Highland holiday homes

We found 10 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Highland to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Book a holiday rental for your Highland getaway

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Highland. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Highland

Are you hoping to discover things to do in the area? Venture out of your cosy holiday rental and experience everything that makes Highland a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Spring Green General Store (18.2 mi / 29.3 km)
  • WI River Outings (17.6 mi / 28.3 km)
  • Spring Green Golf Course (17.9 mi / 28.9 km)
  • Tower Hill State Park (18.1 mi / 29.2 km)
  • Buckeridge's Home and Gallery (18.5 mi / 29.8 km)
  • Spurgeon Vineyards & Winery (4.1 mi / 6.6 km)

Exploring the natural features in Highland

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Highland is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Blackhawk Lake Recreation Area (4.8 mi / 7.7 km)
  • Eagle Cave (15.8 mi / 25.5 km)
  • Beach at Black Hawk Lake Recreation Area (4.9 mi / 7.9 km)
  • Twin Valley Beach (14.6 mi / 23.5 km)
  • Tower Hill State Park (18.1 mi / 29.2 km)
  • Spring Green Preserve State Natural Area (19.8 mi / 31.9 km)

Frequently asked questions

What is the best area to stay in Highland when booking a holiday rental?
When considering a holiday rental in Highland, Wisconsin, the area around the downtown district stands out as an excellent choice. This charming neighbourhood features a variety of properties that cater to different tastes and budgets, making it a popular spot for visitors. Staying here, you'll find yourself within walking distance of delightful local shops and eateries, providing a taste of the community's warm hospitality.One of the top attractions nearby is the scenic Apple River, which offers picturesque views and opportunities for outdoor activities such as fishing and kayaking. Moreover, the historic Highland Museum showcases the rich heritage of the area, making it an interesting stop for those keen on learning more about local history.
What is the most popular type of holiday rental accomodation in Highland?
In Highland, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups. Many of these properties also include outdoor spaces, such as decks or patios, where guests can relax and enjoy the scenic surroundings. Additionally, there are several cabins available, offering a rustic charm and a closer connection to nature, often set in tranquil locations that enhance the overall getaway experience.
Are there any family house rentals in Highland?
In Highland, Wisconsin, there are several family-friendly house rentals available, providing ample options for those travelling with children. The locale is surrounded by picturesque landscapes, making it an inviting spot for families looking to enjoy nature together. Many of these homes come equipped with spacious living areas, fully stocked kitchens for family meals, and outdoor spaces where kids can play safely.Visitors can take advantage of nearby parks and recreational areas, where activities such as hiking, picnicking, and exploring local wildlife can be enjoyed.
Are there any remote work holiday rentals in Highland?
In Highland, Wisconsin, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties are equipped with reliable Wi-Fi and internet services, ensuring that guests can stay connected during their stay.Travellers can expect a variety of accommodations, from cosy cottages to larger family homes, often featuring dedicated workspaces or comfortable living areas where one can set up a laptop. The tranquil surroundings of Highland provide a peaceful backdrop for remote work, and when it's time to unwind, guests can explore the nearby scenic landscapes, including parks and hiking trails. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Highland?
In Highland, popular rental amenities include fully equipped kitchens, ideal for guests who prefer to prepare their own meals. Many properties also feature coffee and tea makers, enabling travellers to enjoy their morning brews at their convenience. Onsite parking is a common offering, making it easy for visitors to explore the area without concerns about their vehicles. Additionally, several rentals include porches or lanais, providing lovely spaces to relax outdoors. Some properties even come with blenders, superb for whipping up smoothies or other refreshments during a stay.
What are the top attractions in Highland?
Highland, Wisconsin, is a charming small town that offers a variety of attractions for visitors. The local area is known for its picturesque landscapes, making it ideal for outdoor enthusiasts. One of the main draws is the nearby Kickapoo Valley Reserve, which features scenic hiking trails, opportunities for bird watching, and beautiful river views, superb for those who enjoy nature.In the town itself, visitors can explore local shops and cafes that reflect the welcoming community spirit. The Highland Community Park is a lovely spot for a relaxing afternoon, with picnic areas and space for outdoor activities.For those interested in history, the nearby towns of Richland Centre and Viroqua offer museums and heritage sites that showcase the rich cultural background of the region.
Are all fees included in the Highland holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Highland holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Highland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Highland holiday homes?
You can find great discounts on holiday homes in Highland on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Highland holiday home booking on Bookabach?
To find Highland holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Highland?
A long-stay holiday home in Highland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Highland holiday home?
Book your Highland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Highland?
Prices for holiday homes in Highland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Highland to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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