A green sign with "Welcome to Bloomington" written on it, a clock tower, and trees in the background.

Holiday Homes in Monroe County

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Dates

November 2026

8

December 2026

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Top cities in Monroe County

A green sign with "Welcome to Bloomington" written on it, a clock tower, and trees in the background.

Find holiday rentals that suit your style

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Next weekend

13 Nov - 15 Nov

In two weeks

20 Nov - 22 Nov

In one month

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Map of Monroe County

Our top choices for Monroe County holiday homes

A living room with a leather sofa, two armchairs, a coffee table, and a lamp. There are large windows with a view of trees.

1. Huge Manor w Indoor Hot Tub and Pool Table

Bloomington

A modern dining area with a long wooden table, red bar stools, and a fireplace.

2. Stunning 4-BR Houses with On-Site Pool

Crescent Bend

United States

Jamal

Rp9.015.558 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

3. Fall Festivities - 4BR Home by IU Stadium Bloomington Bliss

Bloomington

A bedroom with a bed, a nightstand, a lamp, a clock, a ceiling fan, a window, and a wall-mounted picture.

4. Hoosier Commons

Bloomington

Exterior

5. Beautiful 4-bed House in Bloomington With Sauna

Bryan Park

A wooden deck with two green chairs and a table, surrounded by a forest.

6. Private Retreat w Pool Hot Tub and Dining Hall

Bloomington

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