Search Vacation Homes in Highland

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 16 Vacation Homes in Highland with updated reviews, rates, and availability.

Historic Lebanon, quiet 2 Bedroom 2 Bath home!
10.0 out of 10, Exceptional, (29)
"We were very impressed with this property, super clean and comfortable. Beds were just right for my wife, but a little soft for me (not a problem). House has no traffic noise and is very easy to get to from downtown and Rt 4. All in all, I highly recommend this property for extended stay."
Historic Lebanon, quiet 2 Bedroom 2 Bath home!
Cozy Corner Mascoutah
9.6 out of 10, Exceptional, (51)
"The house is very homey and well maintained. We loved the quiet family oriented neighborhood with the ease of getting to McKendree. Susan was quick to respond and check in super easy!"
The price is SAR 394
SAR 732 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Corner Mascoutah
Charming Edwardsville Home: Walk to Downtown!
9.8 out of 10, Exceptional, (9)
"We enjoyed everything about our stay! The house had everything we needed, the beds were super comfortable, we enjoyed all the board games, and our girls LOVED the upstairs bedroom! We would definitely stay here again."
Charming Edwardsville Home: Walk to Downtown!
Skyline - Military/Family Friendly
10.0 out of 10, Exceptional, (12)
"We had the greatest time! Never been to that area and we loved it! Your property was perfect in a perfect location!! We loved it! tMcKendree,Shiloh"
Skyline - Military/Family Friendly
3 Bedroom Home - Lake Views on 3 Sides
9.4 out of 10, Exceptional, (91)
"The pictures match the property very well. House was clean stocked with everything that you would need for a family. There was good fishing on the lake."
3 Bedroom Home - Lake Views on 3 Sides
Private 4 Bedroom Home with a hot tub
9.4 out of 10, Exceptional, (50)
"Great house. Unique location in the country. Great access to St Louis and horse track in Collinsville, Illinois."
Private 4 Bedroom Home with a hot tub
THE NEST getaways&gatherings, beach/lake sleeps 20+
10.0 out of 10, Exceptional, (36)
"This is our second stay at the Nest. We love everything about it. House, Beach, Shade, Outdoor Play Area. The property managers are easy to reach and responsive. Highly recommend a stay here. "
THE NEST getaways&gatherings, beach/lake sleeps 20+
Downtown Midcentury Home- Walk to Everything!
10.0 out of 10, Exceptional, (20)
"We were in Edwardsville for a wedding and this was a very fun place to stay! Super great location, we were able to walk most places. The house was very clean and had lots of character. Also, had lots of space for us to all be able to hang out and catchup. We even had a welcome binder with the answer to any questions we may have or detail we may need. Seems like the hosts tried to think of it all. The perfect place to stay for the weekend!!"
Downtown Midcentury Home- Walk to Everything!
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock
10.0 out of 10, Exceptional, (19)
"We rented the Nest too. We had 8 people there and 11 at the Aerie. Each couple was able to have their own space this way. Adults didn't have to give up their privacy. At the Aerie, the living space, kitchen and rec room were spacious. We were fortunate to have perfect weather so we were outside all day and into the night. The outdoor space was fabulous for outdoor eating and "playing". We all give this venue A thumbs up!"
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock
Craftsman styled home in the heart of downtown Highland
10.0 out of 10, Exceptional, (41)
"We had a wonderful stay! Plenty of room and Jennifer did a fantastic job of communicating with us! "
Craftsman styled home in the heart of downtown Highland
Reel 'Em Inn
9.6 out of 10, Exceptional, (4)
"The game room was the highlight of the house. Lots of room for the whole group and the bedrooms were very spacious! We really enjoyed our stay and we’re impressed with how nice the house was! Would definitely recommend to stay here!"
Reel 'Em Inn
5 bedrooms near SAFB
7.0 out of 10, Good, (8)
"We loved our stay"
5 bedrooms near SAFB
Walking distance to Breese Legion and Main st
10.0 out of 10, Exceptional, (10)
"thanks again for the use of your home. Everything worked out great."
Walking distance to Breese Legion and Main st
Cali Coast * Small home in quiet neighborhood
9.4 out of 10, Exceptional, (6)
"Smooth in every aspect,super quiet and comfortable small accom,great response from owner,def stay again when I visit as in a good location"
Cali Coast * Small home in quiet neighborhood
Main Stay on Market -Military/Healthcare Friendly
Main Stay on Market -Military/Healthcare Friendly
General Green is a travelers dream!
10.0 out of 10, Exceptional, (1)
"Everything about this rental was perfect from the initial booking, to communication, to the wonderful little extra touches around the house. It was perfect for my family of 5 to enjoy our trip to IL together. I would absolutely return to this house if I am back in that area again. I have stayed in many VRBOs but this was one of the most pleasant overall experiences that I have had. Thanks so much!"
General Green is a travelers dream!
HannLeveling Vacation House Illinois
HannLeveling Vacation House Illinois
Don't see what you're looking for?
See all available properties in Highland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Highland

Craftsman styled home in the heart of downtown Highland
10.0 out of 10, Exceptional, (41)
"We had a wonderful stay! Plenty of room and Jennifer did a fantastic job of communicating with us! "
Craftsman styled home in the heart of downtown Highland
The Loft on the Square
The Loft on the Square
The Swiss Post Apartment A
2.0 star property
The price is SAR 1,313
SAR 2,109 total
includes taxes & fees
23 Sep - 24 Sep
The Swiss Post Apartment A
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.