Operated by a Wander partner
Trusted operators, vetted by Wander
Discover the stunning Headwaters Loft 206, nestled in the heart of Winter Park, where mountain views and modern comfort come together for an unforgettable getaway. This beautifully appointed condo offers a serene ambiance, perfect for couples or small families seeking a cozy retreat in the great outdoors.
With two spacious bedrooms, including a master suite with a king bed and a guest room featuring a queen bed as well as a queen sleeper sofa, this loft comfortably accommodates up to six guests. Each room is designed with relaxation in mind, ensuring a restful night's sleep after a day of adventure.
The open-concept living area is bathed in natural light, showcasing a stylish decor that blends rustic charm with contemporary elegance. Enjoy the warmth of the gas fireplace while unwinding on the plush seating, or gather around the dining table for a meal prepared in the fully equipped kitchen, complete with modern appliances such as a stove/oven, refrigerator, dishwasher, and microwave. For your convenience, the loft also includes a washer/dryer, high-speed wireless internet, and a home theatre system for entertainment.
Step outside to your private balcony or deck, where you can soak in the breathtaking mountain views or fire up the gas grill for a delightful barbecue. The shared hot tub is also a great treat after a day of skiing.
Located in the vibrant downtown area of Winter Park, you'll find yourself just moments away from a variety of attractions, including world-class skiing, scenic hiking trails, and charming shops and restaurants. Whether you're seeking adventure or relaxation, Headwaters Luxury Loft 206 is the ideal base for your Winter Park experience.
Don't miss out on this exceptional property—book your stay today and create lasting memories in the beautiful Colorado mountains!
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 #025994
Winter Park, CO 80482, US
Winter Park, CO, USRandi's Irish Grill & Pub in Winter Park serves up innovative Irish favorites like shepherd's pie and bangers & mash alongside American classics, all made fresh with local ingredients. Nestled in a cozy, wood-paneled pub with fireplaces and big screens, it's the perfect lively spot for locals and visitors to unwind with pints and hearty meals.[1][2][3][4][5]
Nestled in a 1930s homestead with sweeping Continental Divide views, Devil's Thumb Ranch's Ranch House serves pasture-to-fork modern Western cuisine featuring 100% ranch-raised Wagyu beef and fresh farm ingredients. Cozy up by the fire for an unforgettable mountain dining escape.
Nestled in Winter Park since 1967, Hernando's Pizza Pub serves homemade Italian pizzas, pasta, and gluten-free options in a cozy, lively atmosphere adorned with $40,000 in dollar bills from patrons. Enjoy affordable classics by the fireplace with a full bar.[1][3][4][6]
Nestled in Winter Park, The Ditch on 40 is a family-run roadside bar and grill dishing up authentic New Mexican cuisine with Hatch chile flair, killer burgers, sandwiches, and the town's best margaritas in a lively dive-bar vibe.
Station One Smokehouse transforms a historic firehouse into a lively Texas-style BBQ haven, serving award-winning brisket, ribs, and smoked turkey with small-town charm and community pride.[1] Dive into mouthwatering flavors amid a full bar and welcoming vibe perfect for families.[1]
Wake 'n Bacon in Chicago's Lakeview serves up bold, inventive brunch dishes like unforgettable chilaquiles and creative flavor explosions that turn everyday mornings into celebrations. Dive into the vibrant vibes and top-rated breakfast spot locals line up for.
Sharky's Eatery serves up hearty breakfasts and lunches like enormous pancakes, hefty omelets, and juicy burgers in a vibrant, alpine-rustic café atmosphere. Tucked in downtown Fraser, it's the perfect cozy spot for all-day breakfast with craft drinks.
Deno's Mountain Bistro is Winter Park's longest-running family restaurant, housed in a historic 1900s stagecoach stop and serving Mediterranean-inspired steaks, seafood, and creative dishes in a warm, inviting lodge atmosphere. With an extensive wine selection and award-winning happy hour, it's the perfect spot to unwind after a day in the mountains.
Discover the charm of Cooper Creek Square, Winter Park's lantern-lit outdoor plaza blending eclectic shops with handcrafted local art, mountain gear, and global cuisines around a cozy fire pit. Shoppers, foodies, families, and ski lovers will adore its vibrant, communal heartbeat.[1][2][3][5]
Since 1971, the family-owned Fraser Tubing Hill has delivered thrilling snow tubing rides on a magic carpet lift—no skills or gear needed—for pure, low-key fun. Families, groups, and young thrill-seekers love zooming down its perfect slopes day or night.
Discover Winter Park Resort's epic 3,000+ acres of diverse terrain, from beginner slopes to expert moguls and freestyle parks, perfect for skiers and snowboarders of all levels seeking thrilling Colorado adventures.[2][1]
Fly down thrilling banked curves on the four-lane **Coca-Cola Tube Hill** at Winter Park, with a covered conveyor effortlessly whisking you back to the top for endless fun. Perfect for families, thrill-seekers, and non-skiers of all ages over 36 inches tall craving no-skills snowy excitement.[1][3][4][5]
Discover Fraser Valley Distilling, a family-owned mountain gem crafting small-batch gin, vodka, and whiskey influenced by alpine altitude and local water. Skiers, hikers, and craft spirit lovers will savor its guided tastings, craft cocktails, and cozy après vibe in Fraser, Colorado.[1][2][3]
Trestle Bike Park at Winter Park Resort delivers gravity-fed thrills on over 40 miles of lift-served trails, from beginner greens to double black diamonds, with the largest US rental fleet and pro lessons for all. Adrenaline junkies and skill-builders of every level will love shredding this inclusive Colorado mountain biking paradise.[1][2][3][6][7]
Discover the Rendezvous Event Center in Winter Park, a vibrant hub with a state-of-the-art stage for free summer concerts, a skate park, playground, sledding hill, and picnic spots in scenic Hideaway Park. Families, music lovers, and outdoor adventurers will love its year-round fun and central location.[1][2][4][7]
Discover Hideaway Park in Winter Park, a vibrant downtown gem transforming from a summer amphitheater for live concerts and skate sessions to a winter sledding hill with free sleds. Families and adventure seekers love its year-round thrill and community vibe.[1][4][6][8]
Free cancellation up to 14 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
6 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Aug 3, 2026 | $115 | Not Available |
| Aug 4, 2026 | $114 | Not Available |
| Aug 5, 2026 | $114 | Not Available |
| Aug 6, 2026 | $115 | Not Available |
| Aug 7, 2026 | $115 | Not Available |
| Aug 8, 2026 | $115 | Not Available |
| Aug 9, 2026 | $114 | Not Available |
| Aug 10, 2026 | $114 | Not Available |
| Aug 11, 2026 | $114 | Not Available |
| Aug 12, 2026 | $114 | Not Available |
| Aug 13, 2026 | $114 | Not Available |
| Aug 14, 2026 | $115 | Not Available |
| Aug 15, 2026 | $114 | Not Available |
| Aug 16, 2026 | $115 | Not Available |
| Aug 17, 2026 | $114 | Not Available |
| Aug 18, 2026 | $114 | Not Available |
| Aug 19, 2026 | $115 | Not Available |
| Aug 20, 2026 | $114 | Not Available |
| Aug 21, 2026 | $115 | Not Available |
| Aug 22, 2026 | $115 | Not Available |
| Aug 23, 2026 | $138 | Not Available |
| Aug 24, 2026 | $136 | Not Available |
| Aug 25, 2026 | $131 | Not Available |
| Aug 26, 2026 | $133 | Available |
| Aug 27, 2026 | $133 | Available |
| Aug 28, 2026 | $139 | Available |
| Aug 29, 2026 | $137 | Available |
| Aug 30, 2026 | $130 | Available |
| Aug 31, 2026 | $129 | Available |
| Sep 1, 2026 | $127 | Available |
| Sep 2, 2026 | $117 | Available |
| Sep 3, 2026 | $123 | Available |
| Sep 4, 2026 | $225 | Available |
| Sep 5, 2026 | $228 | Available |
| Sep 6, 2026 | $219 | Available |
| Sep 7, 2026 | $145 | Available |
| Sep 8, 2026 | $124 | Available |
| Sep 9, 2026 | $125 | Available |
| Sep 10, 2026 | $133 | Available |
| Sep 11, 2026 | $171 | Available |
| Sep 12, 2026 | $167 | Available |
| Sep 13, 2026 | $132 | Available |
| Sep 14, 2026 | $130 | Available |
| Sep 15, 2026 | $127 | Available |
| Sep 16, 2026 | $131 | Available |
| Sep 17, 2026 | $136 | Available |
| Sep 18, 2026 | $171 | Not Available |
| Sep 19, 2026 | $170 | Not Available |
| Sep 20, 2026 | $132 | Available |
| Sep 21, 2026 | $125 | Available |
| Sep 22, 2026 | $129 | Available |
| Sep 23, 2026 | $155 | Available |
| Sep 24, 2026 | $158 | Not Available |
| Sep 25, 2026 | $170 | Not Available |
| Sep 26, 2026 | $170 | Not Available |
| Sep 27, 2026 | $150 | Available |
| Sep 28, 2026 | $144 | Available |
| Sep 29, 2026 | $140 | Available |
| Sep 30, 2026 | $141 | Available |
| Oct 1, 2026 | $151 | Available |
| Oct 2, 2026 | $174 | Available |
| Oct 3, 2026 | $174 | Available |
| Oct 4, 2026 | $166 | Available |
| Oct 5, 2026 | $155 | Available |
| Oct 6, 2026 | $154 | Available |
| Oct 7, 2026 | $154 | Available |
| Oct 8, 2026 | $156 | Available |
| Oct 9, 2026 | $173 | Available |
| Oct 10, 2026 | $177 | Available |
| Oct 11, 2026 | $174 | Available |
| Oct 12, 2026 | $159 | Available |
| Oct 13, 2026 | $158 | Available |
| Oct 14, 2026 | $156 | Available |
| Oct 15, 2026 | $160 | Available |
| Oct 16, 2026 | $159 | Available |
| Oct 17, 2026 | $155 | Available |
| Oct 18, 2026 | $147 | Available |
| Oct 19, 2026 | $144 | Available |
| Oct 20, 2026 | $145 | Available |
| Oct 21, 2026 | $144 | Available |
| Oct 22, 2026 | $147 | Available |
| Oct 23, 2026 | $148 | Available |
| Oct 24, 2026 | $148 | Available |
| Oct 25, 2026 | $146 | Available |
| Oct 26, 2026 | $146 | Available |
| Oct 27, 2026 | $148 | Available |
| Oct 28, 2026 | $144 | Available |
| Oct 29, 2026 | $150 | Available |
| Oct 30, 2026 | $152 | Available |
| Oct 31, 2026 | $153 | Available |
| Nov 1, 2026 | $147 | Available |