Pet-friendly vacation rentals in Winter Park

Find and book unique pet-friendly homes on Airbnb

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

Total vacation rentals
Explore 270 vacation rentals in Winter Park
Nightly prices starting at
Winter Park vacation rentals start at $80 per night before taxes and fees
Verified guest reviews
Over 11,160 verified reviews to help you choose
Family-friendly vacation rentals
220 properties offer extra space & kid-friendly amenities
Vacation rentals with a pool
40 properties feature pools
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wi-Fi availability
270 of Winter Park vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Park rentals
4.9 Average rating
Winter Park stays are highly rated by guests—averaging 4.9 out of 5!

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 favorite

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

4.91 out of 5 average rating, 176 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).

PetsOutdoor spacesBiking

Top guest favorite

A modern kitchen space is highlighted by a central island with seating for four. Sleek cabinetry in soft colors complements stainless steel appliances, including a refrigerator and a range hood. Pendant lights provide illumination above the island, enhancing the inviting atmosphere.

Apartment in Winter Park

4.95 out of 5 average rating, 159 reviews

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities!

WalkabilityOutdoor spacesLocation

Top guest favorite

A private balcony features a round table surrounded by four wicker chairs, offering expansive views of the Fraser Valley and mountains. Sunlight illuminates the area, and the nearby river reflects the clear sky.

Condo in Fraser

4.98 out of 5 average rating, 329 reviews

View • Fireplace • Hot Tub • Sauna • Pool

Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

Outdoor spacesWalkabilityParks

Guest favorite

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, 648 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.

WalkabilityPetsIndoor spaces

Top guest favorite

A covered outdoor patio showcases a private hot tub beside a modern lounge chair and table. Strands of warm lights hang overhead, illuminating the space. An expansive view of rolling hills and distant houses is visible through large glass doors, framed by wooden beams.

Townhouse in Granby

4.99 out of 5 average rating, 121 reviews

Upscale Mountain Getaway • Hot Tub • Ski • RMNP

Upscale, spacious, family-friendly mountain retreat offers the perfect blend of comfort and adventure. Located just 3 minutes to a supermarket, 5 minutes to Granby Ranch Ski Resort, and 20 minutes to Winter Park, plus close to Grand Lake and Rocky Mountain National Park. Enjoy a heated 2-car garage, private hot tub with mountain views, and high-speed internet. The home is fully stocked with kid-friendly amenities including a pack-and-play, high chair, toys, and more for families of all ages!

PetsOutdoor spacesKitchen

Guest favorite

Home in Fraser

4.95 out of 5 average rating, 137 reviews

Downtown Luxury Home w/ Private Sauna & Bicycles

Experience authentic mountain-town living in Fraser, surrounded by mature trees and alpine scenery, steps to restaurants, breweries, coffee shops, groceries, and transit to Winter Park and Denver. Thoughtfully curated home featuring a stocked kitchen & coffee station. Unwind in the private sauna, gather by the fire pit, or explore town with our provided cruiser bikes . Outside, relax in a grassy yard with covered porch, patio furniture, and hand-painted mural adding unique local character.

Outdoor spacesPetsDecor

Guest favorite

A cozy living area features a brown leather sofa paired with two white armchairs arranged around a wooden coffee table. A decorative bear print adorns the wall, and the space is illuminated by warm lighting. The open kitchen is visible in the background.

Condo in Winter Park

4.86 out of 5 average rating, 117 reviews

Prime location, amazing views, stylish, sleeps 7

Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.

WalkabilityOutdoor spacesCleanliness

Guest favorite

A serene snowy landscape showcases dense evergreen trees blanketed in fresh snow. The balcony railing is visible, providing a view of the winter scene. Soft light filters through the branches, creating a peaceful atmosphere in the surrounding nature.

Condo in Winter Park

4.75 out of 5 average rating, 199 reviews

Great Condo right on the Creek License #005702

This 3 bedroom 3 bath condo is in Winter Park and very close to the ski slope, Bus pick up two times per hour right in front of the complex and just minutes away. The condo is nestled right next to a great creek that is up the mountain enough to be away from any hustle and bustle but Downtown Winter Park is walking distance. Kitchen is fully equipped and one bedroom has king size bed, one bedroom has queen sized bed one bedroom has two single beds and the living room couch is a sleeper.

PetsOutdoor spacesCheck-in

Top guest favorite

A welcoming outdoor entryway features a covered porch with colorful hanging flower baskets. Two chairs are positioned next to a small table, inviting relaxation. A decorative rug adorns the area, complementing the wooden structure and surrounding greenery.

Guest suite in Fraser

4.97 out of 5 average rating, 500 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. In addition, we are 45 minutes from Rocky Mountain National Park and the lakes of Grand Lake. After enjoying a perfect Colorado day, come back to your spacious room for a drink on your private patio to think about what restaurant to enjoy.

WalkabilityPetsView

Top guest favorite

A modern living area is highlighted by a comfortable sectional sofa and a square glass coffee table. Floor-to-ceiling windows showcase scenic mountain views, while bright light fills the room. The open layout includes a sleek television mounted on the wall and a glimpse of the dining area.

Apartment in Winter Park

4.97 out of 5 average rating, 127 reviews

Luxury Winter Park Studio*PrivHotTub*Majestic View

Brand New Studio styled in HIP MOUNTAIN CONTEMPORARY in EXCLUSIVE Leland Creek! Perched amongst the aspen trees with spectacular sunset views,you'll never want to leave your own private Hot Tub and Deck!Floor to ceiling windows with stunning mountain views,Room+Board furniture and rustic ski vibe fill the home with a Contemporary Chic style.Private Entrance.Good Pets are welcome.10miles to Granby.18 miles to Grand Lake+Rocky Mountain National Park.DenverInternational airport 1.5 HR.

Outdoor spacesWalkabilityLayout

Top guest favorite

Cabin in Tabernash

4.98 out of 5 average rating, 124 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).

Outdoor spacesPetsNearby

Guest favorite

A well-lit common room features large windows with views of surrounding trees. Cozy seating arrangements include a comfortable sofa and two armchairs. A dining area with wooden chairs and a table is present. A television is located on a shelf beside a small bookshelf.

Apartment in Winter Park

4.8 out of 5 average rating, 139 reviews

The Alpen Rose- Cozy cabin feel w/amazing Views

Planning a mountain getaway? The Alpen Rose is your perfect home base. Tucked among aspen trees in downtown WP, this warm and welcoming retreat offers the ideal blend of comfort, convenience, and mountain feels (not to mention VIEWS). Start your day with stunning views of the Continental Divide and WP Resort, then wind down with your crew by the fireplace as the alpenglow lights up the sky. Alpen Rose is the ideal spot to relax and reconnect and aspen peep.

Outdoor spacesWalkabilityFamily