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

Total holiday rentals
Explore 760 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at €53 per night before taxes and fees

Verified guest reviews
Over 29,590 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wifi availability
760 of Winter Park holiday rentals include wifi 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 rentals with outdoor seating in Winter Park
Guests agree: these rentals 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)

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.

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.

Homebase Snowblaze
Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and thirty minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.

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

10 min to Resort! Amazing Views & Sauna!
Renovated Kitchen and Baths! -Top floor condo with breathtaking resort views - Minutes from downtown - 2 expansive balconies & private sauna - Open floor plan with 2 living spaces, oversized island and dining - Perfect for dinner in, playing games, or movies by the fire Shuttle to Winter Park / Mary Jane, day trip to Devil's Thumb Ranch, Lake Granby, Grand Lake, Rocky Mountain National Park or Hot Sulphur Springs. Approx an hour from Denver! PLEASE NOTE: the community hot tub is shared.

9 min to WP - 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

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.
Popular amenities for outdoor seating rentals in Winter Park
House rentals with outdoor seating

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

Downtown WP Cabin 44 - Hot Tub - Views - Bunks

The Perch | Cozy + Modern Cabin w/ Hot Tub

New condo with private hot tub

Private 2-acre Mtn Retreat - Hot Tub + Game Room

Mountain View Cabin • Perfect For Groups • Hot Tub

Winter Park Creekside Chalet with Hot Tub

Hip, one-of-a-kind vacation home near Winter Park
Apartment rentals with outdoor seating

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Beautifully Furnished Modern Condo In Downtown WP

Newly Remodeled Duplex Unit A. St Mary’s Glacier

The Alpen Rose- Cozy cabin feel w/amazing Views

Aspen grove apartment

Cozy Condo on the Fraser River

Founder’s Pointe Ski/In Out #4467

Private Indoor Hot Tub-Two Bedroom/Two Bathroom
Apartment rentals with outdoor seating

Condo-City Center of Winter Park/THE VIEWS

Top floor, larger 1 bedroom in Winter Park Village

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

Prime location, amazing views, stylish, sleeps 7

NEW 2 BR condo by Winter Park w/private hot tub

Walk to town! Indoor pool, sauna, hot tubs.

Cozy mountain retreat in downtown Winter Park

Main Street Luxury - Hot Tub + Trails
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €259 | €260 | €249 | €161 | €134 | €153 | €180 | €155 | €163 | €178 | €192 | €265 |
| 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 a firepit Winter Park
- Flat rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a fireplace Winter Park
- Ski-in/ski-out rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with pools Winter Park
- Luxury rentals Winter Park
- Chalet rentals Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a patio Winter Park
- Rentals with a kayak Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
- Rentals with a sauna Winter Park
- Rentals with lake access Winter Park
- Cabin rentals Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Hotel rooms 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
- Arapahoe Basin Ski Area
- Vail Ski Resort
- City Park
- Colorado Convention Center
- Keystone Resort
- Ball Arena
- Beaver Creek Resort
- Loveland Ski Area
- Winter Park Resort
- Pearl Street Mall
- Denver Zoo
- Granby Ranch
- Ski Cooper
- University of Denver
- Fillmore Auditorium
- St. Mary's Glacier
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Elitch Gardens





