Pet-friendly holiday rentals in Winter Park

Find and book unique pet-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 270 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    270 of Winter Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park rentals

  • 4.8 Average rating

    Winter Park stays are highly rated by guests – averaging 4.8 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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Top guest favourite
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.
Flat in Winter Park
4.95 out of 5 average rating, 153 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!

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
4.92 out of 5 average rating, 169 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).

Top guest favourite
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.
Apartment in Fraser
4.98 out of 5 average rating, 325 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

Guest favourite
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, 641 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.

Guest favourite
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.
Apartment in Winter Park
4.85 out of 5 average rating, 114 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.

Guest favourite
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.
Apartment in Winter Park
4.75 out of 5 average rating, 198 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.

Guest favourite
A modern kitchen features sleek cabinetry and a spacious marble-topped island with four brown bar stools. Stainless steel appliances are installed, and a softly lit pendant light hangs above. In the background, a living area is visible, showcasing a sofa and access to the outdoor space.
Townhouse in Winter Park
4.92 out of 5 average rating, 125 reviews

Cozy Winter Park Townhome

Welcome to our beautiful newly remodeled townhome! We have brand-new counters, cabinets, floors, appliances, and heaters. It's tucked away in the heart of Winter Park, and it feels like a quiet mountain escape. Winter Park's downtown, shops, and restaurants are a 10-minute walk away, and the free ski shuttle picks you up a one-minute walk from the front door. Inside you can enjoy a fully stocked kitchen, with plenty of games to enjoy with family and friends. You will love it here!

Top guest favourite
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, 492 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.

Superhost
An open layout features a high vaulted wooden ceiling with exposed beams. The space includes a dining area with a wooden table, a cozy living area with a seating arrangement, and a staircase leading to a loft area above.
Home in Tabernash
4.81 out of 5 average rating, 154 reviews

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Just 10-15 minutes from Granby, Winter Park and Fraser, this chalet style home is ideal for a getaway weekend in Grand County! This house features a custom steam shower, expansive deck with hot tub, fenced in backyard, wood burning stove and plenty of beds for adults and kids! The master bedroom features a king size bed along with a double bed and the second bedroom features a queen size bed, closet and working space. There is also a comfy futon in the loft for extra sleeping space!

Top guest favourite
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.
Flat in Winter Park
4.97 out of 5 average rating, 120 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.

Top guest favourite
Cabin in Tabernash
4.98 out of 5 average rating, 119 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).

Guest favourite
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.
Flat in Winter Park
4.8 out of 5 average rating, 137 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.

Popular amenities for Winter Park pet-friendly home rentals

When is the best time to visit Winter Park?

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Avg. price$387 SGD$388 SGD$364 SGD$281 SGD$239 SGD$269 SGD$265 SGD$232 SGD$239 SGD$261 SGD$283 SGD$424 SGD
Avg. temp-7°C-7°C-3°C-1°C4°C9°C13°C12°C8°C2°C-3°C-7°C

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