
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.

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.

Winter Park Condo w/ Hot Tub & Mountain Views!
Fall in love with the majesty of the Rocky Mountains in this breathtaking 2-bedroom, 2-bathroom vacation rental condo. Perfect for all seasons, this Winter Park Condo is just minutes away from some of the best skiing, hiking, and fishing in the Centennial State. For those who prefer the comfort of the indoors, this home features heated floors, a private hot tub, and panoramic mountain views. Whether it’s an exciting adventure or a peaceful escape you seek, this retreat has it all!

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.

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.

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.

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.

Calm vibes and a great view at the Alpen Rose
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 great front range & ski area 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.
Popular amenities for Winter Park pet-friendly home rentals
Pet-friendly house rentals

Devil's Thumb - Modern Mountain Retreat

Red Wolf Lodge - Private Hot Tub - Mountain Views

Wildhorse Chalet at Grand Elk - With Hot Tub!

Trail Side Cabin with Mtn Views & Private Hot Tub

Big Views, Big House, Hot Tub, Close to town

Modern Mtn Retreat with Hot Tub

Luxury Mountain Cabin-Views, Hot Tub-10 ppl

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub
Pet-friendly home rentals with a pool

Cozy Condo on the Fraser River

Granby Mountain Retreat

Tall Timbers of the Rockies

Cozy Mountain Suite | Pet Friendly + Hot Tubs

Shelton's Hideaway - Beautiful Mountain Life

Charming 3BR Riverfront Cabin- Relax & Unwind

Luxurious Mountain Condo

The Adventure Loft-modern luxury in Winter Park!
Private, pet-friendly home rentals

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

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

Cozy Condo- Walk to Winter Park Resort!

Mountain Adventure Condo in Fraser!

Peaceful cabin in the woods - hot tub

Kate’s studio condo in the Rocky Mountains

Classic Views | Hot Tub | Game Lounge

Modern Mountain Getaway Sleeps 9
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $344 SGD | $326 SGD | $350 SGD | $274 SGD | $234 SGD | $263 SGD | $259 SGD | $226 SGD | $234 SGD | $255 SGD | $277 SGD | $415 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 270 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $126 SGD per night before taxes and fees

Verified guest reviews
Over 10,030 verified reviews to help you choose

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

Holiday rentals with a pool
70 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!
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Red Rocks Amphitheatre
- Vail Ski Resort
- Center Village Resort Copper Mountain
- Winter Park Resort
- Coors Field
- Keystone Resort
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