Operated by a Wander partner
Trusted operators, vetted by Wander
Welcome to Headwaters Loft 209, a stunning condo nestled in the heart of Winter Park, Colorado. This beautifully designed retreat offers breathtaking mountain views and a perfect blend of comfort and luxury, making it an ideal getaway for families or couples seeking adventure and relaxation.
Spanning 1,200 square feet, this spacious loft features two elegantly appointed bedrooms, including a master suite with a king-sized bed and a cozy guest room with a queen-sized bed, accommodating up to four guests. Each bedroom is designed to provide a restful atmosphere, ensuring a rejuvenating stay.
The open-concept living area is perfect for unwinding after a day of exploring, complete with a gas fireplace that adds warmth and ambiance. The fully equipped kitchen boasts modern appliances, including a refrigerator, stove/oven, microwave, and dishwasher, along with all the necessary dishes and utensils to prepare delicious meals. Enjoy your culinary creations at the dining table or take them outside to the private balcony, where you can soak in the stunning views.
For your entertainment, the loft is equipped with high-speed wireless internet and a home theatre system, ensuring you stay connected and entertained during your stay. Additional amenities include a washer/dryer for your convenience, linens and towels provided, and a heated garage for your vehicle.
Step outside to discover the shared hot tub, perfect for relaxing under the stars after a day of skiing or hiking. The property is pet-friendly, allowing you to bring your furry companion along for the adventure.
Located in downtown Winter Park, you'll find yourself just minutes away from world-class skiing, hiking trails, and charming local shops and restaurants. Whether you're hitting the slopes or exploring the vibrant local scene, Headwaters Luxury Loft 209 is the perfect home base for your Winter Park getaway.
Don't miss out on this exceptional property—book your stay at Headwaters Luxury Loft 209 today and experience the ultimate mountain retreat!
Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.
Location
Disclosures
The majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. There is assigned parking in the parking garage for 1 vehicle. STR License #026388
Winter Park, CO 80482, US
Winter Park, CO, USNestled in Winter Park's heart, Randi's Irish Grill & Pub blends authentic Irish specialties like shepherd's pie and bangers & mash with American classics in a cozy, lively pub atmosphere complete with fireplaces, sports on big screens, and perfectly poured pints.[1][2][3][5]
Hernando's Pizza Pub is a beloved Winter Park institution since 1967 serving authentic pizza and pasta in a lively, eclectic atmosphere where thousands of dollar bills cover the walls with customer messages and doodles, creating a uniquely charming dining experience.
Devil's Thumb Ranch Resort & Spa features multiple dining venues, with Heck's Tavern serving casual modern ranch fare in a stunning space anchored by a floor-to-ceiling fireplace, while the flagship Ranch House Restaurant showcases 100% pasture-raised Wagyu beef with Continental Divide views in an elegant 1930s homestead setting.
Wake 'n Bacon is Chicago's Instagram-famous brunch haven in Lakeview, blending Asian, Latin, and American flavors into photogenic hits like Ube Flap Jacks and Bacon Flights. Floor-to-ceiling florals and a lively park paradise vibe make every meal a celebration.
Nestled in a historic stagecoach stop turned Winter Park chophouse since 1976, Deno's Mountain Bistro offers aged grass-fed steaks, Mediterranean flavors, and award-winning wines in a cozy mountain lodge ambiance. Savor classics like burrata caprese or bison short ribs with impeccable service after a day on the slopes.
The Ditch on 40 is a family-run Winter Park roadside bar and grill specializing in authentic New Mexican cuisine made with chile from Hatch, New Mexico, earning recognition as "Best Eats" by National Geographic. With its classic dive bar atmosphere, creative margaritas, and no-frills charm, it's a beloved local favorite that captures the spirit of mountain town dining.
Sharky's Eatery serves up hearty breakfasts all day—like enormous pancakes, hefty omelets, and spicy southwestern dishes—in a cozy, alpine-rustic café atmosphere in downtown Fraser.[1][3] Pair your meal with fresh coffee, mimosas, or local beers for the perfect mountain start.[1]
Discover Hideaway Park in downtown Winter Park, a year-round playground with summer concerts at the amphitheater, a skate park, climbing wall, and playground, plus a free sledding hill in winter. Families and outdoor enthusiasts love its vibrant mix of adventure and community fun.[2][4][5]
Discover Winter Park Resort's vast 3,000 acres of diverse terrain, from beginner-friendly slopes to expert moguls and freestyle parks, perfect for skiers, snowboarders, and families seeking epic Colorado adventures.[2][1]
Experience the thrill of snow tubing at this family-owned Colorado gem, where a convenient magic carpet lift whisks you back up the hill so you can focus on the fun—perfect for families, groups, and anyone seeking a memorable winter adventure without the need for special skills or equipment.
Trestle Bike Park delivers gravity-fed thrills on over 40 miles of lift-served trails, from beginner greens to pro-line double blacks with jumps, rocks, and flow. Perfect for riders of all levels craving progression in Colorado's top bike park.[1][2][4][9]
The Fraser Valley Sports Complex is a versatile 40-acre recreation hub featuring an NHL-sized ice rink, multiple sports fields, and a Western-themed playground, perfect for families and sports enthusiasts seeking year-round outdoor fun in a scenic mountain setting.
Fly down thrilling banked curves on the four-lane Coca-Cola Tube Hill at Winter Park, with a covered conveyor whisking you effortlessly back to the top for endless fun. Families, friends, and thrill-seekers of all ages (36" tall+) will love this no-skills-needed snowy adventure by the cozy warming hut.
Discover Fraser Valley Distilling, a family-owned mountain gem crafting small-batch gin, vodka, and whiskey influenced by high-altitude precision and local water. Skiers, hikers, and craft spirit lovers will savor its laid-back tastings, cocktails, and scratch-kitchen bites in cozy Fraser, Colorado.[1][2][3]
Dive into endless fun at Grand Park Community Recreation Center with its thrilling water slides, lazy river, rock climbing wall, trampoline foam pit, and family gym—perfect for kids, fitness fans, and active families seeking year-round adventure in the Fraser Valley.[1][3][5]
Discover the Rendezvous Event Center in Winter Park, a vibrant year-round hub blending a pro stage for free summer concerts and festivals with a skate park, playground, sledding hill, and fire pits for endless fun. Families, music lovers, and adventure seekers will adore its casual mountain magic.[1][7][8]
Free cancellation up to 14 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
4 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Aug 2, 2026 | $114 | Not Available |
| Aug 3, 2026 | $115 | Available |
| Aug 4, 2026 | $115 | Not Available |
| Aug 5, 2026 | $114 | Not Available |
| Aug 6, 2026 | $115 | Not Available |
| Aug 7, 2026 | $114 | Not Available |
| Aug 8, 2026 | $115 | Not Available |
| Aug 9, 2026 | $114 | Not Available |
| Aug 10, 2026 | $115 | Not Available |
| Aug 11, 2026 | $115 | Not Available |
| Aug 12, 2026 | $114 | Not Available |
| Aug 13, 2026 | $115 | Not Available |
| Aug 14, 2026 | $114 | Not Available |
| Aug 15, 2026 | $114 | Not Available |
| Aug 16, 2026 | $114 | Not Available |
| Aug 17, 2026 | $114 | Not Available |
| Aug 18, 2026 | $114 | Not Available |
| Aug 19, 2026 | $114 | Not Available |
| Aug 20, 2026 | $115 | Not Available |
| Aug 21, 2026 | $115 | Not Available |
| Aug 22, 2026 | $115 | Not Available |
| Aug 23, 2026 | $131 | Not Available |
| Aug 24, 2026 | $128 | Not Available |
| Aug 25, 2026 | $123 | Not Available |
| Aug 26, 2026 | $124 | Not Available |
| Aug 27, 2026 | $127 | Not Available |
| Aug 28, 2026 | $140 | Not Available |
| Aug 29, 2026 | $139 | Not Available |
| Aug 30, 2026 | $132 | Available |
| Aug 31, 2026 | $130 | Available |
| Sep 1, 2026 | $115 | Available |
| Sep 2, 2026 | $114 | Available |
| Sep 3, 2026 | $115 | Available |
| Sep 4, 2026 | $182 | Available |
| Sep 5, 2026 | $185 | Available |
| Sep 6, 2026 | $179 | Available |
| Sep 7, 2026 | $115 | Available |
| Sep 8, 2026 | $115 | Available |
| Sep 9, 2026 | $115 | Available |
| Sep 10, 2026 | $115 | Available |
| Sep 11, 2026 | $138 | Available |
| Sep 12, 2026 | $135 | Available |
| Sep 13, 2026 | $114 | Available |
| Sep 14, 2026 | $115 | Available |
| Sep 15, 2026 | $115 | Available |
| Sep 16, 2026 | $114 | Available |
| Sep 17, 2026 | $115 | Available |
| Sep 18, 2026 | $138 | Available |
| Sep 19, 2026 | $138 | Available |
| Sep 20, 2026 | $114 | Available |
| Sep 21, 2026 | $114 | Available |
| Sep 22, 2026 | $114 | Available |
| Sep 23, 2026 | $124 | Available |
| Sep 24, 2026 | $127 | Not Available |
| Sep 25, 2026 | $138 | Not Available |
| Sep 26, 2026 | $136 | Not Available |
| Sep 27, 2026 | $120 | Available |
| Sep 28, 2026 | $116 | Available |
| Sep 29, 2026 | $115 | Available |
| Sep 30, 2026 | $115 | Available |
| Oct 1, 2026 | $141 | Available |
| Oct 2, 2026 | $148 | Available |
| Oct 3, 2026 | $150 | Available |
| Oct 4, 2026 | $143 | Available |
| Oct 5, 2026 | $133 | Available |
| Oct 6, 2026 | $132 | Available |
| Oct 7, 2026 | $132 | Available |
| Oct 8, 2026 | $136 | Available |
| Oct 9, 2026 | $147 | Available |
| Oct 10, 2026 | $152 | Available |
| Oct 11, 2026 | $148 | Available |
| Oct 12, 2026 | $137 | Available |
| Oct 13, 2026 | $136 | Available |
| Oct 14, 2026 | $135 | Available |
| Oct 15, 2026 | $137 | Available |
| Oct 16, 2026 | $137 | Available |
| Oct 17, 2026 | $133 | Available |
| Oct 18, 2026 | $127 | Available |
| Oct 19, 2026 | $125 | Available |
| Oct 20, 2026 | $125 | Available |
| Oct 21, 2026 | $124 | Available |
| Oct 22, 2026 | $127 | Available |
| Oct 23, 2026 | $128 | Available |
| Oct 24, 2026 | $128 | Available |
| Oct 25, 2026 | $127 | Available |
| Oct 26, 2026 | $124 | Available |
| Oct 27, 2026 | $128 | Available |
| Oct 28, 2026 | $124 | Available |
| Oct 29, 2026 | $128 | Available |
| Oct 30, 2026 | $130 | Available |
| Oct 31, 2026 | $130 | Available |