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Compare 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, (49)
"Our family stayed here for a funeral.for a second time.. The house was perfect for our big family"
Craftsman styled home in the heart of downtown Highland

Historic Lebanon, quiet 2 Bedroom 2 Bath home!

10.0 out of 10, Exceptional, (42)
"It was a very pleasant stay. We ended up staying a tornado watch and warning even losing power for a short time. Our host was extremely attentive, checking on us during the power outage to be sure we were ok and if we needed anything. Would definitely stay here again. "
Historic Lebanon, quiet 2 Bedroom 2 Bath home!

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (57)
"The Cozy Corner is a true gem! The home is super comfortable, exceptionally clean, and located in a quiet neighborhood. The house is stocked with everything you could need and the property manager, Susan, was very responsive. The house is down the street from a school and park which provided a nice place to walk the dogs. This home was just what we needed to recharge during a long, cross-country drive. "
The price is AEDĀ 386
AEDĀ 705 total
includes taxes & fees
4 Apr - 5 Apr
Cozy Corner Mascoutah

Downtown Midcentury Home- Walk to Everything!

10.0 out of 10, Exceptional, (23)
"We liked that the home was clean and the beds were very comfortable. "
Downtown Midcentury Home- Walk to Everything!

The Maple Cottage

The price is AEDĀ 422
AEDĀ 775 total
includes taxes & fees
20 Apr - 21 Apr
The Maple Cottage

Charming Edwardsville Home: Walk to Downtown!

10.0 out of 10, Exceptional, (14)
"The location of the house was perfect for our stay. It's a cute house that's nicely decorated and very clean. I had great communication with the host, and they went out of their way to ensure our safety during a really stormy and potentially dangerous night. We would definitely recommend staying here!"
Charming Edwardsville Home: Walk to Downtown!

Skyline - Military/Family Friendly

10.0 out of 10, Exceptional, (16)
"The location was perfect! Alex was a great host and responded immediately when we had any questions. Would recommend. "
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

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 weā€™re impressed with how nice the house was! Would definitely recommend to stay here!"
Reel 'Em Inn

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+

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

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, (12)
"The house is in a great location, well kept, and worked perfectly for our group. We will be staying there again!"
Walking distance to Breese Legion and Main st

Main Stay on Market -Military/Healthcare Friendly

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

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.
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Other property types in Highland

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (49)
"Our family stayed here for a funeral.for a second time.. The house was perfect for our big family"
Craftsman styled home in the heart of downtown Highland

The Swiss Post Apartment A

2.0 star property
The Swiss Post Apartment A

The Loft on the Square

10.0 out of 10, Exceptional, (1)
"Family stay over holidays. Place was decorated and made us feel at home. Love the historical touches, would stay here again. "
The Loft on the Square
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.