
Holiday rentals with outdoor seating in Winter Park
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Winter Park

Total holiday rentals
Explore 770 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 29,990 verified reviews to help you choose

Family-friendly holiday rentals
610 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
770 of Winter Park holiday rentals include Wi-Fi access

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

4.9 Average rating
Winter Park stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Houses with Outdoor Seating in Winter Park
Guests agree: These Holiday Houses with Outdoor Seating 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.

Charming Log Cabin w/hot tub in Winter Park CO!
Authentic Colorado log cabin built in 1972; our 2 bedroom cabin sleeps up to 8 people comfortably. Private deck, luxurious hot tub, ping pong table, gas fireplace, WiFi, games, books & tons of charm. The master bedroom has a queen bed & guest room includes full bed plus bunk bed, air mattress available as well. The ski shuttle stops RIGHT in front of the house. Just a 5 minute walk to park/playground and 10 minute walk to downtown Winter Park. Plush, cozy, a perfect getaway. Town license #5112.

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)

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!

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).

View • Fireplace • Hot Tub • Sauna • Pool
Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

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**

Top Floor Condo Steps From Free Shuttle w/Hot Tub
Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area
Welcome to your modern cabin in the woods, the Bear Cabin. Ideally situated in Rendesvouz, with quick access to downtown Winter Park, Winter Park ski area (free shuttle), and miles of trails. Well-appointed with high-end finishes and a hot tub! Luxurious finishes include a stone fireplace (gas), wide-plank hardwood floors, marble countertops, designer tile, and a hand-hewn beam and mantle. Well-appointed kitchen w/ everything needed for cooking. 2 private bedrooms + loft space with bunk beds.

Scandinavian-Inspired Escape: Modern Cabin w/ Spa
Escape to our Modern Mountain Home in Grand County, Colorado, where luxury meets wilderness! Nestled amidst majestic mountains, this Scandinavian-inspired retreat offers the perfect blend of rustic charm and contemporary comfort. Wake up to breathtaking views, with hiking, biking, and skiing right outside your door. Highlights: • Panoramic mountain views • Close to Winter Park & RMNP • Scandinavian-inspired design • Wood-burning fireplace • Private hot tub Grand County Permit #106884

40 min to RMNP- Private Hottub - 270* Views
Welcome to the Alpenglow Mountain Gateway! In this funky mid mod 2 bedroom/ 2 bathroom townhome you will find all the creature comforts within the confines of our beautiful wood paneled solar townhome. Private hottub!! Every room is complimented by the expansive mountain views. Eastward is Byers Peak & West the Continental Divide, making sunsets/ sunrises an unmissable time. WP resort 9 mins away Bus stop right outside door Less than a mile to market, restaurants and beer Permit: 6424
Popular amenities for Winter Park outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Chateau Louise • Town Central • Park • Walkable

Lodge 212 | Brand New LUXE Designer Home + Hot Tub

Private Luxe Retreat—Views, Close to It All

Downtown WP Condo 2203 - Hot Tub - Views - Firepit

The Perch | Cozy + Modern Cabin w/ Hot Tub

Winterfell at Winter Park Resort

Luxury 3BR Winter Park | Hot Tub | Ski Shuttle

Cozy mountain condo w/ fireplace & views
Apartment rentals with outdoor seating

Beautifully Furnished Modern Condo In Downtown WP

Ski condo on River in downtown Winter Park!

The Alpen Rose- Cozy cabin feel w/amazing Views

Aspen grove apartment

Cozy Condo on the Fraser River

Mountain Condo w/ Hot Tub | Walk to Town | Ski Bus

Private Indoor Hot Tub-Two Bedroom/Two Bathroom

NEW Ski-In/Out Romantic Studio for Two
Condo rentals with outdoor seating

Condo-City Center of Winter Park/Hot Tub/THE VIEWS

Great Condo right on the Creek License #005702

Top floor, larger 1 bedroom in Winter Park Village

Prime location, amazing views, stylish, sleeps 7

Cozy mountain retreat in downtown Winter Park

Main Street Luxury - Hot Tub + Trails

Winter Park Getaway for Mountain Biking/Hiking!

Ski In/Ski Out - Modern Cozy Condo in Winter Park
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $421 AUD | $423 AUD | $404 AUD | $261 AUD | $217 AUD | $249 AUD | $293 AUD | $251 AUD | $264 AUD | $289 AUD | $313 AUD | $431 AUD |
| 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 |
Destinations to explore
- Rentals with pools Winter Park
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- Family-friendly rentals Winter Park
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- Rentals with an accessible height toilet Winter Park
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- Rentals with a patio Winter Park
- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Hotel rooms Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with outdoor seating Grand County
- Rentals with outdoor seating Colorado
- Rentals with outdoor seating United States
- Rocky Mountain National Park
- Red Rocks Amphitheatre
- Breckenridge Ski Resort
- Coors Field
- Empower Field at Mile High
- Vail Ski Resort
- Arapahoe Basin Ski Area
- City Park
- Colorado Convention Center
- Keystone Resort
- Ball Arena
- Beaver Creek Resort
- Loveland Ski Area
- Winter Park Resort
- Pearl Street Mall
- Granby Ranch
- Ski Cooper
- University of Denver
- Denver Zoo
- Fillmore Auditorium
- St. Mary's Glacier
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Elitch Gardens





