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Apartments in Highland for Rent

Find vacation rentals that suit your style

Apartments

Condos

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Check prices for these dates, December 14 – 15, 2026

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Our top choices for Highland apartments

1. Highland: Driftless Fun Awaits

A living room with two white sofas, a coffee table, a decorative painting, a lamp, and a ceiling fan.

2. Charming 3-bedroom upstairs apartment in welcoming Fennimore.

A hallway with wooden flooring, a dark door, and a small table with a vase.

3. Close to Local Opera House - On the main drag

A room with a blue sofa, a patterned armchair, a red and gold rug, and a ceiling with intricate designs.

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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Top reviews in Highland

Fenway House Hotel

A cozy room with a piano, green walls, and a brick fireplace.

Holiday Inn Express and Suites-Platteville by IHG

An indoor swimming pool with clear safety markings, a lifeguard chair, and a view of the outside through large windows.

Sleep Inn & Suites Lancaster-Platteville

A hot tub with a view of a golf course, a pool, and a sunroom with a door.

AmericInn by Wyndham Boscobel

A wooden cabin with a swimming pool, large windows, and a patio area.

Pine Ridge Motel

A Pine Ridge Motel sign with amenities like clean rooms, phones, new owners, and television.

Best Western Dodgeville Inn & Suites

A wooden cabin room with a glass-enclosed bathtub, a bedside table with a lamp, and a bed with white bedding.

Don Q Inn

A hot tub with a waterfall feature, surrounded by rock-like walls and greenery.

AmericInn by Wyndham Dodgeville

A hotel room with two beds, a wall-mounted light fixture, a window with curtains, and a view of the outdoors.

The Round Barn Lodge

An indoor swimming pool with a wooden ceiling and surrounding seating areas.

Mound View Inn & Suites

A modern bathroom with a large mirror, a bathtub, and a green accent wall.

Ramada by Wyndham Richland Center

A hotel room with a large bed, a separate bathroom with a bathtub, a large mirror, and a television in the corner.

Quality Inn & Suites Belmont - Platteville

A reception area with a wooden reception desk, a digital screen, and a staircase leading to upper floors.

Deer Valley Lodge & Golf

An indoor swimming pool with a slide and a small pool area.

SANDS MOTEL

A room with two beds, a kitchenette, a mirror, and a door.

Napps Motel

A spacious room with large windows, a table with chairs, and a rug.

Frequently Asked Questions

What's it like to stay at an apartment in Highland?

You might have as many choices centrally in Highland, but Expedia can help you locate accommodations within the larger area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or guest houses.

Are you thinking about an apartment instead of a traditional hotel?

Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay away from the tourist areas.

What's the best apartment for a stay in Highland?

Below is a top apartment in the area: Pet-friendly Blue Mounds Vacation Rental w/ Yard!: 25.9 mi/41.7 km away in Blue Mounds.

What can I expect from the weather during my trip to Highland?

Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Highland. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Highland are January, April, March, and December, with each month seeing an average of 8 inches of snowfall.

What should I see in Highland?

Blackhawk Lake Recreation Area and Beach at Black Hawk Lake Recreation Area are a couple of lovely local spots to get outside and enjoy nature. Spurgeon Vineyards & Winery and The House on the Rock are a couple of places you'll find in the larger area.

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