House holiday rentals in Winter Park

Find and book unique houses on Airbnb

Quick stats about house rentals in Winter Park

  • Total holiday rentals

    Explore 360 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $141 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Winter Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winter Park rentals

  • 4.9 Average rating

    Winter Park stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Winter Park

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area is showcased, featuring a comfortable couch and two accent chairs. Large windows provide views of the surrounding landscape. A wooden dining table with high-backed chairs and a media console with a television are also visible, creating an inviting atmosphere for relaxation.
Home in Tabernash

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.

4.93 out of 5 average rating, 102 reviews
Top Guest favourite
Home in Fraser

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!

4.98 out of 5 average rating, 42 reviews
Top Guest favourite
Home in Winter Park

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. ⛷️🌲✨

5.0 out of 5 average rating, 102 reviews
Guest favourite
A secluded chalet is surrounded by towering trees and located next to a gently flowing river. The dark wood structure features large windows and a spacious deck, inviting a connection with nature and providing serene views of the natural landscape.
Home 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!

4.95 out of 5 average rating, 178 reviews
Superhost
Home in Winter Park

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!

4.76 out of 5 average rating, 25 reviews
Top Guest favourite
Home in Winter Park

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!

4.99 out of 5 average rating, 156 reviews
Guest favourite
Home in Fraser

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.

4.95 out of 5 average rating, 145 reviews
Top Guest favourite
Home in Fraser

Private Hot Tub, Garage + EV Charger, On Bus Line!

Welcome to your mountain home! Relax in your private 6 person hot tub on your back patio, or have your morning coffee from the patio while taking in the mountain views. Only a few minutes walk to the shuttle line, be at Winter Park in no time at all! After a day on the slopes, relax in front of the fireplace or outdoor fire pit. The primary bedroom has an attached private bathroom, while the spacious guest room features a tub + shower. Have an EV? Charge for free in your heated garage!

4.94 out of 5 average rating, 117 reviews
Top Guest favourite
A barnwood home is framed by snow-covered trees, featuring a distinct architectural design with multiple gables. Large windows allow for ample natural light, while a stone walkway leads to the welcoming entrance. The two-car garage is visible, showcasing the spacious layout of the property.
Home in Granby

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub

Offering a warm welcome to family and friends, Saddle Ridge Lodge touts high-end, family-friendly finishes throughout. Spend the days on the slopes or golf course and spend the evenings soaking in the private hot tub or competing in a game of foosball. The spacious layout is perfect for families and groups with two living rooms, a playroom, gas fireplaces, a high-end kitchen, and a large patio with a grill, egg smoker, and a hot tub. What’s more? Your dog can join in on the fun, too!

4.93 out of 5 average rating, 192 reviews
Top Guest favourite
Home in Fraser

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.

4.95 out of 5 average rating, 174 reviews
Top Guest favourite
A cozy seating area is visible through a large window, showcasing a stunning view of the snow-covered mountains under a soft pink and blue sky. The wooden balcony railing frames the scene, enhancing the connection with nature.
Home in Tabernash

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.

4.98 out of 5 average rating, 116 reviews
Guest favourite
Home in Winter Park

New Luxury Mountain Home | Hot Tub | 3 Fireplaces

Brand new mountain modern home in Winter Park's newest luxury riverfront community. Private hot tub, 3 gas fireplaces, and a professional chef's kitchen. Sleeps 14 across 4 bedrooms, 4 bathrooms, and 2 living areas on 3 levels. Walk to downtown dining and shops. 5 min to Winter Park Resort. Heated garage, mudroom with gear storage, and Fraser River trail access steps from the front door. Timber-frame construction with natural stone and reclaimed wood throughout.

5.0 out of 5 average rating, 6 reviews

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

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Avg. price$458 AUD$491 AUD$423 AUD$316 AUD$276 AUD$323 AUD$385 AUD$304 AUD$284 AUD$308 AUD$352 AUD$454 AUD
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