Vacation 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.

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Guest favourite

Condo in Winter Park

4.89 out of 5 average rating, 194 reviews

Ground floor 2 bedroom, at Hi Country Winter Park

Recently remodeled 2-bedroom GROUND floor condo is located on the Fraser River, one block away from the main strip of WP. The Hi Country complex features a newly remodeled clubhouse with indoor & outdoor hot tubs, large pool, fitness center, pool table, kids room, and an outdoor playground. In the winter, the free shuttle is located 45 steps behind our building and will whisk you to the ski area twice an hour. A 5-15 min walk to shops, restaurants, bars, movie theater, and the town park.

Oct. 14 – 21

$235 CAD per night

Guest favourite

Condo in Granby

4.94 out of 5 average rating, 166 reviews

Modern Condo in the heart of Grand County

Stay in our beautiful and newly remodeled studio condo in the heart of Grand County, close to all this area has to offer. Located within the Inn at Silvercreek, which backs up to Granby Ranch, our condo offers a modern, yet cozy getaway complete with a fireplace, first floor patio with a beautiful view of Granby Ranch and condominium-style lodging full of amenities. Minutes from skiing, hiking and boating, our condo is the perfect spot for year round adventures in Colorado's beautiful mountains.

Sep. 25 – Oct. 2

$195 CAD per night

Guest favourite

Condo in Winter Park

4.87 out of 5 average rating, 178 reviews

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 fifteen 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.

Apr. 19 – 26

$187 CAD per night

Guest favourite

Condo in Granby

4.93 out of 5 average rating, 178 reviews

Pine in the Sky Condo, Cozy & Contemporary + Views

Our renovated condo is located in Granby, CO—just a 10-minute drive to Granby Lake for premium fishing, boating, and paddleboarding, a 25-minute drive to historic Grand Lake and nearby Rocky Mountain National Park, where wildlife and outdoor recreation abound, and a 15-minute drive from Winter Park and the town of Fraser. Enjoy a smaller ski hill nearby, located at Granby Ranch, and the Fraser-Granby Trail is steps away (open seasonally). Includes WiFi, a smart TV, snacks, and a walk-in shower.

May 23 – 30

$176 CAD per night

Superhost

Condo in Winter Park

4.81 out of 5 average rating, 135 reviews

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.

Jun. 11 – 18

$201 CAD per night

Guest favourite

Condo in Winter Park

4.93 out of 5 average rating, 110 reviews

Winter Park Riverside Retreat WP ST Reg#005544

Location, location, location. Our search of over 80 condos lead us to this gem and we want to share it with you. It is on the river and the sound is magical. It feels like you are in the mountains but really you are right in town with many restaurants within a four block walk. The bus stops right at our parking lot to whisk you, for FREE, to the ski area. After a long day you can head over to our recreation center for some relaxing hot tubbing, swimming, pool, or just hanging out.

Sep. 21 – 28

$229 CAD per night

Superhost

Condo in Winter Park

4.88 out of 5 average rating, 138 reviews

Ski-In Ski-Out Studio with Desirable Amenities

This updated studio is situated in one of the best locations at Iron Horse Condominiums. A cozy unit close to amenities, yet in a private location; just walk out the sliding glass door to deck just steps from hot tubs and pool. The studio has a full kitchen, queen Murphy Bed with a new memory foam mattress that folds up for extra space, a 49-inch high definition smart TV with Netflix, Xfinity on demand, and HBO. Enjoy your favorite shows and sports after a day out on the mountain!

Nov. 23 – 30

$257 CAD per night

Guest favourite

Condo in Winter Park

4.87 out of 5 average rating, 323 reviews

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 fire, relax, and unwind after a full day of outdoor activities.

Jul. 28 – Aug. 4

$220 CAD per night

Guest favourite

Condo in Fraser

4.9 out of 5 average rating, 122 reviews

Remodeled Condo w/ Hot Tub, Pool & Prime Location

Enjoy all the year round adventures Winter Park has to offer in our quaint condo. Just steps outside your front door is access to an outdoor, year-round heated pool and 2 oversized hot tubs. This 1 bed, 1 bath home is perfect for couples or families, and comes with 2 beds, 1 fold out couch, and a fully equipped kitchen. On the free bus to town and the ski resort and less than a 5 minute drive to restaurants, bars, grocery stores, and countless outdoor activities!

Oct. 23 – 30

$188 CAD per night

Guest favourite

Condo in Winter Park

4.88 out of 5 average rating, 100 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!

Nov. 15 – 22

$175 CAD per night

Superhost

Condo in Winter Park

4.8 out of 5 average rating, 273 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.

Sep. 10 – 17

$185 CAD per night

Guest favourite

Condo in Granby

4.83 out of 5 average rating, 299 reviews

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 hot tub in the condo 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.

Apr. 20 – 27

$126 CAD per night