
Holiday rentals with a pool in Winter Park
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Top-rated rentals with a pool in Winter Park
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Entire Condo In The Heart of Winter Park
Roomy studio sleeps 4, wood, tile and granite floors. Full kitchen with dishwasher, queen size Murphy bed(recesses into wall ) and queen sleeper sofa, bathroom with tub and shower. Separate vanity sink area. Top floor and great views!! Full access to indoor swimming pool , gym, yoga room, hot and dry sauna, and both indoor/outdoor jacuzzis. Free parking is available. Free Ski slope bus stop right in front of condominiums. Great location right in the heart of Winter Park!!!TOWP STR Permit #6104

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

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.

Mountian Views | Near Winter Park | Pets Stay Free
Situated in the stunning Fraser Valley, this mountain retreat has everything you need to rest and relax. Soak in the mountain views at the clubhouse hot tubs or curly up by the fireplace with a drink. Near Winter Park Resort and Rocky Mountain National with easy access to snowshoeing, Mtn biking, hiking, fishing, cross-country skiing and more! ✔ Two ♛ King Beds ✔Pets Stay Free ✔ Private Balcony ✔ Well Equipped Kitchen ✔ Fireplace ✔ High-Speed Wi-Fi ✔ Clubhouse Access Book your stay today!

King & Bunkbeds 5 min to Base of Granby Ski Area!
Enjoy the very best Colorado has to offer! This 2Br 2Ba condo is the perfect place to stay year-round! We are located 1 mile from downtown Granby, and 5 minute drive from Granby Ranch Ski Resort. Granby is located at the heart of Grand County, amidst so many of Colorado’s best destinations for outdoor exploration and fun! The condo is a short drive to Winter Park, Snow Mountain Ranch, Grand Lake, and Rocky Mountain National Park! Grand County Short Term Rental License/Permit No: 007640

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub
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. It is a great place to curl up next to the electric fireplace, relax, and unwind after a full day of outdoor activities.

Mountain Getaway Condo w/ Pool and Hot Tub
Freshly Updated- 2 Bedroom, 1 Bath Meadow Ridge Condo with space for the whole family or your favorite group to enjoy a mountain getaway! Located right on the FREE “Lift”bus/shuttle route to Winter Park Ski Resort, adventure awaits in every direction from this perfectly located condo. Start hiking or biking right out the front door. Guests have access to all the amenities at Club MeadowRidge, located steps away from the condo. Stay, Play, Relax at our wonderful Mountain Getaway!

Michael’s Dream Condo #15 Winter Park
Located in Downtown WP, Condo 15, top floor, awesome views, in Hi Country Haus Condominiums, Lic#009357. Check out WP resort website for exciting improvements. World class skiing, biking, hike, fish, restaurants, shops, breweries, Hideway Park (sledding hill, Concerts, skateboard). WALK TO Fireside Grocery Market, Foundry Movies/Bowling/Pizza, Grand Park Rec Center and more. HCH has exclusive Rec center. WP RESORTS FREE BUS, pick up across our parking lot.

Studio~Ski Granby/Winter Park. Pool/Hot Tubs
This 2nd floor studio is located at the Inn at Silvercreek in Granby Ranch. It is 495 sq ft. Inside the studio has been updated and is stylish and cozy. The resort offers many amenities including pool, hot tubs, an arcade, a gym and even a barber shop. The location is about 5 min from the Granby Ski area, 20 min to Grand Lake and 30 min to either RMNP or Winter Park. There is a free “Lift” shuttle to Winter Park during the ski season.

Cozy 1 bedroom Granby Ranch condo
Welcome to our Granby Ranch condo! Great access to skiing, hiking, biking, fishing and golf. Guests also have access to the outdoor pool and hot tub at the base of the ski mountain (small fee required)as well as a free tub in our complex. Unit has a master bedroom with a queen sized bed. FYI-I don’t accept any reservation requests without confirming the cleaning arrangements first. Our STR permit # is 006840.
Popular amenities for Winter Park rentals with a pool
House rentals with a pool

Luxury Mountain Retreat with Hot Tub + Views!

Meadowridge 30-2

Winterfell at Winter Park Resort

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

Alpine Vista Escape

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

The Evangeline Haus *Dog Friendly

Peaceful Mountain Retreat & Clubhouse Access
Condo rentals with a pool

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

Private sauna, amazing view, pool, hot tub!

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

FREE WP ski bus - King bed - pool & hot tubs @ rec

Granby Mountain Retreat

Bear's Den

Mountain Escape and Adventure at Winter Park

Walk to Town, Front Door Ski Shuttle Pick-up!
Other holiday rentals with a pool

Studio Downtown Winter Park

Private Sauna, Covered Parking, Hot Tub, Pool!

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

10% off nightly rate for 6 night stay!

Ski-In/Ski-Out Cozy Studio Retreat

8 min to WP! Hot Tubs, Pool, Pet-Friendly - 2B2B

Winter Park Ski-In/Out Studio | Hot Tubs + Views

1BR Condo in Winter Park, CO
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $302 AUD | $304 AUD | $313 AUD | $184 AUD | $195 AUD | $193 AUD | $232 AUD | $225 AUD | $236 AUD | $257 AUD | $239 AUD | $321 AUD |
| 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 holiday rentals with a pool in Winter Park

Total holiday rentals
Explore 580 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $99 AUD per night before taxes and fees

Verified guest reviews
Over 17,660 verified reviews to help you choose

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

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
570 of Winter Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Winter Park rentals

4.8 Average rating
Winter Park stays are highly rated by guests—averaging 4.8 out of 5!
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- Breckenridge Ski Resort
- Rocky Mountain National 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
- Ball Arena
- Granby Ranch
- Empower Field at Mile High
- Loveland Ski Area
- Ski Cooper
- Fillmore Auditorium
- City Park
- Pearl Street Mall
- Denver Zoo
- Elitch Gardens
- Denver Botanic Gardens
- Water World
- Ogden Theatre




