Holiday houses in Winter Park

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Top-rated holiday rentals in Winter Park

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Guest favourite

Condo in Fraser

4.97 out of 5 average rating, 152 reviews

Kid Friendly on Winter Park Bus Route with W/D

This two bedroom and two bathroom condo can accommodate up to six guests. Features include a wood burning fireplace, nicely appointed kitchen, in unit washer/dryer, 175 Mpbs WIFI through xfinity, cable, Smart TVs, and a propane grill located on the mountain view balcony. The condo features a one car garage and one parking space. The best part is that this is all steps away from the free shuttle (The Lift on the Purple Line) along with mountain bike and hiking trails just steps from the door.

1 – 8 May

$937 AUD total

Guest favourite

Condo in Winter Park

4.87 out of 5 average rating, 176 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 fifteen 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.

27 Nov – 4 Dec

$1,502 AUD total

Superhost

Condo in Winter Park

4.81 out of 5 average rating, 135 reviews

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

Well furnished 2 bedroom, 2 bath unit at Silverado II, sleeps 6 comfortably with the sleeper sofa in the living room. Enjoy the indoor pool, jacuzzi, sauna, game room, and underground parking on site. Dedicated free wifi available in our unit. The ski area is a free shuttle ride away and town is just a short walk down the mountain. In winter, enjoy world class alpine skiing, cross-country skiing, tubing and ice skating. In summer, experience mountain biking, alpine slide and horseback riding.

9 – 16 May

$1,528 AUD total

Guest favourite

Condo in Winter Park

4.85 out of 5 average rating, 139 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! UPDATE: Hot Tubs will be closed starting April 29th - November as they are under construction for brand new tubs this summer Permit #009238

17 – 24 Oct

$1,534 AUD total

Guest favourite

Condo in Winter Park

4.96 out of 5 average rating, 134 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.

13 – 20 Sept

$1,889 AUD total

Superhost

Condo in Winter Park

4.88 out of 5 average rating, 138 reviews

Ski-In Ski-Out Studio with Desirable Amenities

This updated studio is situated in one of the best locations at Iron Horse Condominiums. A cozy unit close to amenities, yet in a private location; just walk out the sliding glass door to deck just steps from hot tubs and pool. The studio has a full kitchen, queen Murphy Bed with a new memory foam mattress that folds up for extra space, a 49-inch high definition smart TV with Netflix, Xfinity on demand, and HBO. Enjoy your favorite shows and sports after a day out on the mountain!

23 – 30 Aug

$1,723 AUD total

Guest favourite

Condo in Winter Park

4.91 out of 5 average rating, 191 reviews

Top Floor with Beautiful Views! Larger 1-Bedroom!

Please be aware that the amenity decks with access to grills and hot tubs will be closed for renovation from April 29th, 2024 - November 1st, 2024. Project work hours are 7 am to 7 pm Monday through Saturday. It will be noisy and dusty during demolition. We would like to welcome you to stay in our luxury condo with brand new modern flooring located in the Base Village at Winter Park Resort. Our condo is just a 2-minute walk to the 10-people GONDOLA Express Lift.

18 – 25 June

$1,821 AUD total

Guest favourite

Condo in Fraser

4.9 out of 5 average rating, 120 reviews

Remodeled Condo w/ Hot Tub, Pool & Prime Location

Enjoy all the year round adventures Winter Park has to offer in our quaint condo. Just steps outside your front door is access to an outdoor, year-round heated pool and 2 oversized hot tubs. This 1 bed, 1 bath home is perfect for couples or families, and comes with 2 beds, 1 fold out couch, and a fully equipped kitchen. On the free bus to town and the ski resort and less than a 5 minute drive to restaurants, bars, grocery stores, and countless outdoor activities!

14 – 21 Sept

$1,506 AUD total

Guest favourite

Guest suite in Fraser

4.97 out of 5 average rating, 334 reviews

Madge's Studio - Pets Welcome!

Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite summer activities, and Fraser Valley has them in spades! After enjoying a perfect Colorado summer day, come back to your private patio for a drink and to think about what restaurant to enjoy to cap a wonderful day.

12 – 19 Oct

$1,141 AUD total

Guest favourite

Condo in Winter Park

4.9 out of 5 average rating, 275 reviews

On Fraser River/2BR with King bed - pool/hot tubs

1st Floor - Hi Country Haus Condos in Winter Park, Colorado. On the Fraser River and steps away from WP Ski Bus pick-up. Our cozy condo offers a King Bed, full/double Bed and twin/single Bed. Walking distance to groceries at Fireside Market. Restaurants = Hernando’s, Randi’s, Namaste, Carver’s, The PUB, The Perk, The Noble Buck Brewery, Wake-n-Bacon, Domino’s & more!

17 – 24 Aug

$1,596 AUD total

Guest favourite

Condo in Winter Park

4.93 out of 5 average rating, 171 reviews

Mountain retreat | Top Floor | WP Base Village

An unbeatable location, Fraser Crossing is a contemporary vacation rental only 150 yards from the base of the Winter Park Resort, 10 person gondola, The Village restaurants, shops, and numerous outdoor family friendly activities. We are also close to the Winter Park Amtrak Train stop, making it easy to get from Denver to Winter Park!

19 – 26 June

$1,931 AUD total

Guest favourite

Apartment in Winter Park

4.85 out of 5 average rating, 288 reviews

Village of Winter Park Condo

Contemporary vacation rental is located at the base of the winter park ski resort. Premier one bedroom with king bed. Sleeps 4. On third floor with access to bbq, hot tub and fireplace. Enjoy an efficiency kitchen with stainless steel appliances. Self check in. New carpet! License #005596

10 – 17 May

$1,557 AUD total