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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, 113 reviews
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Highland
Swiss Post Apartment - B
2 bedrooms, 3 beds, 1 bathroom
7–12 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
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
Guest favourite
Home in Highland
The Mulberry Haus
3 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
5.0 out of 5 average rating, 5 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 Glen Carbon
Historic Guest House (4 Queen beds)
4 bedrooms, 4 queen beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Maryville
Hidden Woods Haven
4 bedrooms, 4 queen beds, 3 bathrooms
3–8 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Caseyville
Bluebird Cottage
3 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.95 out of 5 average rating, 95 reviews
Guest favourite
Home in Greenville
Cozy Home on College Ave
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 237 reviews
Guest favourite
Home in Edwardsville
Brick B&B - 3Bed 2Full Bath! Downtown Edwardsville
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.89 out of 5 average rating, 171 reviews
Guest favourite
Home in Beckemeyer
The Carol Inn
2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Home in Belleville
Tranquil 3 Bedroom Townhome, With king size bed.
3 bedrooms, 5 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 137 reviews
Top guest favourite
Home in Lebanon
Historic Lebanon 2Bed2Bath Home
2 bedrooms, 2 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 24 reviews
Room in Lebanon
Private bathroom at Main. SAFB, Boeing, hospitals.
1 queen bed, 2 bathrooms
21–26 Aug
New place to stay
Guest favourite
Home in Edwardsville
Charming Edwardsville Home: Walk to Downtown!
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.78 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Carlyle
Downtown Apartment w/ Gameroom
3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
4.96 out of 5 average rating, 24 reviews