Winter Park, Colorado Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Park, Colorado on RentalSaver.com!

Winter Park Rentals

From $275 per night (USD)
VRBO
Inviting ski-in/ski-out condo hot tub, gas fireplace, and firepit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy and full of rustic charm, this studio getaway will be the perfect place for a couple or a small family to make the ...
From $275 per night (USD)
VRBO
From $181 per night (USD)
Expedia
3rdf-floor condo next to rec center with indoor pool, hot tubs, gym, fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the best and most convenient spot in Winter Park! This third-floor condo offers easy access to 600 scenic mil ...
From $181 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Cozy mountain-view house with full kitchen, dog-friendly & convenient location
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this cozy Winter Park ski retreat, a charming 2-bedroom, 1-bath house that comfortably sleeps up to 6 guests, ...
From $290 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Cozy ski-in/out condo with shared hot tub and pool, mountain views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the ultimate mountain getaway at this stunning ski-in/ski-out condo located in Winter Park, CO. Nestled betwe ...
From $219 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Ideally Located Condo w/ Easy Shuttle Access & Shared Hot Tub - Walk Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Located less than a mile from downtown Winter Park, this condo is a wonderful place to begin your next Rocky Mountain ge ...
From $274 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Mountain View Studio w/ Gas Fireplace, and High-Speed WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brightly painted and decorated with several pieces of photography, guests of this condo will have everything they need f ...
From $172 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Quaint getaway steps from Main Street with fireplace & full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
With rustic decor and a stone fireplace, this cozy condo will be just the place to call home on your next getaway to the ...
From $190 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Condo on the Shuttle Route w/ Private Sauna, Fireplace & Shared Hot Tubs/Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Experience the mountain lifestyle in comfort at this beautifully updated, two-bedroom, two-bathroom condo in Winter Park ...
From $240 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Mountain-view corner condo with hot tub access & fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy a refreshing stay at this modern corner condo, highlighted by a lovely mountain-view balcony. You'll love being wi ...
From $277 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Ski-in/out third-floor condo with hot tub, balcony, mountain views & fast WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The ski-cation of a lifetime awaits at this contemporary lodge-style condo! Enjoy views of the Zephyr Gondola and bunny ...
From $352 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Ski-in/Ski-Out Studio Condo with Balcony and Shared Pool - Year-Round Activities
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy access to year-round outdoor activities and a shared pool when you stay in this cozy Winter Park condo. Come immer ...
From $210 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Lovely mountain home w/back yard/full kitchen - near trails, shopping, skiing
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You're going to love making this amazing home the centerpiece of your next Winter Park vacation! When you're not out hik ...
From $324 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Conveniently located condo with W/D, full kitchen & shared pool/hot tub access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Nestled in the heart of Winter Park, this charming condo offers the perfect blend of convenience and comfort for your mo ...
From $399 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Townhouse with jetted tub, fireplace, views of Continental Divide
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This Winter Park vacation rental is a great pick for a mountain retreat that offers privacy yet space to socialize with ...
From $310 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Ski-in/ski-out mountain getaway w/ a shared, indoor/outdoor pool & hot tubs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This serene studio condo is located right in Winter Park, just steps from restaurants, shops, and the slopes. To make th ...
From $313 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Second-floor condo with fireplace, hot tub & indoor pool - dog-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape away from reality and indulge yourself with the ski retreat of your dreams at Hi Country Haus Getaway! This secon ...
From $190 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Wonderful Studio in Complex w/Ski-In/Ski-Out Access + Shared Pool & Hot Tub/WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This studio vacation condo at the Iron Horse is just steps from the Winter Park ski area. Inside, you'll find a 455-squa ...
From $186 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Inviting condo with pool, hot tub, game room, fitness area, & washer/dryer
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to paradise in the Rocky Mountains with this fantastic third-floor condo in a resort setting. Outdoor enthusiast ...
From $293 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Spacious home w/ kitchen, wifi, great views, deck & convenient location
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Escape to the breathtaking beauty of Winter Park, Colorado, in this stunning 3-bedroom, 3.5-bath townhouse, perfect for ...
From $440 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Simple & Lovely Studio with Wood Fireplace, WiFi & Mountain View Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This comfortable studio condo at Timber Run is tucked into the trees, offering a lovely location approximately one mile ...
From $165 per night (USD)
Expedia
From $964 per night (USD)
VRBO
Luxury home w/ private hot tub, great views & convenient location
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to your stunning townhome nestled in Lakota, Winter Park Resort, where breathtaking mountain views and luxurious ...
From $964 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Updated condo in heart of downtown Winter Park with hot tubs & pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
No matter what time of year you visit, you've chosen the perfect home base for Winter Park adventures. This updated cond ...
From $351 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Cozy Rustic Condo with Scenic Views & Modern Amenities in Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Nestled in the charming town of Winter Park, Colorado, this rustic condo offers a cozy retreat with a touch of mountain ...
From $300 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Downtown Condo w/ Shared Pool/ Hot Tub/ W/D & WiFi - Free Shuttle WP Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Less than four miles north of Winter Park Resort, this lovely extra large sunny studio suite is going to make for the id ...
From $171 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Cozy condo close to the ski resort with shared game room, pool, hot tub, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With charming decor, this rustic condo will be just the place to call home on your next mountain getaway! Perfect for a ...
From $246 per night (USD)
VRBO
From $737 per night (USD)
Expedia
Tree-Lined Townhome Downtown w/Private Hot Tub, Slope Views, Fireplace, WiFi
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Located in the heart of downtown, this 4BR/4.5BA townhome features modern furnishings, a chef's kitchen, and plenty of s ...
From $737 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Private Hot Tub Steps from Gemini Lift
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the heart of Old Town Winter Park, just steps from the Ski Train line and an easy walk across the tracks to the ...
From $312 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Ski-In/Ski-Out Studio with Gas Fireplace & Shared Pool, Hot Tub, Gym, Game Room
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your charming studio condo features a private balcony overlooking the Corridor ski trail, a heated underground parking g ...
From $220 per night (USD)
Expedia
From $831 per night (USD)
VRBO
Spacious Home w/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Vacation dreams come true at this large and lavish 4BR/3.5BA Antlers at Lakota retreat, boasting a private hot tub and a ...
From $831 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Hi Country Haus Unit 2312 New, renovated 2 bedroom, private deck extra amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Reserve your upcoming Winter Park getaway in our two-bedroom condominium located in downtown. This unit, situated on the ...
From $301 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Crestview Place Mountain View, Balcony & Shuttle
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Summary: Trade everyday stress for alpine adventure at Crestview Place 303, a welcoming mountain retreat in Winter Park ...
From $295 per night (USD)
VRBO
From $881 per night (USD)
Expedia
4BR Mountain Escape | Family Friendly | Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Escape to the mountains in a modern, upscale home 2 minutes from Downtown Winter Park that features 4BR/3.5BA, ...
From $881 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Slopeside Studio at Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wake up steps from Winter Park Resort at this slopeside studio overlooking the scenic Moffat Tunnel and village parkway. ...
From $174 per night (USD)
VRBO
From $341 per night (USD)
Expedia
The Grand Red Quill. 3-bedroom house in Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to Winter Park in style! This charming 3 bedroom, 3.5 bath home is located just a block from the main drag, offer ...
From $341 per night (USD)
Expedia
Click For Pricing
VRBO
Mountain Rest at Hi Country Haus. 2 bedroom in Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This home is in a scenic location. Escape to the tranquil Hi Country Haus community in our charming 2 bedroom, 1 full b ...
Click For Pricing
VRBO
From $823 per night (USD)
VRBO
Walk to House from the Winter Park Train
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stay in the Heart of Old Town Winter Park — Rare Full-Home Rental with 4 Bedrooms, 2 Hot Tubs & Walkable Resort Access. ...
From $823 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Elk Run half Duplex with views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
🏔 Elk Trail Downtown Winter Park A peaceful basecamp to wake up to mountain views, then hop on the free shuttle right o ...
From $407 per night (USD)
VRBO
From $496 per night (USD)
Expedia
AC in Downtown 2/2 with Mountain Views and easy access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay right on Main Street in this modern 2-bed, 2-bath condo—moments from restaurants, shops, and the free shuttle to th ...
From $496 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Woodsy Winter Park Condo w/ Pool & Hot Tub Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Trail Access On-Site | Year-Round Escape | Walk to Free Ski Shuttle Breathe in that crisp mountain air at this 3-bedroo ...
From $384 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Walk to Ski Shuttle! Ideal Winter Park Base Camp
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lions Gate Pines Lodge | Year-Round Pool & Hot Tub | 2 Blocks to Hideaway Park Ready for a Rocky Mountain retreat? This ...
From $384 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Shuttle to Winter Park Resort! Group Condo w/ Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ideal for All-Season Stays | Walk to Dining | Near Fraser River Trail Settle into mountain life at this 3-bedroom, 2.5- ...
From $393 per night (USD)
VRBO
From $392 per night (USD)
Expedia
3 Mi to Skiing: Walkable Dtwn Winter Park Condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Year-Round Pool & Hot Tub | Walk to Free Shuttle | Close to Parks & Trails Your perfect Rocky Mountain basecamp is wait ...
From $392 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Ski, Soak & Chill! Pool-View Winter Park Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Mi to Winter Park Resort | Family Friendly | All-Season Mountain Escape Welcome to easy après living at this 3-bedroo ...
From $384 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Hot Tub & Heated Pool! Ski Retreat in Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fireplace for Après-Ski | Walk to Free Shuttle | Great for Outdoor Enthusiasts Seeking seamless mountain convenience? L ...
From $382 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Ski & Hike! Easy Adventuring at Winter Park Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Mi to Winter Park Resort | Walk to Free Shuttle | Year-Round Pool & Hot Tub Escape the everyday and dive into adventu ...
From $384 per night (USD)
VRBO
From $967 per night (USD)
VRBO
Cast. Summit. Pedal. Soak. Winter Park Luxury
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Summary: Elevate your mountain escape at this brand new luxury retreat in Winter Park. Perfectly positioned with ski in ...
From $967 per night (USD)
VRBO
From $910 per night (USD)
VRBO
Hike. Bike. Raft. Rooftop Fire Pit & Hot Tub
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Summary: Discover the ultimate mountain escape in this expansive three thousand square foot home in Winter Park. Perfec ...
From $910 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Ski In/Out Sleep 10 LUX ZML Penthouse Low Chemical
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Zephyr Mountain Lodge 1703 - the 🚠 ski-in ski-out, 🌲 low-chem, ⚜️ luxury, 🏰 penthouse. This 3BR/3BA condo ...
From $340 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Adorable 2-bedroom condo in tranquil Winter Park Colorado.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Winter Park is waiting for you at this 2-bedroom condo. Inside, guests find a king bed and a fun bunk room, perfect for ...
From $238 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Ski Retreat Condo w/ Pool, Hot Tub & Balconies
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Make your next mountain getaway unforgettable at this cozy and family-friendly 2-bedroom condo near Winter Park Resort! ...
From $296 per night (USD)
Expedia
From $787 per night (USD)
VRBO
Prime Village Access | Walkable
Bedrooms:
6
Bathrooms:
4
Sleeps:
9
Summary: Welcome to Alpine Proper, a refined 4-bedroom, 6-bath luxury townhome in the heart of downtown Winter Park. En ...
From $787 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Arrow At Winter Park Unit 256 Downtown mt views, private HT, garage parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our luxury townhome Arrow 256. This exquisite townhome offers breathtaking mountain views, private outdoor ro ...
From $404 per night (USD)
Expedia
From $246 per night (USD)
VRBO
NEW! Premium Unit 1100 - One Bedroom - Zephyr Mountain Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweet One bedroom condominium on the 1st floor of Zephyr Mountain Lodge with an entry storage area for skis in addition ...
From $246 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Hi Country Haus Unit 1909 Renovated 2nd floor private patio, walk to downtown WP
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our condo at Hi Country Haus 1909. A renovated 2 bedroom condo offers a wonderfully cozy getaway in the heart ...
From $198 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Hideaway Station E #202 Pet Friendly luxury 2 bedroom on Main Street in downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our Hideaway Station unit 202 is ideally located as a 2-bedroom condo in the center of downtown Winter Park, within walk ...
From $331 per night (USD)
VRBO
From $853 per night (USD)
Expedia
Lakota Antlers 108 | Private Hot Tub | Slope Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover easy mountain living at Lakota Antlers 108, a perfect four bedroom townhome that is just minutes from the slope ...
From $853 per night (USD)
Expedia
From $581 per night (USD)
VRBO
NEW! Premium Unit 2703 - 3 Bedroom - Zephyr Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Gorgeous three bedroom condominium with a one of a kind view of the Gondola and base area. This top floor location is i ...
From $581 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Cozy WP Condo- near dining, trails, biking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set in the heart of Winter Park, this inviting ground floor condo offers a comfortable and convenient home base for your ...
From $342 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Hot Tub & Amazing Views: Luxury Winter Park Haven!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
New Luxury 3 Bedroom | Private Hot Tub | Amazing Views Secure your spot at this brand new 3-bed, 3.5-bath vacation rent ...
From $892 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Steps to Free Ski Shuttle! Dtwn Winter Park Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Year-Round Pool & Hot Tub | Close to Parks & Trails | Warm Up By the Fireplace Experience the best of Winter Park from ...
From $390 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Condo in the Heart of Dtwn Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Trailhead Condos | Watch Amphitheater Events From the Patio | Walk to Ski Shuttle Enjoy seamless access to the Rockies ...
From $381 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Steps to Dtwn! Resort-Style Winter Park Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Hiking & Biking Nearby | 3 Balconies for Outdoor Relaxation | Pool, Hot Tub & Game Room | 35 Mi to RMNP From sunny down ...
From $356 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Ultimate new & modern ski-in/out condo with views & hot tub access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Please do not be discouraged from renting this property due to the lack of reviews. The property is brand new to our man ...
From $450 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Hi Country Haus Unit 1009 Cozy renovated close to downtown clubhouse amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Charming 1-bedroom condo located in downtown Winter Park, recently renovated to serve as the perfect mountain retreat, i ...
From $211 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Winter Park Place #18 Pet friendly 2 bed private decks w/views walk to WP Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our condo at Winter Park Place Unit 18. This property is the perfect mountain retreat with an updated interio ...
From $432 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Iron Horse Building D Unit 3074 High end studio, ski-in/ski-out, forest views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our condo at Iron Horse Unit D3074. A lovely and cozy studio condo with direct access to the slopes of Winter ...
From $250 per night (USD)
Expedia
From $617 per night (USD)
VRBO
Downtown WP I Private Hot Tub I Ski Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your modern mountain escape in downtown Winter Park. This brand-new luxury condo is ideal for ski season, fea ...
From $617 per night (USD)
VRBO
From $761 per night (USD)
Expedia
Best Viewpoint | Near Hiking | Games
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Summary: The Lookout is a newly built mountain contemporary home perched at the top of Lakota’s Northwoods neighborhood ...
From $761 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Zephyr Mountain Lodge Unit 1407 Private deck ski-in/ski-out on site amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our condo at Zephyr Mountain Lodge 1407. This renovated and lovely ground floor 1 bedroom condo offers an ide ...
From $268 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Bear Crossing 995 Luxurious 3 bed, private hot tub, views, 1 car garage parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our townhome at Bear Crossing Unit 995. Our Bear Crossing townhome features three-bedrooms and three bathroom ...
From $610 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Unwind Poolside, Walk to Main St! Winter Park Stay
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Shops, Eats, Parks & Trails Nearby | Patio for Morning Coffee | Day Trips to Grand Lake & RMNP From sunny afternoons in ...
From $370 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Downtown WP 3BR, 3.5Ba+Walkable+Hot Tub+Hideaway Park+Sleeps 8+Decks with Aspens
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your downtown Winter Park home base presented by Rendezvous At Altitude! This 3-bedroom, 3.5-bath mountain re ...
From $448 per night (USD)
VRBO
$\Sweeping Mountain, Pond views: 88 Steps to Trail\$
From $553 per night (USD)
VRBO
\"Sweeping Mountain, Pond views: 88 Steps to Trail\"
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Mountain Condo with sweeping views of the Rocky Mountains! 3 Bedrooms | 2 King beds | 4 Twin Beds | Dedicated workspace ...
From $553 per night (USD)
VRBO
From $1063 per night (USD)
VRBO
Los Cabos Ocean Front with stunning views, private hot tub. 3 Bedrooms 4 beds.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Wake Up Above the Pacific. Stay Somewhere You’ll Never Forget. Welcome to one of Cabo’s most spectacular oceanfront res ...
From $1063 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Luxury Mountain Retreat with a Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your private mountain escape—where luxury meets adventure. Nestled in the heart of the Rockies, this stunning ...
From $237 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Downtown WP Penthouse 221 I Private Hot Tub I Great Views I Triple Bunk I Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover the stunning Arrow Penthouse 221, nestled in the heart of Winter Park, where breathtaking mountain views and mo ...
From $522 per night (USD)
Expedia
From $737 per night (USD)
VRBO
Downtown WP Villa 709 I Private Hot Tub I Views I Bunk Room I Desk I Discounted Attractions
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Set in the heart of Winter Park's Red Quill neighborhood, Red Quill Villa 709 is a spacious 4-bedroom, 4.5-bath townhome ...
From $737 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Mountain Luxury: 4BR Townhome w/ Epic Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautiful mountain town home has three levels of comfortable living with an attached two car garage. The lower leve ...
From $499 per night (USD)
Expedia
From $769 per night (USD)
VRBO
Mary Jane Ski Chalet - Downtown Winter Park
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Step into mountain history with all the cozy comforts! This beautifully 3-level historic family cabin sits in the heart ...
From $769 per night (USD)
VRBO
From $1190 per night (USD)
Expedia
Riverwalk Luxury Home | Hot Tub + Fireplace | Walk to Trails
Bedrooms:
8
Bathrooms:
5
Sleeps:
16
Stay in Riverwalk, Winter Park’s only luxury residential community, offering a level of design, privacy, and experience ...
From $1190 per night (USD)
Expedia
From $1057 per night (USD)
VRBO
Winter Park Resort Villa 610 I Private Hot Tub I Great Views I Game Room I Discounted Attractions
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Escape to Lakota Dreamcatcher Villa 160 and enjoy ski slope views dunking in the hot tub in this mountain retreat. This ...
From $1057 per night (USD)
VRBO
From $628 per night (USD)
Expedia
Downtown WP Sojourn Villa 115 | Bunk Room | Great Views | Discounted Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Alpine Bee, Sojourn Luxury Villa 115 a stylish 3-bedroom, 3.5-bath Winter Park townhome in the desirable Sojo ...
From $628 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Perfect 3-bedroom condo in lovely Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy a peaceful stay at this 3-bedroom condo in Winter Park. The space features a king bed, queen bed, and a bunk room ...
From $458 per night (USD)
VRBO
From $658 per night (USD)
Expedia
The Grand Den - Rooftop Hot Tub, Private Garage, & Superb views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This memorable townhome is the perfect home base for your trip to Winter Park. Guests will find three cozy bedrooms, inc ...
From $658 per night (USD)
Expedia
From $237 per night (USD)
VRBO
3 Mi to Slopes! Family-Friendly Winter Park Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Heart of Downtown Winter Park | Steps From Fraser River | Riverfront Community w/ Pool & Hot Tub Experience the bes ...
From $237 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Walk to Downtown & Hideaway Park, King Bed, Hot Tub, Pool, Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk to Everything Winter Park Has to Offer | Heated Pool | Hot Tub | Pet Friendly | Free Ski Shuttle....Imagine arrivin ...
From $265 per night (USD)
VRBO
From $396 per night (USD)
VRBO
Downtown WP Condo 814 I Pool I Game Room I Hot Tub I Views I Bunk Room I Discounted Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideally located in the heart of Winter Park, Trailhead Lodge Condo 814 offers a welcoming mountain retreat just steps fr ...
From $396 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Hi Country Haus Unit 2301 Spacious 2 bed, ground floor, walk to downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our condo at Hi Country Haus Unit 2301. Book your next downtown Winter Park escape in our 2 bedroom condo - l ...
From $269 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Walkable Winter Park Gem I Downtown + Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the heart of Winter Park, with the best of the Fraser Valley right outside your door. Walk to downtown dining ...
From $589 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Heated Pool Access at Winter Park Base Camp!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lions Gate Pines Lodge | Walkable Location | Community Game Room & Sauna Adventure is calling from this downtown Winter ...
From $392 per night (USD)
Expedia
From $338 per night (USD)
VRBO
3 Mi to Winter Park Slopes! Unit w/ Pool & Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Community Game Room & Sauna | Close to Trails & Scenic Spots | Walk to Shuttle, Seasonal Events & Concerts Make the mos ...
From $338 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Heated Pool & Hot Tubs at Dtwn Winter Park Condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lions Gate Pines Lodge | Walk to Ski Shuttle | Easy Access to All-Season Trails Your effortless mountain escape starts ...
From $393 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Heated Pool & Hot Tub! Winter Park Mtn Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
3 Mi to Winter Park Ski Slopes | Free Shuttle Access | Community Sauna & Game Room Your Rocky Mountain escape starts he ...
From $374 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Pool & Hot Tub! Hub for All-Season Winter Park Fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Mi to Winter Park Resort Slopes | Free Ski Shuttle Nearby | Après-Ski Ready Adventure comes easy at this 3-bedroom, 2 ...
From $393 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Walk to Main St! Ultimate Winter Park Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lions Gate Pines Lodge | Heated Pool & Indoor Hot Tubs | Near Free Shuttle Stop Experience the best of the Rockies at t ...
From $384 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Conveniently located condo w/ fast wifi, great location & shared pool & hot tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your perfect mountain getaway in the heart of Winter Park! This beautifully appointed first-floor condo offer ...
From $508 per night (USD)
Expedia
From $757 per night (USD)
VRBO
Arrow At Winter Park Unit 294 Outdoor HT, private deck, downtown luxury townhome
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to our townhome at Arrow Unit 294! Experience breathtaking mountain vistas and a rooftop deck featuring a priva ...
From $757 per night (USD)
VRBO

Search Your Destination Now!

Winter Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 997 Rentals