Operated by a Wander partner
Trusted operators, vetted by Wander
Welcome to Rendezvous Lookout Point Chalet 39, a stunning mountain retreat nestled in the heart of Winter Park. This exquisite townhome offers breathtaking mountain views and is conveniently located just moments away from downtown, making it the perfect getaway for families and friends seeking adventure and relaxation.
Spanning over 2,200 square feet, this luxurious chalet comfortably accommodates up to 10 guests with its three beautifully appointed bedrooms, including two master suites featuring king beds, and a bunk bedroom with two twin-over-full bunk beds. Each room is designed to provide a cozy ambiance, ensuring a restful night's sleep after a day of exploring the great outdoors.
The heart of the home is the spacious living area, complete with a gas fireplace that creates a warm and inviting atmosphere. The open-concept kitchen is fully equipped with modern appliances, including a refrigerator, stove/oven, dishwasher, and microwave, along with all the necessary dishes, utensils, and cookware to prepare delicious meals. Enjoy your culinary creations at the dining table or take them outside to the balcony for an al fresco dining experience.
The main floor of the home is wheelchair accessible and includes the kitchen, living room, and primary (master) bedroom. Please note that wheelchair accessibility is limited to the main floor; the lower level is not wheelchair accessible.
Step outside to discover your private hot tub, where you can unwind while soaking in the stunning mountain views. The outdoor space also features a gas grill, perfect for summer barbecues, and a deck where you can relax and enjoy the fresh mountain air.
For entertainment, the chalet is equipped with high-speed wireless internet, a TV/home theater system, and a game console with several games, ensuring that guests of all ages have plenty to do. Additional amenities include a washer/dryer, linens and towels, and a garage for your convenience.
With its prime location, you'll have easy access to Winter Park's vibrant downtown area, where you can explore shops, restaurants, and local attractions. Whether you're hitting the slopes in winter or hiking the trails in summer, Rendezvous Lookout Point Chalet 39 is the ideal base for your mountain adventures.
Don't miss out on this incredible opportunity to experience luxury and comfort in the heart of Winter Park. Book your stay today!
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. Parking for 4 vehicles with 2 in garage and 2 in driveway in front of garage. STR License #006796
Winter Park, CO 80482, US
Winter Park, CO, USNestled in Winter Park since 1967, Hernando's Pizza Pub delivers scratch-made pizzas, pastas, and strombolis in a cozy, lively atmosphere adorned with customer dollar bills and a roaring fireplace. A beloved local tradition with affordable Italian comfort and a full bar.
Nestled in a historic 1930s homestead with stunning Continental Divide views, Devil's Thumb Ranch's Ranch House serves pasture-to-fork modern Western cuisine featuring exclusive 100% ranch-raised Wagyu beef. Cozy up by the fireplace for an unforgettable farm-fresh dining experience.
Savor the rich, hickory-smoked meats and award-winning Kansas City BBQ at Smokehouse BBQ, where a warm, family-friendly atmosphere fills the air with comforting aromas and lively vibes.[2][3]
Nestled 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, wood-warmed pub buzzing with locals, fireplaces, and pints of perfectly poured Guinness.
Wake 'n Bacon is Chicago's most Instagram-worthy brunch spot in Lakeview, blending Asian, Latin, and American comfort food into photogenic hits like Ube Flap Jacks and Bacon Flights amid floor-to-ceiling florals and whimsical decor.[1][2][3][4]
Discover Cooper Creek Square's vibrant Restaurant Row in downtown Winter Park, where nine eclectic eateries serve global flavors from Thai and Mexican to BBQ and paella amid stunning Continental Divide views and a lively mountain town vibe.[1][2][3]
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. Its classic diner vibe—think road signs, snowboards, and lively energy—makes it a local favorite for flavorful, no-fuss eats.
Nestled in a historic stagecoach stop turned Winter Park chophouse since 1976, Deno's Mountain Bistro serves Mediterranean-inspired steaks, seafood, and bold flavors amid a cozy mountain lodge vibe. Savor award-winning wines, daily happy hour, and impeccable service that creates lasting memories.
Stoney's Winter Park is a lively Colorado-themed sports bar at the base of Winter Park Resort, serving up comfort food like bison burgers, Philly cheesesteaks, and Italian-influenced wings amid 21 TVs blasting every major game. Join the neighborhood crowd for casual vibes, happy hour deals, and unbeatable watch parties.
Sharky's Eatery serves up hearty breakfasts and lunches all day, from enormous pancakes and hefty omelets slathered in homemade strawberry-raspberry jam to juicy burgers, in a cozy alpine rustic café tucked in downtown Fraser.[1][4]
Nestled in downtown Winter Park's Rocky Mountains, Hideaway Park transforms seasonally from a summer amphitheater for live concerts and skate sessions to a winter sledding hill with free sleds and cozy fire pits. Families, adventure seekers, and music lovers adore its year-round fun and central vibe.[1][2][3][4][5]
Discover Winter Park Resort's epic 3,000+ acres of diverse terrain, from beginner slopes to expert moguls and freestyle parks, perfect for skiers, snowboarders, and families seeking all-level thrills in Colorado's ultimate winter playground.[2][1][5]
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 jumps, flow, and tech. Adrenaline junkies and skill-builders of all levels will love its massive rentals, lessons, and inclusive progression.[1][2][3][6][8]
Fly down the thrilling banked curves of Winter Park's Coca-Cola Tube Hill on one of four speedy lanes, with a covered conveyor lift whisking you back to the top for endless fun. Families, thrill-seekers, and non-skiers alike will love this no-skills-required snowy adventure by the cozy warming hut.
Discover the charm of Cooper Creek Square, Winter Park's vibrant outdoor plaza blending eclectic shops with local artisan treasures and global cuisines around a cozy fire pit and string lights. Shoppers, foodies, and families will love this mountain town's perfect spot for relaxed discovery.[1][2][3][6]
Discover year-round thrills at Fraser Valley Sports Complex, from the NHL-standard Icebox rink and sand volleyball to a wild Western-themed playground amid stunning mountain views. Sports fans, families, and adventure seekers will love this versatile outdoor haven.[1][2][5]
Fraser Valley Distilling is a family-owned craft distillery and restaurant in Fraser, Colorado, where you can enjoy award-winning small-batch spirits, craft cocktails, and upscale pub food in a laid-back mountain atmosphere perfect for après-ski relaxation or a scenic getaway with friends.
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
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Aug 3, 2026 | $288 | Available |
| Aug 4, 2026 | $286 | Available |
| Aug 5, 2026 | $286 | Available |
| Aug 6, 2026 | $286 | Available |
| Aug 7, 2026 | $288 | Available |
| Aug 8, 2026 | $288 | Available |
| Aug 9, 2026 | $288 | Available |
| Aug 10, 2026 | $286 | Available |
| Aug 11, 2026 | $286 | Available |
| Aug 12, 2026 | $288 | Available |
| Aug 13, 2026 | $288 | Available |
| Aug 14, 2026 | $286 | Available |
| Aug 15, 2026 | $288 | Available |
| Aug 16, 2026 | $288 | Available |
| Aug 17, 2026 | $286 | Available |
| Aug 18, 2026 | $288 | Available |
| Aug 19, 2026 | $286 | Available |
| Aug 20, 2026 | $288 | Available |
| Aug 21, 2026 | $286 | Available |
| Aug 22, 2026 | $288 | Available |
| Aug 23, 2026 | $286 | Available |
| Aug 24, 2026 | $288 | Available |
| Aug 25, 2026 | $288 | Available |
| Aug 26, 2026 | $286 | Available |
| Aug 27, 2026 | $286 | Available |
| Aug 28, 2026 | $286 | Available |
| Aug 29, 2026 | $288 | Available |
| Aug 30, 2026 | $286 | Available |
| Aug 31, 2026 | $288 | Available |
| Sep 1, 2026 | $288 | Available |
| Sep 2, 2026 | $286 | Available |
| Sep 3, 2026 | $288 | Not Available |
| Sep 4, 2026 | $286 | Not Available |
| Sep 5, 2026 | $286 | Not Available |
| Sep 6, 2026 | $288 | Not Available |
| Sep 7, 2026 | $288 | Not Available |
| Sep 8, 2026 | $288 | Not Available |
| Sep 9, 2026 | $288 | Available |
| Sep 10, 2026 | $288 | Available |
| Sep 11, 2026 | $288 | Available |
| Sep 12, 2026 | $288 | Available |
| Sep 13, 2026 | $288 | Available |
| Sep 14, 2026 | $286 | Available |
| Sep 15, 2026 | $288 | Available |
| Sep 16, 2026 | $288 | Available |
| Sep 17, 2026 | $286 | Available |
| Sep 18, 2026 | $286 | Available |
| Sep 19, 2026 | $286 | Available |
| Sep 20, 2026 | $288 | Available |
| Sep 21, 2026 | $286 | Available |
| Sep 22, 2026 | $288 | Available |
| Sep 23, 2026 | $286 | Available |
| Sep 24, 2026 | $286 | Available |
| Sep 25, 2026 | $288 | Available |
| Sep 26, 2026 | $288 | Available |
| Sep 27, 2026 | $288 | Available |
| Sep 28, 2026 | $286 | Available |
| Sep 29, 2026 | $286 | Available |
| Sep 30, 2026 | $288 | Available |
| Oct 1, 2026 | $286 | Available |
| Oct 2, 2026 | $286 | Available |
| Oct 3, 2026 | $288 | Available |
| Oct 4, 2026 | $286 | Available |
| Oct 5, 2026 | $288 | Available |
| Oct 6, 2026 | $288 | Available |
| Oct 7, 2026 | $286 | Available |
| Oct 8, 2026 | $286 | Available |
| Oct 9, 2026 | $286 | Available |
| Oct 10, 2026 | $288 | Available |
| Oct 11, 2026 | $286 | Available |
| Oct 12, 2026 | $286 | Available |
| Oct 13, 2026 | $286 | Available |
| Oct 14, 2026 | $286 | Available |
| Oct 15, 2026 | $286 | Not Available |
| Oct 16, 2026 | $286 | Not Available |
| Oct 17, 2026 | $288 | Not Available |
| Oct 18, 2026 | $286 | Not Available |
| Oct 19, 2026 | $288 | Not Available |
| Oct 20, 2026 | $286 | Available |
| Oct 21, 2026 | $286 | Available |
| Oct 22, 2026 | $288 | Available |
| Oct 23, 2026 | $286 | Available |
| Oct 24, 2026 | $286 | Available |
| Oct 25, 2026 | $288 | Available |
| Oct 26, 2026 | $288 | Available |
| Oct 27, 2026 | $288 | Available |
| Oct 28, 2026 | $288 | Available |
| Oct 29, 2026 | $286 | Available |
| Oct 30, 2026 | $288 | Available |
| Oct 31, 2026 | $286 | Available |
| Nov 1, 2026 | $288 | Available |