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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
Guest favourite
Home in Highland
Spacious luxury loft in the heart of Highland!
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Highland
Beautiful craftsman style home, built in 1930.
6 bedrooms, 8 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 116 reviews
Top guest favourite
Loft in Highland
Loft on the Square
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Farm stay in Pocahontas
Hilltop Ranch Home on 25 acres bathed in starlight
4 bedrooms, 5 beds, 3.5 bathrooms
23–28 Aug
4.93 out of 5 average rating, 280 reviews
Guest favourite
Flat in Highland
Swiss Post Apartment - A
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Highland
The Mulberry Haus
3 bedrooms, 5 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Pocahontas
Cozy Cottage on 6 Private Acres!
2 bedrooms, 3 beds, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 43 reviews
Room in Lebanon
Private bathroom at Main. SAFB, Boeing, hospitals.
1 queen bed, 2 bathrooms
21–26 Aug
New place to stay
Top guest favourite
Loft in Pocahontas
Peaceful | Private | Lakeview | Highland-Breese
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Belleville
The Historic Garfield Inn
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 611 reviews
Guest favourite
Home in Greenville
Cozy Home on College Ave
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 241 reviews
Guest favourite
Home in Caseyville
The Maple Cottage
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.87 out of 5 average rating, 123 reviews
Guest favourite
Flat in St. Jacob
A Sweet Spot, catering to Traveling Tech/workers
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Boutique hotel in Breese
Breese Inn - Executive Deluxe Room-No added fees!
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 53 reviews
Guest favourite
Home in Hillsboro
2bedroom HOUSE close to downtown!
2 bedrooms, 3 beds, 1 bathroom
7–12 Oct
4.92 out of 5 average rating, 132 reviews
Top guest favourite
Home in Beckemeyer
The Carol Inn
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 96 reviews
Top guest favourite
Home in Lebanon
Historic Lebanon 2Bed2Bath Home
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Guest house in Pocahontas
Cozy Loft near Winery & Venues
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 5 reviews