodates up to six guests with a well-equipped kitchen, outdoor BBQ area, and provided outdoor gear, featuring dedicated relaxation amenities for a comfortable stay.
Group Retreat -- Sleeps 20-50 With Pool, Hot Tub, Cabins & Camping,  Partially Ada Compliant - Bloomington, IN
9.6 33 reviews

Group Retreat -- Sleeps 20-50 With Pool, Hot Tub, Cabins & Camping, Partially Ada Compliant

apartment, Bloomington
This secluded apartment is located just outside Bloomington, less than 16 kilometres from Indiana University, offering a tranquil retreat in a forested setting. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This spacious dwelling spans 279 square metres and can comfortably accommodate 20-50 guests, with a 6-bedroom house, two cabins, and a camping area. Guests can enjoy a range of amenities, including a heated pool, hot tub, fire ring, propane grill, hiking trails, and a fenced-in area for children, making it ideal for families and large groups.
Lady Hoosier Retreat - Bloomington, IN
6.7 6 reviews

Lady Hoosier Retreat

apartment, Bloomington
This spacious four-bedroom apartment is situated just 2.4 kilometres from Bloomington Memorial Stadium and 3.4 kilometres from Indiana University, offering easy access to the city's main attractions. The surrounding area is quiet and residential, providing a peaceful retreat after a day of exploring.
The apartment spans 149 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a terrace, a garden, and free parking, making it ideal for families or groups of friends.

Popular Family-Friendly Holiday Rentals in Bloomington, IN

These family-friendly holiday rentals in Bloomington, IN offer plenty of room and city attractions within easy reach.

Cheery Home In Suburbs, 13 Minutes From Iu Campus - Bloomington, IN
10 5 reviews

Cheery Home In Suburbs, 13 Minutes From Iu Campus

apartment, Bloomington
This spacious 2400 sq ft family-friendly flat is situated in a neighbourhood bordering train tracks and the Karst Trail/Farm Park, offering convenient access within 10 kilometres of Indiana University and 10 kilometres of the I-69 motorway.
This property boasts four bedrooms, two bathrooms, and a guest capacity of nine, featuring a fully-equipped kitchen, air conditioning, a garden, parking, and multiple living areas including a library, living room, and sun room.
Amazing Home Near Iu's Campus With Indoor Basketball Gym & Outdoor Pool/hot Tub - Bloomington, IN
10 6 reviews

Amazing Home Near Iu's Campus With Indoor Basketball Gym & Outdoor Pool/hot Tub

apartment, Bloomington
This spacious Bloomington property, a five-bedroom, four-bathroom house, is situated on the east side of the city, approximately 4.8 kilometres from Indiana University's campus, close to College Mall and numerous restaurants.
The three-storey dwelling boasts two living areas, two kitchens, a terrace, garden, parking, keyless entry, and accommodates up to 14 guests, providing easy access to Lake Monroe and Brown County State Park.
The Boho Roost - Bloomington, IN
10 3 reviews

The Boho Roost

apartment, Bloomington
This newly finished, second-floor annexe is situated south of Bloomington Country Club, providing swift access to the westside shopping district (under 10 minutes), IU Stadium and eastside attractions (15 minutes), and Lake Monroe (20 minutes).
This pet-friendly flat for up to four guests features a fully equipped kitchen with stainless steel appliances, a private deck, and in-unit laundry, offering convenient access to Bloomington attractions such as Wonderlab Science Museum and Butler Winery & Vineyard.
Lil Bub's Really Nice Apartment - East - Bloomington, IN
9.8 691 reviews

Lil Bub's Really Nice Apartment - East

apartment, Bloomington
This two-bedroom flat is located just a short walk from downtown Bloomington, close to Bryan Park, the B-Line Trail, and a mile from Indiana University. It has received excellent ratings for its location, cleanliness, and overall experience.
The property has a unique "Relaxation Loft" with a queen-size bed, mood lighting, and a wide-screen TV, and can comfortably accommodate up to four guests. The flat boasts a bespoke renovation with white oak hardwood floors, quartz countertops, and high-end finishes, and offers luxury amenities such as comfortable mattresses, Sleepgram pillows, fast Wi-Fi, and complimentary snacks and beverages.

Handpicked Self-Catering Rentals with Parking in Bloomington, IN

Parking is sorted from the start because these holiday rentals in Bloomington, IN include free on-site parking for your stay.

Trestle Creeks Farmhouse Fort Tiny House - Bloomington, IN
9.2 1 review

Trestle Creeks Farmhouse Fort Tiny House

house, Bloomington
B-town Cozy Quarters - Bloomington, IN
9.2 34 reviews

B-town Cozy Quarters

apartment, Bloomington
Honeymoon Suite #1096 - Bloomington, IN
9.6 53 reviews

Honeymoon Suite #1096

apartment, Bloomington
Ridgemead - Bloomington, IN
No reviews

Ridgemead

apartment, Bloomington

Compare Luxury Holiday Rentals in Bloomington, IN

There is much to be said for a well-chosen luxury holiday rental or Airbnb in Bloomington, IN. Discover wonderful rooms and locations worth the trip. Start comparing now.

Little 5 Condo: King Beds | Ping-pong | Garage - Bloomington, IN
10 32 reviews

Little 5 Condo: King Beds | Ping-pong | Garage

apartment, Bloomington

Explore Pet-Friendly Holiday Rentals in Bloomington, IN

These dog-friendly holiday rentals in Bloomington, IN feature city walks on the doorstep. Your dog will love the trip as much as you do.

Bobby Knight Hall - 4 Bd Townhome By Iu Sports - Bloomington, IN
9.7 38 reviews

Bobby Knight Hall - 4 Bd Townhome By Iu Sports

apartment, Bloomington
Cozy Home Near Indiana University Bloomington Indiana W/great View, Clean, Comfy - Bloomington, IN
10 1 review

Cozy Home Near Indiana University Bloomington Indiana W/great View, Clean, Comfy

apartment, Ellettsville
B-town Walk-up - Bloomington, IN
8.0 2 reviews

B-town Walk-up

apartment, Bloomington
Blue Lemon Bungalow - Quiet Getaway In Town! - Bloomington, IN
9.9 412 reviews

Blue Lemon Bungalow - Quiet Getaway In Town!

bungalow, Bloomington

Find the Best Holiday Rentals with a Pool in Bloomington, IN

Dip in whenever you like. These holiday rentals in Bloomington, IN come with a swimming pool on-site for your convenience.

Lower Level Of Spacious Home With Hot Tub, Pool Table & Privacy Fence - Bloomington, IN
9.5 454 reviews

Lower Level Of Spacious Home With Hot Tub, Pool Table & Privacy Fence

apartment, Bloomington
390 M² Apartment ∙ 10 Bedrooms ∙ 30 Guests - Bloomington, IN
No reviews

390 M² Apartment ∙ 10 Bedrooms ∙ 30 Guests

apartment, Bloomington
Stunning 4-br Houses With On-site Pool - Bloomington, IN
9.0 1 review

Stunning 4-br Houses With On-site Pool

house, Bloomington
13 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Bloomington, IN
No reviews

13 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Bloomington

Check Out Holiday Rentals with a Hot Tub in Bloomington, IN

Whether you prefer a jacuzzi or a hot tub, these holiday rentals in Bloomington, IN include one for your private use. See what catches your eye now.

Hoosier Estate - Steps To Iu - Bloomington, IN
10 2 reviews

Hoosier Estate - Steps To Iu

apartment, Bloomington
Hot Tub | Screened Porch | 5 Miles To Iu | Firepit - Bloomington, IN
10 10 reviews

Hot Tub | Screened Porch | 5 Miles To Iu | Firepit

apartment, Bloomington
Winslow 1 Master - Bloomington, IN
10 1 review

Winslow 1 Master

house, Bloomington
Hoosier Estate - Steps To Iu - Bloomington, IN
10 2 reviews

Hoosier Estate - Steps To Iu

apartment, Bloomington
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