
House holiday rentals in Winter Park
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Park
Guests agree: these houses are highly rated for location, cleanliness and more.

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 just 1 mile away or Winter Park Resort within a 10 minute drive and located on the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

*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.

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area
@cabin.57 is an Ideal Winter Park vacation home for families or small group of friends looking for the perfect mountain getaway. You'll feel right at home the moment you step inside the home's beautiful interior, boasting impressive high-quality furnishings and decadent mountain touches, including a gas fireplace and custom double wide sliding door that opens from living room to the hot tub patio area. Walk to town and enjoy all the Winter Park restaurants and shops. Steps to Lift Bus stop!

Modern Downtown Home w/ Private Sauna on Bus Line
Enjoy a sanctuary in the heart of charming downtown Fraser—complete with a private outdoor sauna! Tucked among aspens yet just steps from the Fraser train/bus station, this modern home offers a rare blend of seclusion, convenience, and character (the train rumbles by across the street). Leave your car at home and enjoy restaurants, bars, coffee, grocery, and frequent transit to Winter Park all within an easy walk. Stocked with everything you need to feel at home, it’s the perfect basecamp.

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!

Luxury Mtn Cabin/Free Shuttle/ Views/Garage
Escape to Mountain Flower Cabin located in the Rendezvous community just a short walk to downtown Winter Park and a 4 mile shuttle ride (free) to Winter Park Ski Resort. Our 3BR cabin is well appointed with custom furniture, modern amenities, and breathtaking mtn views. Nestled within the Rendezvous Trail System, alongside the Fraser River, you'll find miles of hiking, biking, fishing and cross country skiing right outside your door. The free shuttle to WP is steps from the cabin.

Wildhorse Chalet at Grand Elk - With Hot Tub!
This 5-bedroom (4 bedrooms + loft), ranch is located in the Grand Elk community of Granby, CO. The home offers over 2600sf of contemporary mountain decor. The home was designed to maximize both indoor and outdoor living. Whether you're looking to ski/snowboard at Granby Ranch and/or Winter Park, paddle-board at Grand Lake, golf at Grand Elk, or if you're just seeking a relaxing weekend away with friends and family, we're confident your stay will be one to remember. Permit #004096

Mountain Cozy | New w/ Hot Tub
Relax in this cozy, new build mountain retreat, ideally located minutes from world renowned Winter Park Ski Resort. This new build 2-bed, 2-bath + bunk space condo includes a private hot tub, fully equipped kitchen, smart TVs, balcony w/ mtn views, washer/dryer, and heated garage. This condo is in a perfect location, just 2 minutes from Fraser grocery/restaurants/bars, 8 minutes to Winter Park, 20 mins to Granby Ranch, and just minutes to endless hiking and biking trails.

Luxury Home w/Hot Tub & Winter Park Ski Mtn Views!
This luxurious 6-bed, 5.5-bath Fraser vacation rental house can host up to 14 guests with ease throughout 4,341 square feet! This spectacular residence includes countless upgrades, such as a private hot tub, in-floor radiant heated floors on all levels including the garage, remote control blinds, and granite countertops. With a massive interior, spectacular mountain views from the deck, and the free shuttle stop less than 1 block away, experience mountain living in style!

Spacious Cabin Retreat w/ Hot Tub Near It All
Beautiful, spacious and cozy cabin conveniently located with easy access to Winter Park Ski Resort, downtown Winter Park, Fraser and less than 1hr drive to Rocky Mountain National Park and Grand Lake for year round mountain adventures! Enjoy stunning views of Byers Peak from the patio with easy access to hiking, biking or Nordic ski trails. This home boasts all season access to all Grand County has to offer while comfortably accommodating multiple adults or 2 families.

Red Wolf Lodge - Private Hot Tub - Mountain Views
Brand new home in beautiful and tranquil Fraser. 3 bedroom, 2 bathroom, private hot tub. 15 minutes to Winter Park Resort, 30 minutes to Granby and Grand Lakes, 40 minutes to the RMNP entrance at Grand Lake. Comfortably furnished and well appointed with everything you need to enjoy your vacation while feeling right at home. Enjoy this quiet, modern, and cozy mountain retreat just a quick drive from amenities in Fraser such as restaurants, breweries, groceries

Relax & Play – Mountain Stay
Escape to this beautiful 3-bedroom, 3-bathroom townhome in Fraser, CO, offering breathtaking mountain views and modern comforts. Relax in the 7-person hot tub, cozy up by the fireplace, or enjoy a game on the foosball table. The kids’ room features a 3-bed bunk and hangout space. Conveniently located on the free bus route with easy access to Winter Park Resort, dining, and shopping. Includes heated garage, washer/dryer, and more for a perfect getaway!
Popular amenities for house rentals in Winter Park
House rentals with a pool

Luxury Mountain Retreat with Hot Tub + Views!

Chill 301 | Pool + Hot Tub

Luxury Condo 613 I Pool I Discounted Attractions

Alpine Vista Escape

Chalet Ski Retreat w/Scenic Views/Private hot tub

Mountain Retreat with VIEW!

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*

The Evangeline Haus *Dog Friendly
Weekly house rentals

Modern Mountain Retreat w/ EV

Terrific Tabernash Townhouse w/ Hot Tub!

New | Dog-Friendly Snowscape | Hot Tub

The Retreat

New condo with private hot tub

Slope side Single Family Home/Winter Park Base

Mountain Escape Minutes From WP | Hot Tub Access

Fraser Mercantile
Private house rentals

Serene Spa Retreat: Modern Home with Stunning View

Everglen Retreat-Mountain Views/Ski/Hike w/ sauna!

4BR Mountain Escape Family Friendly, Sleeps 10

Mountain home retreat with spectacular views.

Luxe Forest Retreat | Sauna + Hot Tub | Pano Views

Winter Park Area Cabin, Hot Tub & Mountain Views!

Luxury Home - Winter Park Resort Views w/ Hot Tub

Cozy Hygge Cabin—Ski, Relax, Recharge in Style
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $410 SGD | $389 SGD | $392 SGD | $387 SGD | $331 SGD | $387 SGD | $353 SGD | $278 SGD | $260 SGD | $307 SGD | $313 SGD | $402 SGD |
| Avg. temp | -7°C | -7°C | -3°C | -1°C | 4°C | 9°C | 13°C | 12°C | 8°C | 2°C | -3°C | -7°C |
Quick stats about house rentals in Winter Park

Total holiday rentals
Explore 330 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $129 SGD per night before taxes and fees

Verified guest reviews
Over 5,730 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
330 of Winter Park holiday rentals include wifi 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!
Destinations to explore
- Durango Holiday rentals
- Denver Holiday rentals
- Breckenridge Holiday rentals
- Colorado Springs Holiday rentals
- Northern New Mexico Holiday rentals
- Aspen Holiday rentals
- Vail Holiday rentals
- Steamboat Springs Holiday rentals
- Boulder Holiday rentals
- Estes Park Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Rentals with pools Winter Park
- Rentals with a sauna Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with a fireplace Winter Park
- Family-friendly rentals Winter Park
- Cabin rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a kayak Winter Park
- Rentals with a firepit Winter Park
- Rentals with a patio Winter Park
- Flat rentals Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with outdoor seating Winter Park
- Chalet rentals Winter Park
- Rentals with lake access Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Grand County
- House rentals Colorado
- House rentals United States
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Chatfield State Park
- Beaver Creek Resort
- Red Rocks Amphitheatre
- Vail Ski Resort
- Center Village Resort Copper Mountain
- Winter Park Resort
- Keystone Resort
- Coors Field
- Arapahoe Basin Ski Area
- Colorado Convention Center
- Granby Ranch
- Ball Arena
- Empower Field at Mile High
- Loveland Ski Area
- Fillmore Auditorium
- Ski Cooper
- Denver Zoo
- City Park
- Pearl Street Mall
- Elitch Gardens
- Denver Botanic Gardens
- Water World




