Winter Park Lodging

Après Chalet is a luxurious 4-bedroom villa in the heart of Winter Park, blending modern style with mountain charm. Enjoy rooftop hot tub views, a game room, and high-tech features like Sonos and high-speed Wi-Fi. Just steps from Hideaway Park concerts, downtown dining, shops, and minutes from Winter Park Resort. Ideal for families or groups with sleeping for 12, a gourmet kitchen, and designer touches. Adventure awaits with hiking, biking, and skiing nearby.

Basecamp Luxe is a chic 4-bedroom retreat in Winter Park, blending modern style with playful mountain vibes. Unwind in the rooftop hot tub with Byers Peak views, or relax in the hammock. Enjoy retro arcade games, a wet bar, and eco-friendly perks like EV charging. Steps from downtown shops and dining, with hiking trails and slopes nearby. This stylish escape offers luxury, adventure, and the perfect setting for unforgettable mountain memories.

Located in a quiet residential neighborhood of Fraser, 6 miles from the Winter Park Ski Resort, the Jabberwocky home is situated on almost an acre of land. This 3,200 square foot, 5 bedroom 4.5 bath home is spread over three floors, with plenty of room for everyone to relax. Amenities include a wood-burning fireplace in the living room, washer/dryer, private decks, and a pool table on the lower level of the home.

Rocky Mountain Retreat is a luxurious 4-bedroom villa in the heart of Winter Park, offering stunning mountain views, a rooftop hot tub, and modern comforts. With 3,000 sq ft of stylish living space, this retreat is perfect for families or groups seeking both adventure and relaxation. Steps from downtown dining, shops, and slopes, it’s an ideal mountain escape. #RockyMountainRetreat #WinterPark #LuxuryVilla #MountainViews #HotTub #FamilyGetaway

Discover luxury at Trademark Views, a stunning 4-bedroom retreat just half a mile from the slopes. Enjoy mountain views, a private hot tub, a crackling fireplace, and a spa-like primary suite. With high-speed WiFi, a free resort shuttle, and endless adventure steps away, this is your perfect Winter Park escape. #TrademarkViews #WinterParkLuxury #MountainRetreat #PrivateHotTub #SkiAndStay #LuxurySTR

This beautifully renovated, high-end private home is packed with fantastic features and amenities. Situated on a 0.8 acre parcel of land in a quiet residential neighborhood and just 6 miles from the Winter Park ski area, "Jabberwocky" has the wonderful advantage of being directly on the free shuttle route. The dining and kitchen area features granite counter-tops and dining table, hardwood floors and top of the line stainless steel appliances. The dining area doubles as workspace, offering wireless internet and multiple lap-top plug-ins, thus making this house perfect for small corporate retreats. A 50" plasma wide-screen HDTV with Comcast cable is the focal point for the two-tier living room, furnished with an abundance of comfy sofa and chairs.

Welcome to your perfect mountain getaway in Winter Park! This luxury retreat offers comfort, adventure, and stunning views—all in one place: - Sleeps 10 – 4 beds, 3.5 baths - Rooftop patio w/ hot tub & fire pits - Gourmet kitchen w/ Bosch appliances - Steps from Fraser River & trails - Near Winter Park Resort + shuttle access - Smart home tech & heated garage - Family-friendly with games & baby gear

Luxury Alpine Abode is a stunning 2,000 sq. ft. loft in Winter Park’s new ROAM neighborhood, featuring panoramic mountain views, a rooftop hot tub, and cozy fire pit. Perfect for up to 10 guests, with two master suites, a chef's kitchen, and spacious living areas. Steps from downtown and a quick shuttle to Winter Park Resort, it's the ideal retreat for families or friends seeking luxury and adventure. #LuxuryAlpineAbode #WinterPark #MountainViews #HotTub #GroupGetaway #SkiAndStay

This large and beautiful home offers outstanding mountain views and a great rental for peace and quiet that will accommodate 8 people. An open floor plan encompasses the living, dining, kitchen areas as well as half bathroom on the main level. The living room offers a very cozy spot to relax on the comfortable sofa to enjoy the flat screen TV, gas fireplace and large south facing windows with wonderful mountain views and of the open greenbelt behind the home. Access to the private patio from the living area has BBQ grill and wonderful views to relax after enjoying a day of outdoor adventures. A small alcove for the dining area is close to the kitchen and has seating for up to 6; additional seating for 3 at the breakfast bar. The large kitchen has everything you need – granite countertops, custom wood cabinets and tile back splash, stainless steel appliances and hardwood flooring. Adjacent to the main kitchen, the entrance to the home has plenty of space to keep jackets, shoes and small outdoor gear. The full laundry room has full size washer and dryer.

Welcome to Alpenglow Retreat—your luxury escape in the heart of Winter Park! - Riverfront villa in downtown - Sleeps 8 with premium bedding - Rooftop deck w/ hot tub, minibar & views - Gourmet kitchen, fireplace, 73" Smart TV - Game room w/ NBA JAM arcade & Xbox - Walk to shops, dining & shuttle - 6 min drive to Winter Park Resort - Family-friendly: crib, booster seat, W/D - Heated two-car garage