James Peak Protection Area Rentals
- From $109 per night (USD)
VRBO
Ski-In\/Ski-Out Studio with Gas Fireplace & Shared Pool, Hot Tub, Gym, Game Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Iron Horse Resort D3084 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $109 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Atmospheric condo with fireplace, indoor pool, hot tubs & clubhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hi Country Haus 14-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $335 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Brand New Dog-Friendly Townhouse w\/Private Deck, Gas Grill, Outdoor Shower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mountain Sky Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $213 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Dog-Friendly Getaway w\/Private Hot Tub, Gas Fireplace - Near Winter Park Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Saw Mill Station 127 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $281 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Spacious Home w\/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Antlers 401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $409 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Large & beautiful home with private washer\/dryer, fireplace, WiFi & hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Trademark 52 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $294 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Riverside dog-friendly condo in prime location with fireplace, pool, 3 hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus 14-14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $218 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Upscale Retreat w\/Mountain Views, Private Hot Tub - Walk to Winter Park Lift
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The Antlers 200 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $463 per night (USD)Expedia
- Click For Pricing
Expedia
Townhouse with slope views, private hot tub, deck, grill
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Luxury Townhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingExpedia
- From $225 per night (USD)
Expedia
High-End 2nd-Floor Condo w\/Shared Hot Tub, Pool, Private Balcony, Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Trailhead Lodge 322 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $225 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Tree-Lined Home with Private Hot Tub, Gas Fireplace, Shuffleboard & WiFi
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Big Moose Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $439 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Tree-Lined Townhome Downtown w\/Private Hot Tub, Slope Views, Fireplace, WiFi
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Red Quill Village Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $300 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Luxury Villa 206 \/ Private Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $255 per night (USD)VRBO
- From $215 per night (USD)
Expedia
New Luxury Loft 204 \/ Hot Tub & Great 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 $215 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Luxurious 2 bedroom, plenty of unit amenities, slope side location
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Take advantage of being slope side in this exceptional 2 bedroom plus, 3 bath condominium at the Iron Horse Resort on th ...
From $231 per night (USD)VRBO
- From $160 per night (USD)
Expedia
GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Explore our Under-Construction Discount! Take advantage of reduced rates while we address the aftermath of a water mai ...
From $160 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
Slopeside Sanctuary - Penthouse < 1 Mi to Lifts!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Fit for adventurers, snowbirds, families, or groups looking for a getaway, this 3-bedroom + loft, 3.5-bathroom Winter Pa ...
From $1083 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Pet friendly 2 bedroom, walk to Main Street, forest view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Trailhead 422 is conveniently located next to the Rendezvous Event Center and a short walk from all the music, food, and ...
From $239 per night (USD)Expedia
- From $247 per night (USD)
VRBO
New Ski In\/Out Luxury Loft 103 \/ Hot Tub \/ Gym \/ Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $247 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful, remodeled condo, within walking distance (only 1/3 mile) to the ski resort, located in Old Town Winter Park. ...
From $300 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Ski-In\/Ski-out Slope side 1420 stay at the Winter Park Resort base
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Zephyr Mountain Lodge is located at the base of Winter Park Resort. You can enjoy views from your room and easy access ...
From $236 per night (USD)VRBO
- From $299 per night (USD)
Expedia
New Luxury Villa 298 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $299 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Modern 2 BR\/2 BA Condo in Downtown Winter Park! Walk everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Pinetree! This beautifully remodeled, modern condo is located right on Main St. in downtown Winter Park. You ...
From $124 per night (USD)VRBO
- From $491 per night (USD)
Expedia
New Luxury Mountain Chalet 94 \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $491 per night (USD)Expedia
- From $1481 per night (USD)
VRBO
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Modern living abounds at Trestle House by Winter Park Lodging Company, a mountainside five bedroom, ski in ski out priva ...
From $1481 per night (USD)VRBO
- From $196 per night (USD)
Expedia
New Luxury Loft 10 \/ 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 $196 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Live Music Views from Hideaway Park Condo with Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Trailhead Lodge 734 - a SkyRun Winter Park Property Dog-Friendly Mountain Oasis! Trailhead Lodge invites you to bring ...
From $252 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Modern Winter Park Ski Condo Near the Ski Shuttle!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Plan your next alpine escape to this tastefully furnished 2-bedroom, 2.5-bathroom vacation rental house just under 4 mil ...
From $194 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Renovated, steps to restaurants, mountain views, on free bus route
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LOCATION, LOCATION, LOCATION Steps from Winter Park restaurants, shops, Fraser River Trail and free bus route. Complete ...
From $150 per night (USD)VRBO
- Click For Pricing
Expedia
Alpine Getaway, Ski, Hiking, Pool, Hot Tub| Walk to Dining & Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3BR/2BA Hi Country Haus condo locates along the Fraser River, on the top floor, end unit, with nice and cozy ...
Click For PricingExpedia
- From $321 per night (USD)
VRBO
Pet friendly luxurious 3 bedroom in downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Right from the heart of downtown Winter Park, easy walk to restaurants, live music events and a quick shuttle ride to Wi ...
From $321 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Rooftop Hot Tub, Downtown, walk to bars, Free shuttle route
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Our Arrow Luxury Townhome is located in the heart of Downtown Winter Park. With four bedrooms, and three bathrooms, this ...
From $227 per night (USD)Expedia
- From $299 per night (USD)
VRBO
The Adventure Loft! In town, view of Hideaway Park from the deck!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the New Adventure Loft in the Trailhead Lodges! Our condo is across the street from Hideaway Park with a free ...
From $299 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Ski in \/ ski out family friendly condo w\/access to pool, hot tub & game room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This nice 1 bedroom condo at a ski-in/ski-out property located at the corridor run connecting base of Mary Jane to the b ...
From $129 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Spacious & Modern townhome, sleeps 10, private hot tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
This beautifully appointed townhome has a big house feel with 1764 square feet on two levels. The main level entry has ...
From $405 per night (USD)VRBO
- From $74 per night (USD)
Expedia
1 bedroom condo - ground floor and cute interior design
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus 406 is a 1 bedroom unit on the first floor and has been recently renovated. This unit has 492 square fe ...
From $74 per night (USD)Expedia
- Click For Pricing
Expedia
Dog-friendly nature getaway near dining w\/pool, hot tub, stream-view balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Winter Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
Click For PricingExpedia
- From $203 per night (USD)
Expedia
Luxury Villa 524 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 $203 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Be in the center of it all! Gorgeous condo with spectacular views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly developed, center of town, overlooking main street! This 2 bed, 2 baths, offers gorgeous views of mountains while ...
From $190 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Walkable, Dog-Friendly, Downtown Condo with Fast WiFi, Shared Pool, & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Trailhead 511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $171 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Step into rustic paradise at Lakota Dreamcatcher 133; The perfect retreat for your next luxury mountain getaway. Spend t ...
From $459 per night (USD)VRBO
- From $680 per night (USD)
Expedia
Slopeside River Front Luxury Chalet \/ Hot Tub Firepit\/Views\/Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $680 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The 3-level townhome is 1,500 sq ft and is our personal family mountain home. We constantly are adding new things. Your ...
From $275 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Newly Furnished Condo w\/ fireplace. Easy & private Access to shared Hot Tub.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Hot Tub Renovation Project Tentative Schedule: The anticipated Start date is April 29th, 2024. Project work hours are 7 ...
From $130 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Cozy Mountain Escape for families. With ski in\/ski out, pool & hot tub access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
POOL / HOT TUB Pool deck hours Monday - Sunday 8 a.m. - 10 p.m. Beautifully updated one bedroom condo located just ...
From $141 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Lakota townhome is located across the street from the entry to the base of Winter Part Resort / Old Town, and a sho ...
From $214 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Top floor Ski in\/out condo by Corridor Run, pool, hot tub access REMODELED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
POOL / HOT TUB Pool deck hours Monday - Sunday 8 a.m. - 10 p.m. True ski in and ski out! Go down one flight of stai ...
From $221 per night (USD)VRBO
- From $188 per night (USD)
Expedia
New Luxury Loft 14 \/ 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 $188 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Large 4Bed Townhome, Private Hot Tub, On free shuttle route, 2 Living Rooms
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Gorgeous ski area and Continental Divide views abound throughout this spacious Winter Park townhome. Spread out and enjo ...
From $498 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Ski In\/Out Luxury Penthouse 1703 \/ Hot Tub \/ Ski Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- 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 $378 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Slopeside Luxury Villa 90 \/ 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 $370 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Winter Park\/Fraser Mountain Condo in the Prestigious Rendezvous Community
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous newer townhome in the valley's most sought-after address. Guests staying here enjoy a pristine home with plenty ...
From $258 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Ski in Ski out condo with Great views of slopes. Access to shared hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Awesome views overlooking the Winter Park Base await you at this 1 bed/1 bath condo. This condo has been recently update ...
From $130 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Spacious Luxury condo in the heart of Town of WP. Access to pool & hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
You won’t beat this beautifully upgraded 3 bed 3 bath first floor condo just steps from Hideaway Park! Trailhead Lodge ...
From $220 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Ski-in\/ski-out condo Ground Floor! Easy Access to Resort & shared hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Hot Tub Renovation Project Tentative Schedule: The anticipated Start date is April 29th, 2024. Project work hours are 7 ...
From $177 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Top Floor Slopeside Condo: Stunning Views, Shared Hot Tub, Cozy Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hot Tub Renovation Project Tentative Schedule: The anticipated Start date is April 29th, 2024. Project work hours are 7 ...
From $142 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Recently remodeled Ski in\/Ski out condo right by New Gondola. Hot Tub access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Zephyr Mountain Lodge is about as close as you can sleep to the chairlifts without camping outside! Zephyr has four hot ...
From $146 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Ski in\/Ski out condo w\/great views. Overlooking the slopes. Access to hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This unit is 40 feet to the elevator -one of the shortest walks to the snow and skiing! It has spectacular slope side v ...
From $227 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Red Sled at Hi Country Haus - 2 bed, 2 bath with a shuttle stop.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This completely renovated condo includes beds for six people, all new mattresses, a large private deck with seating and ...
From $195 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Private balcony offers mountain views & modern unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, bright and welcoming two bedroom with loft condominium in the town of Winter Park is conveniently locate ...
From $458 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Arrow 264 | ★ Stargaze From The Private Hot Tub | Modern Downtown Townhome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome home to Arrow 264, a modern, colorful & eclectic, large four-bedroom townhome that's perfectly located just step ...
From $391 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $429 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 $429 per night (USD)VRBO
- From $190 per night (USD)
Expedia
✷ Updated Mountain Condo | Zephyr Mountain Lodge 1601 | Base Area Convenience | Ski In Ski Out!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for something new that's ski in ski out in Winter Park? Check out Zephyr 1601! Featuring a complete makeover in ...
From $190 per night (USD)Expedia
- From $126 per night (USD)
VRBO
✲ Ski In \/ Ski Out | Zephyr Mountain Lodge 2413 | Updated Condo | Views of Divide
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Zephyr Mountain Lodge 2413 is the perfect condo for your trip to Winter Park, all year round. Situated perfectly at the ...
From $126 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Founders Pointe 4541 | Large & Luxe 5th Floor Condo | A Skier's Dream! | Amenity Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please Note: The Amenity Deck at this building will be under construction & not available for use through late Fall 2024 ...
From $177 per night (USD)Expedia
- From $196 per night (USD)
VRBO
✰ Zephyr Mountain Lodge | 6th Floor Views Right At The Base | Modern Condo | Ski In Ski Out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy all the convenience & comfort you could ask for at Zephyr Mountain Lodge 2603, a decked out two bedroom condo nest ...
From $196 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Trailhead Lodges 134 is a modern three bedroom condo perfectly placed in downtown Winter Park, just steps to the Rendezv ...
From $405 per night (USD)Expedia
- From $700 per night (USD)
VRBO
☟SKIING DOWNSTAIRS | Convenient Base Area Condo | Amazing Views| Zephyr Mountain Lodge 2215
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Zephyr Mountain Lodge 2215 is a bright and airy condo located in the center of it all at the Village at Winter Park Reso ...
From $700 per night (USD)VRBO
- From $175 per night (USD)
Expedia
✶ 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 $175 per night (USD)Expedia
- From $418 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 $418 per night (USD)VRBO
- From $214 per night (USD)
Expedia
♥ Love to Ski | Walk to Village & Slopes | Fraser Crossing 3131 | Grill & Chill Outside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please Note: The Amenity Deck at this building will be under construction & not available for use through late Fall 2024 ...
From $214 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 $295 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 $295 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $307 per night (USD)
Expedia
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 $307 per night (USD)Expedia
- From $1208 per night (USD)
VRBO
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 s ...
From $1208 per night (USD)VRBO
- From $303 per night (USD)
Expedia
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 $303 per night (USD)Expedia
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $185 per night (USD)
Expedia
☻ Base Area Penthouse | Fraser Crossing 3611 | Gorgeous Decor | Amenity Deck!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please Note: The Amenity Deck at this building will be under construction & not available for use through late Fall 2024 ...
From $185 per night (USD)Expedia
- From $314 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 $314 per night (USD)VRBO
- From $217 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 $217 per night (USD)Expedia
- From $893 per night (USD)
VRBO
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 $893 per night (USD)VRBO
- From $190 per night (USD)
Expedia
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 $190 per night (USD)Expedia
- From $226 per night (USD)
VRBO
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 $226 per night (USD)VRBO
- From $133 per night (USD)
Expedia
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 $133 per night (USD)Expedia
- From $166 per night (USD)
VRBO
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 $166 per night (USD)VRBO
- From $185 per night (USD)
Expedia
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 $185 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $177 per night (USD)
Expedia
Founders Pointe 4549 | ☀ Ski In Ski Out | Across From Ski Village | Gorgeous Amenity Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please Note: The Amenity Deck at this building will be under construction & not available for use through late Fall 2024 ...
From $177 per night (USD)Expedia
- From $116 per night (USD)
VRBO
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 $116 per night (USD)VRBO
- From $217 per night (USD)
Expedia
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)Expedia
- From $347 per night (USD)
VRBO
Family-Friendly Fraser Getaway - Walk to Shuttle!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
An alluring Rocky Mountain retreat awaits at this 4-bedroom, 4-bath vacation rental! This year-round home offers enterta ...
From $347 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Fraser Retreat, Walk to Ski Shuttle & Main St
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
With outdoor adventures including world-class skiing at Winter Park and hiking at your fingertips, this 3-bedroom + loft ...
From $222 per night (USD)Expedia
- From $387 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 $387 per night (USD)VRBO
- From $318 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 $318 per night (USD)Expedia
- From $197 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 $197 per night (USD)VRBO
- 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 $327 per night (USD)
VRBO
Hop Right On The Trails! | Rendezvous Wildflower | Bubbly Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the views from high up in Winter Parks Rendezvous neighborhood at Rendezvous Wildflower, a joyful three bedroom to ...
From $327 per night (USD)VRBO
- From $341 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 $341 per night (USD)Expedia