
Home rentals with a pool near Winter Park Resort
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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).

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!

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.

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!
Well furnished 2 bedroom, 2 bath unit at Silverado II, sleeps 6 comfortably with the sleeper sofa in the living room. Enjoy the indoor pool, jacuzzi, sauna, game room, and underground parking on site. Dedicated free wifi available in our unit. The ski area is a free shuttle ride away and town is just a short walk down the mountain. In winter, enjoy world class alpine skiing, cross-country skiing, tubing and ice skating. In summer, experience mountain biking, alpine slide and horseback riding.

Cozy Condo - 20 miles to RMNP w/ Hot Tub & Firepit
Freshly remodeled in July 2025, Sundog Condo is your cozy ski-in/ski-out retreat at Granby Ranch – just 30 mins to Rocky Mountain National Park, Grand Lake & Winter Park. Enjoy a king bed with Brooklinen linens, fully stocked kitchen (Nespresso, quality cookware), gas fireplace, Roku TV, and patio with firepit. Year-round hot tub steps away; pool & gym access available. Walk to ski lifts; trails, golf, fishing, biking, hiking & skiing/Nordic trails right outside your door - adventure awaits!

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!

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub
Recently remodeled 1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. This riverfront condo is perfect for relaxing and unwinding after a full day of outdoor activities.
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!

Chill 301 | Pool | Hot Tub

Amazing new Luxury corner townhome!

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

Cozy 2 bed/2 bath with Hot Tub and Mountain View

Ski-in Ski-out Cozy Condo

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

Lovely Studio at Winter Park Resort Ski In & Out

Newly Renovated Mountain Modern Condo

The Rustic Moose

Michael’s Dream Condo #16, Winter Park

Bike, Hot Tub Soak, and Poolside Fun in WinterPark
Other holiday rentals with a pool

Trailhead 232 pool, hot tub, clubhouse

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

Come to WP-30% off nightly rate for 6 night stay!

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

Into the Ultimate Summer & Endless Discovery

Cozy Wint. Park Condo 2 BR 2 Ba Downtwn on Bus Rt.

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

Mini Moose Lodge
Quick stats about rentals with a pool near Winter Park Resort

Total holiday rentals
Explore 80 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at $124 NZD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Winter Park Resort holiday 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
- Condo rentals Winter Park Resort
- Rentals with a patio 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 washing machine and dryer 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
- 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
- Keystone Resort
- Colorado Convention Center
- City Park
- Ball Arena
- Beaver Creek Resort
- Loveland Ski Area
- Pearl Street Mall
- Ski Cooper
- Granby Ranch
- Denver Zoo
- University of Denver
- Fillmore Auditorium
- Golden Gate Canyon State Park
- St. Mary's Glacier
- Denver Botanic Gardens
- Elitch Gardens
- Fraser Tubing Hill





