
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).

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

Sandy and Ryan's Granby Getaway!
The perfect getaway! Newly renovated with high end finishes and meticulously cared for, this cozy condo is waiting to be your home away from home! Ths cozy studio accommodates up to 4 people with a comfy king bed and sleeper sofa complete with a memory foam mattress for maximum comfort. Resort amenities include restaurant, game room, work station, salon, ski rental, swimming, sauna, hot tub, tennis, racquetball and ski shuttle. Rocky Mountain National Park, Grand Lake and Winter Park closeby.

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.

Beautiful Spacious 2 BR & Loft Mountain Condo
Welcome to your perfect mountain escape! From breathtaking views through the large windows & private deck, to easy access to the slopes. Our condo has so much to offer. Located right in the middle of all things Rocky Mountains. You're just 30 minutes from Grand Lake/Rocky Mountain National Park/Winter Park and 2 mins from skiing, fishing, golf, and mountain biking at Granby Ranch. This corner unit is very spacious. The condo is able to sleep 5. We only allow 4 guests-with special exceptions.

Walk to Town, Front Door Ski Shuttle Pick-up!
Located in the heart of Winter Park, this stylish top floor condo is a 2 bedroom 2 bath that's perfectly situated to meet all your vacation needs. Convenient front door ski shuttle pickup/drop-off! The condo is tucked away on a beautiful hillside, allowing for privacy and panoramic views, only a couple of blocks away from restaurants/bars. It includes two queen size beds, a sofa sleeper, fully-stocked kitchen, wood-burning fire place, spacious private patio, skylights, and new furniture.

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

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.

Four-Season Winter Park Condo w/ Pool Access!
Seasonal recreation on world-class mountain trails awaits at this Winter Park vacation rental! Located in the Trailhead Lodges community - under a half-mile to the closest ski shuttle - this 2-bedroom, 2-bath condo offers all the at-home comforts in a premier mountain destination. Work remotely with beautiful views while also enjoying easy access to countless year-round outdoor activities for the whole group. You’ll also have access to a community pool, hot tub, clubhouse, and more!

Cozy Cabin on the Fraser River
Cozy & comfortable cabin located on the Fraser River. You can hear the peaceful river from the Master Bedroom or Living Room. The trout filled Frazer river is 50 feet away! You are twenty minutes from Winter Park or Grand Lake and ten minutes to Hot Sulfur Springs. Granby has a large grocery store a mile down the road and several nice restaurants and local shops. Granby Ranch has a fun ski resort in town to ski, board or tube. Short Term Rental Permit #006388

Cabin on the River- Pool, fly fishing & more
Amazing family-friendly cabin on the Fraser River and in the heart of Granby, CO. Ten minutes to the lodge at Granby Ranch or 25 minutes from Winter Park! Close to Rocky Mountain National Park, Sulphur Hot Springs, and the YMCA of the Rockies. River access and ponds on the property for fishing! This cabin is stocked with all you need (and more!). We host another cabin across the street. Message me about booking both for a larger group!
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

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

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

Mountain Retreat with VIEW!
Apartment rentals with a pool

Beautiful Condo with Pool, Hot Tub and Rec Room

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

Ski in Ski Out Cozy Condo

Michael’s Dream Condo #15 Winter Park

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs

Cozy Condo - 20 miles to RMNP w/ Hot Tub & Firepit

Perfect ski Condo

Ground floor 2 bedroom, at Hi Country Winter Park
Other holiday rentals with a pool

Winterpark Slope Side Condo

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

The Rustic Moose

The Coop: Ski In/Ski Out Studio - Winter Park

Mini Moose Lodge

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!
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 $89 SGD 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 & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Winter Park Resort holiday rentals include wifi 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 washing machine and dryer Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with lake access Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- Townhouse rentals Winter Park Resort
- Rentals with a firepit Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Apartment rentals Winter Park Resort
- Rentals with a sauna Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- House rentals Winter Park Resort
- Flat rentals Winter Park Resort
- Family-friendly rentals Winter Park Resort
- Rentals with pools Winter Park
- Rentals with pools Grand County
- Rentals with pools Colorado
- Rentals with pools 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
- 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
- Ogden Theatre




