Holiday houses in Winter Park

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Top-rated holiday rentals in Winter Park

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Guest favourite

Condo in Winter Park

4.87 out of 5 average rating, 178 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.

10–17 Jan

$225 NZD per night

Guest favourite

Cabin in Winter Park

4.84 out of 5 average rating, 512 reviews

LOG CABIN IN PERFECT LOCATION!

You've found the perfect cabin if you're planning a trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

25 Sep – 2 Oct

$218 NZD per night

Guest favourite

Condo in Winter Park

4.95 out of 5 average rating, 135 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.

2–9 Apr

$281 NZD per night

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!

2–9 Sep

$267 NZD per night

Superhost

Condo in Winter Park

4.91 out of 5 average rating, 256 reviews

One Bedroom - Winter Park Base

Catch first chair on a powder day, or take your time grabbing coffee at Starbucks across the street. Either way, a quick lunch break at the condo makes this a true family-friendly location. Don't forget the oversized Hot Tub! Our unit is a corner unit and offers a bit more living space than the standard 1-bedrooms. The bedroom has a king-size Tempurpedic bed and the living room sofa converts to a queen pull-out bed. Winter Park Short-Term Rental Registration No. [004361}

16–23 Oct

$181 NZD per night

Guest favourite

Condo in Winter Park

4.87 out of 5 average rating, 323 reviews

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub

1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. It is a great place to curl up next to the fire, relax, and unwind after a full day of outdoor activities.

1–8 Jun

$239 NZD per night

Guest favourite

Condo in Fraser

4.9 out of 5 average rating, 122 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!

24–31 Oct

$227 NZD per night

Guest favourite

Apartment in Winter Park

4.96 out of 5 average rating, 188 reviews

Opulent Ski in/Ski Out Studio, Hot Tub

NO PETS **FREE Summer Parking starts April 23rd** Beautifully remodeled Winter Park resort studio - FOUNDER'S POINTE BUILDING. Walk out the front of the building to Gondola (Trestle) + shops + dining + mini golf + adventure course. Easy 5 minute drive to downtown. Free shuttle (runs to 2am) Hot Tub/Entertainment deck will be completely rebuilt - under construction starting April 29th - 7am -7pm Remaining building open **Must be 25 to book** NO SMOKING

3–10 Jun

$302 NZD per night

Guest favourite

Condo in Winter Park

4.88 out of 5 average rating, 100 reviews

Top-Floor Condo | On Ski Bus Route | Pool, Hot Tub

This top-floor 1BR condo is a short, free shuttle ride or 10 min drive to Winter Park Resort. You'll be skiing in no time! Enjoy community amenities like an indoor pool, indoor/outdoor hot tub, playground, laundry facilities, game room, & grill area. Includes ski storage. Sleeps 4 comfortably. Off-season activities are also close - The Fraser River and Rendezvous Trails are just outside the front door. Walking distance to restaurants and bars!

9–16 Jun

$247 NZD per night

Guest favourite

Guest suite in Fraser

4.97 out of 5 average rating, 336 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.

19–26 Sep

$174 NZD per night

Guest favourite

Apartment in Winter Park

4.94 out of 5 average rating, 100 reviews

Calm vibes and a great view the at the Alpen Rose

Welcome! I'm sharing with you my home away from home. A stay here comes with wonderful views of the Continental Divide and Winter Park Resort. The Lyft (free bus) stops just a few steps from the house. Cook with a view and fully stocked kitchen. The living space has a comfy sofa and wood-burning stove. New mattress with bedding from Avocado & Parachute. Sonos speakers throughout, Molekule air filters & Dyson fan to keep you comfortable.

5–12 Aug

$326 NZD per night

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!

28 Aug – 4 Sep

$228 NZD per night