Theme Park Hotels - Vacation Rentals in Highland

Spacious Cabin on the Wisconsin River! From US $577
         

9.6 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
AmericInn by Wyndham Dodgeville From US $106
         

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8.2 (238 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
AmericInn by Wyndham Dodgeville From US $135
         

8.4 (567 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin From US $268
         

River's Edge Cabin, LLC From US $158
         

10.0 (82 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Amish-Built Cabin in the Driftless Area From US $137
         

10.0 (73 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in Highland

Over 35+ Luxury Places to Stay in or Near Highland
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly From US $335
         

Private Ridge top Cabin/House From US $328
         

10.0 (5 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Enjoy peaceful surroundings From US $310
         

9.8 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point From US $292
         

Top-Rated Vacation Rentals with a Pool in Highland

Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Highland
Don Q Inn From US $83
         

8.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Dodgeville Inn & Suites From US $152
         

7.9 (139 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Don Q Inn From US $90
         

7.7 (120 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Barn at Big Valley Ranch From US $528
         

10.0 (50 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Driiftless Cottage From US $115
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Highland

Over 3+ Pet-Friendly Vacation Rentals in or Near Highland
Silver Birch Retreat. Spacious, pet friendly country home From US $180
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
River Road Getaway From US $241
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Secluded Driftless Area Getaway on 30 Wooded Acres From US $255
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Highland on PetFriendly.io

Large Vacation Homes & Villas in Highland

Over 2+ Large Vacation Homes & Villas in or Near Highland
The Lodge at Big Valley Ranch From US $580
         

9.8 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Eco-Friendly/Sustainable White Oak Savanna Events Farm & Sanctuary From US $641
         

Wheelchair Accessible Vacation Homes in Highland

Over 2+ Wheelchair Accessible Vacation Homes in or Near Highland
Unwind at Driftless Pines - NEW From US $175
         

5.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens
Super 8 by Wyndham Dodgeville From US $67
         

5.9 (129 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Highland Varoom and Airbnb Places to Stay Under $200

Over 5+ Highland Varoom and Airbnb Places to Stay Under $200
Cheese Wedge Cabin Idyllic Farm From US $199
         

10.0 (1 Review)
Cabin
  • Parking
  • Balcony/Terrace
  • Security/Safety
Super 8 by Wyndham Dodgeville From US $79
         

7.6 (836 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Highland

Over 2+ Instantly Bookable Vacation Homes in or Near Highland
Highland: Driftless Fun Awaits From US $219
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
River Road Retreat From US $241
         

9.6 (23 Reviews)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Highland Vacation Rentals

With more than 44 Highland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Themeparkhotels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Highland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Themeparkhotels Highland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Highland. Places to stay near Highland are 1020.8 ft² on average, with prices averaging $278 a night.

Themeparkhotels makes it easy and safe to find and compare vacation rentals in Highland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Highland

Type Count
Vacation Homes 17
Cabin Rentals 13
Hotels with Suites 7
Cottages 3
Others 2
Holiday Apartments 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Highland

Pro Tip: Themeparkhotels makes it easy to compare the best listings on Themeparkhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Themeparkhotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Highland.

Weather in Highland

View the weather forecast for Highland before booking your Highland Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F