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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
Flat in Highland
Swiss Post Apartment - A
2 bedrooms, 3 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
2 bedrooms, 2 queen beds, 1 bathroom
6–11 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
Home in Highland
The Mulberry Haus
3 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 7 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
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
Home in Caseyville
3BR Private Pond Retreat Near Route 66 -Fire Pit
3 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
4.83 out of 5 average rating, 121 reviews
Guest favourite
Flat in St. Jacob
A Sweet Spot, catering to Traveling Tech/workers
1 bedroom, 1 queen bed, 1 bathroom
3–8 Sept
4.91 out of 5 average rating, 33 reviews
Guest favourite
Home in Glen Carbon
Easy Highway Access house (3queen 2full size bed)
5 bedrooms, 4 beds, 3 bathrooms
3–8 Sept
5.0 out of 5 average rating, 13 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
Guest favourite
Loft in Edwardsville
Main Street Loft
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
4.94 out of 5 average rating, 47 reviews
Top guest favourite
Home in Carlyle
The Nest @ OliveOaks near Breese and Carlyle
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Maryville
Hidden Woods Haven
4 bedrooms, 4 queen beds, 3 bathrooms
14–19 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Edwardsville
Brick B&B - 3Bed 2Full Bath! Downtown Edwardsville
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.9 out of 5 average rating, 173 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
Top guest favourite
Townhouse in Belleville
Cheerful 3-Bedroom Townhome | 1.5 Bath | King Bed
3 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
4.89 out of 5 average rating, 266 reviews
Guest favourite
Home in Caseyville
Spacious 4BR Retreat w/ Hot Tub and Pool Table
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.89 out of 5 average rating, 80 reviews
Superhost
Home in Edwardsville
Brand New 3 bedroom home fully furnished
3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.84 out of 5 average rating, 25 reviews