Holiday Rentals in Highland

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Highland

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay! Plenty of room and Jennifer did a fantastic job of communicating with us! "
Craftsman styled home in the heart of downtown Highland

The Swiss Post Apartment B

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice apartment in a great location! Really enjoyed our stay!"
The Swiss Post Apartment B

The Loft on the Square

10.0 out of 10, Exceptional, (2)
"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

The Swiss Post Apartment A

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautifully decorated, clean, and perfect location for my work trip to Highland. Safe neighborhood, food very close, farmers market in the square. Easy check in and out. Second story location with staircase to enter."
The Swiss Post Apartment A

3 Bedroom Home - Lake Views on 3 Sides

9.6 out of 10, Exceptional, (95)
"This place is perfect for your family and works out super for staying in the area for work. Would recommend! "
3 Bedroom Home - Lake Views on 3 Sides

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (67)
"Perfect rental property. My family and I enjoyed our stay in the Cozy Corner. Great location."
The price is €170
includes taxes & fees
30 Sept - 1 Oct
Cozy Corner Mascoutah

3 Bedroom Loft overlooking water

9.6 out of 10, Exceptional, (110)
"Beautiful property overlooking the lake, great communication, and kind host. "
3 Bedroom Loft overlooking water

Cozy Historic Downtown Edwardsville Charmer

9.8 out of 10, Exceptional, (11)
"Wonderful location for what we needed! Comfortable beds and great amenities. Lots of little touches and extras."
Cozy Historic Downtown Edwardsville Charmer

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

10.0 out of 10, Exceptional, (38)
"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+

Walking distance to Breese Legion and Main st

10.0 out of 10, Exceptional, (17)
"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

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

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

The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock

10.0 out of 10, Exceptional, (19)
"Plenty of private space, gathering space, eating area and food prep supplies. Lots to do as well. There was even a rainbow over the lake the last day."
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock

Reel 'Em Inn

9.2 out of 10, Wonderful, (5)
"The overll booking porcess. Bokked through Expedia and then they wnet trough VRBO. Did not like the overall way it was handled. Property itself suited outr purpose."
Reel 'Em Inn

Private 4 Bedroom Home with a hot tub

9.4 out of 10, Exceptional, (51)
"Great space for big family or 2. Communication with owner was quick and easy. Quick to resolve questions. We really enjoyed our stay. thanks"
Private 4 Bedroom Home with a hot tub

Charming 1BR Near Historic Downtown Edwardsville & SIUE

Charming 1BR Near Historic Downtown Edwardsville & SIUE

The Hangar - Healthcare/Military friendly!

10.0 out of 10, Exceptional, (17)
"This place was awesome, very clean and had everything we needed, would definitely consider staying again!"
The Hangar - Healthcare/Military friendly!

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 Retreat

10.0 out of 10, Exceptional, (3)
"Place was great! "
The Beaumont Retreat

The Beaumont Suite !

The Beaumont Suite !
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Hotel Reviews

Find out more about Highland

Find out more about Highland

Everything you need to know about Highland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland holiday rentals we have selected for you start as low as €170 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Highland has a good selection of restaurants. Make sure you have time to check out the architecture and lake views during your trip.

What are some of the best holiday rentals that Highland has to offer?

Craftsman styled home in the heart of downtown Highland: This highly rated holiday home rental in Highland is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Highland?

While you're exploring the area, Silver Lake Park and O'Fallon Family Sports Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Korte Recreation Center and Copper Dock Winery.

What are holiday rentals like in Highland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.