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Search results; Over 1,000 homes in Highland

Top guest favourite
Home in Highland
Beautiful craftsman style home, built in 1930.
6 bedrooms, 8 beds, 3 private bathrooms
5–10 Sept
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5.0 out of 5 average rating, 118 reviews
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Loft in Highland
Loft on the Square
3 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Highland
Swiss Post Apartment - A
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
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
18–23 Sept
4.93 out of 5 average rating, 282 reviews
Guest favourite
Home in Highland
The Mulberry Haus
3 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Highland
6th St Lofts beautifully designed w/modern comfort
3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Flat in St. Jacob
A Sweet Spot, catering to Traveling Tech/workers
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
4.91 out of 5 average rating, 33 reviews
Guest favourite
Flat in Carlyle
Downtown Apartment w/ Gameroom
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
4.96 out of 5 average rating, 25 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, 20 reviews
Top guest favourite
Cottage in Pocahontas
Cozy Cottage on 6 Private Acres!
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 46 reviews
Superhost
Home in Caseyville
Bluebird Cottage
3 bedrooms, 3 beds, 1 bathroom
2–7 Sept
4.9 out of 5 average rating, 105 reviews
Guest favourite
Home in Belleville
Charming 3BR/2BA Retreat w/ King Bed & Fenced Yard
3 bedrooms, 5 beds, 2 bathrooms
5–10 Nov
4.89 out of 5 average rating, 85 reviews
Hotel room in Troy
King | Super 8 Troy/St. Louis | Free Parking
1 bedroom, 1 king bed, 1 bathroom
2–7 Sept
New place to stay
Guest favourite
Guest house in Pocahontas
Cozy Loft near Winery & Venues
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Greenville
Cozy Home on College Ave
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 244 reviews
Superhost
Barn in Alhambra
Boho Barn Loft Countryside Getaway
5 beds, 1 bathroom
7–12 Sept
4.83 out of 5 average rating, 92 reviews
Top guest favourite
Loft in Pocahontas
Peaceful | Private | Lakeview | Highland-Breese
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 56 reviews
Guest favourite
Room in Worden
Countryside Master Bedroom Near Edwardsville, IL
1 double bed, 1 bathroom
13–18 Sept
4.78 out of 5 average rating, 111 reviews