Condo holiday rentals in Winter Park

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.

4.91 out of 5 average rating, 162 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).

The fully equipped kitchen features wood cabinetry, modern appliances, and a large island with seating for four. A dining area with a circular table and four chairs is positioned nearby. Warm lighting is provided by a decorative pendant fixture, enhancing the cozy ambiance.

4.93 out of 5 average rating, 277 reviews

Top Floor Condo Steps From Free Shuttle w/Hot Tub

Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

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, 249 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.

4.87 out of 5 average rating, 156 reviews

The image showcases four distinct views of the condo. A bright living area features comfortable leather sofas and a stone fireplace. The outdoor hot tub offers scenic mountain views. A modern kitchen is equipped with stainless steel appliances, and the dining area is illuminated by stylish lighting.

Condo in Fraser

Mountian Views | Near Winter Park | Pets Stay Free

Situated in the stunning Fraser Valley, this mountain retreat has everything you need to rest and relax. Soak in the mountain views at the clubhouse hot tubs or curly up by the fireplace with a drink. Near Winter Park Resort and Rocky Mountain National with easy access to snowshoeing, Mtn biking, hiking, fishing, cross-country skiing and more! ✔ Two ♛ King Beds ✔Pets Stay Free ✔ Private Balcony ✔ Well Equipped Kitchen ✔ Fireplace ✔ High-Speed Wi-Fi ✔ Clubhouse Access Book your stay today!

4.95 out of 5 average rating, 149 reviews

10 min to Resort! Amazing Views & Sauna!

Renovated Kitchen and Baths! -Top floor condo with breathtaking resort views - Minutes from downtown - 2 expansive balconies & private sauna - Open floor plan with 2 living spaces, oversized island and dining - Perfect for dinner in, playing games, or movies by the fire Shuttle to Winter Park / Mary Jane, day trip to Devil's Thumb Ranch, Lake Granby, Grand Lake, Rocky Mountain National Park or Hot Sulphur Springs. Approx an hour from Denver! PLEASE NOTE: the community hot tub is shared.

A rustic stone wall forms the backdrop for a warm living area. A wooden shelf displays decor above a modern fireplace. A small Christmas tree decorated with lights is positioned nearby. A wooden table is adorned with a decorative tray holding three candles.

4.92 out of 5 average rating, 198 reviews

Cozy 2BR/2B Condo on Winter Park bus route

Your peaceful, yet adventurous, vacation in the mountains starts here. This cozy condo is on the second floor of the Silvercrest Condominiums. The condo has a fully stocked chef’s kitchen, wifi, cable tv, private balconies off each bedroom and the living room, games, a washer and dryer, and Colorado and outdoor books available for your enjoyment. It is located a short drive from Winter Park and Mary Jane resorts as well as just minutes from the grocery store, restaurants, and breweries.

A spacious living area is shown, featuring a large sectional couch adorned with various decorative pillows. A coffee table sits at its center, and two armchairs are positioned nearby. Natural light enters through sliding glass doors, providing a view of the outside snow-covered landscape.

4.84 out of 5 average rating, 239 reviews

Main Street Luxury - Hot Tub + Trails

You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers by the elevator.

The image captures a scenic view of a mountain resort village, featuring multiple buildings and a ski slope in the background. Snow-covered trees line the pathway, while outdoor seating with umbrellas is visible in the foreground, inviting relaxation in the crisp mountain air.

4.91 out of 5 average rating, 261 reviews

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

Enjoy your stay right next to the Gondola here at the Zephyr Mountain Lodge - Winter Park Resort's premier ski-in/ski-out base lodging. This 1-bedroom, 1-bathroom condo is ideal for a small family or couple seeking mountainside convenience and complimentary amenities. Enjoy a direct ski-in/ski-out location, where winter adventures and summer endeavors are easily in reach! End each day with ease - whether you're soaking in the community hot tub or warming up by the unit’s fireplace.

A spacious living room is highlighted by large floor-to-ceiling windows that frame expansive mountain views. A cozy mid-century sectional sofa is positioned on a light-colored area rug, with natural light enhancing the inviting atmosphere. A glimpse of the kitchen is visible in the background.

4.97 out of 5 average rating, 116 reviews

Luxury Ski-In/Out | Ski to Winter Park Resort

Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

The exterior of the condo complex is visible, showcasing multiple levels adorned with windows. Snow blankets the landscape, while a heated outdoor area features seating and a hot tub. Mountain views provide a scenic backdrop, emphasizing the peaceful surroundings.

4.87 out of 5 average rating, 207 reviews

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit

Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of the Mountain. Walking distance to shopping, restaurants, & activities! One of only a handful of units with direct outdoor access. UPDATE: New hot tub is OPEN! Permit #009238

A spacious living area features a large sectional sofa and stylish wooden coffee tables. Natural light fills the space through expansive glass doors leading to a balcony. Wall art depicting animals adds a touch of character, complementing the cozy decor.

4.96 out of 5 average rating, 101 reviews

The Best Location in Downtown Winter Park!

Escape to the mountains in this beautifully renovated two-story condo, ideally located in the heart of downtown Winter Park. Cozy up by the fireplace, relax in the hot tubs, or enjoy the breathtaking mountain views from your private balcony. With shops, restaurants, bars, and live events just steps away, plus a nearby bus stop offering a quick five-minute ride to Winter Park Resort, adventure and convenience are at your doorstep. STR License #018230

A tastefully arranged sleeping area features a dark green accent wall and a modern bed with neutral bedding. A stylish nightstand with a small plant and clock is positioned beside the bed, illuminated by a sleek wall-mounted lamp.

4.89 out of 5 average rating, 226 reviews

Ski In/Ski Out - Modern Cozy Condo in Winter Park

Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

Popular amenities for Winter Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A modern living area features a sleek electric fireplace, stylish black seating, and a round wooden coffee table. Large glass sliding doors open to a balcony, while soft curtains frame the window. A cozy rug adds texture to the inviting space.

4.86 out of 5 average rating, 37 reviews

Luxury Condo w/ Hot Tub | Downtown WP

A welcoming living area features a stone fireplace with a modern fire display. A large sectional couch and coffee table are arranged around a colorful braided rug. A flat-screen TV is mounted on the wall, with a view of nature through the window. A cozy front door leads to the outside.

4.87 out of 5 average rating, 99 reviews

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool

A contemporary living area is featured with a green sectional sofa positioned around a rustic wooden coffee table. A textured area rug adds depth to the floor. The open kitchen is visible, showcasing modern appliances and warm-toned cabinetry, while natural light illuminates the space.

4.88 out of 5 average rating, 57 reviews

2/2 Mountain Views & Great Prices!

A spacious living area features a large sectional sofa adorned with blue and yellow cushions. Tall windows provide views of the mountains, while a ceiling fan hangs above. A soft area rug complements the room's neutral color palette, adding warmth to the inviting space.

4.99 out of 5 average rating, 77 reviews

Luxury Condo on Main Street - Winter Park, CO

4.95 out of 5 average rating, 40 reviews

Luxury, Walkable, Hot Tub, W/D, a/c, ParkingGarage

5 out of 5 average rating, 9 reviews

Trailhead 511 Clubhouse w/ Hot tub | Pool

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, 63 reviews

The Rustic Moose

A modern living area is furnished with a leather sofa, accent chairs, and a coffee table. Large floor-to-ceiling windows allow natural light to fill the space, revealing views of the outdoors. Artwork hangs on the wall, contributing to the contemporary design.

5 out of 5 average rating, 51 reviews

New 2BD/2BA: 5 min to WP Ski/Walk to Restaurants

Pet-friendly condo rentals

4.9 out of 5 average rating, 309 reviews

The image features a serene lake scene reflecting surrounding mountains and trees in clear blue water. A three-story building is visible along the shore, complemented by vibrant greenery and a clear sky, creating a peaceful natural setting.

Condo in Idaho Springs

Blue Moose

A serene snowy landscape showcases dense evergreen trees blanketed in fresh snow. The balcony railing is visible, providing a view of the winter scene. Soft light filters through the branches, creating a peaceful atmosphere in the surrounding nature.

4.75 out of 5 average rating, 196 reviews

Great Condo right on the Creek License #005702

A spacious living area features a red seating arrangement with a comfortable sofa and armchair, complemented by light streaming through multiple windows. A kitchen island with a sink is visible, alongside a dining area that includes four chairs. A stone fireplace adds a touch of warmth to the space.

4.85 out of 5 average rating, 487 reviews

Cozy 1 bedroom Granby Ranch condo

A sign indicating the various snow depth measurements at Winter Park is partially buried in snow, with visible markers at six-inch intervals up to 18 inches. The forest backdrop is lined with snow-covered trees, creating a peaceful winter scene.

4.77 out of 5 average rating, 286 reviews

Michael’s Dream Condo #15 Winter Park

A dining area showcases a table set for four, complemented by green placemats and glassware. A flat-screen TV is mounted on a wood-paneled wall, while a stone fireplace adds warmth to the space. A nature-themed artwork enhances the atmosphere.

4.88 out of 5 average rating, 560 reviews

Granby Mountain Retreat

4.99 out of 5 average rating, 123 reviews

A comfortable living area features a large television mounted on the wall above a wooden entertainment unit. The unit contains books and decorative items. A clear view of the kitchen and dining area is visible in the background, along with modern appliances and a casual seating arrangement.

Condo in Fraser

Winter Park Getaway for Mountain Biking/Hiking!

4.81 out of 5 average rating, 375 reviews

Mountain Studio Suite - Pool & Hot Tubs

4.97 out of 5 average rating, 268 reviews

A modern kitchen space features white cabinetry and wooden countertops. Open shelving displays dishware and utensils, with a coffee maker positioned beside a sink. Stainless steel appliances, including a dishwasher and oven, are present, complemented by gray tile flooring.

Condo in Idaho Springs

Olympic Lodge @ Silver Lake ~ Amazing views!

Condo rentals with a pool

4.89 out of 5 average rating, 134 reviews

Winter Park | Top-Floor | Pool & Hot Tub | Ski Bus

The exterior of the building showcases a four-story structure with a mix of red and stone finishes. Lush greenery surrounds a stone fire pit and seating area, while mountains are visible in the background under a partly cloudy sky.

4.82 out of 5 average rating, 149 reviews

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

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.

4.88 out of 5 average rating, 426 reviews

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

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, 319 reviews

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

A stone fireplace is centered in the room, flanked by a television mounted on the wall. A dining table with two red dishes sits in front of the fireplace, while a photo of a bear adorns the wall above. Warm tones create a cozy setting.

4.88 out of 5 average rating, 130 reviews

Bear's Den

A balcony view overlooks a lush green area with a picnic table situated beside a gently flowing river. Towering trees provide shade, while shrubs line the water's edge, creating a serene outdoor space that invites relaxation.

4.92 out of 5 average rating, 143 reviews

Winter Park Riverside Retreat WP ST Reg#005544

The living area features a comfortable couch and armchair, accompanied by a wooden coffee table on a geometric-patterned rug. A 50-inch TV is visible, along with a fully equipped kitchen area at the back, highlighted by modern appliances and a dining table set for four.

4.89 out of 5 average rating, 269 reviews

Ground floor 2 bedroom, at Hi Country Winter Park

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.