Upson holiday homes

We found 126 holiday rentals — enter your dates for availability
Discover a selection of 14 homes, 10 chalets and holiday rentals in Upson that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, such as parking and air conditioning. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Upson

Showing deals for:8 Jan - 15 Jan

Room
Outdoor dining
Private kitchen
Property grounds
Exceptional
(5 reviews)

Serenity Now | 4BR Trailside / Lakefront Cabin

Hurley

8% off
NZ$5,003
for 7 nights, 1 home
NZ$715 per night
includes taxes & fees
Serenity Now | 4BR Trailside / Lakefront Cabin
Cabin driveway
View from dock in summer.
Kitchen, dining area
Nice eater walleye! New screened in porch in back.
Exceptional
(121 reviews)

Authenic Amish built log cabin on 3,300 acre Gile Flowage. All Modern Amenities

Montreal

9% off
NZ$4,216
for 7 nights, 1 cabin
NZ$602 per night
includes taxes & fees
Authenic Amish built log cabin on 3,300 acre Gile Flowage. All Modern Amenities
Living area
Terrace/patio
Exterior
Dining
Exceptional
(8 reviews)

Charming Lakefront Cabin. 100 ft private beach with dock on Lake of the Falls.

Mercer

8% off
NZ$3,239
for 7 nights, 1 cabin
NZ$463 per night
includes taxes & fees
Charming Lakefront Cabin. 100 ft private beach with dock on Lake of the Falls.
Interior
Property grounds
Living area
Living area
Exceptional
(55 reviews)

Eureka Lake Log Cabin Retreat

Mellen

8% off
NZ$2,632
for 7 nights, 1 cabin
NZ$376 per night
includes taxes & fees
Eureka Lake Log Cabin Retreat
Private kitchen
Living area
Dining
Exterior
Exceptional
(17 reviews)

Lake house

Hurley

8% off
NZ$2,222
for 7 nights, 1 home
NZ$317 per night
includes taxes & fees
Lake house
Living area
Interior
Exterior
Living area
Exceptional
(12 reviews)

Mercer, WI Beautiful Flambeau Flowage Cabin

Butternut

16% off
NZ$4,143
for 7 nights, 1 cabin
NZ$592 per night
includes taxes & fees
Mercer, WI Beautiful Flambeau Flowage Cabin

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Upson getaway

Learn about the unique charm of Upson with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Upson

Are you searching for attractions to see during your stay? Venture out of your holiday home and experience everything that makes Upson a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Whitecap Mountains (2.5 mi / 3.9 km)
  • ABR Trails (12.7 mi / 20.4 km)
  • Big Powderhorn Mountain Resort (17.7 mi / 28.5 km)
  • Park Falls Country Club (29.1 mi / 46.8 km)
  • Eagle Bluff Golf Club (11.5 mi / 18.6 km)

Exploring the natural features in Upson

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Upson. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Whitecap Mountains (2.5 mi / 3.9 km)
  • Potato River Falls (8.7 mi / 14 km)
  • Copper Falls State Park (11.4 mi / 18.4 km)
  • Mount Zion Park (13.5 mi / 21.8 km)
  • Lake of the Falls (18.2 mi / 29.3 km)
  • Fox Lake (18.5 mi / 29.7 km)

Travelling to and around Upson

Fly into Ironwood, MI (IWD-Gogebic County), the closest airport, located 16.8 mi (27.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Upson when booking a holiday rental?
When considering a holiday rental in Upson, Wisconsin, the surrounding areas of Iron County are worth exploring for a delightful stay. One popular neighbourhood is the charming community of Hurley, which offers a warm atmosphere and a variety of properties to choose from. This area is known for its proximity to beautiful natural landscapes, including the scenic Montreal River, superb for outdoor enthusiasts who enjoy activities such as fishing and hiking.Another appealing option is the picturesque town of Mercer, which is just a short drive from Upson. This quaint area boasts an array of rental properties, from cozy cabins to larger homes, making it suitable for families or groups. Mercer is renowned for its stunning lakes, and visitors often enjoy spending time at the nearby Turtle Flambeau Flowage, an ideal spot for kayaking and birdwatching. Additionally, the local shops, restaurants, and the famous Loon Lake provide a friendly and inviting atmosphere for tourists.
Where are the best areas for renting a beach house in Upson?
For renting a beach house in Upson, Wisconsin, visitors should consider the scenic shores of nearby lakes, particularly Lake Wazee. This area offers a selection of holiday rentals that typically feature amenities such as private docks, outdoor seating areas, and fully equipped kitchens, making them ideal for families or groups wanting to enjoy a lakeside getaway. Many properties boast large decks or patios where guests can relax and take in the tranquil views of the water.Additionally, the nearby Chequamegon National Forest provides a beautiful natural backdrop, with opportunities for hiking, biking, and other outdoor activities. Rentals in this vicinity often include access to recreational equipment such as kayaks or canoes, allowing guests to fully embrace the lake experience. The area's peaceful atmosphere and close proximity to nature trails enhance the charm of a beach house rental, making it a great destination for those looking to unwind and explore the outdoors.
Where are the best Upson ski resort rentals?
For those seeking ski resort rentals in Upson, Wisconsin, the nearby ski area is the Whitecap Mountains Resort, located a short drive away. In the Upson area, travellers can find a variety of rental options including cosy cabins and lodges that cater to winter sports enthusiasts. Many properties come equipped with essential amenities such as fully stocked kitchens, which facilitate self-catering, and spacious living areas that provide warmth and comfort after a day on the slopes.In addition to the immediate rentals, the surrounding areas like Montreal and Ironwood also offer appealing accommodations. Here, visitors can discover rustic chalets and modern condos, some of which feature amenities like fireplaces, outdoor hot tubs, and panoramic views of the snow-covered landscape. Proximity to local dining options and outdoor activities, including snowshoeing and snowmobiling trails, enhances the appeal of these rentals.For those looking to immerse themselves in the natural beauty of the Northwoods, many properties are set against picturesque backdrops, providing easy access to both ski slopes and winter hiking trails.
What is the most popular type of holiday rental accomodation in Upson?
In Upson, holiday houses are the most popular type of holiday rental, with around 11 available in the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and often outdoor spaces such as decks or patios for enjoying the natural surroundings. Additionally, there are several chalets, cabins, and cottages that provide a charming, rustic atmosphere, making them ideal for a getaway in this serene part of Wisconsin. Many of these rentals come with amenities like wood-burning stoves or fireplaces, offering a cozy retreat after a day of exploring the local scenery.
Are there any family house rentals in Upson?
In Upson, Wisconsin, there are some family-friendly house rentals available, with approximately 18 options to choose from. This charming area is known for its stunning natural surroundings, making it an ideal destination for families seeking outdoor adventures. Many of these homes provide spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces superb for children to play and explore.Visitors can enjoy easy access to nearby attractions, such as the picturesque Ottawa National Forest, where opportunities for hiking, fishing, and wildlife watching abound. Additionally, the area is close to local lakes, ideal for swimming or boating during the warmer months.
Can I rent a holiday home with a pool or hot tub in Upson?
In Upson, Wisconsin, there are several holiday homes available for rent that feature pools and hot tubs, with around 14 options to consider. This charming area, located amidst the natural beauty of the Northwoods, offers a peaceful retreat for travellers. Many of these properties come with amenities such as private pools and hot tubs, superb for relaxation after a day of exploring the surrounding landscapes.Visitors can also expect fully equipped kitchens in these homes, allowing for convenient self-catering, along with spacious living areas for gatherings.
Are there pet-friendly house rentals in Upson?
In Upson, Wisconsin, there are several pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. Many of these properties feature amenities such as spacious yards, fully equipped kitchens, and comfortable living areas, making them suitable for families or groups.The area is surrounded by beautiful natural scenery, offering opportunities for outdoor activities like hiking, fishing, and exploring the nearby Chequamegon National Forest. This vast expanse of wilderness provides trails and lakes where you and your pet can enjoy the great outdoors together.
Are there any remote work holiday rentals in Upson?
In Upson, Wisconsin, there are several remote work-friendly holiday rentals available, with around 27 options for travellers to choose from. This picturesque area offers a serene environment, ideal for those looking to combine work and leisure. Many of the properties come equipped with amenities such as high-speed Wi-Fi and dedicated workspaces, ensuring a comfortable setup for remote working.Visitors can expect a range of accommodation styles, from cosy cabins to larger homes, often featuring well-appointed kitchens, comfortable living areas, and outdoor spaces to unwind after a day of work. The natural beauty of Upson, with its nearby lakes and scenic trails, provides excellent opportunities for relaxation and exploration during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Upson?
In Upson, popular holiday rental amenities include well-equipped kitchens, inviting fireplaces, and spacious decks or patios superb for enjoying the serene surroundings. Many rentals also provide coffee and tea makers for a warm beverage any time of day, along with onsite parking to ensure convenience for guests.
What are the top attractions in Upson?
In Upson, Wisconsin, visitors can take part in the natural beauty of the area, particularly at the nearby Copper Falls State Park, which features stunning waterfalls and picturesque hiking trails. The park offers opportunities for outdoor activities such as hiking, birdwatching, and picnicking, making it a superb spot for nature enthusiasts.For those interested in winter sports, the area is close to various snowmobiling trails and cross-country skiing opportunities, providing ample options for outdoor fun during the colder months.Additionally, Upson's proximity to the scenic Potato River provides a tranquil setting for fishing and canoeing, attracting those who appreciate water-based activities.
Are all fees included in the Upson 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 Upson holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Upson 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 Upson holiday homes?
You can find great discounts on holiday homes in Upson 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 Upson holiday home booking on Bookabach?
To find Upson 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 Upson?
A long-stay holiday home in Upson 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 Upson holiday home?
Book your Upson 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 Upson?
Prices for holiday homes in Upson 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 Upson 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.