Pet-friendly holiday rentals in Winter Park

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Top-rated pet-friendly home rentals in Winter Park

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A warm living area features a wood-burning fireplace framed by wooden paneling. A cozy rug is positioned in front, with a dog resting beside it. Above the fireplace, a framed artwork adds a decorative touch, while additional items are arranged on the mantle.
Condo in Fraser
4.93 out of 5 average rating, 102 reviews

Cozy Mountain Getaway - Minutes to Winter Park

Spacious condo perched on a mountain above Fraser. Views and hiking! Feel far away, while minutes from Winter Park. Free shuttle and forest walking paths steps away. Clean, comfortable, dog friendly 1 car garage + outdoor parking 1 Gig wifi (Fast!), cable, work friendly New Washer/Dryer, Dishwasher, Fridge. Wood fireplace, free wood, and floorboard heat Microwave, Ninja Blender, Air Fryer, Coffee Maker, Stove Driving distance: grocery store 5mins, downtown Winter Park 8mins, ski area 13mins

Guest favourite
An open-concept living area presents a stone fireplace and vaulted wooden ceiling. A dining table with black chairs is positioned beside a fully equipped kitchen featuring stainless appliances and granite countertops. Natural light filters in through large windows, highlighting the cozy seating area.
Condo in Winter Park
4.93 out of 5 average rating, 153 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

BEST Location in Winter Park!!Trailhead condos offer a year-round heated pool, hot tub, fire pit, patio, clubhouse, large indoor lounge, fitness room & game room. Just steps to Fraser River trail, restaurants, shopping and free ski shuttle. *On Hideaway Park* Access to Summer concerts&festivals, playground, picnic area, fire pit, and skate park to entertain kids! Relax by the fire or private furnished covered deck. Top floor (w/elevator) corner unit w/views! Pets welcome! (w/add'l clean fee).

Guest favourite
The exterior of a newly constructed log cabin features a mixture of wood and stone accents. A wide driveway leads to a spacious two-car garage. The surrounding tall trees create a natural backdrop, giving the cabin a secluded feel. The structure has large windows and a distinct sloped roof.
Guest suite in Winter Park
4.99 out of 5 average rating, 125 reviews

Brand new creek side chateau. Now with Hot Tub!

New creek side chateau! New construction (2020) The Alpine Ski Retreat is a beautiful, new home offering a spacious interior and unique amenities. This rental is for the guest house portion of the home, located on the ground floor (via stairs) and has a spectacular patio right on Vasquez Creek, with a Hot Tub right on the patio. Enjoy snow skiing and other activities at Winter Park Resort, a short drive away. Hiking, XC skiing right outside the door. Winter Park STR Registration # 005578

Superhost
The rustic cabin exterior is framed by tall aspen trees and features a wooden door. Bright flower boxes, filled with white and red blooms, add a pop of color in front of the porch area. A grill is positioned nearby on the deck.
Cabin in Winter Park
4.84 out of 5 average rating, 606 reviews

Cozy Cabin in Perfect Location

You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- 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.

Top Guest favourite
A modern living area features a spacious grey sofa adorned with decorative cushions and a patterned throw blanket. A round wooden coffee table sits in front, with a stack of books and a decorative bowl. Three artwork pieces depicting mountains are displayed on the wall.
Townhouse in Winter Park
4.99 out of 5 average rating, 102 reviews

Downtown, Pvt Hot Tub, Mtn View, Dog-Friendly!

Mountain views, a private rooftop with your own private hot tub, on the bus route to the resort, and centrally-located and walkable in downtown Winter Park - what else are you looking for?! Whether you're here for skiing or an amazing Colorado summer adventure, you'll find all the conveniences of home in our modern mountain townhome. We're not a huge property management firm - to us, you're not just a number. Let us provide you with an amazing space and an amazing experience in Winter Park!

Guest favourite
A modern chateau exterior is showcased in this image, featuring a striking red facade with large windows. A spacious wrap-around deck is visible, surrounded by trees and mountainous terrain. Soft outdoor lighting enhances the cabin's inviting appearance during twilight.
Cabin in Tabernash
4.98 out of 5 average rating, 114 reviews

Private Luxury Cabin For Couples In Devils Thumb

LUXURY ADULT (30+) GETAWAY!! Perfect for couples or dudes/gals retreat. UNFORTUNATELY CHATEAU IS NOT DESIGNED FOR CHILDREN OR TEENAGERS. The 100 year old Austrian Pioneer Chateau was an original logger cabin formerly owned by an Austrian/German family. Recently remodeled with an Alpine/Art Deco Flair (1930's) with custom wood furniture by Austrian designer F-LIST. Relax in our wellness program: Outdoor Jacuzzi, Outdoor Finnish Sauna, wrap around deck w/gas fire pit & panoramic mountain views.

Top Guest favourite
The living room features a stone fireplace framed by large windows, allowing natural light to fill the space. A plush gray sofa is positioned near a round coffee table, which holds a stack of books. A decorative plant adds a touch of greenery.
Cabin in Martin Acres
4.96 out of 5 average rating, 208 reviews

Getaway Lodge - Cozy Mountain Cabin with Views!

Your glacier getaway awaits! Our cozy cabin is conveniently located right on the main paved road only 1/2 mile from the St Mary's Glacier Trailhead. Experience the high alpine with hiking, jeep trails, trout lakes (2 passes included), and abundant wildlife! From the deck you can enjoy the mountain views including Grays Peak and Torreys Peaks. The cabin is outfitted with everything you need to settle into the mountains and enjoy an authentic Rocky Mountain getaway!

Top Guest favourite
Guest suite in Fraser
4.96 out of 5 average rating, 455 reviews

Fall in to winter at Madge’s. 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 winter activities; Fraser Valley has them in spades! After enjoying a perfect Colorado winter day, come back to your spacious room for a drink by your cozy fireplace to think about what restaurant to enjoy to cap a wonderful day.

Top Guest favourite
A bright living space features a light-colored sofa positioned near a large window, showcasing views of the outdoors. The walls are adorned with warm wood paneling, while a minimalist table sits in front of the sofa. Natural light enhances the cozy atmosphere.
Apartment in Winter Park
4.95 out of 5 average rating, 128 reviews

Calm vibes and a great view at the Alpen Rose

Currently available for weekly and longer rentals. Will review any other requests. 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. Molekule air filters & Dyson fan to keep you comfortable.

Guest favourite
A studio layout is presented, featuring a spacious bed with neutral bedding. A bunk bed is positioned nearby, and a set of skis is mounted on the wall. Two windows allow natural light to fill the space, complemented by a comfortable seating area with armchairs.
Condo in Winter Park
4.89 out of 5 average rating, 137 reviews

Studio Condo in the Heart of Winter Park! lic#9602

You're steps from terrific shops, bars, and restaurants. Right outside the condo is the free bus stop to world-class skiing at Winter Park. It is a 3-minute bus ride and frequents every 15 minutes in the winter. Free covered parking is included on a first-come basis. All new kitchen appliances installed in February 2024! Note: There's no A/C in the unit, but there is an evaporative cooler to help keep the unit cool in summer.

Top Guest favourite
A welcome sign indicating 'The Zone' stands beside vibrant sunflowers in a grassy area. A moose grazes peacefully nearby, surrounded by a mix of bushes and tall trees in the background, contributing to the natural setting.
Guest suite in Fraser
4.92 out of 5 average rating, 655 reviews

Fall spectacular!

Cute studio with everything you need. The bed is a murphy bed, very comfortable. Comfy couch with ottoman. Kitchenette, bathroom. This property is very simple. Close to trails to trails and the town of Winter Park and Fraser. 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!

Guest favourite
A spacious leather couch is positioned by large windows that frame stunning views of the mountains. Soft gray curtains gently filter natural light, creating a bright and inviting living space. A decorative pillow adds a touch of texture to the couch.
Cabin in Tabernash
4.92 out of 5 average rating, 213 reviews

Alpenglow Retreat Hot Tub, Sauna & Mountain Views

Escape to this quintessential Colorado mountain retreat with breathtaking views of the Continental Divide plus an indoor hot tub and sauna! Located 15 minutes from Winter Park Ski Resort and less than 30 minutes from Rocky Mountain National Park, this modern getaway offers a mix of adventure and relaxation in the heart of the Rockies. 4wd and snow tires needed in winter.

Popular amenities for Winter Park pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Winter Park

  • Total rentals

    250 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    9.6K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Rentals with a pool

    90 properties have a pool

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

Destinations to explore