House holiday rentals in Winter Park

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!

Downtown Luxury Home w/ Private Sauna & Bicycles

Experience authentic mountain-town living in Fraser, surrounded by mature trees and alpine scenery, steps to restaurants, breweries, coffee shops, groceries, and transit to Winter Park and Denver. Thoughtfully curated home featuring a stocked kitchen & coffee station. Unwind in the private sauna, gather by the fire pit, or explore town with our provided cruiser bikes . Outside, relax in a grassy yard with covered porch, patio furniture, and hand-painted mural adding unique local character.

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.

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.

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.

Relax and Have Fun in Our Beautiful Home

Enjoy staying in our amazing mountain vacation home. Our place is completely furnished and stocked with everything you’ll need to feel right at home. All furnishings are new, including beds, mattresses, linens, towels, etc. We have flatscreen smart TVs in all the bedrooms and common areas. WiFi and cable tv are included. The kitchen is fully stocked. At the end of the day, enjoy soaking in our 7 person hot tub or relaxing by the fire pit (during summer months).

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.

TreeTop Getaway, Secluded Winter Park Highlands

Panoramic Continental Divide & Winter Park Ski Resort views from this 4 bed, 3.5 bath home perched at the top of Winter Park Highlands. Ideal open floorplan with 3 living areas, including loft and game room, vaulted ceilings, main level master suite. Enter right onto the main floor. Enjoy spectacular views from the spacious decks or cozy up in front of the fireplace! Close to town and perfect for the whole family to enjoy!