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.

Guest favourite

Guest suite in Bloomington

4.92 out of 5 average rating, 187 reviews

Boho-Chic Travel Pad - Fireplace, Fun & Convenient

This is a fully enclosed living space renovated in 2021 with modern design, global decor and hi-tech amenities to help you relax and feel at home. Electric fireplace, record player, walk-in shower, washer/dryer, mini-split AC/heat, Keurig coffee, Marley speaker, Roku TV, breakfast, fenced yard, outdoor swing and fire pit. This space is in a historic 104-year-old home and is 2 blks to the B-Line, Hopscotch Coffee, Cardinal Spirits and restaurants. 15 min walk to downtown. 25 min walk to campus.

4–11 Dec

$119 SGD per night
Superhost

Home in Bloomington

4.86 out of 5 average rating, 164 reviews

Cozy earthy home 12min to IU, downtown

*Now available for long-term rental November-January for 1-2 people. Sleep on a comfy King-Sized Bed* This is a unique 2-story 950sf spacious guest house all to yourself. Full sized kitchen and bathroom. If you are visiting Bloomington and want a place to retreat to that is away from the college party scene then this is it. It’s great for 1-2 people and can sleep up to 3. The entire upstairs is one room with 3 beds. Earthen plaster walls, wood floors and trim all create a calm and natural feel.

21–28 May

$137 SGD per night
Guest favourite

Bungalow in Bloomington

4.94 out of 5 average rating, 236 reviews

Blue Lemon Bungalow - Quiet Getaway in Town!

Blue Lemon Bungalow is an adorable, newly renovated two bedroom in Bloomington with full living, dining, kitchen, and washer/dryer. In town with a country vibe. It has a huge yard with old growth trees, yet it is only a 5 minute ride to Downtown Court House Square or Indiana University Memorial Stadium. A large front porch with festive lighting gives you a place to enjoy the view. We have taken special care to make Blue Lemon Bungalow extra comfortable and stylish. Well behaved pets considered.

30 Jan – 6 Feb

$147 SGD per night

Popular amenities for Bloomington holiday rentals

Stay near Bloomington's top sights

College Mall32 locals recommend
Simon Skjodt Assembly Hall33 locals recommend
Fountain Square6 locals recommend
Indiana University Bloomington70 locals recommend
Walmart Supercenter12 locals recommend
Mother Bear's Pizza West13 locals recommend

Other great holiday rentals in Bloomington

Guest favourite

Guest house in Bloomington

4.97 out of 5 average rating, 284 reviews

Garden Studio

11–18 Nov

$184 SGD per night
Guest favourite

Home in Bloomington

4.91 out of 5 average rating, 105 reviews

Private entrance, cozy lower level pad

3–10 Jun

$94 SGD per night
Superhost

Cottage in Bloomington

4.84 out of 5 average rating, 205 reviews

B-Line Cottage Too

16–23 May

$199 SGD per night
Guest favourite

Flat in Bloomington

4.96 out of 5 average rating, 168 reviews

Spacious Country Apartment

24 Apr – 1 May

$123 SGD per night
Guest favourite

Home in Bloomington

5.0 out of 5 average rating, 35 reviews

The Pearl.

11–18 Mar

$133 SGD per night
Guest favourite

Home in Bloomington

4.96 out of 5 average rating, 25 reviews

Enchanting Dome Home - in town and in nature!

7–14 May

$141 SGD per night
Guest favourite

Home in Bloomington

4.96 out of 5 average rating, 73 reviews

Pumpkin House. Chic downtown spotless fenced yard

6–13 May

$131 SGD per night
Guest favourite

Home in Bloomington

4.97 out of 5 average rating, 69 reviews

Iris House

15–22 May

$155 SGD per night
Guest favourite

Cabin in Bloomington

4.96 out of 5 average rating, 52 reviews

Cheerful & Cozy Upper Cabin in Cohousing Community

1–8 Jun

$106 SGD per night
Guest favourite

Cabin in Bloomington

4.96 out of 5 average rating, 47 reviews

Headless Goose Cabin on 5 acres with hot tub

21–28 Jul

$188 SGD per night
Guest favourite

Tiny home in Bloomington

4.91 out of 5 average rating, 87 reviews

Campus Castle "GUEST HOUSE"

16–23 May

$158 SGD per night
Guest favourite

Bungalow in Bloomington

4.97 out of 5 average rating, 96 reviews

Stylish Bloomington Bungalow - walk to IU/downtown

22–29 May

$186 SGD per night

Quick stats about holiday rentals in Bloomington

Total rentals

700 properties

Rentals with dedicated workspaces

370 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

230 properties allow pets

Family-friendly rentals

440 properties are a good fit for families

Total number of reviews

28K reviews

Destinations to explore

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  2. United States
  3. Indiana
  4. Monroe County
  5. Bloomington