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.

3–10 May

£77 per night

Guest favourite

Apartment in Winter Park

4.88 out of 5 average rating, 175 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.

30 May – 6 Jun

£85 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

13–20 Aug

£125 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.

12–19 Aug

£136 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}

12–19 Aug

£108 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 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 winter activities. We are off the beaten path, but the ski mountain is 15 minutes on well-plowed roads. After your day of adventure, come back to your cozy space by the fireplace with a drink to relax and contemplate which outstanding restaurant to enjoy.

28 Sept – 5 Oct

£89 per night

Guest favourite

Apartment 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.

20–27 Jun

£138 per night

Superhost

Apartment in Winter Park

4.8 out of 5 average rating, 271 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.

15–22 May

£97 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.

2–9 Jun

£104 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!

3–10 Oct

£109 per night

Guest favourite

Flat in Winter Park

4.85 out of 5 average rating, 287 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

28 Sept – 5 Oct

£129 per night

Guest favourite

Guest suite in Fraser

4.92 out of 5 average rating, 547 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!

19–26 Mar

£89 per night