Holiday rentals with a pool in Winter Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Winter Park

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Winter Park

4.92 out of 5 average rating, 109 reviews

Sleeper@SnowBlaze! Hot Tub/Pool! Amazing Location!

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.

Top Guest favourite

Condo in Winter Park

4.99 out of 5 average rating, 122 reviews

The Adventure Loft-Perfect location-Walk to town!

The Adventure Loft is in a premier top-floor location in Trailhead Lodges. It is within walking distance to Hideaway Park, breweries, and bakeries in Winter Park! The free shuttle bus picks up right down the street. The wrap-around deck offers views of the Rocky Mountains and peek-a-boo views of the Rendezvous Music Stage. This modern luxury loft with high vaulted ceilings and a gourmet kitchen awaits you for the perfect mountain getaway! We welcome pets for a $75 fee PER PET. Two pet maximum.

Superhost

Condo in Granby

4.9 out of 5 average rating, 107 reviews

Mountain Loft-Views-Pool-Hot tub-Near RMNP&WP

Experience mountain living in this stunning Vaulted Loft Condo with top-floor mountain views. Boasting a full kitchen, balcony, new smart TV, WiFi, cable, and shared heated pool & hot tubs. With year-round activities, such as skiing, hiking, biking, and fishing nearby, there's something for everyone. Located conveniently near RMNP, Granby Ranch, Winter Park, Snow Mtn Ranch, Grand Lake, and Hot Sulphur Springs. NO PETS, NO SMOKING, with Professional Housekeeping Service for a worry-free stay.

Superhost

Condo in Granby

4.79 out of 5 average rating, 134 reviews

Ski in/out Granby Ranch Mountainside Condo #102

Ski in/out - Stay right on the slopes. Fully updated condo sleeps 8 w/ King bed, Queen bed, & two sets of bunk beds. RMNP, skiing, snowmobiling, tubing, ice fishing, sleigh rides, and more await you in Granby. Located on the snowy slopes of family friendly Granby Ranch & Ski Resort, we feature luxurious updates, 3 bedrooms, 2 bathrooms, stocked kitchen, large dining table, washer/dryer, smart TVs. Excellent for families & groups to have fun & relax. Graco Pack n Play in unit. Book today!

Guest favourite

Apartment in Granby

4.91 out of 5 average rating, 35 reviews

4 Season Perfection (New Listing)

NEW LISTING with a former 4.97 Airbnb rating! Perhaps the nicest 1 bedroom, 2 bathroom condo in the entire Valley (Winter Park/Fraser/Granby). Ideal for a couple, 2 couples a group of friends, or a family, we promise this condo will not disappoint. With 2 full bathrooms, a king bed in the master bedroom, and a comfortable pull out couch in the living room, there is plenty of space for your group. Fully updated bathrooms and kitchen are a perfect finishing touch to this beautiful condo.

Guest favourite

Condo in Granby

4.94 out of 5 average rating, 128 reviews

Sexy King bed Retreat, Hot tub Fireplace Pool More

Nestled a mountain resort, this stylish modern studio condo offers a perfect sanctuary for adventure seekers and nature lovers. The sleek and contemporary design provides a cozy yet luxurious escape. During the day, the resort's inviting pool and hot tubs beckon with their warm embrace, after a day of thrilling skiing or mountain adventure. A cozy retreat or a launching pad for alpine adventures, this studio condo promises the perfect blend of modern comfort and outdoor excitement

Guest favourite

Condo in Fraser

4.86 out of 5 average rating, 225 reviews

Beautiful Condo with Hot Tub on Ski Bus Route

Club Meadow Ridge membership is included with your stay. This includes a year-round outdoor heated pool & hot tubs, steam room, fitness, game room, racquetball, basketball, & tennis courts. Exceptional views of the Byers Peak Range! Come & enjoy a newly remodeled rustic modern condo with new furniture and linens. Skiing, snowmobiling, snowshoeing, and tubing in the winter. Conveniently located on the free Lift Bus line. Biking, hiking, swimming, and relaxing in the summer.

Guest favourite

Condo in Fraser

4.95 out of 5 average rating, 118 reviews

Mountain Delight Near Winter Park

Charming, 1 king bed, 1 bath mountain condo with a separate sleeping loft in the Meadow Ridge community. Amazing views of Byers Peak right from the deck. Safe, clean, and easy to use electric fireplace installed. Great WiFi. New smart TV. The clubhouse is located right across the street and access is included with rental. Club house amenities include two hot tubs, a large year round pool, basketball, racquetball, a gym, ping pong and a steam room. Coin op laundry available.

Top Guest favourite

Cabin in Granby

4.95 out of 5 average rating, 144 reviews

Cozy 3BR Riverfront Cabin, Family Friendly

Set alongside the Fraser River and backdropped by the Rocky Mountains, this scenic spot is the Granby getaway your group is looking for! Come for the stunning alpine scenery and stick around for the abundant activities Grand County has in store. Fun for the whole family awaits at this charming mountain property, complete with a full kitchen, open-concept living area, kid-friendly amenities and all the comforts you’ll need after a full day outdoors!

Guest favourite

Condo in Winter Park

4.88 out of 5 average rating, 119 reviews

Top-Floor Condo | On Ski Bus Route | Pool, Hot Tub

This top-floor 1BR condo is a short, free shuttle ride or 10 min drive to Winter Park Resort. You'll be skiing in no time! Enjoy community amenities like an indoor pool, indoor/outdoor hot tub, playground, laundry facilities, game room, & grill area. Includes ski storage. Sleeps 4 comfortably. Off-season activities are also close - The Fraser River and Rendezvous Trails are just outside the front door. Walking distance to restaurants and bars!

Superhost

Condo in Winter Park

4.8 out of 5 average rating, 299 reviews

Michael’s Dream Views in Winter Park, CO Condo #16

Located in Downtown WP, Condo 16, 3rd floor, awesome views, High Country Haus Condominiums. Lic#005206. Check out WP resort for exciting new activities. World class skiing, cross country, snowmobile, bike, hike, fish, restaurants, shops, Hideway Park (sledding hill, WALK TO Fireside Grocery Market, Great WiFi, Grand Park Rec Center. HCH Condos Rec center has pool/jacuzzi’s, billiards, gym. WP RESORTS FREE BUS pick up is across our parking lot.

Guest favourite

Condo in Granby

4.87 out of 5 average rating, 339 reviews

Cozy Studio~Mtn Views~Salt Water Pool & Hot Tubs

Must be 21 or over, No Smoking, No Pets Resort was built in 1982, the common areas reflect that. Disinfecting professional housekeeping service. WalkOut Studio (one room) w/patio, Pond, fountain and Mtn views, 495 sq ft, fireplace, full kitchen, full bath, 55 inch FS TV, WiFi, and cable. Resort offering many amenities. Queen Murphy Bed and Queen Sofa Bed. Heated pool, hot tubs, Sauna, fitness center, RB, and tennis courts.