filters

Search results; Over 1,000 homes in Highland

Photo 1 of 29
Top guest favourite
Home in Highland
Beautiful craftsman style home, built in 1930.
6 bedrooms, 8 beds, 3 private bathrooms
5–10 Sept
,
5.0 out of 5 average rating, 118 reviews
Photo 1 of 29
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
Photo 1 of 10
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
Photo 1 of 29
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
Photo 1 of 23
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
Photo 1 of 29
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
Photo 1 of 26
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
Photo 1 of 15
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
Photo 1 of 29
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
Photo 1 of 17
Guest favourite
Loft in Edwardsville
Main Street Loft
3 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
4.94 out of 5 average rating, 47 reviews
Photo 1 of 18
Top guest favourite
Home in Lebanon
Historic Lebanon 2Bed2Bath Home
2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 28 reviews
Photo 1 of 28
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
Photo 1 of 19
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
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Home in Breese
Heritage House, Small Town Comfort, Legion/KC Hall
3 bedrooms, 4 king beds, 2 bathrooms
22–27 Oct
4.96 out of 5 average rating, 112 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 18
Home in O'Fallon
charming family home with wooded yard SAFB/STL
3 bedrooms, 6 beds, 2 bathrooms
29 Oct – 3 Nov
4.76 out of 5 average rating, 112 reviews
Photo 1 of 29
Guest favourite
Home in Beckemeyer
The Carol Inn
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 98 reviews