House vacation rentals in Winter Park

Find and book unique houses on Airbnb

Quick stats about house rentals in Winter Park

  • Total vacation rentals

    Explore 350 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at G$12,539 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Winter Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Park rentals

  • 4.8 Average rating

    Winter Park stays are highly rated by guests—averaging 4.8 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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Top guest favorite
Snow-covered rooftops line the foreground, with a view of distant mountains capped in white. Evergreen trees dot the landscape, and a railway track runs along the bottom of the image, suggesting the proximity to outdoor adventures.
Home in Fraser
5 out of 5 average rating, 44 reviews

Fraser Mercantile

The Heart of Fraser ❤️ Steps away from Amtrak, restaurants, trails, retail, and more! Located on the shuttle route to access big mountain skiing at Winter Park resort. Walk or drive to nearby trails for hiking, biking, skating, country skiing, fishing, and more! Chess, scrabble, backgammon, and the 400+ game 80s video game keep inside time fun. It's a beautiful relaxing historic house, fun to bake in, and the kitchen has everything you need. Watch the trains go by and enjoy the beautiful view

Superhost
Home in Winter Park
4.79 out of 5 average rating, 19 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!

Guest favorite
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
4.96 out of 5 average rating, 171 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 favorite
Home in Winter Park
5 out of 5 average rating, 11 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!

Guest favorite
An aerial view showcases a contemporary home nestled among lush greenery, with a paved driveway leading to the entrance. Surrounding mountains create a serene backdrop, while the setting sun casts a warm glow, accentuating the natural landscape and modern architecture.
Home in Winter Park
4.96 out of 5 average rating, 28 reviews

Luxury Mountain Modern Winter Park Home

SUPER HOST 5 STAR REVIEWS, NEW PROPERTY. Built in 2023 this is a new rental home designed brand new mountain contemporary home is the perfect spot for a ski gateaway and summer adventures! Located in the beautiful ski village of Winter Park, you'll be mere minutes away from the ski resort while in the most convenient spot for socializing, with restaurants and bars only steps away. Enjoy stunning views of the Rocky Mountains and make wonderful memories in this one-of-a-kind mountain retreat!

Top guest favorite
Home in Winter Park
4.99 out of 5 average rating, 150 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!

Superhost
An open layout features a high vaulted wooden ceiling with exposed beams. The space includes a dining area with a wooden table, a cozy living area with a seating arrangement, and a staircase leading to a loft area above.
Home in Tabernash
4.82 out of 5 average rating, 153 reviews

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Just 10-15 minutes from Granby, Winter Park and Fraser, this chalet style home is ideal for a getaway weekend in Grand County! This house features a custom steam shower, expansive deck with hot tub, fenced in backyard, wood burning stove and plenty of beds for adults and kids! The master bedroom features a king size bed along with a double bed and the second bedroom features a queen size bed, closet and working space. There is also a comfy futon in the loft for extra sleeping space!

Guest favorite
Home in Fraser
4.95 out of 5 average rating, 167 reviews

Mountain View Cabin • Perfect For Groups • 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.

Top guest favorite
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
4.98 out of 5 average rating, 104 reviews

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.

Top guest favorite
A modern condo building is shown amidst a snowy landscape, featuring a combination of wood and stone elements. Balconies are present on each floor, offering expansive views of the surrounding area. The clear blue sky complements the architectural design.
Home in Fraser
4.98 out of 5 average rating, 61 reviews

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.

Top guest favorite
A spacious living area features large windows that provide abundant natural light and mountain views. A sectional sofa is arranged around a fireplace, while a dining table capable of seating up to ten is positioned nearby. A warm, inviting atmosphere is created by the tasteful decor.
Home in Fraser
4.98 out of 5 average rating, 185 reviews

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).

Guest favorite
Home in Winter Park
5 out of 5 average rating, 8 reviews

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

Popular amenities for Winter Park house rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$68,129 GYDG$72,936 GYDG$62,905 GYDG$62,696 GYDG$53,709 GYDG$62,696 GYDG$57,262 GYDG$45,141 GYDG$42,215 GYDG$45,768 GYDG$52,247 GYDG$67,502 GYD
Avg. temp-7°C-7°C-3°C-1°C4°C9°C13°C12°C8°C2°C-3°C-7°C

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Grand County
  5. Winter Park
  6. House rentals