Northwoods Vacation Rentals Chalets, condos, and single family homes for rent in and around the Northwoods area. Where Wisconsin Florence County Town of Long Lake Town of Tipler - People 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + 13 + 14 + 15 + 16 + 17 + 18 + 19 + 20 + 21 + 22 + 23 + 24 + 25 + 26 + 27 + 28 + 29 + 30 + 31 + 32 + 33 + 34 + 35 + 36 + 37 + 38 + 39 + 40 + Search View all Northwoods properties USA > Wisconsin > Northwoods Visit Northwoods Welcome to Northwoods, Wisconsin, where breathtaking beauty and outdoor adventure await! Immerse yourself in pristine lakes, dense forests, and charming small towns. Experience thrilling activities like fishing, hiking, and kayaking. Delight in the region’s abundant wildlife and enjoy the tranquility of this nature lover’s paradise. Find Your Northwoods Rental Historic Big Haus on the Trail Tipler, WI 0 Bdrms 1 Baths 6 Guests Pet Friendly From $191.00 per night + taxes & fees View Details Featured Property Northwoods Lodge Hotel Room 1 Long Lake, WI 0 Bdrms 1 Baths 4 Guests Pet Friendly From $109.00 5.0 per night + taxes & fees View Details Featured Property Northwoods Lodge Hotel Room 2 Long Lake, WI 0 Bdrms 1 Baths 4 Guests Pet Friendly From $109.00 per night + taxes & fees View Details Little Haus on the Trail Tipler, WI 0 Bdrms 1 Baths 4 Guests Pet Friendly From $109.00 4.0 per night + taxes & fees View Details Search while moving Featured Northwoods Vacation Rentals From $109 / night Northwoods Lodge Hotel Room 1 Long Lake, WI 4 Guests 0 Bdrms 1 Baths From $109 / night Northwoods Lodge Hotel Room 2 Long Lake, WI 4 Guests 0 Bdrms 1 Baths Your Local TeamLocally Owned and Operated In NorthwoodsRemember, when you rent with SkyRun, you can expect superior, prompt, and personalized service that’s hard to find in a top-down rental corporation. Enjoy a personal relationship with your property manager, who can answer any questions and address all concerns promptly. Have a question about local activities, amenities, or services? Our local staff can provide recommendations for getting the most out of your stay. Our property managers are just a stone’s throw away from most of our rentals. That means they’re available to step in to help with any situation. Long Lake and the surrounding area has been part of our family for nearly 50 years. While we still enjoy camping at Lost Lake, we are bringing our professional Vacation Rental management and experience to the local area. We can provide hands-on care for your home and are a quick phone call or visit away. Schedule a call today to learn more about our homeowner program! Paul MyersNorthwoods, WIOwner, SkyRun NorthwoodsLet's Talk! Things to Do Ski Areas Check-In Instructions Property Damage Waiver Travel Insurance Long LakeEnjoy a day on the water, fishing for walleye, bass, and panfish. Rent a boat or bring your own and cruise along the 3,300-acre lake, known for its crystal-clear waters and abundant fish population. Grab your binoculars and keep an eye out for majestic bald eagles, white-tailed deer, and playful otters. HikingLace up your hiking boots and embark on the scenic trails of the Chequamegon-Nicolet National Forest. Don’t miss the Hemlock Creek Trail, offering breathtaking views of cascading waterfalls and lush greenery. Penokee Mountain RangeVenture north of Long Lake to explore the picturesque Penokee Mountain Range. Hike to the summit of Mt. Whittlesey for panoramic vistas of the surrounding forests and lakes. Snowmobiling and Cross-Country SkiingDuring winter, Long Lake transforms into a winter wonderland. Enjoy thrilling snowmobile rides on the well-groomed trails or glide through the snowy landscapes on cross-country skis. Granite Peak Ski AreaGranite Peak is Wisconsin’s number one ski area. It boasts 200 acres of skiable terrain spread over nearly 60 trails. Granite Peak claims the fastest lift system in the state, including the only six-pack in Wisconsin. Thrill seekers will love the impressive 700-foot vertical drop! Granite Peak also some of the best night skiing in the region. Whitecap Mountain ResortWhitecap Mountain Resort is one of Wisconsin’s largest ski areas, located in the heart of the Penokee Mountains. Choose from the three mountains, Thunderhead, Eagle’s Nest and Whitecap Mountain. There’s a large variety of run types that cater to every ability level. Check-In Instructions Check-in is 4:00pm CST and check-out is 10:00am CST. A check-in instructions email will be distributed to guests 7 days prior to arrival date containing directions and access information for the property. In most cases guests will access a property via a lockbox or smart lock using the given access code. Early check-ins can only be confirmed on the day of arrival. Guests must depart the property by the check-out time unless a late checkout has been coordinated and confirmed with the SkyRun office. Late check-outs must be coordinated directly with the SkyRun office no later than 9am on the day of departure; please note that if we have an incoming guest we will not be able to accommodate a late checkout. We ask that guests remove major trash from the unit, return the furniture to it’s original location, and load and run the dishwasher. Parking Parking may be limited. The check-in instructions email will contain information regarding parking at your property. Any parking fines assessed to your vehicles during your stay will be billed to you if they are billed to us. Parking fines can be significant. Property Damage Waiver Enjoy peace-of-mind with our incidental damage protection. SkyRun includes a property damage protection waiver on each reservation. The damage waiver covers damage to the property up to $1,500 so long as the damage is accidental and reported to SkyRun prior to your departure. It does not cover damage that is willful, the result of negligence, or damaged caused by the misuse of household items. It also doesn’t cover unreported damage. SkyRun doesn’t charge our guests a refundable damage deposit in lieu of the waiver. Unlike a refundable damage deposit, the damage protection waiver is non-refundable. If during your rental of our property, you damage the real or personal property assigned to that property, SkyRun will cover the cost of repairs or the cost to replace the property up to an amount not to exceed $1,500. Should the cost of the damage exceed $1,500 or does not meet the criteria for a “covered loss”, and the property owner’s insurance policy also does not cover the loss, then you shall be responsible for the full amount of the damage which will be charged to the credit card on file. Coverage is provided to you and all travelling companions that are staying in the home overnight during your stay. Coverage is not provided for loss due to: Your intentional acts or gross negligence. Any damage that occurs if you are in violation of the terms and conditions (including but not limited to having more than maximum occupancy or having a party). Loss, theft or damage to any personal effects owned by you or brought on the covered stay by you. Loss, theft or damage caused by any person other than you or your traveling companions with whom you share the property reservation unless substantiated by a police report. Your Duties in the Event of Damage. You must: Take all reasonable, necessary steps to protect the property and prevent further damage to it. Report the loss in writing (email ok) prior to check-out to the SkyRun staff. Provide us documentation such as pictures to substantiate the claim. Travel Insurance Nationwide® Travel Insurance protects your vacation investment against unforeseen events like a hurricane, sickness, injury, flight cancellation, job loss and much more. Group coverage protects everyone in your traveling party for one low price. Property Management You Can Trust Owning a vacation rental shouldn’t be stressful. Let SkyRun ease your worries and increase your revenue with our vacation rental management solutions. Why choose SkyRun? As a locally owned & operated business, our homeowners are not just a number to us, they’re our neighbors. But as a franchise, we have access to tools and tech that help you stay ahead of the game. That’s why thousands of second homeowners trust us with their properties. Learn More SkyRun’s staff has always treated my properties as if they were their own, and that’s such a comforting feeling. I’m very happy with the income stream generated through SkyRun’s property management! KarenWondervu, CO With SkyRun, we immediately felt respected as homeowners. We’ve owned in Ridgepoint for over 25 years. This is not our first rodeo, but it is our best one. Ken & DianaBeaver Creek, CO Northwoods Blog From Maintenance to Marketing: The Full-Service Vacation Rental Management Advantage Read More Dynamic Pricing Strategies: How Professional Management Maximizes Your Vacation Rental Revenue Read More Avoid Burnout: How Property Management Services Save You Time and Stress Read More 5 Signs It’s Time to Switch Vacation Rental Management Companies Read More View All Northwoods Frequently Asked Questions How do I know I’m getting a good vacation rental? SkyRun provides photos, virtual tours, maps, amenity details and reviews about the property you will be renting. Our staff has first-hand knowledge of each property, so don't hesitate to call us if you have any questions. What’s included? Our rentals come fully furnished including TVs, internet, linens and towels, a microwave, dishes, pots, pans, and other kitchen essentials. We sweat the details and provide supplies like shampoo, conditioner, tissues, paper towels, dishwasher detergent, soaps, trash bags, etc. We provide everything you expect from a fine hotel, and then some. Refer to individual listings to see more amenity information, and please contact us directly if you still have questions. Am I getting a good deal? When you book direct with SkyRun you avoid paying service fees that traditional listing sites like Airbnb and Vrbo charge. Our prices are also competitive with rent-from-owner rates, but we offer professional service, and immediate on-site assistance should the need arise. SkyRun can help you plan and save on your entire vacation experience, not only the rental itself. We also offer a fantastic value on lodging booked within 30 - 60 days of arrival with our dynamically adjusted rates. How do I rent a property? What are the deposit and payment terms? You can rent any of our properties by booking directly on this website using a credit card or you can call to book a reservation if you would like to speak with a vacation planner. When you book, 1/3 of your total reservation cost or a minimum of $300 is charged as a non-refundable deposit to secure your rental. 30 days before your arrival, the remaining amount is due and becomes non-refundable if you need to cancel for any reason (see travel insurance above for exceptions). At this time, the credit card we have on file will be automatically charged for the balance. How do I check-in? For most properties, SkyRun utilizes a convenient keypad lock system which allows you to enter your vacation rental using a personalized access code, as opposed to having to pick up a key and worrying about keeping track of it during your stay. This also saves you the trouble of coming to a check-in center beforehand. Your welcome packet will be in your rental upon arrival, and our staff is always only a phone call away if any questions arise. What are the house rules? No smoking and no pets (unless specifically designated as a pet-friendly property) are allowed in the rentals. House parties and exceeding the maximum occupancy at any time are prohibited. As in your own home, renters are of course subject to citations for noise violations, etc, by public officials. Remember you are staying as a guest in someone's home, where much investment has been made to make your stay enjoyable; please treat all private property with the respect it deserves. 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