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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
2–7 Aug
5.0 out of 5 average rating, 114 reviews
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
2 bedrooms, 2 queen beds, 1 bathroom
3–8 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
5–10 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Farm stay in Pocahontas
Hilltop Ranch Home on 25 acres bathed in starlight
4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Aug
4.93 out of 5 average rating, 280 reviews
Guest favourite
Home in Highland
The Mulberry Haus
3 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Loft in Highland
Loft on the Square
3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in Pocahontas
Cozy Cottage on 6 Private Acres!
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Caseyville
Bluebird Cottage
3 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.95 out of 5 average rating, 97 reviews
Top guest favourite
Home in Glen Carbon
Sunset Cottage - 2 King beds! Downtown Glen Carbon
2 bedrooms, 2 king beds, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 110 reviews
Top guest favourite
Loft in Pocahontas
Peaceful | Private | Lakeview | Highland-Breese
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Beckemeyer
The Carol Inn
2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
4.96 out of 5 average rating, 96 reviews
Superhost
Home in Caseyville
Wooded Oasis with Free Bottle of wine+brkfst
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.86 out of 5 average rating, 139 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
Home in Maryville
Hidden Woods Haven
4 bedrooms, 4 queen beds, 3 bathrooms
10–15 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Caseyville
The Maple Cottage
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.86 out of 5 average rating, 118 reviews
Superhost
Cabin in Staunton
The Lodge On The Lake #1
3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Staunton
2br home, private yard hot tub
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.87 out of 5 average rating, 149 reviews
Top guest favourite
Home in Lebanon
Historic Lebanon 2Bed2Bath Home
2 bedrooms, 2 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 26 reviews