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.
Apartment 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.
Apartment 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).

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, 607 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!

Top guest favourite
A spacious, modern home is nestled among tall trees, with a welcoming exterior featuring a combination of rustic and contemporary designs. The garage doors and entryway are clearly visible, with a scenic backdrop of mountains and a blue sky dotted with fluffy clouds.
Townhouse in Fraser
4.99 out of 5 average rating, 122 reviews

Luxury Winter Park Cabin w/Hot Tub & Pet Friendly

The Wildflower is a private luxurious home in Winter Park next to beautiful national forest and less than 5 min to downtown WP for restaurants, shopping, and more! Skiing at Winter Park is 5 min away with hiking and biking out the front door! Come enjoy the private oversized hot tub after a long day of fun or walk to downtown for dinner and shopping. Fully stocked kitchen and pet friendly with a private 2-car garage and high-speed WiFi. 2 master bedrooms and extra living area for the kids!

Top guest favourite
Home in Fraser
4.94 out of 5 average rating, 111 reviews

Peaceful Mountain Retreat & Clubhouse Access

Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

Guest favourite
Cabin in Tabernash
4.98 out of 5 average rating, 114 reviews

Private Zen Retreat for Couples in Devil’s Thumb

ZEN LUXURY ADULT GETAWAY!! (REQUIREMENT OF AGES 30+) UNFORTUNATELY NOT DESIGNED FOR CHILDREN OR TEENAGERS. Designed for those who wish to UNPLUG, RELAX, RECONNECT, and HEAL the SOUL with PRIVACY, PEACEFUL SOUNDS OF NATURE. Enjoy our ZEN wellness program: Outdoor Jacuzzi, Outdoor Austrian Sauna, wrap around deck, and panoramic mountain views. Luxury Add-Ons available: Private Masseus and/or Private Sommelier/Chef -Wine Paring (extra charge and advanced booking required).

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.
Flat 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.
Apartment in Winter Park
4.89 out of 5 average rating, 138 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.

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 or all-wheel drive and snow tires needed in winter.

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, 658 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!

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

    € 60 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