Winter Park Rentals
- From $231 per night (USD)
VRBO
✶ Rustic Mountain Condo | Zephyr Mountain Lodge 1606 | Base Area Convenience | Steps To Everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Zephyr Mountain Lodge 1606 is a perfectly situated condo with all the awesome amenities you'll want on your next vacatio ...
From $231 per night (USD)VRBO
- From $393 per night (USD)
Expedia
Base Village Loft 113 | Luxe & Fun Condo at Base | Awesome Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Base Village Loft 113 is a hip & modern, three bedroom condo located in the heart of the Winter Park Resort Village, sur ...
From $393 per night (USD)Expedia
- From $200 per night (USD)
VRBO
☻ Base Area Penthouse | Fraser Crossing 3611 | Gorgeous Decor | Amenity Deck!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sweeping Winter Park Resort views await you at Fraser Crossing 3611, a two-bedroom penthouse condo at the base area in W ...
From $200 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Ponderosa Pines | Townhome w\/ Expansive Views | Hot Tub & Amenity Decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Do you desire luxurious accommodations in a private mountain location? Ponderosa Pines is a beautiful, high end mountain ...
From $282 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
- From $224 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 modern, bright two bedroom condo has an enviable location in one of Downtown Winter Park's mos ...
From $224 per night (USD)Expedia
- From $636 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 $636 per night (USD)VRBO
- From $1101 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 $1101 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4474 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $201 per night (USD)VRBO
- From $109 per night (USD)
Expedia
Modern Downtown Loft, at Hideaway Station TS 23
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of downtown Winter Park in the Hideaway Station building! This modern and amenity-laden condominium ...
From $109 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Ski In\/Out Condo 3405 Hot Tub Across from Village Base
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Location is the word with this newly listed Fraser Crossing unit, located just across the street from the Winter Park Re ...
From $140 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your idyllic home base for the Rocky Mountains awaits you at this 2-bedroom, 2-bath vacation rental! Nestled alongside t ...
From $136 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4283 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $181 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 $122 per night (USD)
VRBO
Townhouse with hot tub & jetted tub, views of Continental Divide
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 10
Divide View Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $122 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Founders Pointe 4549 | ☀ Ski In \/ Ski Out | Across From Ski Village | Gorgeous Amenity Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Freshly updated with modern furnishings, Founders Pointe 4549 is perfect for your next getaway to the mountains! Freshly ...
From $181 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Base Camp 494 | Ski Home For Lunch | Walk Out To Ski Trails | Bubbly Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
With a unique layout and high-end finishes, including granite countertops, expertly crafted woodwork, and two wet bars, ...
From $429 per night (USD)VRBO
- From $201 per night (USD)
Expedia
♥ Love to Ski | Walk to Village & Slopes | Fraser Crossing 3131 | Grill & Chill Outside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Fraser Crossing 3131 is a fun & colorful two bedroom condo, that's less than 150 yards to the slopes and trails of the W ...
From $201 per night (USD)Expedia
- From $1391 per night (USD)
VRBO
☟ Lakota Trailside 609 | Hot Tub, Decks & Fire Pit | Near Winter Park Resort
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Take in the best views of the Winter Park Ski Resort in the brand new Lakota Trailside 609 featuring lounges on each lev ...
From $1391 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Trailhead Lodges 723 | Perfect Location | Stylish Downtown Condo | Views of Park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
On-the-park at Trailhead Lodges is the most in-demand location in downtown Winter Park and you will understand why as so ...
From $382 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Eagle Wind Lodge | Large & Luxe Ski Lodge | Private Hot Tub | Movie & Game Room
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Eagle Wind Lodge is a spacious mountain home that easily accommodates several families with plenty of private sleeping r ...
From $543 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Winter Park 2 bdrm w pool & hot tubs. Walk to town, Lift bus to slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to our inviting two-bedroom, one-bath condo nestled within Winter Park's charming High Country Haus community. He ...
Click For PricingExpedia
- From $337 per night (USD)
VRBO
Base Village Loft 104 | Ski In \/ Ski Out | Modern Mountain Loft | Walk Everywhere!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Base Village Loft 104 is a stylish & modern, three bedroom condo located in the heart of the Winter Park Resort Village, ...
From $337 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Base Village Loft 109 | Walk Out To Skiing | Stay Above Shops | Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Live in luxury in this gorgeous, ski in/ ski out, high-end loft at Winter Park Resort. Base Village Loft 109 features a ...
From $360 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bright, modern and cleverly designed this downtown condo seems custom made for family vacations. Trailhead Lodges 133 is ...
From $310 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our luxury townhome is located in the exclusive community of Lakota, in the Antlers sub-division, directly across from W ...
From $263 per night (USD)Expedia
- From $436 per night (USD)
VRBO
Base Camp 476 | Large Townhome Nestled on Slopes | Private Hot Tub | Endless Amenities
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy one of the most private outlooks at Winter Park Resort from the luxurious Base Camp 476. Set by Jane Creek at Base ...
From $436 per night (USD)VRBO
- From $106 per night (USD)
Expedia
Condo on Fraser River < 4 Mi to Winter Park Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you're looking for a relaxing alpine getaway or a vacation full of thrilling adventures on snow-capped peaks, th ...
From $106 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Winter Park Ski-In\/Ski-Out Condo w\/ Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This idyllic Winter Park vacation rental condo will serve as the ultimate home base for your next Colorado mountain geta ...
From $217 per night (USD)VRBO
- Click For Pricing
Expedia
Winter Park Cabin - Walk to Main Street & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
For the ultimate Rocky Mountain experience, escape to this 2-bed, 2-bath Winter Park vacation rental cabin! Offering all ...
Click For PricingExpedia
- From $362 per night (USD)
VRBO
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 $362 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Elk Lodge | 3 Miles To Ski Resort | Private Hot Tub | Sleeps 19 People!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 19
Your Colorado adventure dreams await at Elk Lodge in gorgeous Winter Park, CO! With high-end finishes and a touch of lux ...
From $520 per night (USD)Expedia
- From $448 per night (USD)
VRBO
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 deco ...
From $448 per night (USD)VRBO
- Click For Pricing
Expedia
✦ 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 ...
Click For PricingExpedia
- From $156 per night (USD)
VRBO
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfectly placed in downtown Winter Park, Trailhead Lodges 811 is a cozy one bedroom condo that's just steps to Rendezvo ...
From $156 per night (USD)VRBO
- From $901 per night (USD)
Expedia
Pet Friendly Paradise | Luxe Neighborhood | Hot Tub & Pool Table | Lakota Reserve
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Lakota Reserve is a beautifully designed, custom home that sits in the signature Lakota community, directly across from ...
From $901 per night (USD)Expedia
- From $136 per night (USD)
VRBO
SKI IN \/ SKI OUT | Fraser Crossing 3517 | Base Area Bliss | Convenient Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fraser Crossing 3517 is a treat that you don't want to miss. This is a rare one-bedroom condo that has hotel-style luxur ...
From $136 per night (USD)VRBO
- From $161 per night (USD)
Expedia
✮ 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 $161 per night (USD)Expedia
- From $221 per night (USD)
VRBO
New Luxury Loft 107 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $221 per night (USD)VRBO
- From $355 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 $355 per night (USD)Expedia
- From $413 per night (USD)
VRBO
New Luxury Loft 103 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $413 per night (USD)VRBO
- From $218 per night (USD)
Expedia
✥ 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 $218 per night (USD)Expedia
- Click For Pricing
Expedia
Winter Park 1 Bedroom\/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 2nd-floor condo in the heart of downtown Winter Park is cozy and has everything you need for a comfortable stay. Ou ...
Click For PricingExpedia
- From $218 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 $218 per night (USD)Expedia
- From $222 per night (USD)
VRBO
♡ Perfect Family Condo at Base | Fraser Crossing 3326 | Across From Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Fraser Crossing 3326 is a cool corner unit condo that overlooks the Village and slopes of the Winter Park Resort- with a ...
From $222 per night (USD)VRBO
- From $204 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 $204 per night (USD)Expedia
- From $968 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 $968 per night (USD)VRBO
- From $337 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 $337 per night (USD)Expedia
- From $340 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 $340 per night (USD)VRBO
- From $204 per night (USD)
Expedia
☀ Sunny Base Area Condo | Zephyr Mountain Lodge 1303 | Convenient Location | Direct Slope Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the thoughtfully warm decor at Zephyr Mountain Lodge 1303. With a large Primary King Suite, King bedroom, and a Q ...
From $204 per night (USD)Expedia
- From $310 per night (USD)
VRBO
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 $310 per night (USD)VRBO
- From $655 per night (USD)
Expedia
☺ 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 $655 per night (USD)Expedia
- From $318 per night (USD)
VRBO
☛ 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 ...
From $318 per night (USD)VRBO
- From $465 per night (USD)
Expedia
♥ of Downtown | Walk Everywhere | Private Hot Tub | End-Unit w\/ New Decor
- Bedrooms:
- 5
- Bathrooms:
- 4
- 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 $465 per night (USD)Expedia
- From $464 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 $464 per night (USD)VRBO
- From $333 per night (USD)
Expedia
☟ Base Village Loft 102 | WALK DOWNSTAIRS TO BASE AREA | Private Garage | SKI SKI SKI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Base Village Loft 102 is a bright & beautiful mountain loft, situated in the center of the Winter Park Resort Village. W ...
From $333 per night (USD)Expedia
- From $361 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 $361 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Winter Park Resort Retreat: Steps to Ski Lift
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $251 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Walkable Winter Park Condo ~ 4 Mi to Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $246 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Cozy Ski In/Ski Out, Hot Tub, Walk to Dinner
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy one bedroom condo located in Founders Pointe Resort. Wake up and enjoy a cup of coffee on the patio with views of t ...
From $333 per night (USD)VRBO
- From $999 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 $999 per night (USD)VRBO
- From $378 per night (USD)
Expedia
☼ Ski Resort Views From Deck | Slopeside 202 | Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Located between town and the mountain in Old Town Winter Park, Slopeside 202 has an idyllic cabin-like feeling with the ...
From $378 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Zephyr Mountain Lodge 2419 | Extra Large Base Area Condo | Hip & Cool Decor | Foosball Table
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in style at the largest and most remodeled Zephyr one-bedroom - Zephyr Mountain Lodge 2419. This oversized one-bedr ...
From $174 per night (USD)VRBO
- From $365 per night (USD)
Expedia
💎 Deluxe Hot Tub W\/ Stunning Views | Custom Decor | Across From Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Lakota Antlers 409 welcomes you with sweeping resort views from each of the three levels along with the large decks & pr ...
From $365 per night (USD)Expedia
- From $201 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 $201 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Ski In\/Out Luxury Condo 4475 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $181 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Winter Park Townhome w\/ Stunning Slope Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $400 per night (USD)VRBO
- From $188 per night (USD)
Expedia
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 $188 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
On Shuttle Route, with Garage, in Winter Park!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Explore the beautiful Colorado wilderness from this 2-bedroom, 2-bath vacation rental in Winter Park. Both spacious and ...
Click For PricingExpedia
- From $100 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 $100 per night (USD)VRBO
- From $239 per night (USD)
Expedia
New Luxury Loft 106 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $239 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Chill 404 | Stunning Modern Condo | Hot Tub & Endless Pool | Near Ski Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $229 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Ski-in\/out mountainside chalet with 2 decks, private hot tub, & free shuttle
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Base Camp 496 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $648 per night (USD)Expedia
- From $314 per night (USD)
VRBO
3 bedroom Sleeps 11, pet friendly & private hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $314 per night (USD)VRBO
- From $120 per night (USD)
Expedia
Pet Friendly condo located downtown | walk to summer concerts | shared pool\/hot tub clubhouse 721
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trailhead Lodges 712 is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenitie ...
From $120 per night (USD)Expedia
- From $401 per night (USD)
VRBO
☀ Pet Friendly Downtown Townhome | Near Shops, Skiing, Dining & Park | Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
PLEASE NOTE: This townhome is being updated in April 2024 including new flooring, wall mounted TVs, updated countertops, ...
From $401 per night (USD)VRBO
- From $294 per night (USD)
Expedia
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 $294 per night (USD)Expedia
- From $99 per night (USD)
VRBO
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 $99 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Spacious Condo with 2 Balconies, Free WiFi, Shared W\/D, Hot Tub, & Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Winter Park Place 14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $237 per night (USD)Expedia
- From $79 per night (USD)
VRBO
Spacious Mountain Condo w\/Free WiFi, Private Washer\/Dryer, and Shared Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Winter Park Place 8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $79 per night (USD)VRBO
- Click For Pricing
Expedia
Modern, Ski-In\/Ski-Out Condo w\/ Great Mountain View & Shared Hot Tub\/Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Chill 402 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For PricingExpedia
- From $494 per night (USD)
VRBO
Slopeside VERY CLEAN, HOT TUB, Gondola View, 4BD\/3BA same side of hwy as resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A true Slopeside gem, this 3 story, 4 BD, 3 BA luxury home is situated to walk to: *Gondola, Shops + Dining at the res ...
From $494 per night (USD)VRBO
- From $429 per night (USD)
Expedia
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 $429 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Downtown Townhome w\/Free WiFi, Shuttle Service, Private Hot Tub, & Washer\/Dryer
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Red Quill 105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $140 per night (USD)VRBO
- From $165 per night (USD)
Expedia
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 $165 per night (USD)Expedia
- From $238 per night (USD)
VRBO
New Luxury Loft 3 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $238 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Quiet Winter Park Townhome | Private Hot Tub | Close to Mountain Biking
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Clover at Slopeside Village - a SkyRun Winter Park Property Premier large 3 bedroom slopeside townhome. This property ...
From $323 per night (USD)Expedia
- From $77 per night (USD)
VRBO
2nd-floor condo with balcony, fast WiFi, fireplace & shared W\/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Silverado II 421 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $77 per night (USD)VRBO
- From $599 per night (USD)
Expedia
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 $599 per night (USD)Expedia
- From $113 per night (USD)
VRBO
Quaint Winter Park Townhouse < 5 Mi to Ski!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $113 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Ski In\/Out Luxury Condo 4657 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $201 per night (USD)Expedia
- From $363 per night (USD)
VRBO
New River Front Luxury Villa 236 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $363 per night (USD)VRBO
- From $981 per night (USD)
Expedia
Jane's Ski Chalet | Luxury Mountain Mansion | Sleeps 17 | Modern Decor | Private Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- 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 $981 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Ski In\/Out Luxury Condo 4574 \/ Huge Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $205 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Ski In\/Ski Out walk to the village at Winter Park Resort 4473
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $188 per night (USD)Expedia
- From $116 per night (USD)
VRBO
Resort Base Studio | Ski In Ski Out | Steps to Gondola 4471
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $116 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Ski-In\/Ski-Out Winter Park Condo w\/ Pool Access!
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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 $379 per night (USD)Expedia
- From $164 per night (USD)
VRBO
☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trailhead Lodges 512 is an awesome one-bedroom condo that has one of the best locations in downtown Winter Park! Headed ...
From $164 per night (USD)VRBO
- From $238 per night (USD)
Expedia
New Luxury Loft 1 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $238 per night (USD)Expedia