
Oliver Winery, Bloomington
10/13 – 10/16
$281/nighttotal: $843 (3 )
Kingsley House Near Iu/stadium
1 2apartment , Bloomington
This Bloomington house rental offers convenient access to Memorial Stadium, local golf courses, and numerous shopping centers, plus easy access to Bloomington's extensive trail system.
The 1,300-square-foot, three-bedroom home features an open-concept layout, accommodates up to seven guests, includes in-unit laundry, and offers fast Wi-Fi and TVs in each bedroom.
The 1,300-square-foot, three-bedroom home features an open-concept layout, accommodates up to seven guests, includes in-unit laundry, and offers fast Wi-Fi and TVs in each bedroom.

Oliver Winery, Bloomington
10/13 – 10/16
$188/nighttotal: $564 (3 )
"City View " Super Cozy Downtown Loft Apartment
2 2apartment , Bloomington
This Bloomington apartment rental, located in the historic Mitchell Bros Building in Downtown Bloomington, is within walking distance of Indiana University, Kirkwood Avenue, and numerous downtown attractions.
The two-bedroom, two-bathroom unit in the Mitchell Bros Building features a king-size bed, a queen-size bed, a pull-out queen bed, a full kitchen with dishwasher, and accommodates up to five guests, offering free designated parking and access to a shared deck.
The two-bedroom, two-bathroom unit in the Mitchell Bros Building features a king-size bed, a queen-size bed, a pull-out queen bed, a full kitchen with dishwasher, and accommodates up to five guests, offering free designated parking and access to a shared deck.

Oliver Winery, Bloomington
10/19 – 10/23
$446/nighttotal: $1784 (4 )
Riddle Point Retreat: 2 King Bed/2 Full Bath
2 2house , Bloomington
This apartment is located near Riddle Point Park at Lake Lemon, just a short drive from Brown County State Park, Indiana University, and Downtown Nashville, Indiana, offering a peaceful escape with easy access to attractions. The property has excellent user, location, and cleanliness ratings.
The two-bedroom, two-bathroom rental sleeps four guests comfortably and features a modern kitchen, a private entrance, and a patio with a fire pit. Amenities include a garden, parking, internet, and electric vehicle charging, plus opportunities for hiking, boating, and enjoying the tranquil surroundings.
The two-bedroom, two-bathroom rental sleeps four guests comfortably and features a modern kitchen, a private entrance, and a patio with a fire pit. Amenities include a garden, parking, internet, and electric vehicle charging, plus opportunities for hiking, boating, and enjoying the tranquil surroundings.

Oliver Winery, Bloomington
10/19 – 10/23
$299/nighttotal: $1196 (4 )
Hidden Retreat On 30 Wooded Acres 5 Miles To Town
2 2apartment , Bloomington
This family-friendly vacation home is located in Bloomington, within a 9-mile radius of Cascades Park, Wonderlab Science Museum, and Indiana University Bloomington. It has received excellent ratings for its location, cleanliness, and user experience.
The house features 2 bedrooms, 2 bathrooms, and a guest capacity of 4. It offers a fully equipped kitchen, a patio, a garden with barbecue grills, and a smoke-free environment. Guests can enjoy amenities such as free WiFi, air conditioning, and a fireplace, making it a comfortable and convenient choice for travelers visiting Bloomington.
The house features 2 bedrooms, 2 bathrooms, and a guest capacity of 4. It offers a fully equipped kitchen, a patio, a garden with barbecue grills, and a smoke-free environment. Guests can enjoy amenities such as free WiFi, air conditioning, and a fireplace, making it a comfortable and convenient choice for travelers visiting Bloomington.

Oliver Winery, Bloomington
10/19 – 10/23
$210/nighttotal: $840 (4 )
Cozy Bloomington Iu Campus Getaway For 2!
1 2apartment , Bloomington
This one-bedroom apartment is located in the Garden Hill neighborhood of Bloomington, just two blocks west of Indiana University's Memorial Stadium on East 17th Street.
The apartment features a separate living room, kitchenette, and a full bathroom on the ground floor, with the bedroom and a half bath on the upper floor, and can accommodate up to two guests.
The apartment features a separate living room, kitchenette, and a full bathroom on the ground floor, with the bedroom and a half bath on the upper floor, and can accommodate up to two guests.

Oliver Winery, Bloomington
10/13 – 10/16
$266/nighttotal: $798 (3 )
Cozy Getaway W/close Proximity
1 2apartment , Bloomington
Bloomington Apartment offers a comfortable stay for travelers visiting Bloomington. The apartment is located in a peaceful area surrounded by nature. It features 3 bedrooms and 1 bathroom, making it perfect for a group of up to 8 guests.
The apartment is well-equipped with amenities such as air conditioning, a garden, a fitness center, and parking. The kitchen is equipped with a fridge, freezer, microwave oven, and dishwasher, making it easy to prepare meals. Guests can also enjoy access to the internet.
The apartment is well-equipped with amenities such as air conditioning, a garden, a fitness center, and parking. The kitchen is equipped with a fridge, freezer, microwave oven, and dishwasher, making it easy to prepare meals. Guests can also enjoy access to the internet.

Oliver Winery, Bloomington
10/13 – 10/16
$206/nighttotal: $618 (3 )
Unique Craftsman Style Loft Downtown Bloomington
2 2apartment , Bloomington
This two-bedroom, two-bathroom apartment in Bloomington's Downtown district is located in the historic Mitchell Bros Building, offering easy access to Indiana University's Memorial Stadium and Simon Skjodt Assembly Hall.
The unit sleeps five guests and features free parking, air conditioning, and proximity to attractions like WonderLab Museum and Lake Monroe, with multiple units available for larger groups.
The unit sleeps five guests and features free parking, air conditioning, and proximity to attractions like WonderLab Museum and Lake Monroe, with multiple units available for larger groups.

Oliver Winery, Bloomington
06/25 – 07/02
$98/nighttotal: $686 (7 )
Trestle Creeks Farmhouse Fort
1 2cabin , Bloomington
This tiny house is located near a railroad track in Bloomington, surrounded by fruit trees and offering a peaceful escape from the city. The property is frequented by wildlife, including squirrels, deer, turkeys, and birds.
The house features a futon sofa bed and can accommodate up to two guests. Amenities include air conditioning, internet access, and a garden, providing a rustic and nature-oriented experience with limited amenities.
The house features a futon sofa bed and can accommodate up to two guests. Amenities include air conditioning, internet access, and a garden, providing a rustic and nature-oriented experience with limited amenities.

Oliver Winery, Bloomington
06/25 – 07/02
$150/nighttotal: $1050 (7 )
B-town Bunkhouse
3 2apartment , Bloomington
This 3-bedroom, 2-bathroom townhouse is located in Bloomington's historic downtown, steps from restaurants and the B-line walking trail, and a 5-minute drive to Sample Gates and a 7-minute drive to Memorial Stadium on the IU Campus.
This spacious 2-story rental accommodates up to 8 guests and offers in-unit laundry, a fully equipped kitchen, air conditioning, and an on-site 40A J1772 EV charger.
This spacious 2-story rental accommodates up to 8 guests and offers in-unit laundry, a fully equipped kitchen, air conditioning, and an on-site 40A J1772 EV charger.

Oliver Winery, Bloomington
06/25 – 07/02
$150/nighttotal: $1050 (7 )
Maple Row: Karma Vibe Like That
1 2apartment , Bloomington
This Taylor Swift-themed apartment is located in Bloomington's Maple Heights neighborhood, offering convenient access within 1 mile of downtown, 0.9 miles from Memorial Stadium, and 2.4 miles from IU Hospital.
This one-level unit accommodates up to 4 guests and features internet, air conditioning, parking, a kitchen with a fridge and microwave, and is close to Lake Monroe and Griffy Lake Nature Preserve.
This one-level unit accommodates up to 4 guests and features internet, air conditioning, parking, a kitchen with a fridge and microwave, and is close to Lake Monroe and Griffy Lake Nature Preserve.

Oliver Winery, Bloomington
10/19 – 10/23
$183/nighttotal: $732 (4 )
Cozy Private Cottage | Full Kitchen | 7-min To Iu
1 2apartment , Bloomington
This Bloomington cottage, located south of Bryan Park, offers easy access to Indiana University, Sample Gates (7-minute drive), and Memorial Stadium (10-minute drive).
This 400-square-foot guesthouse features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, a spa, and a private garden; nearby attractions include WonderLab Museum and Lake Monroe.
This 400-square-foot guesthouse features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, a spa, and a private garden; nearby attractions include WonderLab Museum and Lake Monroe.

Oliver Winery, Bloomington
10/13 – 10/16
$127/nighttotal: $381 (3 )
Secluded Space With Private Deck
1 2apartment , Stinesville
This Stinesville apartment is located in a peaceful country setting, just a 12-minute drive north of Ellettsville and within a 20-minute drive of Oliver Winery, McCormick's Creek State Park, Bloomington, and Morgan-Monroe State Forest. The apartment features a private entrance, a spacious 300-square-foot deck, a full bathroom, a kitchenette, and can comfortably accommodate up to four guests.













