House holiday rentals in Winter Park

Chateau Louise • Group & Family Friendly • Central

Modern mountain comfort meets unbeatable walkability at this stylish 3BR Winter Park retreat. Stroll to local cafés, restaurants, bars, & boutiques. Unwind in the private hot tub with plush Parachute robes, relax by the fireplace, play records from the curated vinyl collection, or settle in with games and books after a day outdoors. The fully stocked kitchen features a Moccamaster coffee maker, while luxe linens, cozy beds, and elevated bath products create the perfect all-season alpine getaway.

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!

Beautiful mountain home with panoramic mountain views, located on 5 private acres. Home sleeps 14 and features 5 bedrooms and 3 newly renovated baths, along with a recently remodeled kitchen with granite counters and a magnificent wood-burning fireplace. Relax in the hot tub under the stars after a day of skiing or hiking. Park and store your gear in the 4-car garage. Our retreat is only two miles from downtown Fraser and 12 minutes to Winter Park ski area. *Please note: We do not allow events.

Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Welcome to Lodge 212! This brand new mountain retreat blends designer luxury w/ family-friendly comfort. Spacious rooms and endless amenities create the perfect home base for your group. Head to the loft to challenge others to a game of pool while streaming your favorite team, then step outside to soak in the hot tub, toast marshmallows, and soak up the sweeping mountain views. With easy access to skiing, hiking, biking, + fishing, every day is an adventure + every evening a cozy family escape!

Luxury Ski Retreat w/ Rooftop & Mountain Views

Wake up to sweeping mountain views, walk out the door to trails and mountain biking, and stroll minutes to Winter Park's best restaurants, shops, and live music at the Hideaway. This luxury 4-bedroom townhouse puts you right in the heart of downtown — with a resort shuttle just steps away when adventure calls. Inside, two king suites, a queen room, and a bunk room sleep 10 in comfort. Gather around the doublewide fireplace in the open living area, cook together in the full gourmet kitchen, or

Winter Park Creekside Chalet with Hot Tub

Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown 1 mile away, Winter Park Resort within a 10 minute drive and 75 steps from the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

Winter Park Home | Hot Tub Sauna Walk to Downtown

Escape to Ramble On, a pet friendly luxury wellness retreat in downtown Winter Park for 10. - Unwind in your private rooftop hot tub & barrel sauna after a day on the slopes, just a 5-min drive or free shuttle away. - This 4-bed mountain-modern home features a theater room, chef's kitchen, and stunning views. - Perfect for families & groups seeking style and adventure, steps from the Fraser River and local shops. - Tap the ❤ in the upper-right corner to add Ramble On to your wishlist!

Pool Access & Mtn View! Luxe WP Cabin, Near Trails

Rendezvous Neighborhood | 1 Mi to Dtwn Bites & Brews | Walk to Fraser River Adventure begins right out your door at this Winter Park vacation rental, where alpine trails and fresh air set the stage for an unforgettable stay. Hike and bike through scenic terrain, or take advantage of Club MeadowRidge amenities just a short drive away. Then return to unwind in a beautiful cabin thoughtfully designed with custom furniture, modern amenities, and epic views. This is mountain living at its best!

Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9

BEST location!! In-town duplex has spectacular mountain views from the deck and plenty of space for multiple families, sleeps 9. Easy access to trailheads and the free Lift shuttle from the front door. Private hot tub, 2 living rooms, 3 bedrooms with en suite bathrooms, full size washer and dryer, main level entrance, gas BBQ, and 2 car garage with 220 outlet for EV charging plus free/easy parking next to house. Just 1 mile to Hideaway Park for easy access to restaurants and shopping!

Modern Mountain Adventure | 2 Secluded Acres

Indulge in elevated mountain living at this architect-designed 2BR/2BA retreat set on 2 private acres in the Devil’s Thumb Ranch area. Take in the nobstructed Continental Divide views, explore private trails just outside your door, and unwind by the fire pit beneath a canopy of stars. Ski or snowshoe directly from the home, then return to seclusion, comfort, and style. Planning a photo shoot, intimate dinner party, or special event? Please inquire for approval and applicable event fee.

Spacious Cabin • Family Friendly • Hot Tub • Views

Spacious mountain retreat in Winter Park with sweeping mountain and ski slope views. Minutes to Winter Park Resort, downtown, and Fraser, 30 mins to lakes and under 1hr to Rocky Mountain National Park. Relax in the private hot tub, gather around the fireplace, or enjoy open living with smart TVs, games, heated garage, grill, and outdoor dining. Easy access to hiking, biking and skiing. Comfortably sleeps 10, making it the perfect year-round Colorado getaway for families and groups.

Continental Divide Views! New Log Home w/ Hot Tub!

Come enjoy a piece of paradise! Our new log home is the perfect base for your Colorado mountain adventure! You’ll find space for up to ten, with four bedrooms, three bathrooms, two living areas, and a fully stocked kitchen. Located between Winter Park ski and Grand Lake, you can ski, snowboard, visit Rocky Mountain National Park, hike, bike, golf, fish, or boat. At the end of the day, relax in the hot tub or on the wrap-around deck and enjoy unparalleled Continental Divide views.

Mountain Cozy | New w/ Hot Tub

Relax in this cozy, new build mountain retreat, ideally located minutes from world renowned Winter Park Ski Resort. This new build 2-bed, 2-bath + bunk space condo includes a private hot tub, fully equipped kitchen, smart TVs, balcony w/ mtn views, washer/dryer, and heated garage. This condo is in a perfect location, just 2 minutes from Fraser grocery/restaurants/bars, 8 minutes to Winter Park, 20 mins to Granby Ranch, and just minutes to endless hiking and biking trails.