House holiday rentals in Winter Park

Chateau Louise • Town Central • Park • Walkable

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.

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!

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.

New condo with private hot tub

Have fun with the whole family at this brand new Fraser condo! Custom bunk room with four twin bunks and a smart tv! This condo has a private balcony with a large 6 person hot tub and natural gas grill. The kitchen is fully equipped with everything you need to make a gourmet meal! The two other bedrooms have large premium king beds with two smart screen tvs. Enjoy sitting by the gas fireplace in the cozy living room, while admiring the Fraser valley Mountain Views.

Winterfell at Winter Park Resort

Overlooking the slopes of Winter Park Resort and backing to the Arapahoe National Forest, this incredible 4-bedroom, 12-person luxury Rocky Mountain home offers the best of Grand County. With mountain modern architecture, high end furnishings, and smart home technology, you will experience the perfect blend of comfort and innovation! Relax, unwind, and soak in the majestic mountain views from every window, two expansive decks, and your own private hot tub oasis.

Luxury Downtown Condo - Rendezvous Center 201

Welcome to Rendezvous Center 201, stylish, single-level 3-bedroom condo is perfectly located right in the heart of downtown — directly across from Rendezvous Event Center. Whether you're here for summer concerts, winter sledding, or mountain adventures, you’ll love being steps from restaurants, shops, and the free Winter Park Resort shuttle perfect for families or groups of friends looking to enjoy everything the Rockies have to offer. Permit Number: 028856

The Perch | Cozy + Modern Cabin w/ Hot Tub

Welcome to The Perch—a cozy mountain cabin in beautiful and tranquil Winter Park, Colorado. Nestled next to the Fraser River in the coveted Rendezvous community, your next mountain getaway is steps from the free shuttle to Winter Park Resort and a short walk to town. Enjoy the hot tub, fireplace, full kitchen, free private garage parking, and peaceful mountain views - your perfect base to relax and recharge in the Rockies.