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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 23 Vacation Homes in Highland with updated reviews, rates, and availability.

Craftsman styled home in the heart of downtown Highland
Fridge, microwave, oven, stovetop

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (51)
"Had a great stay. House was clean and perfect for our large group to stay in comfortably. "
Craftsman styled home in the heart of downtown Highland
Historic Lebanon, quiet 2 Bedroom 2 Bath home!
Fridge, microwave, oven, stovetop

Historic Lebanon, quiet 2 Bedroom 2 Bath home!

10.0 out of 10, Exceptional, (43)
"Stayed here during family weekend at McKendree. Cute, clean and comfortable! "
Historic Lebanon, quiet 2 Bedroom 2 Bath home!
Cozy Corner Mascoutah
Fridge, microwave, oven, stovetop

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (58)
"The family had a great time in Mascoutah. The house is within walking distance to the grocery store, bars, and restaurants. "
The price is AEDĀ 386
AEDĀ 705 total
includes taxes & fees
11 May - 12 May
Cozy Corner Mascoutah
Downtown Midcentury Home- Walk to Everything!
Fridge, microwave, oven, stovetop

Downtown Midcentury Home- Walk to Everything!

10.0 out of 10, Exceptional, (24)
"We stayed a week, beds were comfortable and perfect location."
Downtown Midcentury Home- Walk to Everything!
The Maple Cottage
Fridge, microwave, oven, stovetop

The Maple Cottage

10.0 out of 10, Exceptional, (2)
"Amazing place to stay! Very clean and nice inside. Everything you needed was provided, a yard and carport as well! The owners are super friendly and sweet. Everything you need is 5 minutes down the road. The house was extremely pretty and roomy! Our family loved staying here and would absolutely do it again next time! Thank you for everything!!"
The Maple Cottage
Charming Edwardsville Home: Walk to Downtown!
Exterior detail

Charming Edwardsville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (16)
"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
Interior

Skyline - Military/Family Friendly

10.0 out of 10, Exceptional, (16)
"Property was very nice, clean, in a good location."
Skyline - Military/Family Friendly
3 Bedroom Home - Lake Views on 3 Sides
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

Private 4 Bedroom Home with a hot tub

9.4 out of 10, Exceptional, (51)
"This is our second time at the property, itā€™s perfect for our family. Clean, comfortable beds, nice kitchen and we enjoyed the pool table!"
Private 4 Bedroom Home with a hot tub
Reel 'Em Inn
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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+
Property grounds

THE NEST getaways&gatherings, beach/lake sleeps 20+

10.0 out of 10, Exceptional, (36)
"The house was wonderful and the beach a lot of fun. It was the perfect family vacation spot!"
THE NEST getaways&gatherings, beach/lake sleeps 20+
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock
Exterior

The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock

10.0 out of 10, Exceptional, (19)
"What a great location and place to stay! Wonderful view of the lake especially in the morning to enjoy your coffee! We had plenty of space for everyone to stay and play. The kids liked playing outside and inside with all the games and toys. Wished we could have stayed another week!"
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock
Walking distance to Breese Legion and Main st
Exterior

Walking distance to Breese Legion and Main st

10.0 out of 10, Exceptional, (14)
"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
Main Stay on Market -Military/Healthcare Friendly
Smart TV

Main Stay on Market -Military/Healthcare Friendly

10.0 out of 10, Exceptional, (1)
Main Stay on Market -Military/Healthcare Friendly
The Beaumont Retreat
Fridge, microwave, oven, stovetop

The Beaumont Retreat

10.0 out of 10, Exceptional, (2)
"Place was great! "
The Beaumont Retreat
Cali Coast * Small home in quiet neighborhood
Fridge, microwave, oven, stovetop

Cali Coast * Small home in quiet neighborhood

9.4 out of 10, Exceptional, (6)
"Great experience in a great location! Very attentive owners! We will definitely be booking this property again!"
Cali Coast * Small home in quiet neighborhood
The Beaumont Suite !
Fridge, microwave, oven, stovetop

The Beaumont Suite !

The Beaumont Suite !
Centrally located, 7 miles from ScottAFB, 14 miles to Downtown St Louis
Private kitchen

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!
Fridge, microwave, oven, stovetop

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
Terrace/patio

HannLeveling Vacation House Illinois

HannLeveling Vacation House Illinois
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

Seasons Inn & Suites Highland
In-room safe, desk, iron/ironing board, free WiFi

Seasons Inn & Suites Highland

2.5 star property
8.2 out of 10, Very Good, (564)
"Only hotel in town, free breakfast"
The price is AEDĀ 345
AEDĀ 383 total
includes taxes & fees
14 May - 15 May
Seasons Inn & Suites Highland
Baymont by Wyndham Highland
Room

Baymont by Wyndham Highland

2.0 star property
Baymont by Wyndham 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.