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

Check prices for these dates

Compare 21 Vacation Homes in Highland with updated reviews, rates, and availability.

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (48)
"It was a perfect space for us during my wedding weekend. The home was open and nice and easy to gather in "
Craftsman styled home in the heart of downtown Highland

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (56)
"Very clean and cozy"
The price is SAR 394
SAR 720 total
includes taxes & fees
18 Feb - 19 Feb
Cozy Corner Mascoutah

Charming Edwardsville Home: Walk to Downtown!

10.0 out of 10, Exceptional, (12)
"We had an amazing time! The house was wonderful and we couldn’t have been happier. Location was great! We were able to so wedding prep on Friday and have a nice place to hang out and relax between events. Flawless transaction!! "
Charming Edwardsville Home: Walk to Downtown!

Historic Lebanon, quiet 2 Bedroom 2 Bath home!

10.0 out of 10, Exceptional, (40)
"This is our second time staying here. It was perfect once again! The home is in a safe neighborhood that is centrally located between Staunton, Belleville and Fairview. We moved away from the area and this is the perfect place to come back when visiting family. "
Historic Lebanon, quiet 2 Bedroom 2 Bath home!

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+

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

Downtown Midcentury Home- Walk to Everything!

10.0 out of 10, Exceptional, (22)
"We stayed a week, beds were comfortable and perfect location."
Downtown Midcentury Home- Walk to Everything!

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

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

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

Walking distance to Breese Legion and Main st

10.0 out of 10, Exceptional, (11)
"Love this property. Highly recommend. The owners are great to work with and very responsive. We appreciate them sharing their home with us. "
Walking distance to Breese Legion and Main st

5 bedrooms near SAFB

7.0 out of 10, Good, (8)
"We loved our stay"
5 bedrooms near SAFB

Skyline - Military/Family Friendly

10.0 out of 10, Exceptional, (13)
"We had a great time staying at Skyline. From start to finish, everything met our expectations. The communication with the hosts was smooth and prompt.The space was clean and decorated very well, making it a cozy and relaxing atmosphere. One of our favorite features was the framed line art pictures of famous city skylines on the walls throughout the home. Each framed skyline was numbered for a fun guessing game. The answer key was also framed near the kitchen. Such a cool idea. It was exactly as...
Skyline - Military/Family Friendly

The Beaumont Retreat

10.0 out of 10, Exceptional, (1)
"Wonderful experience! The host is SO accommodating and kind, and really has thought of absolutely everything. This house is so well stocked and comfortable that it feels like you are staying at a friend or family members house! The host is super responsive and goes above and beyond to make you feel welcome. Great central location. We will be back!"
The Beaumont Retreat

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

The Beaumont Suite !

The Beaumont Suite !

Main Stay on Market -Military/Healthcare Friendly

10.0 out of 10, Exceptional, (1)
Main Stay on Market -Military/Healthcare Friendly

The Maple Cottage

The price is SAR 368
SAR 705 total
includes taxes & fees
10 Mar - 11 Mar
The Maple Cottage

Centrally located, 7 miles from ScottAFB, 14 miles to Downtown St Louis

Centrally located, 7 miles from ScottAFB, 14 miles to Downtown St Louis

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!
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.
Don't see what you're looking for?
See all available properties in Highland
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, (48)
"It was a perfect space for us during my wedding weekend. The home was open and nice and easy to gather in "
Craftsman styled home in the heart of downtown Highland

The Swiss Post Apartment B

2.0 star property
The Swiss Post Apartment B

The Swiss Post Apartment A

2.0 star property
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.