- Air Conditioner
- Pet Friendly
- Security/Safety
Cottages in Highland
Stay in a Cottages in Highland – Plan Your Next Vacation to Highland Today!
Guests
Find the Best Cottages for Your Highland Trip
Smartours makes it easy to discover stays that match your style, budget, and location.
Why Book Your Trip to Highland with Smartours?
Here’s why smart travelers plan travel with Smartours
Smarter Stays
Cottages selected for comfort, location and value – giving you the ideal base for your adventures.
Smarter Itineraries
AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
Smarter Exploration
Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.
How to Book Your Stay in Highland?
What’s the Smartours booking process?
Our platform connects you to a curated selection of Cottages in Highland. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.
Booking Steps
Search Stays
Use Smartours filters to find accommodations that match your style, location preferences, and budget.
View Details
Click on a listing to see photos, amenities, reviews, and pricing.
Book Securely
Follow the link to finalize your reservation directly with our verified booking partner.
Common Trip Amenities in Highland?
What amenities can you expect on your Smartours trip?
Our handpicked Cottages in Highland are chosen for comfort, convenience, and style — often with thoughtful extras to make your trip even more memorable. Here’s what you might look forward to
Indoor Features
- Fully equipped kitchens or kitchenettes
- Comfortable living areas with smart TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-room coffee and tea facilities
- Premium bedding for restful nights
- Modern bathrooms with walk-in showers or soaking tubs
Outdoor Amenities
- Balconies, terraces, or rooftop lounges with scenic views
- Swimming pools, either private or shared
- Outdoor dining spaces with BBQ or grill access
- Gardens or courtyards for relaxing downtime
- On-site parking or easy transport access
- Proximity to key attractions, markets, or nature trails
Frequently Asked Questions
What are the top rated Cottage Rentals in Highland?
There are a lot of options in Highland. If you plan on staying in the Highland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Highland:
- Quiet villa located one block from McKendree University in Lebanon Illinois.
- Craftsman styled home in the heart of downtown Highland
- Sunset Cottage - 2 King beds! Downtown Glen Carbon
- Heritage House,Walking distance to Breese Legion and Main st
- The Hangar - Healthcare/Military friendly!
- LARGE 3000 sq. ft 2nd story Loft - Ideal Families & Friends. Always updating!
- Close to McKendree, Scott AFB & St. Louis
- The Loft on the Square
- Beautiful Historic Lebanon Illinois 2 Bedroom Villa
- The PanAm Flat - 2bed/2bath next to hospitals & Scott AFB
How much does it cost to rent a cottage in Highland?
The average cost for a cottage rental in Highland is $165 per night. Smartours has a wide list of great cottages near Highland that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Highland that allow pets?
Yes, here are the top cottage rentals in Highland that allow you to bring your pet:
- Charming 2-bedroom house facing bike trails in Downtown Glen Carbon
- Sunset Cottage - 2 King beds! Downtown Glen Carbon
- Escape to a private 3BR waterfront retreat on a 7-acre pond near Route 66. Enjoy peaceful views, a fire pit with seating, fishing dock, and spacious living areas. Perfect for relaxing getaways with easy access to St. Louis attractions.
- Charming Edwardsville Home: Walk to Downtown!
- Drury Inn & Suites St. Louis O'Fallon, IL
- Craftsman styled home in the heart of downtown Highland
See all pet-friendly vacation rentals in Highland on Smartours
Do you have any rental cottages in Highland that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Highland to find one that works for you.
Are there quality cottages in Highland that have indoor swimming pools?
As of 2026, the data from Smartours shows that there are Over 2 private swimming pools or cottages with indoor pools in the Highland area along with other great amenities.
