Holiday rentals with a pool in Winter Park

A cozy living area is showcased with a spacious sofa, a coffee table, and a prominent linear electric fireplace framed in travertine stone. In the background, a modern dining table sits adjacent to a well-equipped kitchen, with bar stools positioned at the counter.

4.9 out of 5 average rating, 120 reviews

Mountain Modern Cozyville

Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

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.

4.94 out of 5 average rating, 141 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

4.93 out of 5 average rating, 126 reviews

An indoor swimming pool is showcased with crystal-clear water, surrounded by large windows that invite natural light. Lounge chairs are arranged along the edges, and colorful pool toys float on the surface. The ceiling features exposed beams, emphasizing the spaciousness of the area.

Flat in Winter Park

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.

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.

4.88 out of 5 average rating, 235 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.

4.97 out of 5 average rating, 111 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 winter ski shuttle (Blue line) behind the building for a 15-minute ride to Winter Park Ski Resort.

4.93 out of 5 average rating, 239 reviews

Pine in the Sky Condo, Cozy + Close to GR/WP/RMNP

Our renovated condo is located in Granby, CO—just a 10-minute drive to Lake Granby for premium fishing, boating, and paddleboarding, a 20-minute drive to historic Grand Lake and nearby RMNP, where wildlife and outdoor recreation abound, and a 20-minute drive from Winter Park. Enjoy a smaller ski hill nearby, Granby Ranch, and the Fraser-Granby Trail is just steps away (open seasonally). Includes WiFi, a smart TV, snacks, kitchen essentials, a walk-in shower, toys, games, and books for kids.

A modern living area features a deep blue sofa adorned with decorative pillows, a glass coffee table, and a cozy textured rug. Natural light filters in through large windows, highlighting a dining area and a spiral staircase that leads to the loft space above.

4.9 out of 5 average rating, 145 reviews

Newly Renovated Mountain Modern Condo

This newly remodeled mountain modern condo features 1 bedroom (king size bed) plus an additional loft area with (queen size bed), making this condo sleep like a two bedroom. The condo features high end furnishings, vaulted ceilings with tons of natural light, fully updated kitchen, views of the mountain range, and spa-style bathroom with dual rainfall shower heads. Steps away from the free bus stop to Winter Park, clubhouse with year round hot tubs, pool, fitness center and laundry.

A modern studio condo is depicted, featuring a king-sized bed with decorative bedding. A dining table is visible beside the kitchen area with navy cabinetry. Outdoor amenities are shown, including a blue pool surrounded by a wooden deck. A bathroom features dual sinks and a tub.

4.94 out of 5 average rating, 149 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.

A scenic mountainous landscape is showcased, with snow-covered peaks under a clear blue sky. The foreground features a line of trees and a snow-blanketed ground, while distant mountains create a dramatic backdrop.

4.94 out of 5 average rating, 102 reviews

Amazing Top Floor WP Getaway!

Beautiful condo with excellent access to all Winter Park has to offer! Relax by the wood burning fireplace after a day of the world's best skiing (the shuttle picks up right out front), hiking, mountain biking. 1/4 mile walking trail (or 3 minute drive) drops you right in the heart of Winter Park. Amazing views from three decks! Includes underground parking, ski locker, hot tubs, pool, exercise room, game room, bar, and restaurant within the building. Fully equipped kitchen.

Superhost

A bright living area features wood-paneled walls and modern decor. A comfortable sofa is arranged with two decorative pillows. A round dining table with four white chairs offers space for meals. Large windows provide views of the outdoors, enhancing the inviting atmosphere.

Loft in Granby

4.83 out of 5 average rating, 332 reviews

Cozy Mtn. Condo | Ski, Hike, Fish + Hot Tub & Pool

Relax and enjoy our cozy updated mountain condo in the heart of the Rockies! Perfect for year-round adventure—ski, snowshoe, hike, bike, fish, boat, and explore all that Granby has to offer. Just 20 min to Winter Park, 20 min to Grand Lake, and 5 min to downtown Granby! Our private 615 sq. ft. unit sleeps 4 with two queen beds in the open loft. Unwind on the private balcony or enjoy shared amenities: 2 indoor hot tubs, 2 outdoor hot tubs, sauna, and outdoor heated pool.

A studio layout is presented, featuring a spacious bed with neutral bedding. A bunk bed is positioned nearby, and a set of skis is mounted on the wall. Two windows allow natural light to fill the space, complemented by a comfortable seating area with armchairs.

4.88 out of 5 average rating, 143 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.

A cozy seating area features a dark sofa adorned with soft pillows, positioned beside large windows with yellow curtains. A wooden coffee table is set with a plate of fruit and a book, while a warm light fixture hangs overhead, enhancing the inviting ambiance.

4.87 out of 5 average rating, 405 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.

Popular amenities for Winter Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A comfortable living area features a stone fireplace with a fire lit, complemented by a sectional sofa and a wooden coffee table. Large windows provide natural light and views of the outdoors, while a ceiling fan offers additional ventilation.

Home in Fraser

5 out of 5 average rating, 4 reviews

Meadowridge 30-2

5 out of 5 average rating, 5 reviews

A modern living area is shown featuring a comfortable sectional sofa adorned with a cozy throw. A sleek gas fireplace is positioned beneath a flat screen TV. Large windows frame expansive mountain views, while a dining area with stylish chairs and a round table is visible.

Home in Winter Park

Chill 301 | Pool + Hot Tub

5 out of 5 average rating, 5 reviews

Private Hot Tub! Stunning Luxury Home, Ski-In/Out

5 out of 5 average rating, 12 reviews

The mountain townhome showcases a modern architectural design. Large windows frame the glowing interior, while a spacious deck offers views of the surrounding landscape. Snow blankets the ground, highlighting the well-maintained exterior and inviting entryway leading into the home.

Home in Winter Park

Resort Villa 502 I Hot Tub I Discounted Attraction

A modern custom home features a mix of stone and wood exteriors, framed by a gently sloping driveway. The design highlights large windows and slanted roofs, with solar panels visible on the roof. Surrounding natural landscaping adds to the mountain setting.

5 out of 5 average rating, 38 reviews

Colorado's Coolest Ski In/Out Home

A modern mountain home is presented with a combination of stone and wooden elements, showcasing large windows and a spacious driveway. Snow blankets the surrounding landscape, and the entrance features a covered porch that leads into the inviting interiors.

4.92 out of 5 average rating, 38 reviews

Views, Ski, Golf! 6 BDR, 13 Beds, Hot Tub!

4.86 out of 5 average rating, 63 reviews

Two chairs are positioned on a patio, facing a scenic view of expansive meadows and distant mountains. The sky displays soft pastel colors as the sun sets, creating a serene backdrop for relaxation.

Home in Fraser

Alpine Vista Escape

A cozy living room features a gas fireplace surrounded by stone, with a mounted television above. Two large windows provide natural light, and a leather sofa is accompanied by a round table and a rustic coffee table, complemented by decorative art and soft throw pillows.

4.83 out of 5 average rating, 41 reviews

Mountain Retreat with VIEW!

Apartment rentals with a pool

An open-concept living area presents a stone fireplace and vaulted wooden ceiling. A dining table with black chairs is positioned beside a fully equipped kitchen featuring stainless appliances and granite countertops. Natural light filters in through large windows, highlighting the cozy seating area.

4.94 out of 5 average rating, 158 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

A cozy living area features a stone fireplace with a wooden mantle. A flat-screen TV is positioned on an oak cabinet. Light filters through sheer curtains, illuminating a comfortable green armchair and a patterned sofa, accompanied by a wooden coffee table at the center.

4.86 out of 5 average rating, 117 reviews

Beaver Village in Winter Park - 2br/2bath Condo

A spacious living area features a modern sectional sofa and a dark stone fireplace, creating a cozy focal point. A large flat-screen TV is mounted on the wall above the fireplace. Light filters in through the high ceilings, enhancing the open layout.

4.86 out of 5 average rating, 233 reviews

Beautiful Condo with Hot Tub on Ski Bus Route

A cozy living room features a comfortable armchair with an ottoman, a wooden TV stand with decorative elements, and a fireplace set against a textured wood wall. Natural light filters through sheer curtains, highlighting a vintage artwork depicting Winter Park.

4.9 out of 5 average rating, 143 reviews

Cozy 2 bed/2 bath with Hot Tub and Mountain View

A modern kitchen setup features a granite countertop with bar seating for four. Stainless steel appliances, including a refrigerator and oven, complement the tile backsplash. A coffee maker is visible, along with pantry items organized on shelves.

4.91 out of 5 average rating, 313 reviews

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

A living area is showcased with a comfortable gray sofa and a warm electric fireplace. A large television is mounted on the stone wall. Natural light illuminates the space through windows, complemented by colorful wall accents and a cozy rug underneath.

4.88 out of 5 average rating, 311 reviews

Walk to Downtown | Hot Tub | Near River | Private

A spacious bedroom is furnished with a wooden king bed, layered with a white comforter and a brown throw. Two bedside tables with lamps flank the bed. A colorful autumn-themed artwork adorns the wall above, complementing the warm tones of the decor.

4.95 out of 5 average rating, 124 reviews

Mountain Delight Near Winter Park

A stone fireplace is featured with a glowing fire inside, creating a cozy ambiance. A framed sign with the text 'The Mountains Are Calling I Must Go' is positioned on the stone hearth, providing a touch of inspiration.

4.86 out of 5 average rating, 166 reviews

Cozy Studio Condo in Granby CO Winter Ski or RMNP

Other holiday rentals with a pool

5 out of 5 average rating, 8 reviews

Flat in Winter Park

Rocky Mountain Escape

A cluster of condos is nestled in a snowy landscape, showcasing multiple balconies with wooden railings. The building's exterior is highlighted by its muted tones against a clear blue sky, while snow blankets the ground and clings to the edges of the structure.

5 out of 5 average rating, 34 reviews

Mountain Adventure Condo in Fraser!

The exterior entrance of the condo features a covered porch with a wooden sign displaying the property name. Steps lead up to the door, surrounded by lush trees and vibrant autumn foliage, reflecting the natural beauty of the area.

4.94 out of 5 average rating, 48 reviews

Hi Country Hideaway

The kitchen features light wood cabinetry and modern appliances, including a black stove and refrigerator. A large island with granite countertops provides seating with three wooden stools. A welcoming entry area is visible, complemented by a textured rug and a decorative door.

5 out of 5 average rating, 47 reviews

The Rustic Moose

4.86 out of 5 average rating, 29 reviews

A light-filled living area features a comfortable light gray sofa next to a wooden coffee table. Framed artwork depicting mountains and a sun adorns the wall. The dining area with wooden chairs and a table is visible, providing a cozy space for meals. A well-equipped kitchen is seen in the background.

Flat in Fraser

Meadowridge Mountain View Condo

Two colorful blankets are neatly folded and placed on a wooden table, displaying intricate patterns. A modern electric fireplace with glowing embers is visible in the background, providing a cozy ambiance to the space.

4.97 out of 5 average rating, 78 reviews

Mountain getaway near great trails/hot tub access

A cozy living room features a full sofa, a comfy chair, and a rustic coffee table set on a striped rug. A gas fireplace is set into a stone wall, while large windows offer mountain views. Blinds provide adjustable light control.

5 out of 5 average rating, 86 reviews

Cozy DT condo mins from slopes

A cozy living area features a stone fireplace, providing warmth and comfort. Large windows reveal scenic mountain views, while soft seating is arranged around a wooden coffee table. Natural light enhances the inviting atmosphere, with curtains framing the view.