Woodland Park Vacation Rentals Discover the perfect mountain retreat for rent in and around the Woodland Park area Where Colorado Colorado Springs Town of Colorado Springs - 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 Colorado Springs Area Properties USA > Colorado > Woodland Park Visit Woodland Park Woodland Park, the “City Above the Clouds,” rewards locals and visitors with panoramic views of Pikes Peak and surrounding mountains. Pristine mountain air, stunning landscapes, and small-town charm—all just a short and scenic drive from Colorado Springs. This hidden gem is a nature lover’s paradise. Explore nearby hiking and biking trails winding through the lush forests, or cast a line for trout into crystalline mountain streams. In winter, a snowy wonderland emerges to create a cross-country skiing and snowshoeing playground. Whether you seek a peaceful weekend getaway or a base for outdoor adventures, Woodland Park invites tourists to experience the tranquility and natural wonders that define the Colorado mountain lifestyle.Call us at 719-330-3490 to begin planning your trip today! Find Your Woodland Park Rental Featured Property Mountain View Townhome Colorado Springs, CO 3 Bdrms 2 Baths 7 Guests Pet Friendly From $100.00 5.0 per night + taxes & fees View Details Featured Property Sunshine Oasis Colorado Springs, CO 2 Bdrms 1 Baths 4 Guests Pet Friendly From $100.00 4.9 per night + taxes & fees View Details Search while moving Featured Woodland Park Vacation Rentals From $100 / night Mountain View Townhome Colorado Springs, CO 7 Guests 3 Bdrms 2 Baths From $100 / night Sunshine Oasis Colorado Springs, CO 4 Guests 2 Bdrms 1 Baths Your Local TeamLocally Owned and Operated In Woodland ParkRemember, 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. Anne and Joshua, seasoned world travelers, chose Colorado as their home for its stunning landscapes and outdoor adventures. Based in Colorado Springs, they are dedicated to sharing the unique beauty of their area with fellow travelers. Anne and Joshua provide hands-on care and are always a quick phone call or visit away to ensure your stay is perfect. Book now to experience the best of Colorado Springs with attentive hosts ready to make your stay memorable! Anne Greenleaf & Joshua GillonOwners of SkyRun Colorado Springs719-330-3490Let's Talk! Things To Do Parks What To Expect Property Damage Waiver Travel Insurance Check-In Instructions Hiking and Biking Check out the light and easy 1.5 mile trail at Centennial Trail for a leisurely hike or bike trip: Red Rock Trail Rainbow Gulch Trail South Catamount Falls Trail Lovell Gulch Trail Rampart Reservoir Trail Mule Creek Trail Devil’s Playground Trail Old Landfill Loop via Roundup Trail Lost Creek Wilderness Loop via Goose Creek Trail FishingThe bigger Woodland Park area means trout-seekers have ample choice of waters to fish. Bluegill, crappie, catfish, and largemouth bass bite at Rampart Reservoir where you have more than 875 acres of waters to explore. Pikeview Reservoir teems with catfish, sunfish, and carp. The South Platte River is home to brown and rainbow trout. GolfingBook a tee time or even try out disc golf at Shining Mountain Golf Course. Right in Woodland Park, this 18-hole course welcomes players of all skill to walk the greens. Look up when you approach the 16th hole for mountain views that maybe are as exciting as your score. Stop by Turn & Burn for a post-game meal. Colorado Wolf & Wildlife CenterTravel a little west and watch and even interact with rehabilitated wolves at the Colorado Wolf & Wildlife Center. Many pathways provide visitors with ways to connect with these magical creatures. Full Moon Feedings and Full Moon Tours happen monthly–howl at the wolves and stand in awe as they howl back. Feeding tours bring you close to wolves, coyotes, and foxes as they dine and guides teach you more about these animals. Other tour and interactive choices make a visit worth the drive. ShoppingFridays are for the Woodland Park Farmers Market where you can score local produce and food favorites. winter and summer. Triple B RanchWonder no more about what life was like for Colorado cowboys when you mosey into the Triple B Ranch. Book a horseback ride through the ranch’s lands. Schedule a guided ride or an unguided ride for experienced adult riders. For the little ones, arena rides are a more accessible choice. If you don’t want to saddle up, hayrides are a perfect option to still take in the ranch’s mountain splendor. Jeep ToursSure, hiking, climbing, biking, and rafting infuse your trip with a heavy dose of adventure, but sometimes it’s nice to sit back and let someone else do the driving. Jeep Tours mean all the thrills, none of the work. Sit back and fly through Colorado’s backcountry trails, all while absorbing the bumps, speeds, and beauty of the land. The perfect way to blend a little excitement with a little chill. Antler AlleyGet your cameras ready! Two arches come together to form Antler Alley, archways made of real antlers that make the perfect Instagram post. Check out Pikes Peak in the background for a truly Colorado shot. DiningStart your morning (or really anytime of day) off right with a tasty treat from the local favorite The Donut Mill. Then grab lunch with an international flair–will it be Italian or Japanese? Maybe Greek or Mexican? Happy hour demands a local Colorado craft brew followed by a burger almost as tall as the Rockies. Woodland Park’s eateries fuel you up for your next adventure. Dinosaur Resource CenterAmateur paleontologists, dig into the past uncovering the story of these creatures who roamed this area. Peek into the Paleontology Lab and see the real scientists at work decoding what the fossils have to say. More than 30 actual fossils are on display here and you can even purchase fossils to remind you of your prehistoric adventure. Pikes PeakWhen you stand in the shadow or scale the face of Pikes Peak, you’ll understand why this mountain inspired the song “America the Beautiful”. Today, the peak’s beauty appeals to visitors who want to conquer its 14,115 feet. Hikers, choose between Crags or Barr Trails. Barr’s hike clocks in at 13 miles one way and is a rigorous route. Barr Camp is 6.5 miles from the trailhead and many hikers choose to split up the hike with an overnight stay here. Crags trail is also 13 miles but has an easier ascent. Bonus: it’s not as crowded and hikers get stunning Continental Divide views as their reward. Bikers, you, too, can scale the mountain on paved but challenging trails. For a more leisurely way to scale the mountain, ride up by car, by tour, or in the Broadmoor Manitou and Pikes Peak Cog Railway–let the wheels do the work! Broadmoor Seven FallsBridal Veil, Feather, Hill, Hull, Ramona, Shorty, and Weimer–which fall will capture your heart? These seven soaring waterfalls make this a Colorado Springs must-see. Climb 224 steps to gaze down at the falls or set up base at Eagle’s Nest viewing platform. Hike around the falls and let the sprays cool you off. Hungry? Stop at the falls’ restaurant to fill empty stomachs and recount your adventures. The falls closes for winter, and make sure to check conditions before heading out. Cave of the WindsChoose your Cave of the Winds adventure when you pick either the Discovery or Haunted Lantern Tours. Either way, you’ll uncover millions of years of geological history embedded in the Rocky Mountains. After you dig deep into the cave’s workings, soar high about with the Pioneer Package featuring a zipline, ropes course, and other extreme challenges. And if you’re feeling extra brave, don’t miss the Terror-dactyl, which launches you 150 feet over the canyon topping out at speeds clocking in at almost 100 mph. Garden of the Gods ParkRed rock formations jut out of the Earth, rimmed by junipers, grasslands, and forests. This geological wonder lets visitors pick their exploration mode: hiking, biking, touring on a Segway, scaling the rocky faces, or even by horse. Self-guided audio tours help you explore the park at your own pace. Bonus tip: visit the park’s website where you can set your visit’s goals and have a planned itinerary sent to you for told exploration ease. Bonus tip two! Make sure to have your camera ready for a photo snapped in front of Kissing Camels, a popular rock formation that’s the backdrop of many Insta-worthy pics. Manitou Springs Come soak away your cares in Manitou Springs where natural mineral springs are purported to heal body and soul. Adventure awaits just steps from the town center. Manitou Springs serves as a gateway to outdoor exploration, with hiking trails, including the iconic Manitou Incline, winding through the mountains. For a panoramic view of the region, take the cog railway to the summit of Pikes Peak, where the majesty of the Rockies unfolds before your eyes. Sitting next door to Colorado Springs, a Manitou Springs stay means you can explore the wonders of this town and still be close to the action. Colorado SpringsNestled against the Rocky Mountains, downtown Colorado Springs invites visitors to experience a vibrant blend of natural beauty, cultural richness, and modern charm. The city center combines the best of urban living with the great outdoors’ call. Stroll through historic streets where the architecture echoes the city’s storied past. Discover a flourishing arts scene as diverse as the mountain landscape itself. Food enthusiasts delight in culinary offerings reflecting Colorado Springs’ eclectic palate–even savor a meal with a view. In downtown Colorado Springs, an enchanting blend of history, culture, and outdoor exploration set against the Rockies make it the beating heart of Colorado. What To Expect As local residents, SkyRun staff are available to help you make the most of your trip to Colorado. We strive to have your property ready with everything you need and to provide you with all the information you will need even before you have to ask for it. But if you DO need something, our staff are here to help daily (and on call 24/7 for emergencies). We communicate with you the way YOU want to communicate. That can be using our webchat or simply giving us a call. We’ll also be sending you a few emails before and during your stay with important information. You can also text us via our industry exclusive 2-way text messaging system. Included Services: Pre-arrival quality inspection Hot tub maintenance (as applicable) Most properties have free parking (check each property for possible charges) Luxury linens and towels Fully equipped kitchens Wi-Fi and TV’s Departure cleaning and trash removal Starter Supplies: Coffee and coffee filters (if applicable) Salt and pepper and cooking oil Garbage bags Dish/Dishwasher and laundry detergent (as applicable) Hand soap and lotion Shampoo and conditioner TP, paper towels and tissue Hairdryer and ironing board 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. Get a quote. Check-In Instructions Check-In: Check-in is 4:00 p.m. MT Seven days prior to the arrival date, guests will receive an email that contains directions and access information for the property. In most cases, guests will access a property via a lockbox or smart lock using an access code. Early check-ins can be confirmed only on the day of arrival. Check-Out: Check-out is 10:00 a.m. MT. 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 9 a.m. 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 its 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 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 Over the years, we have had about a half dozen other management companies. Since working with SkyRun, we have had more rentals in two years than the other management companies combined over 10 years. They are great to work with! KathySnowmass, 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 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 Woodland Park 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 Explore Nearby Areas Colorado SpringsManitou SpringsDenverCastle RockCentennialBoulderGoldenIdaho SpringsGilpin CountyNederlandBlack HawkBreckenridge Woodland Park 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, high-speed 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, optional travel insurance, and immediate on-site assistance should the need arise. In addition, we offer exclusive discounts from local businesses, available only to SkyRun guests. 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 does travel insurance work? Travel insurance is an optional addition to your total rental charges. It is offered on our reservation form at the time of booking. It is also usually offered at the time of booking when you booked with a 3rd party booking site. You can also add travel insurance onto your reservation within 48 hours of booking with SkyRun. The cost of travel insurance varies and is usually between 7% - 9.5% of your total reservation cost depending on the coverage type. If you do not have travel insurance, you can not cancel your reservation for any reason. If you have travel insurance and need to cancel or make a claim refer to your specific policy. More information about the travel insurance policies SkyRun offers can be found here. 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, handed down 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. Sign up for emails Trip inspiration, special offers, and vacation planning tips. Name(Required) First Last Email By submitting this form, I agree to SkyRun’s Privacy Policy Δ
