Holiday rentals in Winter Park

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Top-rated holiday rentals in Winter Park

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Guest favourite

Apartment 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.

17–24 May

₹5,481 per night

Guest favourite

Apartment 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.

19–26 Nov

₹9,346 per night

Guest favourite

Apartment in Winter Park

4.85 out of 5 average rating, 138 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

₹9,584 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.

14–21 Sep

₹9,012 per night

Guest favourite

Apartment 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.

31 Oct – 7 Nov

₹9,927 per night

Superhost

Apartment in Winter Park

4.91 out of 5 average rating, 253 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}

13–20 Aug

₹8,498 per night

Guest favourite

Apartment 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.

8–15 Sep

₹9,680 per night

Guest favourite

Apartment 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!

19–26 May

₹7,778 per night

Guest favourite

Guest suite in Fraser

4.97 out of 5 average rating, 333 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.

4–11 Sep

₹6,933 per night

Guest favourite

Apartment in Winter Park

4.86 out of 5 average rating, 232 reviews

Walk to Downtown | Hot Tub | Near River | Private

Recently updated and located in a secluded setting with Fraser River on property, yet is walkable to all that downtown Winter Park has to offer! You will have a queen-size bed, new 2024 Article sofa sleeper, fully stocked kitchen, luxury bathroom, multiple hot tubs, patio & grassy front yard Walk to ski shuttle stop, hiking/biking trails, fishing, restaurants, grocery, bars, breweries & nightlife.

1–8 Jun

₹8,348 per night

Guest favourite

Apartment 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!

24–31 Aug

₹9,043 per night

Guest favourite

Guest suite in Fraser

4.92 out of 5 average rating, 549 reviews

Studio in Fraser, Colorado

Cute studio with everything you need. Comfy couch with ottoman. Close to trails and the town of Winter Park. You might even see some wild life! Leave your worries behind and get in the zone! Rise with the sun, Sleep with the stars, Always create fireworks!

21–28 Sep

₹7,232 per night