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Search results; Over 1,000 homes in Highland

Top guest favourite
Guest suite in Highland
6th St Lofts beautifully designed w/modern comfort
3 bedrooms, 6 beds, 2 private bathrooms
6–11 Sept
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5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Highland
Beautiful craftsman style home, built in 1930.
6 bedrooms, 8 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 115 reviews
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Highland
Swiss Post Apartment - B
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Loft in Highland
Loft on the Square
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Farm stay in Pocahontas
Hilltop Ranch Home on 25 acres bathed in starlight
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
4.93 out of 5 average rating, 280 reviews
Guest favourite
Home in Highland
The Mulberry Haus
3 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Pocahontas
Cozy Cottage on 6 Private Acres!
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 41 reviews
Guest favourite
Home in Greenville
Cozy Home on College Ave
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 239 reviews
Top guest favourite
Loft in Pocahontas
Peaceful | Private | Lakeview | Highland-Breese
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Glen Carbon
Sunset Cottage - 2 King beds! Downtown Glen Carbon
2 bedrooms, 2 king beds, 1 bathroom
8–13 Aug
4.93 out of 5 average rating, 112 reviews
Top guest favourite
Home in Maryville
Hidden Woods Haven
4 bedrooms, 4 queen beds, 3 bathrooms
17–22 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Edwardsville
Cozy Chicken Cottage
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 102 reviews
Guest favourite
Home in Glen Carbon
Easy Highway Access house (3queen 2full size bed)
5 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Belleville
The Historic Garfield Inn
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 610 reviews
Guest favourite
Flat in St. Jacob
A Sweet Spot, catering to Traveling Tech/workers
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Cabin in Brighton
Log Cabin with Breathtaking View
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 115 reviews
Top guest favourite
Home in Lebanon
The Dickens Retreat | English Cottage Charm
4 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Place to stay in Lebanon
privateroom in a house in Lebanon, SAFB, STL. McK.
1 bedroom, 1 double bed, 1 bathroom
15–20 Aug
4.95 out of 5 average rating, 43 reviews