House holiday rentals in Winter Park

Serene Spa Retreat: Modern Home with Stunning View

Experience a remote, spa-like retreat at our recently renovated home with excellent reviews and breathtaking views. The house backs onto 180-degree views of the Arapahoe National Forest, visible from the hot tub. This high quality furnished, solar-powered residence is perfect for a long weekend or an extended stay. In a local mountain neighborhood, enjoy cross-country skiing, and hiking from the front door. Relax in the private 6-person sauna. Book now to immerse yourself in this serene getaway.

Location · Value · View

Private 2-acre Mtn Retreat - Hot Tub + Game Room

Escape to a luxury mountain retreat in Fraser, just minutes from Winter Park—perfect for families and groups. Relax in the private hot tub with stunning mountain views, or challenge friends in the game room. Sleeps 10 comfortably with 4 bedrooms, including a loft and fun bunk room. Skiing, tubing, golf, trails, and endless outdoor adventure. Thoughtfully designed with high-end finishes, a cozy fireplace, and a chef’s kitchen opening to spacious living. Book now for your perfect Colorado getaway!

Family · Location · Kitchen

*NEW* Luxe Waterfront Condo in Winter Park

Headwaters Hideaway, a 1,500+ sq ft Winter Park condo, boasting 180* waterfront, mountain & forest views. Just a 5-minute drive to Winter Park Resort and 100 feet to large ponds and the Fraser River trail. Enjoy a private patio, dual master suites, and room for up to 10 guests. Cook up a storm in our fully stocked kitchen, or take a 5-min walk to 10+ restaurants. In the summer, 5-Star Golf & Lake Granby are just a short drive away. This Hideaway is perfect for winter skiing or summertime events.

Location · Family · Comfort

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

@cabin.57 — Your Perfect Winter Park Mountain Escape 🏔️✨ Whether you're chasing fresh powder, conquering world-class mountain bike trails, or simply craving a true reset in the Rockies — Cabin 57 was made for you. Nestled in Winter Park's coveted Rendezvous neighborhood, this beautifully appointed luxury cabin blends high-end comfort with that unmistakable Colorado mountain warmth. Steps from the Fraser River Trail, free Lift Bus ski shuttle & miles of trails right out your back door. ⛷️🌲✨

Family · Value · Condition

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!

Location · Value · Biking

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!

Family · Location · Condition

Chalet Apres | Amazing Location | Hot Tub & Sauna

Stay in the heart of Winter Park on Main Street at Chalet Apres. Walk to all shops, dining, and Hideaway Park, or hop on the ski bus right outside to head to the slopes. This gorgeous townhouse features 2 king bedrooms and a twin, private hot tub and sauna, leg massagers, locked ski storage, ski boot dryer, and the comforts of a hotel with more space and convenience. Located in the new build Arrow community, there will be retail, restaurants and fun events at the amphitheater all year round!

Location · Family · Sleep quality

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!

Location · Value · Sleep quality

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!

Location · Family · Amenities

Luxury Home - Winter Park Resort Views w/ Hot Tub

Relax with the whole family as you look out over Winter Park Ski Resort from our floor to ceiling windows or large back deck. With 4 beds and 3.5 baths there is plenty of room to escape into the mountains and make lasting memories! Head out to ski, fish, and mountain bike, or stay home to cozy up by the fire and watch the snow fall from the private hot tub. Antler Escapes is fully stocked with the essentials as well as movies, toys, and games to make your stay unforgettable. STR #022100

Family · Location · Quiet

Spacious Cabin with Views • Location • Hot Tub

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.

Location · Family · Parking

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.

Location · Value · Decor