Winter Park Rentals
- From $1026 per night (USD)
VRBO
Base Village Loft 108 | Stay & Play Here | Easy Walk to Gondola | Private Garage at Base
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Base Village Loft is a decked out, perfectly placed three bedroom condo located in the Village at Winter Park Resort. Ju ...
From $1026 per night (USD)VRBO
- From $317 per night (USD)
Expedia
☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Trailhead Lodges 424 is a gorgeous condo with a plethora of amenities including a clubhouse with a gym, heated pool, hot ...
From $317 per night (USD)Expedia
- From $1237 per night (USD)
VRBO
Modern Riverfront Luxury Chalet \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $1237 per night (USD)VRBO
- From $1715 per night (USD)
Expedia
Bridger's Cache Ski Lodge | Spacious Ski Chalet | Sleeps 18 | Private Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 18
Ideal for larger groups looking for the highest end accommodations, Bridger's Cache Ski Lodge is perfect for family reun ...
From $1715 per night (USD)Expedia
- From $684 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4474 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $684 per night (USD)VRBO
- From $538 per night (USD)
Expedia
Hideaway Station TS 23 - New in Downtown Winterpark
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of downtown Winter Park in the Hideaway Station building! This modern and amenity-laden condominium ...
From $538 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Fraser Crossing 3405 Ski In Ski Out Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Location is the word with this newly listed Fraser Crossing unit, located just across the street from the Winter Park Re ...
From $416 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your idyllic home base for the Rocky Mountains awaits you at this 2-bedroom, 2-bath vacation rental! Nestled alongside t ...
From $335 per night (USD)Expedia
- From $592 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4283 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $592 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing views from 3 Bdrm Townhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Amazing views of the ski resort out the main living room windows. Private deck and large private hot tub looking at the ...
Click For PricingExpedia
- From $325 per night (USD)
VRBO
Townhouse with jetted tub, fireplace, views of Continental Divide
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Divide View Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $325 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Founders Pointe 4549 | ☀ Ski In Ski Out | Across From Ski Village | Gorgeous Amenity Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please Note: The Amenity Deck at this building will be under construction & not available for use through 2024. There wi ...
From $438 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Condo on Fraser River < 4 Mi to Winter Park Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Whether you're looking for a relaxing alpine getaway or a vacation full of thrilling adventures on snow-capped peaks, th ...
From $253 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Winter Park Ski-In\/Ski-Out Condo w\/ Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This idyllic Winter Park vacation rental condo will serve as the ultimate home base for your next Colorado mountain geta ...
From $446 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Winter Park Cabin - Walk to Main Street & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
For the ultimate Rocky Mountain experience, escape to this 2-bed, 2-bath Winter Park vacation rental cabin! Offering all ...
From $330 per night (USD)VRBO
- From $1312 per night (USD)
Expedia
✵ Penthouse At The Base | Zephyr Mountain Lodge 2703 | Gorgeous Views | Spacious | Southwest Decor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
You'll love the open layout and expansive feel of the remodeled penthouse, Zephyr Mountain Lodge 2703. Take in the vault ...
From $1312 per night (USD)Expedia
- From $734 per night (USD)
VRBO
✥ Gorgeous Condo | Zephyr Mountain Lodge | Ski In Ski Out | Excellent Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Soak in the style and comfort at Zephyr Mountain Lodge 2302 with new furniture and flooring, bedding and more. A fully e ...
From $734 per night (USD)VRBO
- From $680 per night (USD)
Expedia
Lakota Northwoods 305 | Close To Skiing! | Private Hot Tub w\/ Resort Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
Lakota Northwoods 305 is a custom mountain home that's perched across from Winter Park Resort that boasts some of the be ...
From $680 per night (USD)Expedia
- From $928 per night (USD)
VRBO
Elk Lodge | 3 Miles To Ski Resort | Private Hot Tub | Sleeps 19 People!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 19
Wrap yourself in mountain style at Elk Lodge, a spacious mountain chalet situated in Winter Park, just minutes from worl ...
From $928 per night (USD)VRBO
- From $848 per night (USD)
Expedia
Base Camp 480 | Gorgeous Mountain Townhome On Slopes | Private Hot Tub | Dreamy Luxe Decor
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Step into luxury at Base Camp 480, a four-bedroom, ski in ski out townhome that's perfectly appointed in mountain decor ...
From $848 per night (USD)Expedia
- From $711 per night (USD)
VRBO
✦ Updated Condo | Zephyr Mountain Lodge 2307 | Bright & Sunny Rooms | High End Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all the convenience & comfort you could ask for at Zephyr Mountain Lodge 2307. This updated condo features two bed ...
From $711 per night (USD)VRBO
- From $276 per night (USD)
Expedia
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfectly placed in downtown Winter Park, Trailhead Lodges 811 is a cozy one bedroom condo that's just steps to Rendezvo ...
From $276 per night (USD)Expedia
- From $1793 per night (USD)
VRBO
Pet Friendly Paradise | Luxe Neighborhood | Hot Tub & Pool Table | Lakota Reserve
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Lakot ...
From $1793 per night (USD)VRBO
- From $412 per night (USD)
Expedia
SKI IN SKI OUT | Fraser Crossing 3517 | Base Area Bliss | Convenient Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Please Note: The Amenity Deck at this building will be under construction & not available for use through 2024. There wi ...
From $412 per night (USD)Expedia
- From $561 per night (USD)
VRBO
✮ Perfect Location! | Zephyr Mountain Lodge 1215 | Amenities | easy Ski Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in Zephyr Mountain Lodge 1215 for an experience few will have this year: the luxury of skiing from your private bac ...
From $561 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Lakota Mountain Lodge 106 | Across From Resort | Endless Views | Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome home to Lakota Mountain Lodge 106. At the end of a busy Winter Park day, you'll love sitting in the bubbly priva ...
From $480 per night (USD)Expedia
- From $1243 per night (USD)
VRBO
☺ Timber Ridge Lodge | 4 Miles To Resort | Private Hot Tub | SKI IN WP
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
Timber Ridge Lodge is a luxury six bedroom chalet perched above Winter Park, CO. This gorgeous lodge features expansive ...
From $1243 per night (USD)VRBO
- Click For Pricing
Expedia
☛ PET-FRIENDLY | Trailhead Lodges 323 | All of the Amenities | Close to Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Are you ready to stay in one of the most sought after locations in downtown Winter Park? With high-end touches throughou ...
Click For PricingExpedia
- From $1635 per night (USD)
VRBO
Trout Creek Lodge | Massive Luxury Lodge - SLEEPS 19! | Hot Tub | Game Tables
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 19
Trout Creek Lodge is your group's premier getaway nestled in the mountains of Winter Park. Boasting six large bedrooms, ...
From $1635 per night (USD)VRBO
- From $617 per night (USD)
Expedia
☼ Ski Resort Views From Deck | Slopeside 202 | Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Slopeside 202 is a spacious three-bedroom townhome perfectly located between downtown and the mountain, and less than a ...
From $617 per night (USD)Expedia
- From $528 per night (USD)
VRBO
Zephyr Mountain Lodge 2419 | Extra Large Base Area Condo | Hip & Cool Decor | Foosball Table
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in style at the largest and most remodeled Zephyr one-bedroom - Zephyr Mountain Lodge 2419. This oversized one-bedr ...
From $528 per night (USD)VRBO
- From $606 per night (USD)
Expedia
💎 Deluxe Hot Tub W\/ Stunning Views | Custom Decor | Across From Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Lakota Antlers 409 welcomes you with sweeping resort views from each of the three levels along with the large decks & pr ...
From $606 per night (USD)Expedia
- From $626 per night (USD)
VRBO
✹ Gorgeous High-End Condo | Perfect Location | Zephyr Mountain Lodge 1508 | Walk To Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Smart & sophisticated style set this elegantly furnished condo apart from the rest. This home features a bright & open f ...
From $626 per night (USD)VRBO
- From $625 per night (USD)
Expedia
♥ of Downtown | Walk Everywhere | Private Hot Tub | End-Unit w\/ New Decor
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Sawmill Station 220 is a gorgeous end unit townhome with an amazing location that offers privacy and is just a short str ...
From $625 per night (USD)Expedia
- From $1073 per night (USD)
VRBO
Base Camp 472 | ☼ Sunny Modern Townhome | Private Hot Tub | On Corridor Trail
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
In this stunning, inviting and airy retreat you can find yourself completely at ease. Base Camp 472 features a complete ...
From $1073 per night (USD)VRBO
- From $710 per night (USD)
Expedia
☟ Base Village Loft 102 | WALK DOWNSTAIRS TO BASE AREA | Private Garage | SKI SKI SKI
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Base Village Loft 102 is a bright & beautiful mountain loft, situated in the center of the Winter Park Resort Village. W ...
From $710 per night (USD)Expedia
- From $566 per night (USD)
VRBO
🐻 Bear Crossing 1390 | Perfect Mtn Townhome | Dogs Allowed | Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Bear Crossing 1390 is a perfectly placed, pet-friendly, three bedroom townhome perched above downtown Winter Park and fe ...
From $566 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Winter Park Resort Retreat: Steps to Ski Lift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
No matter the weather, in a t-shirt or sweater, you’re in for endless fun when you stay at this Winter Park vacation ren ...
From $339 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Walkable Winter Park Condo ~ 4 Mi to Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Dust off your skis and get ready for fresh powder at this Winter Park vacation rental! Ideally located just 3.5 miles fr ...
From $395 per night (USD)VRBO
- From $615 per night (USD)
Expedia
❂ Base Area Condo | Ski In Ski Out | Zephyr Mountain Lodge | Walk to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relish luxurious living in this one-level condo, located right in the Village at Winter Park, for an experience you won' ...
From $615 per night (USD)Expedia
- From $603 per night (USD)
VRBO
♡ Perfect Family Condo at Base | Fraser Crossing 3326 | Across From Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please Note: The Amenity Deck at this building will be under construction & not available for use through 2024. There wi ...
From $603 per night (USD)VRBO
- From $653 per night (USD)
Expedia
Updated Mountain Condo | SKI IN SKI OUT | Zephyr Mountain Lodge 1318 | Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Zephyr Mountain Lodge 1318 welcomes you with warm mountain modern furnishings while boasting an incredible ski in / ski ...
From $653 per night (USD)Expedia
- From $1598 per night (USD)
VRBO
Two Brother's Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 19
Step into Two Brothers Lodge and you'll immediately feel at home amongst the open layout and the fresh and clean updated ...
From $1598 per night (USD)VRBO
- From $441 per night (USD)
Expedia
☆ Family Friendly Downtown Townhome | Private Hot Tub & Decks | Walk To Everything
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in downtown Winter Park, Sawmill Station 214 is a completely redesigned condo just steps away from everything Wi ...
From $441 per night (USD)Expedia
- From $488 per night (USD)
VRBO
★ Stay Downtown in Style | Mtn Modern Townhome | Private Hot Tub & Heated Garage
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Settle into your home away from home at Sawmill Station 104, a hidden gem in downtown Winter Park. This spacious townhom ...
From $488 per night (USD)VRBO
- From $735 per night (USD)
Expedia
☀ Sunny Base Area Condo | Zephyr Mountain Lodge 1303 | Convenient Location | Direct Slope Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the thoughtfully warm decor at Zephyr Mountain Lodge 1303. With a large Primary King Suite, King bedroom, and a Q ...
From $735 per night (USD)Expedia
- From $496 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4475 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $496 per night (USD)VRBO
- From $538 per night (USD)
VRBO
Winter Park Townhome w\/ Stunning Slope Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your next epic Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - just a 2 minute ...
From $538 per night (USD)VRBO
- From $368 per night (USD)
VRBO
Amazing 1B Condo At Winter Park Resort and 150 ft to the Gondola.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy 1 king sized bed condo also has a very comfortable queen sofa sleeper is on the amenity deck of Fraser Crossin ...
From $368 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Comfortable Two Bedroom Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, comfortable two bedroom, two bathroom condominium is located at Silverado II in the town of Winter Park. Sho ...
Click For PricingExpedia
- From $157 per night (USD)
VRBO
Quaint getaway steps from Main Street with fireplace & full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus 6-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $157 per night (USD)VRBO
- Click For Pricing
Expedia
New Luxury Loft 106 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
Click For PricingExpedia
- From $637 per night (USD)
VRBO
Chill 404 | Stunning Modern Condo | Hot Tub & Endless Pool | Near Ski Slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into style on your next vacation to Winter Park! Chill 404 is a colorful & modern two bedroom, two bathroom condo t ...
From $637 per night (USD)VRBO
- From $1271 per night (USD)
Expedia
Ski-in\/out mountainside chalet with 2 decks, private hot tub, & free shuttle
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Base Camp 496 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1271 per night (USD)Expedia
- From $910 per night (USD)
VRBO
3 bedroom Sleeps 11, pet friendly & private hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Take a break in downtown Winter Park surrounded by upgraded accommodations at this 3 bedroom has a bonus bunk room to sl ...
From $910 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Trailhead 721 Pet Friendly pool hot tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Trailhead Lodges 712 is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenitie ...
From $407 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Chic modern condo with fireplace, balcony, W\/D & central AC - across from park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rendezvous Flat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $454 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Cozy large studio condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
First level unit on the bank of the Fraser River. Fly fishing access and mountain bike trails close in close proximity ...
From $132 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Spacious Condo with 2 Balconies, Free WiFi, Shared W\/D, Hot Tub, & Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Winter Park Place 14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $401 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Hot Tub, Private, 3 Floors, Adjacent to Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
*NO PETS** Slopeside gem in Old Town, Next 2 Resort Blue Spruce Parking Lot, 3 story 4 BD 3 BA situated 2 WLK 2 ski lif ...
From $350 per night (USD)VRBO
- From $1364 per night (USD)
VRBO
New Riverfront Chalet 280 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $1364 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Downtown Townhome w\/Free WiFi, Shuttle Service, Private Hot Tub, & Washer\/Dryer
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Red Quill 105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $497 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Contemporary ski retreat with fast WiFi, pool & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern High Country Haus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $521 per night (USD)VRBO
- From $419 per night (USD)
Expedia
New Luxury Loft 3 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $419 per night (USD)Expedia
- From $699 per night (USD)
VRBO
☀ Pet Friendly Downtown Townhome | Near Shops, Skiing, Dining & Park | Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enhance your Winter Park vacation by staying downtown at Sawmill Station 217. This pet-friendly home has a large central ...
From $699 per night (USD)VRBO
- From $980 per night (USD)
Expedia
Quiet Mountainside Townhome | Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Winter Park Short Term Rental Registration NO. 008652 Cozy condo in Old Town Winter Park. Indulge in luxury at our prem ...
From $980 per night (USD)Expedia
- From $2634 per night (USD)
VRBO
Ski In\/Out Luxury Chalet 239 \/ Hot Tub \/ Amazing Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $2634 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Quaint Winter Park Townhouse < 5 Mi to Ski!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Elevate your ski trip to the next level when you book a stay at this 2-bedroom, 2-bath townhome in Winter Park! This wel ...
From $231 per night (USD)Expedia
- Click For Pricing
VRBO
Ski In\/Out Luxury Condo 4657 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
Click For PricingVRBO
- Click For Pricing
Expedia
New River Front Luxury Villa 236 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
Click For PricingExpedia
- From $1487 per night (USD)
VRBO
Jane's Ski Chalet | Luxury Mountain Mansion | Sleeps 17 | Modern Decor | Private Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 17
Looking for a dreamy mountain chalet located right on the slopes? Jane's Ski Chalet may be exactly what you're looking f ...
From $1487 per night (USD)VRBO
- From $268 per night (USD)
Expedia
2nd-floor condo with balcony, fast WiFi, fireplace & shared W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Silverado II 421 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $268 per night (USD)Expedia
- From $643 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4574 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $643 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Founders Pointe 4473 Ski In Ski Out Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $351 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Founders Pointe 4471 Ski In Ski Out Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $388 per night (USD)VRBO
- From $564 per night (USD)
Expedia
Ski-In\/Ski-Out Winter Park Condo w\/ Pool Access!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book your ideal Winter Park retreat to this 2-bedroom, 3-bathroom vacation rental just over a ½ mile from the chairlifts ...
From $564 per night (USD)Expedia
- From $244 per night (USD)
VRBO
☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Trailhead Lodges 512 is a beautiful one bedroom condo that has one of the most enviable locations in downtown Winter Par ...
From $244 per night (USD)VRBO
- From $462 per night (USD)
Expedia
New Luxury Loft 1 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $462 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Moose Haven! 2 bedrooms, walk to Main Street, mt views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Clubhouse will be closed from 10/25-10/31 This wonderfully spacious 2 bedroom condominium nickname the Moose Haven, whic ...
From $343 per night (USD)VRBO
- From $663 per night (USD)
Expedia
Luxury in Downtown Winter Park CO
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Location, Location, Location Stay at our luxurious and spacious 4 bedroom / 4.5 bath townhouse in the heart of Winter P ...
From $663 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Rustic meets contemporary in this gorgeous Townhome w\/ private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the perfect getaway in this 3 Bed/2.5 Bath beautiful townhome full of luxury amenities. Upon entry, you'll f ...
From $546 per night (USD)VRBO
- From $668 per night (USD)
Expedia
Inviting lodging w\/ private hot tub, high-speed WiFi, foosball, & gas grill
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Winter Park Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $668 per night (USD)Expedia
- From $630 per night (USD)
VRBO
Trailhead 211 shared hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Trailhead Lodges is located in the heart of downtown Winter Park, Colorado. This two-bedroom condo with a bonus sleeping ...
From $630 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
This amazing 3 story, END unit townhouse is located in Downtown Winter Park, steps away from Hideaway Park (music venue, ...
From $685 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Ski chalet-inspired condo with forest views, balcony, W\/D & easy transportation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Winter Park Cozy Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $379 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Fraser Crossing 1 Bedroom modern and comfortable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Extra spacious updated 1 bedroom, 1 bath accessible condo within the base village of Winter Park Resort. The extra squ ...
From $378 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Creekside townhome on bus route with lovely views, fireplace, W\/D - dog-friendly
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
Vasquez Retreat 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $389 per night (USD)VRBO
- From $890 per night (USD)
Expedia
Amazing 5-Bedroom Home Featuring Private Hot Tub\/Washer & Dryer\/Free WiFi\/Deck
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Dreamcatcher 7B Rental Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $890 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Ideally Located Condo w\/ Easy Shuttle Access & Shared Hot Tub - Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Timber Run Evergreen 9 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $235 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Creekside townhome on the ski shuttle route with gas fireplace
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Vasquez Retreat 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $582 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Mountain-view condo near skiing & Arapaho National Forest - walk to town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Vasquez Run B201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $218 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Condo on the Shuttle Route w\/ Private Sauna, Fireplace & Shared Hot Tubs\/Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Snowblaze Condominiums C14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $277 per night (USD)Expedia
- From $1520 per night (USD)
VRBO
☜ Look At Those VIEWS! | Lakota Retreat | LUXE HOME | Private Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Your ...
From $1520 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Spacious Townhome with Private Hot Tub, minutes away from Winter Park Resort
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautiful end-unit, three story townhome located just minutes from Winter Park Resort. With five bedrooms an ...
From $605 per night (USD)Expedia
- From $741 per night (USD)
VRBO
Mountain View Retreat, Walk to Winter Park Gondola
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
- Private Hot Tub - 3 Decks < 1 Mi to Winter Park Resort Enjoy waking up to freshly-powdered trails in the winter and s ...
From $741 per night (USD)VRBO
- From $1075 per night (USD)
Expedia
Luxury Ski in\/Ski out town home, private hot tub, great for families and groups
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful & spacious town home unit, located at the base of the mountain. Easy access to the slopes and village. have pl ...
From $1075 per night (USD)Expedia
- From $468 per night (USD)
VRBO
New Luxury Loft 101 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $468 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Unbelievably Convenient Ski In Ski Out Winter Park Base\/Gondola Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A true ski-in and ski-out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient! No need for sta ...
From $480 per night (USD)Expedia
- From $491 per night (USD)
VRBO
True Ski-In, Ski-Out XL Condo at Village Base and gondola of Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A true ski in and ski out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient making your Rock ...
From $491 per night (USD)VRBO
- From $627 per night (USD)
Expedia
Ski In\/Out Luxury Condo 1221 \/ Hot Tub \/ Gym \/ Ski Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $627 per night (USD)Expedia