
Pet-friendly holiday 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!

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.

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!

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

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).

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.

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.

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 Park 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.

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
Pet-friendly house rentals

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Wildhorse Chalet at Grand Elk - With Hot Tub!

Granby Getaway

Mountain home retreat with spectacular views.

New | Dog-Friendly Snowscape | Hot Tub

Modern Mtn Retreat with Hot Tub

Lux Cabin-Views, Hot Tub -10 ppl

3BR|Mountain Home|Dog Friendly|Hot Tub
Pet-friendly home rentals with a pool

Studio Downtown Winter Park

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

Unforgettable Mountain Escape: Hiking/Biking Mecca

Pet-friendly condo w/ balcony, hot tub & gym

The Grand Nest @ SilverCreek Inn

Tall Timbers of the Rockies

Granby Mountain Retreat

Shelton's Hideaway - Beautiful Mountain Life
Private, pet-friendly home rentals

NEW|Ski in/out|VIEWS|Garage Parking|Hot Tub

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

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

Rustic Luxury-Cozy Cabin-Amazing Views!!

Cozy Condo- Walk to Winter Park Resort!

Mountain Views Cabin - Ski/Hike/Boating!

The Barn minutes from Winter Park

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 | $354 SGD | $336 SGD | $360 SGD | $282 SGD | $241 SGD | $271 SGD | $267 SGD | $233 SGD | $241 SGD | $245 SGD | $282 SGD | $380 SGD |
| 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 holiday rentals that are pet-friendly in Winter Park

Total holiday rentals
Explore 250 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $91 SGD per night before taxes and fees

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

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
250 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!
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