
Family-friendly rentals near Winter Park Resort
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Top-rated family-friendly rentals near Winter Park Resort
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2BR townhome with a loft in a woodsy neighborhood in Winter Park/Fraser. Want a relaxing scenic place to sit by the fire or enjoy Grand County's outdoor adventures? Come stay and enjoy this townhome with access to free shuttle transportation during the winter. Both bedrooms include King beds. The loft includes a daybed that expands to a king bed and the sofa pulls out to a bed. PRIVATE 7 PERSON HOT TUB on patio. Propane Grill, easy access to hiking/biking trails, restaurants, stores, bars, etc.

Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ lofted bed) can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

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.

NEW 2 BR condo by Winter Park w/private hot tub
BRAND NEW Contemporary 2 BR 1 BA near Winter Park Ski Resort with Private Hot Tub on FREE Shuttle route. NEWLY CONSTRUCTED HIP MOUNTAIN condo with over 40K in UPGRADES styled with private deck. Only 2 miles to Winter Park Ski Resort. NOT A PARTY HOUSE! NO HOT TUB USE AFTER 10pm. Please note, in case of damage, deposit will be taken. Close to restaurants and shops located in both Fraser and Winter park. **Be sure to check the resort website for the latest on Skiing and events at winter park**

Pool Access & Mtn View! Luxe WP Cabin, Near Trails
Rendezvous Neighborhood | 1 Mi to Dtwn Bites & Brews | Walk to Fraser River Adventure begins right out your door at this Winter Park vacation rental, where alpine trails and fresh air set the stage for an unforgettable stay. Hike and bike through scenic terrain, or take advantage of Club MeadowRidge amenities just a short drive away. Then return to unwind in a beautiful cabin thoughtfully designed with custom furniture, modern amenities, and epic views. This is mountain living at its best!

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.

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.

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.

Winter Park Townhome w/ Stunning Slope Views!
Your next Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - directly across from Winter Park Resort with amazing views of the slopes. Your group of up to 8 guests will love returning to the comfort of this home, offering over 1,800 square feet of living space. With such easy access to the slopes, trails, breweries, concerts and more, this is the perfect home base! Winter Park Short-Term Rental Registration No. 005732

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of the Mountain. Walking distance to shopping, restaurants, & activities! One of only a handful of units with direct outdoor access. UPDATE: New hot tub is OPEN! Permit #009238

Ski In/Ski Out - Modern Cozy Condo in Winter Park
Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

Top floor, larger 1 bedroom in Winter Park Village
Conveniently located in the Winter Park Village at Fraser Crossing, this updated and oversized 1 bedroom condo sleeps 4 comfortably with a FULL KITCHEN!!! Enjoy the views that come with this peaceful and conveniently located penthouse unit. Close to entertainment, activities, restaurants, ice skating rink, and adventure! Most importantly, a short 2 minute walk to the Gondola...park your car and forget about it.
Popular amenities for family-friendly rentals near Winter Park Resort
Family-friendly home rentals with a hot tub

Private sauna, amazing view, pool, hot tub!

Charming Suite in Old Town Winter Park

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub

Cozy mountain retreat in downtown Winter Park

Main Street Luxury - Hot Tub + Trails

Four-Season Winter Park Condo w/ Pool Access!

Winter Park Creekside Chalet with Hot Tub

Perfect ski Condo
Family- and pet-friendly home rentals

Luxury Winter Park Cabin w/Hot Tub & Pet Friendly

Luxury Spa Retreat with Private Hot Tub & Sauna

Modern Downtown Home w/ Private Sauna on Bus Line

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

Great Condo right on the Creek License #005702

Calm vibes and a great view at the Alpen Rose

The Alpen Rose- Cozy cabin feel w/amazing Views
Family-friendly home rentals with a pool

3BR Cabin on Fraser River, Fish, Hike, Golf

WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool

Ski-in Ski-out Cozy Condo

Mountain Escape and Adventure at Winter Park

Walk to Town, Front Door Ski Shuttle Pick-up!

Sleeper@SnowBlaze! Great Location! Hot Tubs/Pool!

Amazing Top Floor WP Getaway!

Beautiful Condo at Winter Park!
Family-friendly home rentals with wifi

Chalet Apres | Amazing Location | Hot Tub & Sauna

Cute modern 2 bed retreat, a perfect basecamp!

Luxury Winter Park Retreat with Private Hot Tub

Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View

Luxury Condo on Main Street - Winter Park, CO

Ski in / Ski out at Winter Park - pool & hot tub

NEW Ski In/Out Condo w/ Hot Tub & Balcony

Founders Pointe 4355 Ski In Ski Out Winter Park
Quick stats about family-friendly rentals near Winter Park Resort

Total holiday rentals
Explore 340 holiday rentals in Winter Park Resort

Nightly prices starting at
Winter Park Resort holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 6,870 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
340 of Winter Park Resort holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Park Resort rentals

4.9 Average rating
Winter Park Resort stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a sauna Winter Park Resort
- Flat rentals Winter Park Resort
- Rentals with a firepit Winter Park Resort
- Rentals with a fireplace Winter Park Resort
- House rentals Winter Park Resort
- Rentals with pools Winter Park Resort
- Rentals with outdoor seating Winter Park Resort
- Rentals with a patio Winter Park Resort
- Rentals with a hot tub Winter Park Resort
- Rentals with a washing machine and dryer Winter Park Resort
- Rentals with a kayak Winter Park Resort
- Pet-friendly rentals Winter Park Resort
- Rentals with an EV charger Winter Park Resort
- Ski-in/ski-out rentals Winter Park Resort
- Apartment rentals Winter Park Resort
- Fitness-friendly rentals Winter Park Resort
- Rentals with lake access Winter Park Resort
- Townhouse rentals Winter Park Resort
- Family-friendly rentals Winter Park
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