
Winter Park Rentals

- From $574 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 $574 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $297 per night (USD)Expedia
- From $553 per night (USD)
VRBO
New Luxury Villa 268 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $553 per night (USD)VRBO
- From $387 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
FEBRUARY 7TH: HOT TUB IS NOW OPEN !! Inside this beautiful condo, you will find accommodations for five. There is a kin ...
From $387 per night (USD)Expedia
- From $314 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 $314 per night (USD)VRBO
- From $563 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 $563 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Unique dog-friendly townhome with hot tub & fireplace - walk to shops & eateries
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Sawyer 211 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $278 per night (USD)VRBO
- From $449 per night (USD)
Expedia
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 $449 per night (USD)Expedia
- From $747 per night (USD)
VRBO
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 $747 per night (USD)VRBO
- From $400 per night (USD)
Expedia
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 $400 per night (USD)Expedia
- From $286 per night (USD)
VRBO
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 $286 per night (USD)VRBO
- From $260 per night (USD)
Expedia
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 $260 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $618 per night (USD)
Expedia
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 $618 per night (USD)Expedia
- From $1219 per night (USD)
VRBO
Luxury Home 960 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1219 per night (USD)VRBO
- From $362 per night (USD)
Expedia
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 $362 per night (USD)Expedia
- From $807 per night (USD)
VRBO
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 $807 per night (USD)VRBO
- From $450 per night (USD)
Expedia
New Ski In Out Luxury Loft 103 I Hot Tub I Gym I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $450 per night (USD)Expedia
- From $385 per night (USD)
VRBO
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 $385 per night (USD)VRBO
- From $281 per night (USD)
Expedia
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 $281 per night (USD)Expedia
- From $2255 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 $2255 per night (USD)VRBO
- From $301 per night (USD)
Expedia
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 $301 per night (USD)Expedia
- From $408 per night (USD)
VRBO
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 $408 per night (USD)VRBO
- From $521 per night (USD)
Expedia
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 $521 per night (USD)Expedia
- From $141 per night (USD)
VRBO
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 $141 per night (USD)VRBO
- From $229 per night (USD)
Expedia
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 $229 per night (USD)Expedia
- From $147 per night (USD)
VRBO
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 $147 per night (USD)VRBO
- From $366 per night (USD)
Expedia
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 $366 per night (USD)Expedia
- From $552 per night (USD)
VRBO
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 $552 per night (USD)VRBO
- From $404 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 $404 per night (USD)Expedia
- From $595 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 $595 per night (USD)VRBO
- From $691 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 $691 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $367 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 $367 per night (USD)Expedia
- From $529 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 $529 per night (USD)VRBO
- From $206 per night (USD)
Expedia
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 $206 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Luxury Villa 206 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $433 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Luxurious 2 bedroom, plenty of unit amenities, slope side location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pool is closed Take advantage of being slope side in this exceptional 2 bedroom plus, 3 bath condominium at the Iron Hor ...
From $613 per night (USD)Expedia
- From $188 per night (USD)
VRBO
GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An elevated, Ro ...
From $188 per night (USD)VRBO
- From $1402 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 $1402 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Pet friendly 2 bedroom, walk to Main Street, forest view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Trailhead 422 is conveniently located next to the Rendezvous Event Center and a short walk from all the music, food, and ...
From $343 per night (USD)VRBO
- From $286 per night (USD)
Expedia
New Luxury Loft 10 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $286 per night (USD)Expedia
- From $157 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 $157 per night (USD)VRBO
- From $233 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 $233 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $691 per night (USD)
Expedia
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 $691 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Arrow 288 Rooftop Private 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 $370 per night (USD)VRBO
- From $351 per night (USD)
Expedia
The Adventure Loft! Free ski shuttle and sledding hill! Walk to restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the New Adventure Loft in the Trailhead Lodges! We have two bedrooms and two bathrooms. Our condo is across t ...
From $351 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Ski in \/ ski out family friendly condo w\/access to pool, hot tub & game room
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
HOA update February 18th 2025: The pool will be closed for three to four weeks while we are waiting for parts to arrive ...
From $385 per night (USD)VRBO
- From $168 per night (USD)
Expedia
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 $168 per night (USD)Expedia
- From $765 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 $765 per night (USD)VRBO
- From $627 per night (USD)
Expedia
Slopeside River Front Luxury Chalet I Hot Tub I Firepit I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $627 per night (USD)Expedia
- From $361 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 $361 per night (USD)VRBO
- From $522 per night (USD)
Expedia
Newly Furnished Condo w\/ fireplace. Easy & private Access to shared Hot Tub.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
NOTE THAT THE HOT TUB AND AMENITY DECK AT FRASER CROSSING IS STILL CLOSED as the new hot tub is being installed. Latest ...
From $522 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Cozy Mountain Escape for families. With ski in\/ski out, pool & hot tub access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
HOA update February 18th 2025: The pool will be closed for three to four weeks while we are waiting for parts to arrive ...
From $452 per night (USD)VRBO
- From $701 per night (USD)
Expedia
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 $701 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Luxury Villa 524 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $297 per night (USD)VRBO
- From $251 per night (USD)
Expedia
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 $251 per night (USD)Expedia
- From $228 per night (USD)
VRBO
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 $228 per night (USD)VRBO
- From $237 per night (USD)
Expedia
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 $237 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Top floor Ski in\/out condo by Corridor Run, pool, hot tub access REMODELED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
HOA update February 18th 2025: The pool will be closed for three to four weeks while we are waiting for parts to arrive ...
From $266 per night (USD)VRBO
- From $287 per night (USD)
Expedia
New Luxury Loft 14 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $287 per night (USD)Expedia
- From $606 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 $606 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 $461 per night (USD)
VRBO
Ski In\/Out Luxury Penthouse 1703 I Hot Tub I Ski Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $461 per night (USD)VRBO
- From $451 per night (USD)
Expedia
Slopeside Luxury Villa 90 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $451 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Ski in Ski out condo with Great views of slopes. Access to shared hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Awesome views overlooking the Winter Park Base await you at this 1 bed/1 bath condo. This condo has been recently update ...
From $166 per night (USD)VRBO
- From $630 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 TUB AND AMENITY DECK AT FRASER CROSSING IS STILL CLOSED as the new hot tub is being installed. Latest ...
From $630 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Top Floor Slopeside Condo: Stunning Views, Shared Hot Tub, Cozy Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
FEBRUARY 7TH: HOT TUB IS NOW OPEN !! This condo is located on the top floor of Founder’s Pointe, a newly constructed lu ...
From $157 per night (USD)VRBO
- From $660 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 $660 per night (USD)Expedia
- From $833 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 $833 per night (USD)VRBO
- From $213 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 $213 per night (USD)Expedia
- From $504 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 $504 per night (USD)VRBO
- From $689 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 $689 per night (USD)Expedia
- From $529 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 $529 per night (USD)VRBO
- From $887 per night (USD)
Expedia
Luxury Villa 190 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $887 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Ski In Out Luxury Condo 3425 I Huge Hot Tub I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $294 per night (USD)VRBO
- From $405 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 $405 per night (USD)Expedia
- From $657 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 $657 per night (USD)VRBO
- From $338 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 $338 per night (USD)Expedia
- From $244 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 $244 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Founders Pointe 4541 | Large & Luxe 5th Floor Condo | A Skier's Dream! | Amenity Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Founders Pointe 4541 is the perfect two bedroom condo to escape to in Winter Park. Featuring a coveted corner location w ...
From $319 per night (USD)Expedia
- From $351 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 $351 per night (USD)VRBO
- From $553 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 $553 per night (USD)Expedia
- From $248 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 $248 per night (USD)VRBO
- From $340 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 $340 per night (USD)Expedia
- From $583 per night (USD)
VRBO
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 $583 per night (USD)VRBO
- From $343 per night (USD)
Expedia
☻ 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 $343 per night (USD)Expedia
- From $435 per night (USD)
VRBO
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 $435 per night (USD)VRBO
- From $593 per night (USD)
Expedia
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 $593 per night (USD)Expedia
- From $363 per night (USD)
VRBO
☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Trailhead Lodges 424 is a gorgeous condo with a plethora of amenities including a clubhouse with a gym, heated pool, hot ...
From $363 per night (USD)VRBO
- From $1330 per night (USD)
Expedia
Modern Riverfront Luxury Chalet I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1330 per night (USD)Expedia
- From $1371 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 $1371 per night (USD)VRBO
- From $713 per night (USD)
Expedia
Ski In Out Luxury Condo 4474 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $713 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Hideaway Station TS 23 - New in Downtown Winterpark
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of downtown Winter Park in the Hideaway Station building! This modern and amenity-laden condominium ...
From $321 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Fraser Crossing 3405 Ski In Ski Out Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
STARTING 4/29/24 THE HOA WILL REPLACING THE HOT TUBS ON THE AMENITY DECK. THE AMENITY DECK WILL NOT BE ACCESSIBLE AND TH ...
From $194 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your idyllic home base for the Rocky Mountains awaits you at this 2-bedroom, 2-bath vacation rental! Nestled alongside t ...
From $224 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Ski In Out Luxury Condo 4283 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $309 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 $255 per night (USD)
Expedia
Townhouse with jetted tub, fireplace, views of Continental Divide
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Divide View Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $255 per night (USD)Expedia