
Pet-friendly vacation rentals in Winter Park
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Park
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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!

The Adventure Loft-modern luxury in Winter Park!
The Adventure Loft is in a premier top-floor location in Trailhead Lodges. It is within walking distance to Hideaway Park, breweries, and bakeries in Winter Park! The free shuttle bus picks up right down the street. The wrap-around deck offers views of the Rocky Mountains and peek-a-boo views of the Rendezvous Music Stage. This modern luxury loft with high vaulted ceilings and a gourmet kitchen awaits you for the perfect mountain getaway! We welcome pets for a $75 fee PER PET. Two pet maximum.

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.

Granby Mountain Retreat
Hiking, golfing, biking, fishing within 5 minutes! 20 minutes to the West Entry of RMNP, 20 minutes to Hot Sulphur Springs, 20 minutes to Winter Park, 20 minutes to Grand Lake! Out of door mountain biking, minutes to cross country skiing, fishing and golfing! Perfect for a solo traveler looking to relax, a romantic getaway for a couple, a group of friends interested in exploring the surrounding mountains, or a full family, looking to enjoy the onsite amenities and surrounding activities!

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!

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).

Michael’s Dream Condo #15 Winter Park
Located in Downtown WP, Condo 15, top floor, awesome views, in Hi Country Haus Condominiums, Lic#009357. Check out WP resort website for exciting improvements. World class skiing, biking, hike, fish, restaurants, shops, breweries, Hideway Park (sledding hill, Concerts, skateboard). WALK TO Fireside Grocery Market, Foundry Movies/Bowling/Pizza, Grand Park Rec Center and more. HCH has exclusive Rec center. WP RESORTS FREE BUS, pick up across our parking lot.

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.

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.

Cozy 1 bedroom Granby Ranch condo
Welcome to our Granby Ranch condo! Great access to skiing, hiking, biking, fishing and golf. Guests also have access to the outdoor pool and hot tub at the base of the ski mountain (small fee required)as well as a free tub in our complex. Unit has a master bedroom with a queen sized bed. FYI-I don’t accept any reservation requests without confirming the cleaning arrangements first. Our STR permit # is 006840.

Winter has arrived!
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!

Mountain Getaway w Hot Tub & Sauna. Dogs welcome!
Escape to our luxury Colorado mountain retreat with stunning Continental Divide views! Comfortably sleeps 8. Features a chef's kitchen, indoor 6-person hot tub & sauna, and a wood-burning fireplace. Family-friendly with a bunk room and crib. Just 15 mins to Winter Park Ski Resort & 30 mins to Rocky Mountain National Park. Perfect for adventure and relaxation.
Popular amenities for Winter Park pet-friendly home rentals
Pet-friendly house rentals

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Indulge | Majestic Views | Teepee | Hot Tub

Trail Side Cabin with Mtn Views & Private Hot Tub

Granby Getaway

Large Stunning home, Views & Close!

Mountain home retreat with spectacular views.

New | Dog-Friendly Snowscape | Hot Tub

Lux Cabin-Views, Hot Tub -10 ppl
Pet-friendly home rentals with a pool

3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub

Modern Mtn Home @ Granby Ranch -Hot Tub, Mesh Wifi

Studio Downtown Winter Park

3/3 mountain retreat, w/ W&D, near bus & clubhouse

Unforgettable Mountain Escape: Hiking/Biking Mecca

Mountain Adventure Condo in Fraser!

Tall Timbers of the Rockies

Luxurious Mountain Condo
Private, pet-friendly home rentals

Chic Condo | Near Town and Trails | Hot Tub + Deck

NEW+ Ski Winter Park+ Hot Tub+ Garage+ Boot Dryer

Rustic Luxury-Cozy Cabin-Amazing Views!!

Mountain Views Cabin - Ski/Hike/Boating!

Ski & Relax Mountain Escape

Peaceful 3BR retreat near Winter Park & trails

New Hike/Ski in/out Modern Condo-Mountain Views

Cottage on the Lake w/360 Mtn view/Ski/RMNP
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $375 CAD | $355 CAD | $381 CAD | $299 CAD | $255 CAD | $286 CAD | $282 CAD | $246 CAD | $255 CAD | $259 CAD | $299 CAD | $402 CAD |
| Avg. temp | -7 °C | -7 °C | -3 °C | -1 °C | 4 °C | 9 °C | 13 °C | 12 °C | 8 °C | 2 °C | -3 °C | -7 °C |
Quick stats about vacation rentals that are pet-friendly in Winter Park

Total vacation rentals
Explore 250 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 9,580 verified reviews to help you choose

Family-friendly vacation rentals
210 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
250 of Winter Park vacation 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!
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- Breckenridge Ski Resort
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