
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.

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!
Beautiful mountain home with panoramic mountain views, located on 5 private acres. Home sleeps 14 and features 5 bedrooms and 3 newly renovated baths, along with a recently remodeled kitchen with granite counters and a magnificent wood-burning fireplace. Relax in the hot tub under the stars after a day of skiing or hiking. Park and store your gear in the 4-car garage. Our retreat is only two miles from downtown Fraser and 12 minutes to Winter Park ski area. *Please note: We do not allow events.

Luxury Mountain Cabin-Views, Hot Tub-10 ppl
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!

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!

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.

Home Spa Retreat Downtown WP Walk to Shops Dining
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!

Grand Elk Getaway! - Mountain Views & 7 Beds!
Welcome to Beautiful Grand Elk Getaway! Spacious & private mountain home with a modern rustic feel; Tons of natural light, vaulted ceilings & unobstructed 360 mountain views! Our Grand Elk Getaway is ideal for couples or families looking to explore Winter Park, Granby, Grand Lake and RMNP! Perfect Grand County location- 20 minutes to Winter Park, 15 Minutes to Grand Lake & Lake Granby. 5 minutes to Granby Ranch! Bring your Skis, Snowmobiles, Boats, Golf Clubs, Hiking Boots, & Fishing Gear

Modern Mountain Retreat | 2 Acres | Private Trails
indulge in elevated mountain living at this architect-designed 2BR/2BA retreat set on 2 private acres in the Devil’s Thumb Ranch area. Take in the nobstructed Continental Divide views, explore private trails just outside your door, and unwind by the fire pit beneath a canopy of stars. Ski or snowshoe directly from the home, then return to seclusion, comfort, and style. Planning a photo shoot, intimate dinner party, or special event? Please inquire for approval and applicable event fee.

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!

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.

Peaceful Mountain Retreat & Clubhouse Access
Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

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

Cozy Cabin Retreat • Hot Tub, Fireplace, Views
Beautiful, spacious, and cozy cabin perfectly located for year-round mountain adventures. Minutes from Winter Park Ski Resort, downtown Winter Park, and Fraser, and under an hour to Rocky Mountain National Park and Grand Lake. Enjoy stunning Byers Peak views from the patio, with easy access to hiking, biking, and Nordic ski trails. Comfortably accommodating multiple adults or two families, this home offers all-season access to Grand County’s outdoor recreation and scenic beauty.
Popular amenities for house rentals in Winter Park
House rentals with a pool

Luxury Home with Stunning Views - Ski In/Ski Out!

Luxury Mountain Retreat with Hot Tub + Views!

Cozy mountain home w/ hot tub & fireplace

Views, Ski, Golf! 6 BDR, 13 Beds, Hot Tub!

Winterfell at Winter Park Resort

Family Retreat | Pool + Hot Tubs Near Winter Park

Beautiful Granby Ranch home close to ski hill.

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*
Weekly house rentals

Luxury 5BR Winter Park Cabin w/ Hot Tub & Firepit

The Perch | Cozy + Modern Cabin w/ Hot Tub

Cozy Winter Park Mountain Home

The"Serenity Mountain House" nestled in the trees

Pet friendly House, Minutes From Winter Park

Winter Park Area Cabin, Hot Tub & Mountain Views!

Snowy Views | Hot Tub | Spacious Living

Luxury Home - Winter Park Resort Views w/ Hot Tub
Private house rentals

6BD private 35 acre estate views

Luxury Modern A-Frame with Hot Tub

Steps to Bus Loop | Hot Tub | Decks | Grill

Modern Mountain Retreat w/ EV

Luxury Escape • Fireplace, Hot Tub, Ski Shuttle

The Retreat

Modern Mtn Retreat with Hot Tub

Slope side Single Family Home/Winter Park Base
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £234 | £223 | £224 | £221 | £189 | £221 | £202 | £159 | £149 | £161 | £184 | £238 |
| 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 350 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 6,680 verified reviews to help you choose

Family-friendly holiday rentals
340 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
280 properties have a dedicated workspace

Wifi availability
350 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
- Santa Fe Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Family-friendly rentals Winter Park
- Rentals with a fireplace Winter Park
- Flat rentals Winter Park
- Rentals with pools Winter Park
- Rentals with lake access Winter Park
- Rentals with a firepit Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with a kayak Winter Park
- Rentals with a patio Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with an EV charger Winter Park
- Cabin rentals Winter Park
- Rentals with an accessible-height toilet Winter Park
- Fitness-friendly rentals Winter Park
- Chalet rentals Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with a washing machine and dryer Winter Park
- House rentals Grand County
- House rentals Colorado
- House rentals United States
- Breckenridge Ski Resort
- Rocky Mountain National Park
- Red Rocks Amphitheatre
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Center Village Resort Copper Mountain
- Winter Park Resort
- Arapahoe Basin Ski Area
- Colorado Convention Center
- Keystone Resort
- Ball Arena
- Empower Field at Mile High
- City Park
- Granby Ranch
- Loveland Ski Area
- Ski Cooper
- Fillmore Auditorium
- Pearl Street Mall
- Denver Zoo
- Elitch Gardens
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Water World




