
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.

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).

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.

Luxury Ski-In/Out | Ski to Winter Park Resort
Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

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.

Mountain Getaway | Hot Tub & Sauna | Dogs welcome!
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.

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!
Popular amenities for Winter Park pet-friendly home rentals
Pet-friendly home rentals with a hot tub

Private Luxury Mountain Log Home with Hot Tub

New | Dog-Friendly Snowscape | Hot Tub

Peaceful cabin in the woods - hot tub

Ski & Relax Mountain Escape

Granby Mountain Retreat

Tall Timbers of the Rockies

Shelton's Hideaway - Beautiful Mountain Life

Hideaway Park Escape: Shuttle, Pool, and Views
Pet-friendly house rentals

Serene Spa Retreat: Modern Home with Stunning View

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

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

Trail Side Cabin with Mtn Views & Private Hot Tub

5-star Mountain Chalet | Views | Sauna | Gameroom

Your Mountain Getaway Awaits!

Modern Mtn Retreat with Hot Tub

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

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

Studio Downtown Winter Park

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

Unforgettable Mountain Escape: Hiking/Biking Mecca

Private Spa: Downtown, Luxury Finishes, Near Bus

Mountain Adventure Condo in Fraser!

Walkout Queen Studio | Pet Friendly + Hot Tubs

Luxurious Mountain Condo
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ999 | ﺩ.ﺇ948 | ﺩ.ﺇ1,017 | ﺩ.ﺇ797 | ﺩ.ﺇ679 | ﺩ.ﺇ764 | ﺩ.ﺇ753 | ﺩ.ﺇ657 | ﺩ.ﺇ679 | ﺩ.ﺇ690 | ﺩ.ﺇ797 | ﺩ.ﺇ1,072 |
| 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 ﺩ.ﺇ257 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 & kid-friendly amenities

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
250 of Winter Park vacation rentals include wi-fi 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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