
Home rentals with a pool near Winter Park Resort
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Winter Park Resort
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
BEST Location in Winter Park!!Trailhead condos offer a year-round heated pool, hot tub, fire pit, patio, clubhouse, large indoor lounge, fitness room & game room. Just steps to Fraser River trail, restaurants, shopping and free ski shuttle. *On Hideaway Park* Access to Summer concerts&festivals, playground, picnic area, fire pit, and skate park to entertain kids! Relax by the fire or private furnished covered deck. Top floor (w/elevator) corner unit w/views! Pets welcome! (w/add'l clean fee).

View • Fireplace • Hot Tub • Sauna • Pool
Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
Modern rustic condo nestled in the heart of Winter Park, CO. Completely remodeled, this charming retreat combines contemporary comfort with mountain elegance. The condo sleeps 9 comfortably with 3 cozy bedrooms, 2 full bathrooms, a fully-equipped kitchen with stainless steel appliances, and a warm living room area, perfect for relaxing after a day of mountain adventures. Enjoy easy access to local shops, dining, Lyft bus stop, and the resort. Ideal for families seeking a serene mountain getaway

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

Mtn condo - hot tub, bus line, stocked kitchen
You'll be close to everything when you stay at our recently renovated mountain condo. Located a short walk from downtown Winter Park, steps from a Blue Line stop with service to the ski resort, and with direct access to trailheads, any mountain adventure can start from the front door! When you've returned from exploring our mountain town, take a two-minute walk to the clubhouse, where you'll have access to a large indoor pool, two indoor hot tubs, and one outdoor hot tub to relax the day away!

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!
Town of Winter Park license (007884) Newly renovated studio in Snowblaze Condominiums! Perfect location in the Town of Winter Park, close to Winter Park Resort and bus stop outside the front door, and walking distance from all the shops, restaurants, and bars in town! Super comfy Queen size bed in a large studio apartment, large couch and ottoman with huge TV! Updated amenities for the community! Pool has been refinished, new outdoor fire pit area, access to gym and community areas included.

Homebase Snowblaze
Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and thirty minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.

Condo Overlooking River in Town of Winter Park
Our Condo overlooks the beautiful Fraser River close to downtown Winter Park in the heart of the Rocky Mountains. Just a few minute walk to restaurants, pubs, shops, hiking trails, and all that Winter Park has to offer! Soak in one of the hot tubs at the nearby clubhouse after a full ski day or cool off in the indoor pool after adventuring out on a hike or bike ride. Enjoy the convenience of the winter ski shuttle (Blue line) behind the building for a 15-minute ride to Winter Park Ski Resort.

Perfect ski Condo
My place (Snow Blaze) in town, perfect for 2 . Pool, 2 hot tub, saunas, gym and a fire pit. Short walk to shops, bars, restaurants and music venues. The free bus stops every 15-20 minutes, 40 yards down from the driveway. Only 5 minute drive to the Resort. We have a parking garage under the building with additional outside parking. An elevator to bring you to the 2nd floor unit. The pool house/gym is easily accessed from out the back door of the first floor. In unit cable T.V. and internet.

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!

Walk to town! Indoor pool, sauna, hot tubs.
Enjoy this spacious (1000sqft) 2 bedroom/ 2 bath. Beautifully updated kitchen and baths with granite counter tops and rustic reclaimed barnwood. 1-2 block stroll to nearly 2 dozen restaurants and bars. Heated indoor pool, workout room, hot tubs and sauna in the clubhouse. Free shuttle bus to ski resort. Equipped with all kitchen amenities you might need. 1 Queen and 2 twins, covered parking, living room, dining room, no air conditioning. 4p check in/10a check WP STR Registration #4481

Cozy DT condo mins from slopes
Welcome to your perfectly located ski getaway! This updated 2BD/2BA Beaver Village condo has its own shuttle line with the bus stop just a few steps from your door, bringing you directly to the Winter Park Ski Resort Village! The shops and restaurants of Cooper Creek and DT Winter Park are a short walk away. The well-equipped kitchen is upgraded with all new appliances, and fiber internet allows for remote work and streaming TV. Finally, warm your bones in the multiple hot tubs and sauna!
Popular amenities for rentals with a pool near Winter Park Resort
House rentals with a pool

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

Meadowridge 30-2

Chill 301 | Pool | Hot Tub

Winterfell at Winter Park Resort

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

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

The Evangeline Haus *Dog Friendly

Ermine on the Black Line
Condo rentals with a pool

Winter Park | Top-Floor | Pool & Hot Tub | Ski Bus

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

On Fraser River - King bed - pool & hot tubs @ rec

Michael’s Dream Condo #15 Winter Park

Lovely Studio at Winter Park Resort Ski In & Out

Newly Renovated Mountain Modern Condo

The Rustic Moose

Updated Condo at Trestle Bike Park in Winter Park
Other vacation rentals with a pool

Remodeled Ski In/Out Condo. 30 Sec Walk To Slope!

Ski-In/Ski-Out Studio-Newly Remodeled

Ski-in Ski-out Cozy Condo

Ski in / Ski out at Winter Park - pool & hot tub

Into the Ultimate Summer & Endless Discovery

The Coop: Trestle Bike Park +Ski In Ski Out Studio

Mini Moose Lodge

Ski-in Ski-Out Winter Park Condo
Quick stats about rentals with a pool near Winter Park Resort

Total vacation rentals
Explore 80 vacation rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort vacation rentals start at G$14,648 GYD per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Winter Park Resort vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Park Resort rentals

4.8 Average rating
Winter Park Resort stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washer and dryer Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- House rentals Winter Park Resort
- Rentals with lake access Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with a fire pit Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Townhouse rentals Winter Park Resort
- Condo rentals Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with pools Winter Park
- Rentals with pools Grand County
- Rentals with pools Colorado
- Rentals with pools United States
- Rocky Mountain National Park
- Red Rocks Amphitheatre
- Breckenridge Ski Resort
- Coors Field
- Empower Field at Mile High
- Arapahoe Basin Ski Area
- Vail Ski Resort
- City Park
- Colorado Convention Center
- Keystone Resort
- Ball Arena
- Beaver Creek Resort
- Loveland Ski Area
- Pearl Street Mall
- Denver Zoo
- Granby Ranch
- Ski Cooper
- University of Denver
- Fillmore Auditorium
- St. Mary's Glacier
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Elitch Gardens
- Fraser Tubing Hill





