
Vacation rentals in Winter Park
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Top-rated vacation rentals in Winter Park
Guests agree: these stays are highly rated for location, cleanliness, and more.

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2BR townhome with a loft in a woodsy neighborhood in Winter Park/Fraser. Want a relaxing scenic place to sit by the fire or enjoy Grand County's outdoor adventures? Come stay and enjoy this townhome with access to free shuttle transportation during the winter. Both bedrooms include King beds. The loft includes a daybed that expands to a king bed and the sofa pulls out to a bed. PRIVATE 7 PERSON HOT TUB on patio. Propane Grill, easy access to hiking/biking trails, restaurants, stores, bars, etc.

Slopeside Trademark Mountain Retreat #44
NO PETS Walk to resort (Directly outside the “gate”) Gondola, Shops + Dining. Or, take the free shuttle - 50 seconds on the bus, that's it! Highly Sought After Trademark Development - 1/4 Mile to Gondola Next to the Resort's Blue Spruce Parking lot Outdoor Community hot tub, 360• Mountain View’s 3 story condo, 2 balconies, ski run views FREE bus 7am-2am 3 min drive to downtown, 2 mile walk - paved road along river 65” HD TV, 2 sofas, stocked kitchen 25+book - MAX 8 ADULTS **NO PETS**

Mountain Modern Cozyville
Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ loft) space can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

Cozy mountain retreat in downtown Winter Park
Lovingly remodeled Hi Country Haus 1 bedroom 1 bathroom condo central to downtown Winter Park. Use our Tiny Mountain Retreat as a launchpad to all the local access Winter Park has to offer or as a space for rejuvenation in this beautiful mountain town. Incredible access to local trail running, mountain biking, backpacking, fly-fishing, hiking and skiing. Grand Lake and Rocky Mountain National Park are easily and often visited from our spot as well. WP Short-term rental registration #019404

Cozy Cabin in Perfect Location
You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

Charming Suite in Old Town Winter Park
Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & FREE PARKING! Take a 10-15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Territories.

Ski In/Ski Out - Modern Cozy Condo in Winter Park
Welcome to Leone’s Den. This newly renovated studio condo located at the base of Winter Park Resort. Walk less than 150 yards to the slopes! Shops, restaurants, and bars at the Village Base just across the street and a pool sized hot tub! Marvel at the beautiful mountain views from the largest hot tub in Winter Park, brand new in 2025. Enjoy the view of village and mountain landscape while enjoying the warmth of the fireplace. The studio has everything you need for an unforgettable stay.

Main Street Luxury- Downtown with Hot Tub & Trails
You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers.

Winter Park Townhome w/ Stunning Slope Views!
Your next Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - directly across from Winter Park Resort with amazing views of the slopes. Your group of up to 8 guests will love returning to the comfort of this home, offering over 1,800 square feet of living space. With such easy access to the slopes, trails, breweries, concerts and more, this is the perfect home base! Winter Park Short-Term Rental Registration No. 005732

Fall in to winter at Madge’s. Pets welcome!
Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite winter activities; Fraser Valley has them in spades! After enjoying a perfect Colorado winter day, come back to your spacious room for a drink by your cozy fireplace to think about what restaurant to enjoy to cap a wonderful day.

FREE WP ski bus - King bed - pool & hot tubs @ rec
1st Floor - Hi Country Haus Condos in Winter Park, Colorado. On the Fraser River and steps away from WP Ski Bus pick-up. Our cozy condo offers a King bed, full/double bed and twin/single bed. Walking distance to groceries at Fireside Market. Restaurants = Hernando’s, Randi’s, Namaste, Carver’s, Fontenot’s, The Perk, Wake-n-Bacon, Domino’s & more! NOTE - the recreation center will be unavailable from 11/2/25 - 11/8/25 for fall cleaning.
Popular amenities for Winter Park vacation rentals
Winter Park home rentals

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Wildhorse Chalet at Grand Elk - With Hot Tub!

Resort Villa 607 I Hot Tub I Discounted Attraction

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!

Winter Park Creekside Chalet with Hot Tub

Big Mountain Cabin | Hot Tub, Near Skiing, Dogs

Winter Park & Grand Lake Home! Views! Hot Tub!

Relax and Have Fun in Our Beautiful Home
Winter Park cottage rentals

Downtown Riverside Cabin - In the heart of Estes

1920s Downtown Cottage

Off the grid mid-century modern retreat

The Fair House, Ski Loveland, walk to Georgetown

Rock Nook Cottage, Mountain View, Downtown (#3454)

Cozy Estes Park Cottage - Reg 3461

Shelton's Hideaway - Beautiful Mountain Life

Cottage Studio @ Stonebrook Resort - Adults Only
Pet-friendly vacation rentals in Winter Park

Downtown, Pvt Hot Tub, Mtn View, Dog-Friendly!

Cozy Mountain Getaway - Minutes to Winter Park

MooseHaven - Cozy Condo at St Mary's

Beautiful log cabin on the creek!

Getaway Lodge - Cozy Mountain Cabin with Views!

Cozy 1 bedroom Granby Ranch condo

Cozy Log Cabin Getaway ~ 20 Min to Winter Park

Queen Studio | Pool, Hot Tubs & Near RMNP
Quick stats about vacation rentals in Winter Park
Total rentals
1.5K properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
45K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with a pool
580 properties have a pool
Your guide to Winter Park
Introduction
This small mountain town consistently earns high praise from winter sports enthusiasts for its more than 3,000 acres of well-groomed slopes and powder stashes spread over seven separate ski areas. Its location in the Rocky Mountains positions it for more than 300 inches of prime powder each year; the runs are designed for skiers of all levels, making Winter Park the perfect place to go with the whole family or a group of friends. Even if skiing isn’t at the top of your list, other winter activities like snowshoeing, tubing, and snowcat tours provide plenty of options. Plus a new scenic gondola lets you take in the panoramic views.
The best time to stay in a vacation rental in Winter Park
Winter Park shines during the snowy season. Skiing usually starts at the beginning of November, and the slopes can stay open until mid-April. The coldest month is January, with an average high temperature of 42 degrees Fahrenheit. The best time to visit is in March and early April, when some of the last, but best, snow drifts in and the days are sunnier and warmer (dependably in the mid-40s). Late spring is humid and chilly, and rain turns the snow to slush. The warmest month is July, when temperatures can reach 80 degrees. Fall is a splendid time of year to visit, thanks to brilliant red and yellow foliage, pleasant weather, and fewer crowds.
Top things to do in Winter Park
Winter Park Resort
Winter Park Resort is the ideal basecamp for adventure, and features a wide range of activities year-round. There are many ways to experience the great outdoors here. A tubing park and bumper car course are popular with kids, while Nordic skiing and snowshoeing provide a slower-paced experience. When you’re through breaking a sweat, there are more than a dozen shops and restaurants to visit.
Winter Park Gondola
The Winter Park Gondola is the easiest and fastest way to access views of the Colorado Rockies in any season, whisking you to 11,000 feet elevation. The ride up offers a bird’s-eye view of ski runs and tree canopies. At the summit, you’re greeted by panoramic views of the Continental Divide and Fraser Valley, as well as access to hiking trails, lookouts, and a variety of ski runs.
James Peak Wilderness
Less than an hour’s drive from Winter Park is one of Colorado’s most impressive and underrated landscapes. James Peak Wilderness is located on the eastern side of the Continental Divide, and encompasses 17,000 acres. More than 20 miles of trails and streams meander through this alpine and subalpine ecosystem, including stands of willow, spruce, and Douglas firs.
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Winter Park?
Yes! Work meets play with ease at over 880 vacation rentals in Winter Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in hotel rentals in Winter Park?
Experience the best of Winter Park with our hotel rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Winter Park?
Four-legged friends are welcome in Winter Park. Choose from more than 260 vacation rentals for guests traveling with pets.
Do boutique hotel rentals in Winter Park have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there Winter Park condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 340 condo rentals with pools in Winter Park, available on Airbnb. Make a splash and soak up the sun in style!
Do cabin rentals in Winter Park have a bbq area?
Absolutely! We offer over 40 cabin rentals with a bbq area in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Park have self check-in?
Absolutely! We offer over 140 house rentals with self check-in in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Park have a gym?
Absolutely! We offer over 200 house rentals with a gym in Winter Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly chalet rentals in Winter Park?
Winter Park has more than 10 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Winter Park?
Enhance your stay in our House Rentals with the most popular amenities: over 310 homes with wifi, over 140 homes with self check-in, over 180 homes with a bbq area, over 200 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Denver Zoo
- Elitch Gardens
- Fillmore Auditorium
- City Park
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Golden Gate Canyon State Park
- Ogden Theatre
- Loveland Ski Area
- Ski Cooper
- Arrowhead Golf Course
- Downtown Aquarium
- St. Mary's Glacier