Winter Park, Colorado Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Park, Colorado on RentalSaver.com!

Winter Park Rentals

From $230 per night (USD)
VRBO
Walkable Winter Park Condo ~ 4 Mi to Slopes!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Dust off your skis and get ready for fresh powder at this Winter Park vacation rental! Ideally located just 3.5 miles fr ...
From $230 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Short Term Rental Reg # 4667. Condo in newest Trailhead building, beautifully decorated, well equipped, spac ...
From $285 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Winterpark Cozy slope side condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Your family will be close to everything when you stay at this Fraser Crossing Condo at Winter Park. We are right at the ...
From $412 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Ski In Out Luxury Condo 4475 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 $330 per night (USD)
Expedia
$Winter Park Townhome w\/ Stunning Slope Views!$
From $509 per night (USD)
VRBO
Winter Park Townhome w\/ Stunning Slope Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your next epic Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - just a 2 minute ...
From $509 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Retro 70s Condo in Winter Park in Colorado's Rocky Mountains!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NOTICE--OUR HIDEAWAY VILLAGE CLUBHOUSE WITH POOL AND HOT TUB HAS BEEN CLOSED BECAUSE OF STRUCTURAL DAMAGE. THEREFORE, T ...
From $178 per night (USD)
VRBO
From $1069 per night (USD)
VRBO
Two Master Suites, Sleeps 9, Hot Tub And Magnificent Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Experience the ultimate mountain getaway in this 4 Bedroom/3.5 bath home directly across from Winter Park Ski Resort. En ...
From $1069 per night (USD)
VRBO
$Spectacular Views! Luxury 3BR\/2BA in Base Area Location - Trademark$
From $388 per night (USD)
VRBO
Spectacular Views! Luxury 3BR\/2BA in Base Area Location - Trademark
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Short Term Rental License Number: 005160 SUMMER IN WINTER PARK IS AMAZING! BOOK YOUR MOUNTAIN VACATION HERE! The R ...
From $388 per night (USD)
VRBO
From $467 per night (USD)
VRBO
Luxury Winter Retreat in Winter Park: Steps to Main Street with Private Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Luxury Town home Steps to Main Street w/Hot Tub Escape to the ultimate winter retreat in Winter Park, Colorado. This lu ...
From $467 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Cozy Studio | Hot Tub | Ski Locker | WP Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Ski Mountain Condo, located in Winter Park Resort's Founder's Pointe Building, Includes Resort Amenities and Sk ...
From $200 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Amazing 1B Condo At Winter Park Resort and 150 ft to the Gondola.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy 1 king sized bed condo also has a very comfortable queen sofa sleeper is on the amenity deck of Fraser Crossin ...
From $418 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Comfortable Two Bedroom Condominium
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful, comfortable two bedroom, two bathroom condominium is located at Silverado II in the town of Winter Park. Sho ...
Click For Pricing
Expedia
From $646 per night (USD)
VRBO
Ski in 9 Bedroom, great for large groups!
Bedrooms:
8
Bathrooms:
9
Sleeps:
16
9 Bedroom 8 Bath Rustic Chalet. This home is great for large gatherings. Perfect spot for large groups who like to spend ...
From $646 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Quaint getaway steps from Main Street with fireplace & full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hi Country Haus 6-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $128 per night (USD)
Expedia
$Hot Tub , Scenic Views w\/ Bike Trails$
From $397 per night (USD)
VRBO
Hot Tub , Scenic Views w\/ Bike Trails
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Winter Park Short Term Rental Registration NO. 018390 Nestled in a serene neighborhood just above downtown Winter Park, ...
From $397 per night (USD)
VRBO
Click For Pricing
Expedia
New Luxury Loft 106 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
Expedia
From $305 per night (USD)
VRBO
Chill 404 | Stunning Modern Condo | Hot Tub & Endless Pool | Near Ski Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into style on your next vacation to Winter Park! Chill 404 is a colorful & modern two bedroom, two bathroom condo t ...
From $305 per night (USD)
VRBO
$Ski-in\/out mountainside chalet with 2 decks, private hot tub, & free shuttle$
From $870 per night (USD)
Expedia
Ski-in\/out mountainside chalet with 2 decks, private hot tub, & free shuttle
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Base Camp 496 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $870 per night (USD)
Expedia
From $467 per night (USD)
VRBO
3 bedroom Sleeps 11, pet friendly & private hot tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Take a break in downtown Winter Park surrounded by upgraded accommodations at this 3 bedroom has a bonus bunk room to sl ...
From $467 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Trailhead 721 Pet Friendly pool hot tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Trailhead Lodges 712 is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenitie ...
From $212 per night (USD)
Expedia
From $540 per night (USD)
VRBO
☀ Pet Friendly Downtown Townhome | Near Shops, Skiing, Dining & Park | Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Enhance your Winter Park vacation by staying downtown at Sawmill Station 217. This pet-friendly home has a large central ...
From $540 per night (USD)
VRBO
From $539 per night (USD)
VRBO
Ski-in Ski-Out One Bedroom Condo at the Iron Horse
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
THE CONDO: Our condominium has one bedroom and one bath. You may ski-in and ski-out. The unit has a queen bed in th ...
From $539 per night (USD)
VRBO
$Chic modern condo with fireplace, balcony, W\/D & central AC - across from park$
From $388 per night (USD)
VRBO
Chic modern condo with fireplace, balcony, W\/D & central AC - across from park
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rendezvous Flat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $388 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Cozy large studio condo.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
First level unit on the bank of the Fraser River. Fly fishing access and mountain bike trails close in close proximity ...
From $120 per night (USD)
Expedia
$Spacious Condo with 2 Balconies, Free WiFi, Shared W\/D, Hot Tub, & Fireplace$
From $280 per night (USD)
VRBO
Spacious Condo with 2 Balconies, Free WiFi, Shared W\/D, Hot Tub, & Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winter Park Place 14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $280 per night (USD)
VRBO
From $718 per night (USD)
Expedia
New Riverfront Chalet 280 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $718 per night (USD)
Expedia
$Downtown Townhome w\/Free WiFi, Shuttle Service, Private Hot Tub, & Washer\/Dryer$
From $290 per night (USD)
VRBO
Downtown Townhome w\/Free WiFi, Shuttle Service, Private Hot Tub, & Washer\/Dryer
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Red Quill 105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $290 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Contemporary ski retreat with fast WiFi, pool & hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Modern High Country Haus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $240 per night (USD)
Expedia
From $297 per night (USD)
VRBO
New Luxury Loft 3 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $297 per night (USD)
VRBO
From $404 per night (USD)
Expedia
The Cozy Summit: Adventure + Hot Tub Escape
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Winter Park Short Term Rental Registration NO. 008652 Cozy condo in Old Town Winter Park. Indulge in luxury at our prem ...
From $404 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Cozy 1 Bedroom Hi Country Haus - on river !
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Very comfortable, one-bedroom condominium located in Hi Country Haus in Winter Park, 1 block off of Main Street on free ...
From $149 per night (USD)
VRBO
From $2824 per night (USD)
VRBO
Beautiful Custom Timber Frame Home with Large Game Room 3600 sq ft
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Want an unforgettable vacation in the Rocky Mountains, come stay at our luxury custom timber frame home with an extra-la ...
From $2824 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Fantastic townhouse in the heart of Downtown. Best in Red Quill Village
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
This stunning and spacious 4 bedroom/5 bathroom townhouse is located in the heart of downtown Winter Park and is the bes ...
From $424 per night (USD)
VRBO
$2nd-floor condo with balcony, fast WiFi, fireplace & shared W\/D$
From $135 per night (USD)
Expedia
2nd-floor condo with balcony, fast WiFi, fireplace & shared W\/D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Silverado II 421 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $135 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Fraser Crossing condo walk to the slopes and more!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A top floor(6th floor) Fraser Crossing Studio - great views of the Winter Park Resort and within 150 yard walk to the of ...
From $319 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Luxurious Downtown Log Cabin
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
PLEASE NOTE: VRBO may not be showing the correct location. This property is in DOWNTOWN WINTER PARK, about 3 miles from ...
From $756 per night (USD)
VRBO
From $947 per night (USD)
VRBO
Ski In Out Luxury Chalet 239 I Hot Tub I Amazing Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $947 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Quaint Winter Park Townhouse < 5 Mi to Ski!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Elevate your ski trip to the next level when you book a stay at this 2-bedroom, 2-bath townhome in Winter Park! This wel ...
From $341 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Ski In Out Luxury Condo 4657 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 $300 per night (USD)
VRBO
From $588 per night (USD)
Expedia
New River Front Luxury Villa 236 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $588 per night (USD)
Expedia
From $1259 per night (USD)
VRBO
Jane's Ski Chalet | Luxury Mountain Mansion | Sleeps 17 | Modern Decor | Private Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
17
Looking for a dreamy mountain chalet located right on the slopes? Jane's Ski Chalet may be exactly what you're looking f ...
From $1259 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Ski In Out Luxury Condo 4574 I Huge Hot Tub I Views 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 $296 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Founders Pointe 4473 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $243 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Founders Pointe 4471 Ski In Ski Out Winter Park Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Founders Pointe is located just across from the Base at Winter Park Resort Village and considered a ski in ski out condo ...
From $185 per night (USD)
Expedia
$Ski-In\/Ski-Out Winter Park Condo w\/ Pool Access!$
From $246 per night (USD)
VRBO
Ski-In\/Ski-Out Winter Park Condo w\/ Pool Access!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Book your ideal Winter Park retreat to this 2-bedroom, 3-bathroom vacation rental just over a ½ mile from the chairlifts ...
From $246 per night (USD)
VRBO
From $202 per night (USD)
Expedia
☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Trailhead Lodges 512 is a beautiful one bedroom condo that has one of the most enviable locations in downtown Winter Par ...
From $202 per night (USD)
Expedia
From $296 per night (USD)
VRBO
New Luxury Loft 1 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 $296 per night (USD)
VRBO
$Mountain view home with private hot tub, fireplace, WiFi, and washer\/dryer$
From $505 per night (USD)
Expedia
Mountain view home with private hot tub, fireplace, WiFi, and washer\/dryer
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Bear Trail Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $505 per night (USD)
Expedia
From $1134 per night (USD)
VRBO
Dreamy Slope Side Ski Chalet 2 Hot Tubs, Theater room at Winter Park Resort
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to your Ski Vacation Home! Large 6 bedroom 3.5 bath Sleeps 16-18 at Winter Park Resort. Open floorplan, 2 cover ...
From $1134 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Moose Haven! 2 bedrooms, walk to Main Street, mt views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This wonderfully spacious 2 bedroom condominium nickname the Moose Haven, which is reflective in the overall unit decor. ...
From $223 per night (USD)
Expedia
$Inviting ski-in\/ski-out condo with pool, hot tub, gas fireplace, and firepit$
From $151 per night (USD)
VRBO
Inviting ski-in\/ski-out condo with pool, hot tub, gas fireplace, and firepit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Founders Pointe Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $151 per night (USD)
VRBO
From $256 per night (USD)
Expedia
WP Resort Village | Amenity Deck Level | Fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This cozy, fully remodeled condo in the Winter Park Resort Village offers unbeatable convenience! Located on th ...
From $256 per night (USD)
Expedia
Click For Pricing
VRBO
Timber Run 2 Bed sleeps 6 with washer dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a 2 bedroom 2 bathroom unit on the first floor of the building and has 1,200 interior square feet. In the living ...
Click For Pricing
VRBO
From $443 per night (USD)
Expedia
Luxury in Downtown Winter Park CO
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Location, Location, Location Stay at our luxurious and spacious 4 bedroom / 4.5 bath townhouse in the heart of Winter P ...
From $443 per night (USD)
Expedia
$Rustic meets contemporary in this gorgeous Townhome w\/ private hot tub$
From $323 per night (USD)
VRBO
Rustic meets contemporary in this gorgeous Townhome w\/ private hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to the perfect getaway in this 3 Bed/2.5 Bath beautiful townhome full of luxury amenities. Upon entry, you'll f ...
From $323 per night (USD)
VRBO
$Inviting lodging w\/ private hot tub, high-speed WiFi, foosball, & gas grill$
From $504 per night (USD)
Expedia
Inviting lodging w\/ private hot tub, high-speed WiFi, foosball, & gas grill
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Winter Park Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $504 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Trailhead 211 shared hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Trailhead Lodges is located in the heart of downtown Winter Park, Colorado. This two-bedroom condo with a bonus sleeping ...
From $281 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
This amazing 3 story, END unit townhouse is located in Downtown Winter Park, steps away from Hideaway Park (music venue, ...
From $351 per night (USD)
Expedia
$Ski chalet-inspired condo with forest views, balcony, W\/D & easy transportation$
From $317 per night (USD)
VRBO
Ski chalet-inspired condo with forest views, balcony, W\/D & easy transportation
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Winter Park Cozy Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $317 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Fraser Crossing 1 Bedroom modern and comfortable
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Extra spacious updated 1 bedroom, 1 bath accessible condo within the base village of Winter Park Resort. The extra squ ...
From $343 per night (USD)
Expedia
$Modern Ski-In \/ Ski-Out 1BR Condo w\/ FirePlace, Mtn Views & Huge HotTub$
From $208 per night (USD)
VRBO
Modern Ski-In \/ Ski-Out 1BR Condo w\/ FirePlace, Mtn Views & Huge HotTub
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
* NEW GIANT HOT TUB IS OPEN * 1 BEDROOM / 1 BATHROOM SLEEPS 5 with Mountain Views & FirePlace / Large Shared Hot Tub / ...
From $208 per night (USD)
VRBO
$Condo on the Shuttle Route w\/ Private Sauna, Fireplace & Shared Hot Tubs\/Pool$
From $152 per night (USD)
Expedia
Condo on the Shuttle Route w\/ Private Sauna, Fireplace & Shared Hot Tubs\/Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Snowblaze Condominiums C14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $152 per night (USD)
Expedia
$Chic Winter Park Studio w\/ Community Hot Tub$
From $295 per night (USD)
VRBO
Chic Winter Park Studio w\/ Community Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy direct ski-in/out access to one of the best ski mountains in the country at this Winter Park vacation rental. Rela ...
From $295 per night (USD)
VRBO
$Creekside townhome on bus route with lovely views, fireplace, W\/D - dog-friendly$
Click For Pricing
Expedia
Creekside townhome on bus route with lovely views, fireplace, W\/D - dog-friendly
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Vasquez Retreat 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
Expedia
$Amazing 5-Bedroom Home Featuring Private Hot Tub\/Washer & Dryer\/Free WiFi\/Deck$
From $760 per night (USD)
VRBO
Amazing 5-Bedroom Home Featuring Private Hot Tub\/Washer & Dryer\/Free WiFi\/Deck
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Dreamcatcher 7B Rental Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $760 per night (USD)
VRBO
$Wonderful Studio in Complex w\/Ski-In\/Ski-Out Access + Shared Pool & Hot Tub\/WiFi$
From $158 per night (USD)
Expedia
Wonderful Studio in Complex w\/Ski-In\/Ski-Out Access + Shared Pool & Hot Tub\/WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Iron Horse Resort 5064 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $158 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Studio on the Shuttle Route with WiFi and Shared Pool, Hot Tubs, and Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Snowblaze Condominiums E103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $129 per night (USD)
VRBO
$Ideally Located Condo w\/ Easy Shuttle Access & Shared Hot Tub - Walk Downtown$
From $169 per night (USD)
Expedia
Ideally Located Condo w\/ Easy Shuttle Access & Shared Hot Tub - Walk Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Timber Run Evergreen 9 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $169 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Creekside townhome on the ski shuttle route with gas fireplace
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Vasquez Retreat 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $487 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Simple & Lovely Studio with Wood Fireplace, WiFi & Mountain View Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Timber Run Vista 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $126 per night (USD)
Expedia
$Lovely Studio Home w\/Shared Hot Tub & Pool + Free WiFi\/Game Room\/Ping-Pong Table$
From $135 per night (USD)
VRBO
Lovely Studio Home w\/Shared Hot Tub & Pool + Free WiFi\/Game Room\/Ping-Pong Table
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Iron Horse Resort 3063 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $135 per night (USD)
VRBO
From $930 per night (USD)
Expedia
☜ Look At Those VIEWS! | Lakota Retreat | LUXE HOME | Private Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Your ...
From $930 per night (USD)
Expedia
$Penthouse Studio Ski In-Out- Easy Access \nResort amenities Pool Hot Tubs Gym$
From $172 per night (USD)
VRBO
Penthouse Studio Ski In-Out- Easy Access \nResort amenities Pool Hot Tubs Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax on the quiet 6th floor with stunning views of The Continental Divide. Enjoy Sunny mornings from your private balco ...
From $172 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Spacious Townhome with Private Hot Tub, minutes away from Winter Park Resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Enjoy this beautiful end-unit, three story townhome located just minutes from Winter Park Resort. With five bedrooms an ...
From $420 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Mountain View Retreat, Walk to Winter Park Gondola
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
- Private Hot Tub - 3 Decks < 1 Mi to Winter Park Resort Enjoy waking up to freshly-powdered trails in the winter and s ...
From $446 per night (USD)
VRBO
$Luxury Ski in\/Ski out town home, private hot tub, great for families and groups$
From $589 per night (USD)
Expedia
Luxury Ski in\/Ski out town home, private hot tub, great for families and groups
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Beautiful & spacious town home unit, located at the base of the mountain. Easy access to the slopes and village. have pl ...
From $589 per night (USD)
Expedia
From $301 per night (USD)
VRBO
New Luxury Loft 101 I Hot Tub I Great 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 $301 per night (USD)
VRBO
$Charming Log Cabin w\/ Hot Tub in Winter Park, CO$
From $262 per night (USD)
VRBO
Charming Log Cabin w\/ Hot Tub in Winter Park, CO
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This cabin is a true log cabin built and located in Winter Park, Co. The cabin is within a few minutes walk to parks, re ...
From $262 per night (USD)
VRBO
$Unbelievably Convenient Ski In Ski Out Winter Park Base\/Gondola Mountain Retreat$
From $405 per night (USD)
VRBO
Unbelievably Convenient Ski In Ski Out Winter Park Base\/Gondola Mountain Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A true ski-in and ski-out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient! No need for sta ...
From $405 per night (USD)
VRBO
$True Ski-In\/Ski-Out XL Condo at Village Base and gondola of Winter Park Resort$
From $405 per night (USD)
Expedia
True Ski-In\/Ski-Out XL Condo at Village Base and gondola of Winter Park Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A true ski in and ski out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient making your Rock ...
From $405 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Ski In Out Luxury Condo 1221 I Hot Tub I Gym I Ski 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 $307 per night (USD)
VRBO
From $657 per night (USD)
Expedia
👌 Stunning Penthouse | Zephyr Mountain Lodge 2800 | Two Story Condo at Base | All the Amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Wrapped in mountain style from top to bottom, Zephyr Mountain Lodge 2800 is a three bedroom, two level penthouse, ski in ...
From $657 per night (USD)
Expedia
$Modern\/Rustic 2-bedroom Townhouse + Bonus Loft$
From $252 per night (USD)
VRBO
Modern\/Rustic 2-bedroom Townhouse + Bonus Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Newly renovated modern/rustic three-story A-Frame townhome! Small, but cozy, this 2 bedroom (+ loft) space can comforta ...
From $252 per night (USD)
VRBO
Click For Pricing
Expedia
Winter Park Condo: Hot Tub & Shuttle-Walk to Town
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Fall in love with the Rocky Mountains from this newly built 4-bedroom, 3-bathroom Winter Park vacation rental condo that ...
Click For Pricing
Expedia
From $631 per night (USD)
VRBO
New Luxury Villa 301 I Next To Resort I Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $631 per night (USD)
VRBO
$<NEWLY LISTED> 3BR \/ 2BA FAMILY FRIENDLY CONDO - Sleeps 10$
From $347 per night (USD)
VRBO
<NEWLY LISTED> 3BR \/ 2BA FAMILY FRIENDLY CONDO - Sleeps 10
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
3br / 2ba Family friendly condo. This newly listed 1300 S.F. condo is located just 0.7 mile from downtown Winter Park. ...
From $347 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Secluded 3 bedroom, large deck area, spacious interior
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This premium 3 bedroom, Hi Country Haus unit has a spacious 1,023 square feet, on the third floor. In the living room a ...
From $492 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Luxurious Town home with mountain views, private decks and spacious floor plan
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This wonderful Bear Crossing town home is great for either a winter or summer getaway to the Colorado Rocky Mountains. ...
From $504 per night (USD)
Expedia
From $298 per night (USD)
VRBO
New Luxury Loft 24 I Hot Tub I Great Views 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 $298 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Second-floor condo with fireplace, hot tub & indoor pool - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hi Country Haus Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $125 per night (USD)
Expedia
From $289 per night (USD)
VRBO
New Luxury Loft 6 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 $289 per night (USD)
VRBO
From $632 per night (USD)
Expedia
4BR - In town - walk to Restaurants, Shops, Trails [hot tub] family friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This townhouse is the perfect mountain home for our family because it has 4 bedrooms and 4 bathrooms so everyone has the ...
From $632 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Luxe Downtown Winter Park Private Hot Tub 4 BR
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Steps to downtown Winter Park with shops, bars, convenience stores, coffee shops Fast Internet Fully stocked kitchen inc ...
From $394 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Slopeside Luxury Villa 136 I Ski Views I Steam Shower 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 $531 per night (USD)
Expedia
$Winter Park Ski in\/out XXL ZML condo w\/ views of ski hill, gondola, base, river$
From $405 per night (USD)
VRBO
Winter Park Ski in\/out XXL ZML condo w\/ views of ski hill, gondola, base, river
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A true ski in and ski out mountain retreat in the Zephyr Mountain Lodge that is unbelievably convenient! Grab your equip ...
From $405 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Spacious 3-Bedroom Condo with Creekside Serenity & Classic Winter Park Charm!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect getaway in our charming 3-bedroom condo overlooking the picturesque Fraser River! Conveniently loca ...
From $339 per night (USD)
Expedia
From $1055 per night (USD)
VRBO
New Home at Base of Winter Park Ski Resort
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Come enjoy all Winter Park has to offer this winter! Located in the heart of Old Town, walking distance to Winter Park R ...
From $1055 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Downtown 4 bedroom private hot tub & mountain views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stay in a luxurious downtown Winter Park 4 bedroom townhome for 10 persons. Three interior levels with the lowest level ...
From $435 per night (USD)
Expedia
$Location and Comfort - One Bedroom Ski In \/ Ski out, Hot Tub and Fire Pit$
From $314 per night (USD)
VRBO
Location and Comfort - One Bedroom Ski In \/ Ski out, Hot Tub and Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the Winter Park Village, this condo is walking distance to The Gondola and base area. Our One Bedroom Condo ...
From $314 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Fraser Crossing remodeled studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Renovated Fraser Crossing Studio - with excellent 5th floor views of the Winter Park Resort and within 150 yard walk to ...
From $239 per night (USD)
Expedia

Search Your Destination Now!

Winter Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals