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 favorite

Apartment in Winter Park

4.82 out of 5 average rating, 111 reviews

Cozy Condo on the Fraser River

Bright airy western sunset view with no obstructions looking down on Fraser river 25' in front of building. Walking distance to all of Winter Park. One year old new Rec Center with pool, hot tubs, pool table, Computer, guitar, great locker rooms with showers. Free town bus comes by hourly and pick up is right at our building. Car not really needed once your here. Winter Park is great Skiing with all the summertime activities as well. Sorry we are not pet friendly. We just installed a new stove.

Guest favorite

An indoor swimming pool area is visible, featuring clear blue water and light-colored tiled walls. Large windows allow natural light to fill the space, while lounge chairs line the edges. A few swimmers can be seen enjoying the pool, and a small staircase leads into the water.

Condo in Winter Park

4.89 out of 5 average rating, 242 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.

Guest favorite

A heated pool area is visible, surrounded by a fence and featuring several lounge chairs. A covered seating area is adjacent to the pool, providing shade and shelter. The background includes the condo building, with trees starting to bud, indicating a season of change.

Condo in Winter Park

4.95 out of 5 average rating, 147 reviews

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).

Guest favorite

The welcoming living area showcases a spacious sectional sofa adorned with a colorful throw. A stone accent wall complements the large flat-screen smart TV. Natural light enters through expansive windows, illuminating the area, while a modern counter separates the kitchen from the living space.

Condo in Winter Park

4.93 out of 5 average rating, 127 reviews

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

Guest favorite

The exterior of Snowblaze Condominiums is visible, showcasing a multi-story building with a modern design. Stone pillars line the entrance, and large windows allow natural light to illuminate the entryway. Surrounding pine trees add to the mountain setting.

Apartment in Winter Park

4.93 out of 5 average rating, 120 reviews

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.

Guest favorite

A modern studio is presented, featuring a well-equipped kitchen with bar stools at the counter. Two armchairs sit on a patterned area rug, and a spacious bed is visible in the foreground. The design incorporates neutral tones and textured wall tiles.

Condo in Winter Park

4.87 out of 5 average rating, 221 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 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.

Guest favorite

An indoor pool is presented, surrounded by large windows that invite natural light. Lounge chairs line the poolside, with tables set in a nearby relaxation area. The space appears bright and welcoming, offering a tranquil environment for relaxation and recreational activities.

Condo in Winter Park

4.93 out of 5 average rating, 158 reviews

Peaceful place on river with great views

Amazing location in Winterpark; secluded by trees,mountains, river and pond in front of building with a peaceful wilderness surrounding. Leave your car and walk to restaurants, shops, market and activities. Next to Great trails for MTBiking, hiking, walking or snowshoe and cross country in the winter. This place has it all for easy convenience. Enjoy the new Recreational center with indoor pool, hot tubs, showers, game/ kids room, exercise room and laundry facilities. Non-Smoking/Pet condo

Guest favorite

An indoor heated pool is featured within a spacious recreation center. Bright overhead lighting and high ceilings create an inviting environment. Several tables and chairs are arranged around the pool area, while clear blue water shimmers under the light.

Condo in Winter Park

4.96 out of 5 average rating, 146 reviews

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.

Top guest favorite

A bright living room features large windows that invite natural light and offers views of the outdoors. A spacious leather sectional sofa is positioned around a wooden coffee table, with a cozy area rug beneath. A modern fireplace and wall-mounted TV complete the inviting space.

Home in Winter Park

4.99 out of 5 average rating, 136 reviews

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.

Top guest favorite

An outdoor hot tub is situated on a wooden deck, surrounded by a black fence. Vibrant autumn foliage creates a colorful backdrop, enhancing the relaxing setting. Several lounge chairs are positioned nearby, inviting guests to enjoy the view.

Condo in Winter Park

4.97 out of 5 average rating, 101 reviews

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 free ski shuttle behind the building for a 15-minute ride to Winter Park Ski Resort.

Guest favorite

A spacious king bed is dressed in soft, neutral linens, complemented by decorative pillows. A window offers mountain views, while a small dining area with a table for two and a light fixture above adds functionality. A television occupies the corner, enhancing the cozy ambiance.

Condo in Granby

4.89 out of 5 average rating, 363 reviews

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

Must be 21 or over. No pets, No Smoking. Resort was built in 1982 the commons reflect that. Professional Housekeeping Service. 1st floor walkout Mountain Views of pond & fountain, 300 Sq Ft, Studio Style K-Suite, coffee maker, micro/mini fridge, dining for two, patio w/seating, full size Bathroom w/large tub/shower, double sinks. TV, WiFi, cable, Heated Pool, HotTubs, Sauna. Skiing/boarding, trails and fishing. Grnd Lake, RMNP and Hot Sulphur Springs and Winter Park.

Guest favorite

An indoor swimming pool is showcased with clean, clear water reflecting the overhead lights. Loungers are arranged along one side, while tall plants add a touch of greenery. The pool area is surrounded by large windows, allowing natural light to fill the space.

Condo in Winter Park

4.88 out of 5 average rating, 130 reviews

Studio Condo in the Heart of Winter Park! lic#9602

You're steps from terrific shops, bars, and restaurants. Right outside the condo is the free bus stop to world-class skiing at Winter Park. It is a 3-minute bus ride and frequents every 15 minutes in the winter. Free covered parking is included on a first-come basis. All new kitchen appliances installed in February 2024! Note: There's no A/C in the unit, but there is an evaporative cooler to help keep the unit cool in summer.