
Apartment holiday rentals in Winter Park
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Top-rated apartment rentals in Winter Park
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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.

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).

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.

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.

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.

Cozy DT condo mins from slopes
Welcome to your perfectly located ski getaway! This updated 2BD/2BA Beaver Village condo has its own shuttle line with the bus stop just a few steps from your door, bringing you directly to the Winter Park Ski Resort Village! The shops and restaurants of Cooper Creek and DT Winter Park are a short walk away. The well-equipped kitchen is upgraded with all new appliances, and fiber internet allows for remote work and streaming TV. Finally, warm your bones in the multiple hot tubs and sauna!

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.

Walk to Restaurants! Work Remotely!
There are still some May dates available!! Bike, hike and fish from the front door! Don’t miss this spacious 1 BR Fraser condo perfectly located for your spring and summer adventures in Grand County. You are just a short walk from the grocery store, restaurants, breweries and the Fraser River and Trail. You are a .8 mile walk from the train station which offers daily Amtrak service and weekend Ski train service in the winter. You are also steps away from the free Lift shuttle service.

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.

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

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

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 apartment rentals
Weekly apartment rentals

Selak Luxury

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

3bed/3bath Condo in WP, Walk to Downtown & Trails

Luxury Condo on Main Street - Winter Park, CO

Fresh Modern Mountain Getaway | Views + Garage

NEW Condo -Ski/Bike/Hike Winter Park/Grand County

The Rustic Moose

NEW | Lux Mountain Condo | Private Hot Tub
Pet-friendly apartment rentals

Blue Moose

Great Condo right on the Creek License #005702

GF Studio Near RMNP | Pool & Hot tubs | Pets

Tall Timbers of the Rockies

Granby Mountain Retreat

Winter Park Getaway for Mountain Biking/Hiking!

Winter Park Retreat: Mtn Views & Pool Access!

Luxury Ski-In/Out | Ski to Winter Park Resort
Apartment rentals with a pool

Grey Fox ~2 bed/2 BA Ski in/out Granby Ranch, RMNP

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

Beautiful Condo with Pool, Hot Tub and Rec Room

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

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

Sandy and Ryan's Granby Getaway!

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

Mountain Escape Condo-Pool/Hot Tub RMNP WinterPark
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 SGD | $284 SGD | $274 SGD | $190 SGD | $177 SGD | $181 SGD | $182 SGD | $174 SGD | $162 SGD | $158 SGD | $186 SGD | $326 SGD |
| Avg. temp | -7°C | -7°C | -3°C | -1°C | 4°C | 9°C | 13°C | 12°C | 8°C | 2°C | -3°C | -7°C |
Quick stats about apartment rentals in Winter Park

Total holiday rentals
Explore 850 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 25,980 verified reviews to help you choose

Family-friendly holiday rentals
580 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
370 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wifi availability
850 of Winter Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Park rentals

4.8 Average rating
Winter Park stays are highly rated by guests – averaging 4.8 out of 5!
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Red Rocks Amphitheatre
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Center Village Resort Copper Mountain
- Colorado Convention Center
- Winter Park Resort
- Arapahoe Basin Ski Area
- Keystone Resort
- Empower Field at Mile High
- Ball Arena
- City Park
- Granby Ranch
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- Ski Cooper
- Fillmore Auditorium
- Denver Zoo
- Denver Botanic Gardens
- Elitch Gardens
- University of Denver
- Water World





