Title: Highland Vacation Rentals from $183: Search Short-Term Rentals | Expedia.com

[Highland Travel Guide](https://expedia.com/Highland.dx6360555)[Hotels in Highland](https://expedia.com/Highland-Hotels.d6360555.Travel-Guide-Hotels)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d6360555.Travel-Guide-Flights)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d6360555.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d6360555.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Wisconsin%2C+United+States+of+America&regionId=6360555&latLong=43.046658%2C-90.379845&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Wisconsin%2C+United+States+of+America&regionId=6360555&latLong=43.046658%2C-90.379845&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Wisconsin%2C+United+States+of+America&regionId=6360555&latLong=43.046658%2C-90.379845&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Wisconsin%2C+United+States+of+America&regionId=6360555&latLong=43.046658%2C-90.379845&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Wisconsin%2C+United+States+of+America&regionId=6360555&latLong=43.046658%2C-90.379845&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CHALET)

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## Top Highland Hotel Reviews

![The Round Barn Lodge](https://images.trvl-media.com/lodging/12000000/11610000/11601700/11601632/a703b3e3_y.jpg)

### The Round Barn Lodge

6/10 Okay

"Older establishment. Clean but very bright in the rooms and mattresses could definitely be updated. "

[](https://expedia.com/Dodgeville-Hotels-The-Round-Barn-Lodge.h11601632.Hotel-Information)

![Sleep Inn & Suites Lancaster-Platteville](https://images.trvl-media.com/lodging/69000000/68630000/68623600/68623538/62e29a3e_y.jpg)

### Sleep Inn & Suites Lancaster-Platteville

10/10 Excellent

"Very friendly staff. Love pet friendly hotels. "

[](https://expedia.com/Dodgeville-Hotels-Sleep-Inn-Suites-Lancaster-Platteville.h68623538.Hotel-Information)

![Ramada by Wyndham Richland Center](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/ef304774_y.jpg)

### Ramada by Wyndham Richland Center

8/10 Good

"Parking was good. Close to the Phoenix center"

[](https://expedia.com/Dodgeville-Hotels-Ramada-By-Wyndham-Richland-Center.h183280.Hotel-Information)

![Don Q Inn](https://images.trvl-media.com/lodging/2000000/1290000/1287600/1287588/8277a06e_y.jpg)

### Don Q Inn

10/10 Excellent

"Super easy access to everything and rooms are huge! Very clean and smells amazing in there! We even asked what scents they used because we enjoyed it!"

[](https://expedia.com/Dodgeville-Hotels-Don-Q-Inn.h1287588.Hotel-Information)

![Pine Ridge Motel](https://images.trvl-media.com/lodging/7000000/6610000/6600700/6600621/18c05438_y.jpg)

### Pine Ridge Motel

10/10 Excellent

"Friendly staff, clean room, quiet location, plus coffee, fridge, microwave. Great value for the money. "

[](https://expedia.com/Dodgeville-Hotels-Pine-Ridge-Motel.h6600621.Hotel-Information)

![Best Western Dodgeville Inn & Suites](https://images.trvl-media.com/lodging/1000000/70000/63200/63126/0130b61e_y.jpg)

### Best Western Dodgeville Inn & Suites

10/10 Excellent

"Clean room, good price, very happy with stay. Second time user. "

[](https://expedia.com/Dodgeville-Hotels-Best-Western-Dodgeville-Inn-Suites.h63126.Hotel-Information)

![AmericInn by Wyndham Dodgeville](https://images.trvl-media.com/lodging/40000000/39580000/39577100/39577071/022ea20c_y.jpg)

### AmericInn by Wyndham Dodgeville

10/10 Excellent

"Everything was super clean. Breakfast was ready on time and it was an easy check out procedure."

[](https://expedia.com/Dodgeville-Hotels-AmericInn-By-Wyndham-Dodgeville.h39577071.Hotel-Information)

![Quality Inn & Suites Belmont - Platteville](https://images.trvl-media.com/lodging/2000000/1220000/1216900/1216900/e7dec56f_y.jpg)

### Quality Inn & Suites Belmont - Platteville

10/10 Excellent

"Room was clean and comfortable. How to turn on the shower was a little difficult."

[](https://expedia.com/Dodgeville-Hotels-Quality-Inn-Suites-Belmont-Route-151.h1216900.Hotel-Information)

![Deer Valley Lodge & Golf](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/f196b97c_y.jpg)

### Deer Valley Lodge & Golf

6/10 Okay

"Overall okay stay. Large stain on comforter. Food on the remote. Few options for breakfast. Otherwise everything else is "okay""

[](https://expedia.com/Barneveld-Hotels-Deer-Valley-Lodge-Golf.h11266818.Hotel-Information)

## Find out more about Highland

**Everything you need to know about Highland vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Highland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Highland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Highland rentals**

At Expedia, we put the best Highland vacation 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 vacation.

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.

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- [Vacation Homes in Highland ](https://expedia.com/Highland-Private-Vacation-Homes.d6360555-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Highland ](https://expedia.com/Highland-Cabins.d6360555-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Highland ](https://expedia.com/Highland-Apartments.d6360555-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Highland ](https://expedia.com/Highland-Cottages.d6360555-aaCottages.Travel-Guide-Accommodation)
- [Motels in Highland ](https://expedia.com/Highland-Motels.d6360555-aaMotels.Travel-Guide-Accommodation)
- [Chalets in Highland ](https://expedia.com/Highland-Chalets.d6360555-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Highland ](https://expedia.com/Highland-Lodges.d6360555-aaLodges.Travel-Guide-Accommodation)
- [B&B in Highland ](https://expedia.com/Highland-Bed-And-Breakfast.d6360555-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Highland ](https://expedia.com/Highland-Guest-Houses.d6360555-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Highland?

### What are some of the best vacation home rentals that Highland has to offer?

### What’s there to see and do in Highland?

### What’s a vacation rental in Highland like?

### Expedia's Latest Trends

Hotels

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Packages

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General

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