Condo vacation rentals 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.

4.89 out of 5 average rating, 131 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.

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, 164 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).

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, 102 reviews

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

Modern rustic condo nestled in the heart of Winter Park, CO. Completely remodeled, this charming retreat combines contemporary comfort with mountain elegance. The condo sleeps 9 comfortably with 3 cozy bedrooms, 2 full bathrooms, a fully-equipped kitchen with stainless steel appliances, and a warm living room area, perfect for relaxing after a day of mountain adventures. Enjoy easy access to local shops, dining, Lyft bus stop, and the resort. Ideal for families seeking a serene mountain getaway

A cozy living area is highlighted by a stone fireplace and wooden accents. A sectional sofa faces a coffee table adorned with decorative items. A dining table for four is visible, set against the backdrop of a well-equipped kitchen with modern appliances.

4.86 out of 5 average rating, 241 reviews

Sandy and Ryan's Granby Getaway!

The perfect getaway! Newly renovated with high end finishes and meticulously cared for, this cozy condo is waiting to be your home away from home! Ths cozy studio accommodates up to 4 people with a comfy king bed and sleeper sofa complete with a memory foam mattress for maximum comfort. Resort amenities include restaurant, game room, work station, salon, ski rental, swimming, sauna, hot tub, tennis, racquetball and ski shuttle. Rocky Mountain National Park, Grand Lake and Winter Park closeby.

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, 279 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, 250 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.

A cozy living area features a brown leather sofa paired with two white armchairs arranged around a wooden coffee table. A decorative bear print adorns the wall, and the space is illuminated by warm lighting. The open kitchen is visible in the background.

4.86 out of 5 average rating, 111 reviews

Prime location, amazing views, stylish, sleeps 7

Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.

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, 240 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.

4.9 out of 5 average rating, 263 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.

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, 210 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

4.96 out of 5 average rating, 103 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

The living area features a stone fireplace as its focal point, complemented by a cozy leather sofa and a vintage wooden coffee table. Large windows provide natural light, while a wall-mounted TV sits on a wooden console. A textured area rug adds warmth to the space.

4.98 out of 5 average rating, 412 reviews

Winter Park Studio: On the River~ Walk Downtown!

Fireside Haven is a cozy studio located on a secluded spot RIGHT on the Fraser River, yet is walkable to all that downtown Winter Park has to offer. Dine-out, shop, enjoy coffee at a café, cocktails at happy hour, hike/bike and catch the ski shuttle all within a five-minute walk from your front door! You will have a king-size bed, queen-size sofa sleeper, full kitchen, bathroom, fireplace, private patio & ski closet.

Popular amenities for Winter Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with a hot tub

An entrance view reveals a newly updated kitchen and seating area. Light wood cabinetry and modern appliances are visible, while a dining table is set for four. A comfortable gray sectional couch with decorative pillows and a patterned rug adds warmth to the living space.

4.93 out of 5 average rating, 57 reviews

Come to WP-30% off nightly rate for 6 night stay!

Superhost

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!

4.93 out of 5 average rating, 107 reviews

Ski-In / Ski-Out 1 Bedroom Condo base of WP Resort

A cozy sitting area features a stone fireplace, framed by a wooden mantel. A smart TV is mounted on the wall opposite a gray sofa adorned with red cushions. A small coffee table sits on a patterned rug, complementing the warm ambience of the space.

4.97 out of 5 average rating, 66 reviews

Ski-in Ski-out Cozy Condo

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

The modern kitchen features wooden cabinets and a spacious island with seating for four. Pendant lights illuminate the workspace, which includes a stainless steel refrigerator and a gas range. Warm wood flooring complements the contemporary design.

4.98 out of 5 average rating, 157 reviews

NEW 2 BR condo by Winter Park w/private hot tub

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.

4.88 out of 5 average rating, 441 reviews

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

The living area features a spacious sofa adorned with patterned pillows, and a coffee table sits on a patterned rug. Large windows allow natural light to fill the room, offering views of the surrounding mountains. A fireplace is positioned beneath the mounted television.

4.89 out of 5 average rating, 332 reviews

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds

Condo rentals with a pool

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, 240 reviews

Beautiful Condo with Pool, Hot Tub and Rec Room

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, 151 reviews

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

4.93 out of 5 average rating, 246 reviews

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

The kitchen features rich wooden cabinets and granite countertops. An under-mount sink is positioned at the island, with a view of the stainless-steel stove and microwave. Stone accents add texture to the space, while shelves display decorative items and dishware.

4.95 out of 5 average rating, 116 reviews

Walk to town! Indoor pool, sauna, hot tubs.

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.

4.89 out of 5 average rating, 161 reviews

Newly Renovated Mountain Modern Condo

4.98 out of 5 average rating, 132 reviews

Cozy Condo - 20 miles to RMNP w/ Hot Tub & Firepit

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, 108 reviews

Amazing Top Floor WP Getaway!

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

Weekly condo rentals

4.77 out of 5 average rating, 56 reviews

Selak Luxury

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.

4.87 out of 5 average rating, 38 reviews

Luxury Condo w/ Hot Tub | Downtown WP

4.93 out of 5 average rating, 56 reviews

Hot Tub + Steps to Dining and Ski Shuttle

A modern living room is highlighted by large windows framing views of surrounding trees. Comfortable sofas and accent chairs are arranged around a dark coffee table. A sleek fireplace runs beneath a wall-mounted television, contributing to the cozy ambiance.

4.92 out of 5 average rating, 39 reviews

Chill 303 | Pool + Hot Tub

The kitchen area features a spacious countertop with bar seating for two, complemented by a wooden dining table that accommodates several guests. Warm wooden tones dominate the ceiling and cabinetry, while large windows allow natural light to illuminate the space.

5 out of 5 average rating, 34 reviews

Ski in Ski out, One Bedroom Condo with Jacuzzi Tub

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

A bright living area features a gray sofa and a round coffee table atop a textured rug. A dining table with black chairs accommodates guests. Windows allow natural light to fill the space, showcasing a modern ceiling fan and decorative lighting.

5 out of 5 average rating, 45 reviews

Fresh Modern Mountain Getaway | Views + Garage

An airy studio condominium features a curtain-draped sleeping area with a queen-sized bed, adorned in a patterned quilt. In the living area, a gray sofa and a wooden coffee table are positioned near a dining space, which includes four chairs and a view into a kitchen.