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 £74 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    360 of Winter Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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
4.93 out of 5 average rating, 100 reviews

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.

Top guest favourite
Home in Fraser
4.97 out of 5 average rating, 37 reviews

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!

Top guest favourite
The family room features floor-to-ceiling windows that frame views of lush pine trees and the Fraser River. A cozy seating arrangement for eight includes two large sofas and a white accent chair, complemented by a neutral area rug and a dark coffee table at the center.
Home in Winter Park
5.0 out of 5 average rating, 43 reviews

*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.

Top guest favourite
Home in Winter Park
5.0 out of 5 average rating, 102 reviews

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. ⛷️🌲✨

Guest favourite
A spacious living area features a large sectional sofa and a modern glass coffee table. Natural light floods the space through sliding glass doors that open to a view of the mountains. A cozy fireplace adds warmth, framed by elegant wall accents.
Home in Fraser
5.0 out of 5 average rating, 29 reviews

New townhome w/ Mountain Views

Everything is polished, modern, and comfortable at this newly built home near the heart of Fraser. You'll be treated to views of the mountains, your very own hot tub, and easy access to restaurants, breweries, and world-class outdoor recreation. This three-story townhome is part of a new development on the edge of downtown, placing you less than a mile from dining, shopping, fishing, the Fraser Tubing Hill, and the Fraser River Trail. You'll also be only five miles north of Winter Park Resort.

Superhost
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
4.95 out of 5 average rating, 176 reviews

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!

Top guest favourite
Home in Winter Park
5.0 out of 5 average rating, 16 reviews

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!

Superhost
Home in Winter Park
4.75 out of 5 average rating, 24 reviews

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!

Top guest favourite
Home in Winter Park
4.99 out of 5 average rating, 155 reviews

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!

Guest favourite
A spacious dining area features a large wooden table surrounded by black and white chairs, positioned near expansive windows. The open concept connects to a modern kitchen, with light streaming in and providing views of autumn foliage outside.
Home in Fraser
4.92 out of 5 average rating, 12 reviews

Winter Park home new listing

This newly available, gorgeous, light-filled 4 bedroom 3 1/2 bath home in Rendezvous sleeps up to 10 people. Breathtaking Views of Winter Park & Byers Peak 7 min to Winter Park town center Short drive to the slopes Hot tub 2 car garage with Tesla charger Washer dryer New construction (built in 2022) 2 rooms with King beds and en-suite bathrooms 1 Queen bed 2 bunk beds (4 twin beds) Big screen tv with cable & wifi Nearby hiking trails Outdoor deck with couch, dining table, and gas grille

Guest favourite
The exterior of a modern townhome is depicted, featuring a light brown facade with timber accents. A private garage is visible, and a gentle slope leads towards the entrance. In the background, a scenic view of a mountain covered in trees and ski trails is presented.
Home in Winter Park
4.88 out of 5 average rating, 57 reviews

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

Top guest favourite
The open living space features a comfortable gray sofa and two leather armchairs, with a wooden coffee table at the center. Large windows frame views of trees, while a stone fireplace adds warmth. A well-equipped kitchen is visible in the background, complemented by wooden cabinetry.
Home in Winter Park
5.0 out of 5 average rating, 18 reviews

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!

Popular amenities for house rentals in Winter Park

When is the best time to visit Winter Park?

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Avg. price£241£258£222£166£145£170£202£160£149£162£185£239
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