Skip to content
156 stays

Stays in Highland

Enter dates and number of guests to see the total price per night.
Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire house in Edwardsville
5 bedroom Executive home in Edwardsville, Il
10 guests5 bedrooms7 beds3.5 bathrooms
WifiFree parkingKitchenHeating
Rating 4.94 out of 5;36 reviews
SUPERHOST
Entire cabin in Freeburg
St. Louis Metro East Log Cabin
4 guests1 bedroom2 beds1 bathroom
Free parkingHeating
Rating 4.98 out of 5;47 reviews
SUPERHOST
Tiny house in Staunton
Luxury Lakeview Villa #13 near St. Louis
2 guests1 bedroom1 bed1.5 bathrooms
WifiFree parkingKitchenHeating
Rating 4.88 out of 5;51 reviews
Entire loft in Pocahontas
Lakeview!*Private Entrance *Keyless Checkin*Clean!
3 guests1 bedroom2 beds1 bathroom
Free parkingHeating
Rating 5.0 out of 5;7 reviews
Entire cabin in Aviston
Deluxe Cabin #4 - Hidden Lake Winery
2 guestsStudio0 beds1 bathroom
Free parkingHeating
SUPERHOST
Entire house in Collinsville
❤️Spacious and Comfortable Family Home Life
16 guests5 bedrooms8 beds2 bathrooms
WifiFree parkingKitchenHeating
Rating 4.89 out of 5;212 reviews
SUPERHOST
Entire house in Granite City
New and unique in pontoon beach
2 guests1 bedroom1 bed1 bathroom
WifiFree parkingKitchenHeating
Rating 4.96 out of 5;23 reviews
SUPERHOST
Entire house in Mascoutah
The Doll House
6 guests2 bedrooms3 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 4.96 out of 5;181 reviews
SUPERHOST
Entire bungalow in Belleville
Private! KingBed&Kitchen-Yard/Patio & 50” Smart TV
4 guests2 bedrooms3 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 4.88 out of 5;128 reviews
SUPERHOST
Entire loft in Belleville
Silverstein Suite @ Writers' Loft In Downtown
2 guests1 bedroom0 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 4.98 out of 5;440 reviews

Places with great locations

Guests highly rated these places' locations.

SUPERHOST
Rating 4.94 out of 5;36 reviews
  1. Entire house
  2. Edwardsville
5 bedroom Executive home in Edwardsville, Il
Rating 5.0 out of 5;7 reviews
  1. Entire loft
  2. Pocahontas
Lakeview!*Private Entrance *Keyless Checkin*Clean!
SUPERHOST
Rating 4.88 out of 5;51 reviews
  1. Tiny house
  2. Staunton
Luxury Lakeview Villa #13 near St. Louis
SUPERHOST
Rating 4.89 out of 5;212 reviews
  1. Entire house
  2. Collinsville
❤️Spacious and Comfortable Family Home Life
SUPERHOST
Rating 4.96 out of 5;23 reviews
  1. Entire house
  2. Granite City
New and unique in pontoon beach
SUPERHOST
Rating 5.0 out of 5;28 reviews
  1. Entire cabin
  2. Greenville
Wilcott Pines-Spacious lakefront tranquility & fun
SUPERHOST
Rating 4.96 out of 5;181 reviews
  1. Entire house
  2. Mascoutah
The Doll House
SUPERHOST
Rating 4.98 out of 5;85 reviews
  1. Entire guest house
  2. Lebanon
Pool House, Hot Tub, and Dog Paradise
SUPERHOST
Rating 4.98 out of 5;440 reviews
  1. Entire loft
  2. Belleville
Silverstein Suite @ Writers' Loft In Downtown
SUPERHOST
Rating 4.68 out of 5;25 reviews
  1. Entire house
  2. Belleville
Furnished Duplex-Near St. Louis
Rating 5.0 out of 5;13 reviews
  1. Entire bungalow
  2. Alton
Alton Home - Weekend Getaway
SUPERHOST
Rating 5.0 out of 5;34 reviews
  1. Entire house
  2. Lebanon
Close to McKendree, Scott AFB & St. Louis
Rating 5.0 out of 5;4 reviews
  1. Entire guest suite
  2. Edwardsville
Modern Farmhouse Design + Private Guest Suite
SUPERHOST
Rating 4.95 out of 5;38 reviews
  1. Entire flat
  2. Edwardsville
⭐Amenity-Packed Modern Apt Near SIUE/St. Louis⭐
SUPERHOST
Rating 4.97 out of 5;59 reviews
  1. Entire house
  2. Greenville
THE NEST-Secluded Lakehouse In The Trees w/beach
Entire bungalow in Alton
Alton Home - Weekend Getaway
5 guests2 bedrooms2 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 5.0 out of 5;13 reviews
SUPERHOST
Entire house in O'Fallon
2BR House near St. Louis & SAFB
4 guests2 bedrooms3 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 4.79 out of 5;14 reviews
Entire guest suite in Edwardsville
Modern Farmhouse Design + Private Guest Suite
5 guests1 bedroom3 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 5.0 out of 5;4 reviews
SUPERHOST
Entire house in Belleville
Furnished Duplex-Near St. Louis
4 guests2 bedrooms3 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 4.68 out of 5;25 reviews
SUPERHOST
Entire guest house in Lebanon
Pool House, Hot Tub, and Dog Paradise
4 guestsStudio2 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 4.98 out of 5;85 reviews
SUPERHOST
Entire house in Lebanon
Close to McKendree, Scott AFB & St. Louis
4 guests2 bedrooms3 beds1 bathroom
WifiFree parkingKitchenHeating
Rating 5.0 out of 5;34 reviews
Entire cabin in Aviston
Deluxe Cabin #1 - Hidden Lake Winery
2 guestsStudio0 beds1 bathroom
Free parkingHeating
SUPERHOST
Entire flat in Edwardsville
⭐Amenity-Packed Modern Apt Near SIUE/St. Louis⭐
2 guests1 bedroom1 bed1 bathroom
WifiFree parkingKitchenHeating
Rating 4.95 out of 5;38 reviews
Entire guest house in Mascoutah
The Carriage House
3 guests1 bedroom1 bed1 bathroom
WifiFree parkingKitchenHeating
Rating 5.0 out of 5;3 reviews
Entire house in Fillmore
Private Getaway House w/ Pond & Trails on 10 Acres
5 guests2 bedrooms4 beds1 bathroom
Free parkingKitchenHeating
23458
120 of 156 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.