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.

25 Apr – 2 May

$1,440 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

6 – 13 Aug

$1,630 AUD total

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.

23 – 30 Sept

$1,386 AUD total

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.

6 – 13 Nov

$1,655 AUD total

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.

28 July – 4 Aug

$1,688 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.

8 – 15 May

$1,263 AUD total

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!

22 – 29 Oct

$1,444 AUD total

Guest favourite

Apartment in Winter Park

4.97 out of 5 average rating, 186 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

1 – 8 June

$1,923 AUD total

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!

15 – 22 Nov

$1,344 AUD total

Superhost

Condo in Winter Park

4.8 out of 5 average rating, 273 reviews

Michael’s Dream Views in Winter Park, CO Condo #16

Located in Downtown WP, Condo 16, 3rd floor, awesome views, High Country Haus Condominiums. Lic#005206. Check out WP resort for exciting new activities. World class skiing, cross country, snowmobile, bike, hike, fish, restaurants, shops, Hideway Park (sledding hill, WALK TO Fireside Grocery Market, Great WiFi, Grand Park Rec Center. HCH Condos Rec center has pool/jacuzzi’s, billiards, gym. WP RESORTS FREE BUS pick up is across our parking lot.

10 – 17 Sept

$1,419 AUD total

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.

3 – 10 Sept

$1,050 AUD total

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

$2,075 AUD total