Guesthouse holiday rentals in Southern Indiana
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Top-rated Guesthouses in Southern Indiana
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Southern Indiana guesthouses
Family-Friendly guesthouses
Guesthouse in French Lick
4.94 out of 5 average rating, 192 reviewsThe Guest Suite at Château Carson
1–8 Nov
Guesthouse in Evansville
4.89 out of 5 average rating, 557 reviewsNest: 1905 Carriage House Apartment
7–14 Dec
Guesthouse in Louisville
4.98 out of 5 average rating, 243 reviewsHighlands Carriage House
18–25 Oct
Guesthouse in Louisville
4.99 out of 5 average rating, 365 reviewsHighlands - Elegant Calm Clean & Green - Walkable
30 Nov – 7 Dec
Guesthouse in Bloomington
4.97 out of 5 average rating, 288 reviewsGarden Studio
8–15 Jan
Guesthouse in Brownsburg
4.86 out of 5 average rating, 486 reviewsCozy Guest House in the Big Woods
1–8 Sep
Guesthouse in Lancaster
4.98 out of 5 average rating, 176 reviewsWishing Well Guesthouse On The Lake
18–25 Feb
Guesthouse in Indianapolis
4.95 out of 5 average rating, 226 reviewsDowntown Indy! Stand Alone Guesthouse
29 May – 5 Jun
Guesthouses with a patio
Guesthouse in Louisville
5.0 out of 5 average rating, 158 reviews*BRAND NEW* Gem of Germantown Private Derby Suite
2–9 Jun
Guesthouse in Dubois
4.83 out of 5 average rating, 52 reviewsRural Studio Guest-house Overlooking Corn Fields
16–23 Jul
Guesthouse in Jasonville
4.98 out of 5 average rating, 44 reviewsHillside Hideaway Bunkhouse Cabin in the country.
27 Jul – 3 Aug
Guesthouse in Newburgh
4.96 out of 5 average rating, 24 reviewsParadise Poolside Guesthouse
27 Sep – 4 Oct
Guesthouse in Terre Haute
5.0 out of 5 average rating, 95 reviews10th Street Studio
22–29 Sep
Guesthouse in Martinsville
5.0 out of 5 average rating, 20 reviewsGet away in the woods ! Fire pit, Game room
30 Nov – 7 Dec
Guesthouse in Madison
4.94 out of 5 average rating, 52 reviewsStudio apartment above Garage in downtown Madison
13–20 Sep
Guesthouse in Columbus
5.0 out of 5 average rating, 12 reviewsBrown County Wonderland
23–30 Dec
Guest house rentals with a washing machine and dryer
Guesthouse in Louisville
4.97 out of 5 average rating, 112 reviewsThe City Cottage…quiet, peaceful, and convenient!
16–23 Jul
Guesthouse in Indianapolis
5.0 out of 5 average rating, 469 reviewsPrivate GUEST HOUSE in NE Indianapolis
12–19 Apr
Guesthouse in Indianapolis
5.0 out of 5 average rating, 483 reviewsNew Private Modern Carriage House
22–29 Apr
Guesthouse in Loveland
4.98 out of 5 average rating, 486 reviewsRetreat to a Boho Chic Guesthouse in a Leafy Family Suburb
20–27 Aug
Guesthouse in Bloomington
4.87 out of 5 average rating, 233 reviewsStudio guest house in Yellowwood SF
29 Jun – 6 Jul
Guesthouse in Jeffersonville
4.88 out of 5 average rating, 181 reviewsThe Cottage Next Door
25 Jul – 1 Aug
Guesthouse in Indianapolis
4.99 out of 5 average rating, 281 reviewsLuxurious Guest House Central to Everything
17–24 Sep
Guesthouse in Richmond
4.97 out of 5 average rating, 271 reviewsRichmond Guesthouse
9–16 May
Destinations to explore
- Louisville Holiday rentals
- Bloomington Holiday rentals
- Bowling Green Holiday rentals
- Evansville Holiday rentals
- Mammoth Cave Holiday rentals
- French Lick Holiday rentals
- Shawnee National Forest Holiday rentals
- Paducah Holiday rentals
- Patoka Lake Holiday rentals
- Owensboro Holiday rentals
- Nashville Holiday rentals
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