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

Click For Pricing
VRBO
New luxury condo in the heart of downtown Winter Park with everything you need!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Newly built luxury condo in the heart of downtown Winter Park. This beautifully furnished and fully equipped condo is pe ...
Click For Pricing
VRBO
From $287 per night (USD)
Expedia
Ski In Out Luxury Condo 2507 I Hot Tub I Gym I Ski 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 $287 per night (USD)
Expedia
Click For Pricing
VRBO
New Luxury Loft 19 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
VRBO
From $687 per night (USD)
Expedia
Exceptional 5 bedroom home private HT, sleeps 12, close to town
Bedrooms:
5
Bathrooms:
6
Sleeps:
13
The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three master suites - the ...
From $687 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Ski In Out Luxury Condo 4454 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 $296 per night (USD)
VRBO
From $2959 per night (USD)
Expedia
Ultimate Luxury Ski Chalet | Casa de Montana | Hot Tub, Vintage Video Games & More!
Bedrooms:
8
Bathrooms:
7
Sleeps:
19
Casa de Montaña is the ultimate luxury, ski in ski out home in Winter Park, boasting direct access to the Corridor ski t ...
From $2959 per night (USD)
Expedia
From $144 per night (USD)
VRBO
A cozy non-smoking condo on the Fraser River in downtown Winter Park.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please, if you smoke don't book our wonderful condo. Find peace and quiet within walking distance of energetic Winter ...
From $144 per night (USD)
VRBO
From $374 per night (USD)
Expedia
New Ground Level Riverfront Suite - Walk to Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Resort is now OPEN for skiing! Get your 2024/25 ski vacation booked soon before remaining dates are gone! ...
From $374 per night (USD)
Expedia
From $1367 per night (USD)
VRBO
7 BR home in central Winter Park with great views on bus route
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Our home features a fully stocked kitchen, perfect for cooking and entertaining. As this is our personal residence, it i ...
From $1367 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Luxury Condo 613 I Pool I Club House I 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 $316 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Winter Park Condo: Proximity to Cafes & Rec Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Everything in downtown Winter Park will be within walking distance when you choose this top-floor condo as your Grand Co ...
From $216 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Private outdoor hot tub, views, garage parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This tri-level townhome located in Winter Park Colorado is just delightful! Tons of light and a lot of square footage ma ...
From $442 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Incredible Views of WP Resort, Washer & Dryer,
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
This town-home in the Lakota Neighborhood across from Winter Park Resort. Comprised of 3 levels with space for 8. The fo ...
From $482 per night (USD)
VRBO
From $160 per night (USD)
Expedia
2BD Condo on the river, walk to town, free ski bus!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will enjoy a memorable vacation in my fully furnished, newly remodeled, 2 bedroom/1bath condo. This 710 ft Condo is ...
From $160 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Family friendly budget rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Lovely 2-bedroom condo on the 2nd floor of the building, with a private deck with a river view from the backside of the ...
From $198 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Remodeled downtown 1 bed gas fp hardwood flooring
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Downtown 1-bedroom unit on the top floor of the building. The master bedroom offers a queen bed, flat screen HDTV and ha ...
From $167 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Mountain Getaway on the Bus Route to Winter Park Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winter Park short term rental registration number 003436. Welcome to your serene retreat in Winter Park! Discover the p ...
From $197 per night (USD)
VRBO
From $187 per night (USD)
Expedia
2 bedroom 2 queen bed updated kitchen ground floor
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Recently renovated 2 bedroom 1 bath unit located on the ground floor of the building. A queen bed is in the master bedro ...
From $187 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Premium 3 bedroom Ground Level Unit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Premium 3-bedroom condo on the first floor. Master includes a full bathroom and queen-sized bed. The second bedroom has ...
From $281 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Mountain townhome with hot tub, porches, & easy access to the slopes
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Home Sweet Hideaway Park Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $683 per night (USD)
Expedia
From $284 per night (USD)
VRBO
3 bed HCH condo in downtown river views remodeled
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wonderful 3-bedroom rental on the top floor of the building. A fully equipped kitchen includes all appliances and a cent ...
From $284 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Spacious 2 bed remodeled condo close to clubhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely and comfortable 2-bedroom condo on the second floor of the building, with a large living room area. The master ...
From $219 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Lovely 2 bedroom townhome mt views open floor plan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely townhome with 2 interior floors, this 2 bedroom unit is a good family rental. The main floor has living room wi ...
From $174 per night (USD)
VRBO
From $195 per night (USD)
Expedia
River views private balcony cozy 2 bedroom rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Southwestern themed 2-bedroom condo on the top floor of the building, with private balcony and river views. The master s ...
From $195 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Premium 3 bedroom Unit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to the Spirit of Yukon Condo! Premium 3-bedroom condo on the second floor with views of the Fraser River from th ...
From $280 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Beautiful 3 bed 2.5 bath vacation condo rental at
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Downtown 3-bedroom condo on the group floor of the building. A queen bed is in the large master bedroom with en-suite ba ...
From $256 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Cozy 2 bed great couples getaway hardwood floors
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Western themed 2-bedroom unit on the third floor of the building, close to Main Street in downtown Winter Park. The mast ...
From $197 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Ski-in Ski-Out:King in Master; Quiet End Unit; high speed secure internet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Homey 2 BDR/ 2 BA ski-in/ski-out unit with tons of amenities! PET-FREE - SMOKE-FREE UNIT! HDMI FLAT-SCREEN SMART TV! ...
From $566 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Open floor plan 2 bedroom HCH condo, private
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Downtown updated 2-bedroom condo on the second floor. The open living room is full furnished with a wood fireplace, 50" ...
From $192 per night (USD)
VRBO
From $157 per night (USD)
Expedia
5th Floor With Beautiful views! Full-kitchen! Brand New Luxurious Flooring!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
WELCOME! Hot tub is now opened! However, please be aware that its availability is not guaranteed. We would like to we ...
From $157 per night (USD)
Expedia
$Mountainside Winter Park Ski Home w\/ Hot Tub$
From $423 per night (USD)
VRBO
Mountainside Winter Park Ski Home w\/ Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Bring a jacket and hit the slopes in Winter Park. Since this vacation rental features 4 bedrooms, 3 bathrooms, and a fir ...
From $423 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Zephyr Mountain Lodge, Condo | 3 Bedroom (Select-Rated Condo 1609)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just 110 feet from the gondola, for the closest stay to mountain adventure, this is a perfect property for you! ...
From $518 per night (USD)
Expedia
$Ski-In\/Ski-Out MountainView-Free Heated Parking\nBldg. C UNIT #4013$
From $114 per night (USD)
VRBO
Ski-In\/Ski-Out MountainView-Free Heated Parking\nBldg. C UNIT #4013
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Our Ski-in/Ski-out Studio with Stunning Mountain and Pool Views! Property Address: 313 Iron Horse Way, Buildi ...
From $114 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Condo 611 I Pool I Club House I Hot Tub I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
Click For Pricing
Expedia
$Cozy Winter Park Mountain Retreat w\/ Fireplace$
From $196 per night (USD)
VRBO
Cozy Winter Park Mountain Retreat w\/ Fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Plan your dream mountain getaway at this 1-bedroom, 1-bath Winter Park vacation rental! Nestled in the heart of the Rock ...
From $196 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Four-story townhome with private hot tub, roof deck & big mountain views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Lions Gate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $391 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Luxury Villa 865 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $411 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Summer Luxury: Slope-side Hideaway in Winter Park
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
Winter Park Short Term Rental Registration NO. 018128 Indulge in alpine luxury at our ski-in/ski-out, bike-in/bike-out ...
From $645 per night (USD)
Expedia
$Ground floor, spacious 1 bedroom w\/private patio$
From $169 per night (USD)
VRBO
Ground floor, spacious 1 bedroom w\/private patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spacious 1 bedroom with a convenient downtown location. The private patio off the living room has a river view. A full k ...
From $169 per night (USD)
VRBO
From $250 per night (USD)
Expedia
NEWLY beautiful duplex @ Rendezvous. Minutes to town & resort & AMAZING VIEWS
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the charm of a modern mountain home in Winter Park! As soon as you step through the front door, this mountain r ...
From $250 per night (USD)
Expedia
From $1006 per night (USD)
VRBO
Winterfell at Winter Park Resort, New Luxury Home | Private Hot Tub | Stunning Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
321 Northwoods Place, Winter Park, Colorado Overlooking the slopes of Winter Park Resort and backing to the Arapahoe Nat ...
From $1006 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Luxury Villa 520 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 $492 per night (USD)
Expedia
From $1315 per night (USD)
VRBO
Luxury Villa 510 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1315 per night (USD)
VRBO
$Downtown Winter Park Condo w\/ Community Hot Tub$
Click For Pricing
Expedia
Downtown Winter Park Condo w\/ Community Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience Colorado like never before with a stay at this upscale 3-bedroom, 3-bathroom vacation rental in Winter Park. ...
Click For Pricing
Expedia
From $482 per night (USD)
VRBO
Rocky Revel! New! Luxury Condo DT Winter Park with FREE Shuttle to the Slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Rocky Revel! Don't let the lack of reviews deter you! We recently bought this newly built condo and this is o ...
From $482 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Arrow 201 Downtown Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Arrow 201 in Downtown Winter Park Experience the charm of this well-lit, spacious 2-bedroom, 2-bathroom condo nestled ...
From $306 per night (USD)
Expedia
From $178 per night (USD)
VRBO
90 Hideaway Unit 10 just steps to National Forest Trails
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful Remodeled Condo just steps to National Forest Trails This charmingly renovated condominium, just a stone's th ...
From $178 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Designer Condo | Hot Tub Access + Vista Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sanctuary of Silverado | Mountainside Elegance in the Heart of Winter Park Unwind in style at Sanctuary of Silverado, a ...
From $502 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Winter Haus! 2 Bedroom Corner Unit in the heart of Winter Park, Colorado.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Winter Haus! This unique unit combines all the best that Winter Park has to offer. Nestled steps away from th ...
From $166 per night (USD)
VRBO
From $450 per night (USD)
Expedia
The Winter Baker. Near the slopes and Walk to Downtown Winter Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your ideal Winter Park getaway situated in the heart of downtown. Telemark, the building housing this condo, ...
From $450 per night (USD)
Expedia
From $1031 per night (USD)
VRBO
Mary Jane's Dream Home | A True HGTV Dream Home | Private Luxe Lodge
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Welco ...
From $1031 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Upscale condo with full kitchen & shared hot tub - walk to gondola
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Zephyr Mountain Lodge #1511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $330 per night (USD)
Expedia
From $844 per night (USD)
VRBO
New Luxury Villa 211 I Next To Resort I Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $844 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Cozy Winter Park Stay Perfect for Group Travelers | 2 Units | Hot Tubs Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $464 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Winter Park Getaway: Cozy Family-Friendly Room Available, Hotel with Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $230 per night (USD)
VRBO
From $515 per night (USD)
Expedia
King & Bunk, Gravity Haus, Near Downtown, 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $515 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Powder Hound, Gravity Haus Winter Park, Ideal Skier’s Retreat, Gym Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $207 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Rambler Single King, Gravity Haus Winter Park, Gym Access, Downtown Ease
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $196 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Ski In Out Luxury Condo 2403 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 $296 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Modern Stay Near Downtown Winter Park with Hot Tubs & Gym Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $206 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Idlewild King + Twin Bunks, Gravity Haus Winter Park, Outdoor Hot Tub, Central
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $258 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Relaxing Mountain Retreat Ideal for Couple Stay | Skiing or Hike Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $282 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Catwalk Double Queen + Bunks, Gravity Haus Winter Park, Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $254 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Winter Park Family Escape: Modern Room with Downtown Access | Outdoor Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover vibrant Winter Park! Immerse in lively downtown beats, epic skiing adventures, and serene mountain trails—all s ...
From $232 per night (USD)
Expedia
$Hike, Bike, Ski: Winter Park Condo w\/ Deck$
From $186 per night (USD)
VRBO
Hike, Bike, Ski: Winter Park Condo w\/ Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Serene Views | Private Deck | In-Unit Laundry | Family Friendly Discover the perfect escape in Winter Park when you sta ...
From $186 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Luxury Mtn Retreat: Family Friendly, Sleeps 10
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Welcome to Bear Trail Luxury Retreat! This modern mountain home, 2 minutes from Downtown Winter Park, features ...
From $536 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Cute, comfy, well-stocked condo with gorgeous views close to bus stop.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the powder pad! Our place has all the details to make your mountain getaway a fantastic trip. With 2 inviti ...
From $203 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Exclusive Summer Haven: Winter Park Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Winter Park Short Term Rental Registration NO. 024018 Experience the ultimate Rocky Mountain getaway at this exceptional ...
From $304 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Select Unit 1710 - 2BR - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous top floor two bedroom two bathroom condominium at Zephyr Mountain Lodge. Custom cabinets, stainless steel appl ...
From $348 per night (USD)
VRBO
From $722 per night (USD)
Expedia
Hot Tub Soaks, Rooftop Views & Arcade Fun
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Basecamp Luxe | Where Mountain Style Meets Summer Adventure Welcome to Basecamp Luxe, a bold and beautifully reimagined ...
From $722 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Hideaway Park Gem: Pool, Views, Music!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled beside Hideaway Park in downtown Winter Park, our condo provides the perfect blend of relaxation and adventure. ...
From $280 per night (USD)
VRBO
From $221 per night (USD)
Expedia
WinterPark*Ski*CoffeeBar*Pets+*CommunalHotTub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Cozy Winter Park Abode: Your ideal alpine retreat just 3 miles from Winter Park Ski Resort! This designer condo offers m ...
From $221 per night (USD)
Expedia
From $331 per night (USD)
VRBO
NEW LISTING! Value Unit 1422 - 2BR - Zephyr Mountain Lodge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay just 110 feet from the gondola for unbeatable access to mountain adventures! This cozy two-bedroom, two-bathroom c ...
From $331 per night (USD)
VRBO
From $1580 per night (USD)
Expedia
Canopy House | A Stunning Ski In Ski Out Masterpiece
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Discover unparalleled mountain living at Canopy House, a mountain haven nestled amongst the trees in Winter Park. This l ...
From $1580 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Cozy Rustic Condo with Scenic Views & Modern Amenities in Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Viking Alpine Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $259 per night (USD)
VRBO
From $434 per night (USD)
Expedia
210 Sawyer with Private Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
No matter the season—winter, spring, summer, or fall—you'll love our newly renovated mountain retreat. In winter, you're ...
From $434 per night (USD)
Expedia
From $469 per night (USD)
VRBO
4-bedroom Modern Mtn Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Stylish Escape w/ excellent location to all Winter Park and Fraser has to offer. 4 miles to Winter Park Resort, ~20 mi ...
From $469 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Comfy condo next to Gondola
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to your perfect mountain getaway! Nestled in the heart of the charming Winter Park Ski Resort, our comfy Condo o ...
From $342 per night (USD)
Expedia
From $652 per night (USD)
VRBO
4BR Mountain Escape Family Friendly, Sleeps 10
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Escape to the mountains in a modern, upscale home 2 minutes from Downtown Winter Park that features 4BR/3.5BA, ...
From $652 per night (USD)
VRBO
$Luxury Modern Condo w\/ Hot Tub and Views!$
From $452 per night (USD)
Expedia
Luxury Modern Condo w\/ Hot Tub and Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Winter Park Short Term Rental Registration NO. 024870 Experience the perfect blend of luxury and convenience in this stu ...
From $452 per night (USD)
Expedia
From $356 per night (USD)
VRBO
The AlpenGlow House: Private Hot Tub Retreat with Stunning Mountain Views!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
***BRAND NEW LISTING***Discover your perfect mountain retreat in our beautifully furnished 3-bedroom, 3.5-bathroom townh ...
From $356 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Lakota Lookout private hot tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Lakota Lookout Mountain View Townhome | Hot Tub Welcome to your ideal mountain retreat in Winter Park, Colorado! This ...
From $453 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Peaceful 1-bedroom mountain condo in Winter Park
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Relax in this cozy and stylish retreat after enjoying a day in the mountains. The spacious and updated one-bedroom cond ...
From $149 per night (USD)
VRBO
$New 2BD\/2BA Condo - in Winter Park! Walk to restaurants & steps from bus line!$
From $379 per night (USD)
Expedia
New 2BD\/2BA Condo - in Winter Park! Walk to restaurants & steps from bus line!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Brand new build in Timber Fox/ROAM community with fully stocked gourmet kitchen that opens up to the living and dining a ...
From $379 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Trailhead 322 Shared Hot Tub, Pool, Private Balcony, and Grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Accommodating up to eight guests, the condo includes two bedrooms and a hallway sleeping nook. The master bedroom featur ...
From $230 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Comfortable 3 bedroom, private deck, close to downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This charming and welcoming townhome, featuring an in-home sauna, offers ample space and a retro aesthetic, making it an ...
From $283 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Luxury Villa 308 I Next To Resort I Hot Tub I Great Views I Best Price I FREE adventures Daily
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $633 per night (USD)
VRBO
Click For Pricing
Expedia
Music-Themed Luxury 4BR Chalet w Deck, Winter Park
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This beautiful custom 4-bedroom, music-themed condo offers an unbeatable blend of style, comfort, and mountain adventure ...
Click For Pricing
Expedia
From $321 per night (USD)
VRBO
Downtown Winter Park Gem | Walk to Everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winter Park Short Term Rental Registration NO. 024872 Escape to this serene and modern second-floor condo in the heart o ...
From $321 per night (USD)
VRBO
From $897 per night (USD)
Expedia
Rocky Mountain Retreat | Top-Notch Rooftop & Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This brand-new, custom-built 4-bedroom, 3.5-bathroom mountain home offers the perfect blend of upscale design and cozy m ...
From $897 per night (USD)
Expedia
$Luxury Condo In Downtown Winter Park\n$
From $288 per night (USD)
VRBO
Luxury Condo In Downtown Winter Park\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our luxury mountain condominium at Après Winter Park! Enjoy our new construction luxury mountain condo with h ...
From $288 per night (USD)
VRBO
From $142 per night (USD)
Expedia
MODERN NEW BUILD IN WINTER PARK-steps from trail.beautiful ski in out.1 br+den.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
**Charming New Build in Winter Park - Steps from the Trail!** Discover the charm of Winter Park in this inviting 1-bedr ...
From $142 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Winter Park Resort Luxury Getaway with Hot Tub
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Winter Park Short Term Rental Registration NO. 024876 Welcome to Ironhorse Manor, a luxurious woodland retreat nestled i ...
From $674 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Adventure Awaits: Bike & Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your perfect winter getaway at Zephyr Mountain Lodge! This charming condo is ideally located just steps from ...
From $670 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Amenities Deck Level | Walk to Gondola | WP Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Ski Mountain Condo, located in Winter Park Resort's Fraser Crossing Building, Includes Resort Amenities and Ski ...
From $249 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Founders Point Studio! Base of Winter Park Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to our charming studio at Founders Point, located just steps away from the base of Winter Park Ski Reso ...
From $224 per night (USD)
Expedia
$Spacious 1BR, Fireplace, Amenities Deck | WP Resort | Ski-in\/out$
Click For Pricing
VRBO
Spacious 1BR, Fireplace, Amenities Deck | WP Resort | Ski-in\/out
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Escape to the serene beauty of Winter Park with a stay at this delightful 1-bedroom, 1-bath condo, perfect for ...
Click For Pricing
VRBO
$Condo w\/ Spas & Pool: 3 Mi to Winter Park Resort!$
From $157 per night (USD)
Expedia
Condo w\/ Spas & Pool: 3 Mi to Winter Park Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nearby Trails | 3 Mi to Fraser Tubing Hill Centrally located in Winter Park, this cozy 1-bedroom, 1-bath vacation renta ...
From $157 per night (USD)
Expedia
From $296 per night (USD)
VRBO
New Luxury Condo 3409 I Hot Tub I AC 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 $296 per night (USD)
VRBO
$Bullseye Retreat | Luxury Ski Retreat w\/ Hot Tub$
From $883 per night (USD)
Expedia
Bullseye Retreat | Luxury Ski Retreat w\/ Hot Tub
Bedrooms:
8
Bathrooms:
5
Sleeps:
10
This luxurious mountain home designed for travelers seeking style, comfort, and convenience in the heart of Winter Park. ...
From $883 per night (USD)
Expedia

Search Your Destination Now!

Winter Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals