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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.
5.0 out of 5 average rating, 113 reviews, 6 bedrooms, 8 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Highland
Swiss Post Apartment - B
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Aug
Guest favourite
Farm stay in Pocahontas
Hilltop Ranch Home on 25 acres bathed in starlight
4.93 out of 5 average rating, 280 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Aug
Guest favourite
Home in Highland
The Mulberry Haus
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
Top guest favourite
Loft in Highland
Loft on the Square
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Cottage in Pocahontas
Cozy Cottage on 6 Private Acres!
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Greenville
Cozy Home on College Ave
4.96 out of 5 average rating, 237 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Glen Carbon
Historic Guest House (4 Queen beds)
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Edwardsville
Historic Leclaire Cottage on the Park
4.99 out of 5 average rating, 108 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Caseyville
Bluebird Cottage
4.95 out of 5 average rating, 95 reviews, 3 bedrooms, 3 beds, 1 bathroom
8–13 Aug
Top guest favourite
Home in Maryville
Hidden Woods Haven
4.96 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Loft in Pocahontas
Peaceful | Private | Lakeview | Highland-Breese
5.0 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Beckemeyer
The Carol Inn
4.96 out of 5 average rating, 94 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Guest favourite
Home in Edwardsville
Brick B&B - 3Bed 2Full Bath! Downtown Edwardsville
4.89 out of 5 average rating, 171 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Flat in Carlyle
Downtown Apartment w/ Gameroom
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
Top guest favourite
Home in Belleville
Tranquil 3 Bedroom Townhome, With king size bed.
4.95 out of 5 average rating, 137 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
Superhost
Home in Caseyville
Wooded Oasis with Free Bottle of wine+brkfst
4.87 out of 5 average rating, 137 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug