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Winter Park Rentals

From $554 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 $554 per night (USD)
VRBO
From $274 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 $274 per night (USD)
Expedia
From $455 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 $455 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Ski-in/ski-out modern condo w/access to shared hot tub, firepit & fire place
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
FEBRUARY 7TH: HOT TUB IS NOW OPEN !! Inside this beautiful condo, you will find accommodations for five. There is a kin ...
From $142 per night (USD)
Expedia
From $283 per night (USD)
VRBO
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
Bedrooms:
2
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 $283 per night (USD)
VRBO
From $952 per night (USD)
Expedia
Ideally Located Winter Park Townhouse w/ Hot Tub!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Book your next Rocky Mountain retreat to the 'Byrd House,' a lavish 3-bedroom, 3-bathroom vacation rental townhouse just ...
From $952 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Unique dog-friendly townhome with hot tub & fireplace - walk to shops & eateries
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sawyer 211 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $437 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Pet Friendly, luxurious home, private hot tub and more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this magnificent Winter Park Colorado Vacation Home - a wonderful family rental to kick back and enjoy the spa ...
From $387 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Base Camp 462 | 🐕 Pet-Friendly | Walk Out to Corridor Trail | Bubbly Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Base Camp 462 is a luxurious townhome nestled amongst the pines that boasts high-end amenities, luxury design & decor an ...
From $539 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Perfect Location! - EV charger, downtown, shuttle, + private hot tub & garage!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
This gorgeously appointed townhome is perfectly situated within walking distance to downtown WP and the shuttle to Winte ...
From $401 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Mountain getaway near the slopes with pool, hot tub, river view, fast WiFi & AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $300 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Exceptional 3 bedroom sleeps 10 on Main St in downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Exceptional 3 bedroom sleeps 10. Renovated unit on the 5th floor. The main floor has high vaulted ceilings, hardwood fl ...
From $537 per night (USD)
VRBO
From $1250 per night (USD)
Expedia
Luxury Home 960 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1250 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Ground floor, remodeled, 3 bedroom condo is 10 minutes to Winter Park Ski Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
In the midst of the Colorado Rockies lies this charming 3-bedroom condominium in Winter Park. Nestled just a 10-minute d ...
From $217 per night (USD)
VRBO
From $476 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:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $476 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 $257 per night (USD)
Expedia
Zephyr Mountain Lodge 1420 Ski-In/Ski-out 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 $257 per night (USD)
Expedia
From $1769 per night (USD)
VRBO
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
Bedrooms:
4
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 $1769 per night (USD)
VRBO
From $416 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 $416 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Cozy tri-level townhome close to downtown and good rental for couples
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This three level town home located in Winter Park is just delightful! Located in a quiet neighborhood, but close to Main ...
From $322 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Cozy Chalet with Mountain Views & Large Balcony - Steps to Shuttle
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Mary Jane Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $441 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Walkable, well-appointed riverside condo with pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hi Country Haus 14-5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $158 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Downtown Winter Park Condo - 3 Miles to Ski Resort
Bedrooms:
3
Bathrooms:
2
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 $220 per night (USD)
Expedia
From $150 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--Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $150 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Zephyr Slopeside, Ski-in/out | Hot Tub | WP Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Summary: Ski Mountain Condo, located in Winter Park Resort's Zephyr Mountain Lodge Slopeside Building, Includes Resort A ...
From $199 per night (USD)
Expedia
From $412 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 $412 per night (USD)
VRBO
From $603 per night (USD)
Expedia
Spacious Home w/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen
Bedrooms:
3
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 $603 per night (USD)
Expedia
$Upscale Retreat w\/Mountain Views, Private Hot Tub - Walk to Winter Park Lift$
From $1129 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 $1129 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Top-Floor Townhome at Bear Crossing w/Mountain Views, Garage & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Bear Crossing 340 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $428 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Tree-Lined Townhome Downtown w/Private Hot Tub, Slope Views, Fireplace, WiFi
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Red Quill Village Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $533 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Luxurious 2 bedroom, plenty of unit amenities, slope side location
Bedrooms:
3
Bathrooms:
2
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 $349 per night (USD)
Expedia
From $202 per night (USD)
VRBO
GREAT LOCATION! Downtown Winter Park w/Hot Tub! Sleeps 6!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
An elevated, Ro ...
From $202 per night (USD)
VRBO
From $1435 per night (USD)
Expedia
Slopeside Sanctuary - Penthouse < 1 Mi to Lifts!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Fit for adventurers, snowbirds, families, or groups looking for a getaway, this 3-bedroom + loft, 3.5-bathroom Winter Pa ...
From $1435 per night (USD)
Expedia
From $558 per night (USD)
VRBO
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 $558 per night (USD)
VRBO
From $266 per night (USD)
Expedia
New Luxury Loft 10 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $266 per night (USD)
Expedia
From $183 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 $183 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Luxury Villa 206 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $414 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Live Music Views & Pool Oasis in Hideaway Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winter Park Short Term Rental Registration NO. 008304 Nestled beside Hideaway Park in downtown Winter Park, our condo p ...
From $245 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Winter Park Ski Condo Near the Ski Shuttle!
Bedrooms:
2
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 ...
Click For Pricing
Expedia
From $155 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 $155 per night (USD)
VRBO
From $557 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 $557 per night (USD)
Expedia
From $350 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 $350 per night (USD)
VRBO
From $300 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 $300 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Ski in / ski out family friendly condo w/access to pool, hot tub & game room
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $140 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Cozy-Chic Condo w/ Mtn Views: 3 Mi to Slopes!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Winters full of fresh snow and summers filled with Centennial State sunshine await you in Winter Park! This secluded-yet ...
From $154 per night (USD)
Expedia
From $272 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 $272 per night (USD)
VRBO
From $256 per night (USD)
Expedia
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 $256 per night (USD)
Expedia
From $373 per night (USD)
VRBO
Walkable, Dog-Friendly, Downtown Condo with Fast WiFi, Shared Pool, & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Trailhead 511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $373 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Step into rustic paradise at Lakota Dreamcatcher 133; The perfect retreat for your next luxury mountain getaway. Spend t ...
From $655 per night (USD)
Expedia
From $680 per night (USD)
VRBO
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 $680 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!
Bedrooms:
3
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 $328 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Newly Furnished Condo w/ fireplace. Easy & private Access to shared Hot Tub.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Additionally, at times there will be construction noise, possible Mondays-Saturdays (allowed work hours 7 am to 7 pm), w ...
From $141 per night (USD)
VRBO
From $147 per night (USD)
Expedia
Cozy Mountain Escape for families. With ski in/ski out, pool & hot tub access
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $147 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP
Bedrooms:
2
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 $669 per night (USD)
VRBO
From $104 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 $104 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Top floor Ski in/out condo by Corridor Run, pool, hot tub access REMODELED
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $230 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 Pricing
Expedia
From $591 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 $591 per night (USD)
VRBO
From $414 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 $414 per night (USD)
Expedia
From $275 per night (USD)
VRBO
New Luxury Loft 14 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $275 per night (USD)
VRBO
From $639 per night (USD)
Expedia
Large 4Bed Townhome, Private Hot Tub, On free shuttle route, 2 Living Rooms
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Gorgeous ski area and Continental Divide views abound throughout this spacious Winter Park townhome. Spread out and enjo ...
From $639 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Ski in Ski out condo with Great views of slopes. Access to shared hot tubs
Bedrooms:
1
Bathrooms:
1
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 $145 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Ski-in/ski-out condo Ground Floor! Easy Access to Resort & shared hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Additionally, at times there will be construction noise, possible Mondays-Saturdays (allowed work hours 7 am to 7 pm), w ...
From $232 per night (USD)
Expedia
From $143 per night (USD)
VRBO
Top Floor Slopeside Condo: Stunning Views, Shared Hot Tub, Cozy Fireplace
Bedrooms:
1
Bathrooms:
1
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 $143 per night (USD)
VRBO
From $143 per night (USD)
Expedia
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 $143 per night (USD)
Expedia
From $238 per night (USD)
VRBO
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 $238 per night (USD)
VRBO
From $226 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 $226 per night (USD)
Expedia
From $474 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 $474 per night (USD)
VRBO
From $369 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 $369 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Arrow 264 | ★ Stargaze From The Private Hot Tub | Modern Downtown Townhome
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome home to Arrow 264, a modern, colorful & eclectic, large four-bedroom townhome that's perfectly located just step ...
From $531 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $271 per night (USD)
VRBO
Ski In Out Luxury Condo 3425 I Huge Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $271 per night (USD)
VRBO
From $224 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 $224 per night (USD)
Expedia
From $165 per night (USD)
VRBO
✲ Ski In / Ski Out | Zephyr Mountain Lodge 2413 | Updated Condo | Views of Divide
Bedrooms:
1
Bathrooms:
1
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 $165 per night (USD)
VRBO
From $214 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 $214 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $513 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 $513 per night (USD)
Expedia
From $233 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 $233 per night (USD)
VRBO
From $224 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 $224 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Base Camp 494 | Ski Home For Lunch | Walk Out To Ski Trails | Bubbly Hot Tub
Bedrooms:
3
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 $533 per night (USD)
VRBO
From $212 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 $212 per night (USD)
Expedia
From $583 per night (USD)
VRBO
☟ Lakota Trailside 609 | Hot Tub, Decks & Fire Pit | Near Winter Park Resort
Bedrooms:
4
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 $583 per night (USD)
VRBO
From $696 per night (USD)
Expedia
Eagle Wind Lodge | Large & Luxe Ski Lodge | Private Hot Tub | Movie & Game Room
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Eagle Wind Lodge is a spacious mountain home that easily accommodates several families with plenty of private sleeping r ...
From $696 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Base Village Loft 104 | Ski In Ski Out | Modern Mountain Loft | Walk Everywhere!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Base Village Loft 104 is a stylish & modern, three bedroom condo located in the heart of the Winter Park Resort Village, ...
From $352 per night (USD)
VRBO
From $1563 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 $1563 per night (USD)
Expedia
From $373 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 $373 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Base Village Loft 113 | Luxe & Fun Condo at Base | Awesome Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Base Village Loft 113 is a hip & modern, three bedroom condo located in the heart of the Winter Park Resort Village, sur ...
From $339 per night (USD)
Expedia
From $213 per night (USD)
VRBO
☻ Base Area Penthouse | Fraser Crossing 3611 | Gorgeous Decor | Amenity Deck!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Sweeping Winter Park Resort views await you at Fraser Crossing 3611, a two-bedroom penthouse condo at the base area in W ...
From $213 per night (USD)
VRBO
From $324 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 $324 per night (USD)
Expedia
From $343 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 $343 per night (USD)
VRBO
From $255 per night (USD)
Expedia
☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Trailhead Lodges 424 is a gorgeous condo with a plethora of amenities including a clubhouse with a gym, heated pool, hot ...
From $255 per night (USD)
Expedia
From $1268 per night (USD)
VRBO
Modern Riverfront Luxury Chalet I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1268 per night (USD)
VRBO
From $1028 per night (USD)
Expedia
Bridger's Cache Ski Lodge | Spacious Ski Chalet | Sleeps 18 | Private Hot Tub
Bedrooms:
5
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 $1028 per night (USD)
Expedia
Click For Pricing
VRBO
Ski In Out Luxury Condo 4474 I Huge Hot Tub I 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 ...
Click For Pricing
VRBO
From $272 per night (USD)
Expedia
Hideaway Station TS 23 - New in Downtown Winterpark
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in the heart of downtown Winter Park in the Hideaway Station building! This modern and amenity-laden condominium ...
From $272 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Fraser Crossing 3405 Ski In Ski Out Winter Park Resort
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 $169 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Your idyllic home base for the Rocky Mountains awaits you at this 2-bedroom, 2-bath vacation rental! Nestled alongside t ...
From $207 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Ski In Out Luxury Condo 4283 I Huge Hot Tub I 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 $273 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Townhouse with jetted tub, fireplace, views of Continental Divide
Bedrooms:
3
Bathrooms:
2
Sleeps:
10
Divide View Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $301 per night (USD)
Expedia

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