Winter Park Rentals
- From $1098 per night (USD)
VRBO
Brand New Townhome - rooftop hot tub with mountain views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Exclusive extras abound in this newly constructed end-unit at Arrow. Tip-top views from the hot tub with the Continental ...
From $1098 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Luxury Villa 558 Great Views & Hot Tub \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- 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 $477 per night (USD)Expedia
- From $601 per night (USD)
VRBO
New Luxury Villa 268 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $601 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Ski-in\/ski-out modern condo w\/access to shared hot tub, firepit & fire place
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $282 per night (USD)Expedia
- From $522 per night (USD)
VRBO
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Beautiful 3 bedroom 2.5 Bath townhouse with attached garage and awesome views of the Winter Park ski slopes! The ski par ...
From $522 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Ideally Located Winter Park Townhouse w\/ Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Book your next Rocky Mountain retreat to the 'Byrd House,' a lavish 3-bedroom, 3-bathroom vacation rental townhouse just ...
From $710 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Pet Friendly, luxurious home, private hot tub and more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this magnificent Winter Park Colorado Vacation Home - a wonderful family rental to kick back and enjoy the spa ...
From $499 per night (USD)VRBO
- From $1275 per night (USD)
Expedia
Base Camp 462 | 🐕 Pet-Friendly | Walk Out to Corridor Trail | Bubbly Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Base Camp 462 is a luxurious townhome nestled amongst the pines that boasts high-end amenities, luxury design & decor an ...
From $1275 per night (USD)Expedia
- From $517 per night (USD)
VRBO
Perfect Location! - EV charger, downtown, shuttle, + private hot tub & garage!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
This gorgeously appointed townhome is perfectly situated within walking distance to downtown WP and the shuttle to Winte ...
From $517 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Mountain getaway near the slopes with pool, hot tub, river view, fast WiFi & AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $311 per night (USD)Expedia
- From $305 per night (USD)
VRBO
2 bedroom, open floor plan, gas fireplace, private deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A first floor unit with 1,200 square feet of living space that offer 2 bedrooms and 2 bathrooms. The open living room w ...
From $305 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Spacious 2 bedroom, mt views, gas fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern dec ...
From $361 per night (USD)Expedia
- From $564 per night (USD)
VRBO
Exceptional 3 bedroom sleeps 10 on Main St in downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exceptional 3 bedroom, 3 bath sleeping up to 10 - completely renovated January 2019. Located on the 5th floor of the bui ...
From $564 per night (USD)VRBO
- From $1608 per night (USD)
Expedia
Luxury Home 960 Next To Resort \/ 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 $1608 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Remodeled, Ground Level, Family Friendly Mountain Haven Flexible cancellation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Tastefully remodeled to suit your family's needs. End unit, ground floor situated only steps from trailheads, rivers, a ...
From $266 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Modern decor condo in Downtown WP w\/access to Rec center w\/pool, hot tub and
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Vacation bliss awaits in this lovely three-bedroom condo that sleeps up to nine. This Hi Country Haus condo is just a fe ...
From $469 per night (USD)Expedia
- From $648 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 $648 per night (USD)VRBO
- From $491 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 $491 per night (USD)Expedia
- From $1075 per night (USD)
VRBO
Zephyr Mountain Lodge 1420 Ski-In\/Ski-out Winter Park Resort base
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $1075 per night (USD)VRBO
- From $2587 per night (USD)
Expedia
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 $2587 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Zephyr Slopeside, Ski-in\/out | Hot Tub | WP Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Ski Mountain Condo, located in Winter Park Resort's Zephyr Mountain Lodge Slopeside Building, Includes Resort A ...
From $362 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Cozy tri-level townhome close to downtown and good rental for couples
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This three level town home located in Winter Park is just delightful! Located in a quiet neighborhood, but close to Main ...
From $549 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Cozy Chalet with Mountain Views & Large Balcony - Steps to Shuttle
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Mary Jane Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $638 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Walkable, well-appointed riverside condo with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hi Country Haus 14-5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $212 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Downtown Winter Park Condo - 3 Miles to Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in the heart of downtown Winter Park, and just 3.5 miles to Winter Park Resort, this newly built vacation renta ...
From $370 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Ski-In\/Ski-Out Studio with Gas Fireplace & Shared Pool, Hot Tub, Gym, Game Room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Iron Horse Resort D3084 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $252 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Inviting Condo w\/Private Gas Grill, Washer\/Dryer, Gas Fireplace, Great Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Vasquez Run A101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $330 per night (USD)VRBO
- From $804 per night (USD)
Expedia
Ski-in ski-out, Modern Condo, Gourmet Kitchen, Great Amenities, Free Garage +EV!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The "Slopeside Treehouse" (aka CHILL #304) is a spacious, modern condo with high-end finishes and luxury amenities. The ...
From $804 per night (USD)Expedia
- From $429 per night (USD)
VRBO
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 $429 per night (USD)VRBO
- From $944 per night (USD)
Expedia
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 $944 per night (USD)Expedia
- From $1027 per night (USD)
VRBO
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 $1027 per night (USD)VRBO
- From $387 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 $387 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Top-Floor Townhome at Bear Crossing w\/Mountain Views, Garage & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Bear Crossing 340 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $399 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Mountain View Townhome with Private Hot Tub, Balconies & Gas Fireplace
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
Kings Crossing 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $385 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Winter Park Condo on the bus route, perfect for your ski vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Great value in Winter Park! Backs to Forest, New King and Queen sized beds. Beautiful and highly rated 2 bedroom 2 bat ...
From $296 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Luxury Villa 206 \/ Private Hot Tub & 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 $556 per night (USD)Expedia
- From $391 per night (USD)
VRBO
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 $391 per night (USD)VRBO
- From $431 per night (USD)
Expedia
Luxurious 2 bedroom, plenty of unit amenities, slope side location
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $431 per night (USD)Expedia
- From $294 per night (USD)
VRBO
GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Explore our Under-Construction Discount! Take advantage of reduced rates while we address the aftermath of a water mai ...
From $294 per night (USD)VRBO
- From $678 per night (USD)
Expedia
Slopeside Sanctuary - Penthouse < 1 Mi to Lifts!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Fit for adventurers, snowbirds, families, or groups looking for a getaway, this 3-bedroom + loft, 3.5-bathroom Winter Pa ...
From $678 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Pet friendly 2 bedroom, walk to Main Street, forest view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that the hot tubs are currently closed due to maintenance issue. Trailhead 422 is conveniently located next ...
From $382 per night (USD)VRBO
- From $370 per night (USD)
Expedia
New Luxury Loft 10 \/ 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)Expedia
- From $750 per night (USD)
VRBO
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 $750 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Live Music Views from Hideaway Park with Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Winter Park Short Term Rental Registration NO. 008304 Nestled beside Hideaway Park in downtown Winter Park, our condo p ...
From $407 per night (USD)Expedia
- From $551 per night (USD)
VRBO
Modern Winter Park Ski Condo Near the Ski Shuttle!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Plan your next alpine escape to this tastefully furnished 2-bedroom, 2.5-bathroom vacation rental house just under 4 mil ...
From $551 per night (USD)VRBO
- From $283 per night (USD)
Expedia
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 $283 per night (USD)Expedia
- From $596 per night (USD)
VRBO
Pet friendly luxurious 3 bedroom in downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Please note that the hot tubs are currently closed due to maintenance issue. Right from the heart of downtown Winter Par ...
From $596 per night (USD)VRBO
- From $655 per night (USD)
Expedia
Arrow 288 Rooftop Hot Tub
- 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 $655 per night (USD)Expedia
- From $409 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 $409 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Ski in \/ ski out family friendly condo w\/access to pool, hot tub & game room
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $313 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Cozy-Chic Condo w\/ Mtn Views: 3 Mi to Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winters full of fresh snow and summers filled with Centennial State sunshine await you in Winter Park! This secluded-yet ...
From $210 per night (USD)VRBO
- Click For Pricing
Expedia
2-bedroom condo with hot tub, pool and views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Centrally located in the Town of Winter Park, this 2-bedroom condo sleeps 6 and is just steps from the bus stop and walk ...
Click For PricingExpedia
- From $208 per night (USD)
VRBO
1 bedroom condo - ground floor and cute interior design
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $208 per night (USD)VRBO
- From $1098 per night (USD)
Expedia
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 $1098 per night (USD)Expedia
- From $858 per night (USD)
VRBO
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 $858 per night (USD)VRBO
- From $448 per night (USD)
Expedia
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 $448 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Newly Furnished Condo w\/ fireplace. Easy & private Access to shared Hot Tub.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $402 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Cozy Mountain Escape for families. With ski in\/ski out, pool & hot tub access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
POOL / HOT TUB Pool deck hours Monday - Sunday 8 a.m. - 10 p.m. Beautifully updated one bedroom condo located just ...
From $376 per night (USD)Expedia
- From $628 per night (USD)
VRBO
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $628 per night (USD)VRBO
- From $602 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 $602 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Be in the center of it all! Gorgeous condo with spectacular views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly developed, center of town, overlooking main street! This 2 bed, 2 baths, offers gorgeous views of mountains while ...
From $320 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Walkable, Dog-Friendly, Downtown Condo with Fast WiFi, Shared Pool, & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Trailhead 511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $345 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Top floor Ski in\/out condo by Corridor Run, pool, hot tub access REMODELED
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $458 per night (USD)VRBO
- Click For Pricing
Expedia
Condo with Garage and Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lovely two bedroom, two bathroom condo with bus stop to resort down the driveway. Close to all the local bars and restau ...
Click For PricingExpedia
- From $943 per night (USD)
VRBO
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 $943 per night (USD)VRBO
- From $611 per night (USD)
Expedia
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 $611 per night (USD)Expedia
- From $462 per night (USD)
VRBO
New Luxury Loft 14 \/ 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)VRBO
- From $783 per night (USD)
Expedia
Large 4Bed Townhome, Private Hot Tub, On free shuttle route, 2 Living Rooms
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Gorgeous ski area and Continental Divide views abound throughout this spacious Winter Park townhome. Spread out and enjo ...
From $783 per night (USD)Expedia
- From $577 per night (USD)
VRBO
Ski in Ski out condo with Great views of slopes. Access to shared hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $577 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Ski-in\/ski-out condo Ground Floor! Easy Access to Resort & shared hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $477 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Top Floor Slopeside Condo: Stunning Views, Shared Hot Tub, Cozy Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $412 per night (USD)VRBO
- From $540 per night (USD)
Expedia
Recently remodeled Ski in\/Ski out condo right by New Gondola. Hot Tub access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Zephyr Mountain Lodge is about as close as you can sleep to the chairlifts without camping outside! Zephyr has four hot ...
From $540 per night (USD)Expedia
- From $815 per night (USD)
VRBO
Ski in\/Ski out condo w\/great views. Overlooking the slopes. Access to hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $815 per night (USD)VRBO
- From $384 per night (USD)
Expedia
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 $384 per night (USD)Expedia
- From $824 per night (USD)
VRBO
Luxury 4 BR Cabin: 2 King Suites on Shuttle Route
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Alpine Hollow! Experience the Colorado Rocky Mountains like never before from this warm and inviting home, we ...
From $824 per night (USD)VRBO
- From $1578 per night (USD)
Expedia
Luxury Villa 190 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 5
- 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 $1578 per night (USD)Expedia
- From $694 per night (USD)
VRBO
Ski In\/Out Luxury Condo 3425 \/ 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 $694 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Private balcony offers mountain views & modern unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Clubhouse will be closed from 10/25-10/31 This beautiful, bright and welcoming two bedroom with loft condominium in the ...
From $681 per night (USD)Expedia
- From $674 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 $674 per night (USD)VRBO
- From $595 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 $595 per night (USD)Expedia
- From $873 per night (USD)
VRBO
Base Camp 476 | Large Townhome Nestled on Slopes | Private Hot Tub | Endless Amenities
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Stay in style at this spacious ski in ski out townhome in Winter Park. With an ideal location, this is the perfect home ...
From $873 per night (USD)VRBO
- From $613 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 $613 per night (USD)Expedia
- From $532 per night (USD)
VRBO
✲ Ski In \/ Ski Out | Zephyr Mountain Lodge 2413 | Updated Condo | Views of Divide
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Be right in the heart of it all in this beautiful one-bedroom base area condo. At Zephyr Mountain Lodge 2413, feel free ...
From $532 per night (USD)VRBO
- From $438 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 2024. There wi ...
From $438 per night (USD)Expedia
- From $568 per night (USD)
VRBO
✰ Zephyr Mountain Lodge | 6th Floor Views Right At The Base | Modern Condo | Ski In Ski Out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy all the convenience & comfort you could ask for at Zephyr Mountain Lodge 2603, a decked out two bedroom condo nest ...
From $568 per night (USD)VRBO
- From $548 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 $548 per night (USD)Expedia
- From $467 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 $467 per night (USD)VRBO
- From $555 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 $555 per night (USD)Expedia
- From $688 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
Located in the exclusive development of Base Camp on Jane Creek, Base Camp 494 is a spacious townhome that offers a quie ...
From $688 per night (USD)VRBO
- From $519 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 $519 per night (USD)Expedia
- From $1429 per night (USD)
VRBO
☟ Lakota Trailside 609 | Hot Tub, Decks & Fire Pit | Near Winter Park Resort
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Take ...
From $1429 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $800 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 $800 per night (USD)VRBO
- From $243 per night (USD)
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 ...
From $243 per night (USD)Expedia
- From $773 per night (USD)
VRBO
Base Village Loft 104 | Ski In Ski Out | Modern Mountain Loft | Walk Everywhere!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Base Village Loft 104 is a stylish & modern, three bedroom condo located in the heart of the Winter Park Resort Village, ...
From $773 per night (USD)VRBO
- From $624 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 s ...
From $624 per night (USD)Expedia
- From $456 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 ...
From $456 per night (USD)VRBO
- From $916 per night (USD)
Expedia
Base Village Loft 113 | Luxe & Fun Condo at Base | Awesome Amenities
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $916 per night (USD)Expedia
- From $544 per night (USD)
VRBO
☻ 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 2024. There wi ...
From $544 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Ponderosa Pines | Townhome w\/ Expansive Views | Hot Tub & Amenity Decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Do yo ...
From $412 per night (USD)Expedia