
James Peak Protection Area Rentals
- From $618 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 $618 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Luxury Villa 558 I Great Views I Private Hot Tub I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Telemark Luxury Condo #558, a stunning retreat nestled in the heart of Winter Park, Colorado. This beautifull ...
From $304 per night (USD)Expedia
- From $249 per night (USD)
VRBO
AWESOME location in this light and bright High Country Haus 3BR/2Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this beautiful 3 bedroom, 2 bath end unit with a private balcony/porch area and lots of space! Porch overlooks ope ...
From $249 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Winter Park Studio Condo - 5 Mins to Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready for an epic mountainside getaway when you stay at this vacation rental studio in Winter Park. The condo offers ...
From $175 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $362 per night (USD)
VRBO
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1418 ZEPHYR MOUNTAIN LODGE SLOPESIDE 2 BR, 2 BA, sleeps 6 VRBO# 234948 Town of Winter Park, Colorado Short-Term Renta ...
From $362 per night (USD)VRBO
- From $633 per night (USD)
VRBO
Huge Penthouse w/Great Views Large Deck With Heated Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
LISTING DESCRIPTION: This is one of four penthouses on the resort. 3bed/ 2 bath approx. 1500 sq ft unit that looks over ...
From $633 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Luxury Villa 268 I Private Rooftop Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the Arrow Luxury Rooftop Townhome 268, a stunning retreat nestled in the heart of Winter Park, Colorado. This e ...
From $560 per night (USD)Expedia
- From $267 per night (USD)
VRBO
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 $267 per night (USD)VRBO
- From $1675 per night (USD)
Expedia
Spacious remodeled home w/Yoga Studio, private hot tub, mountain views.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
This home will be your true mountain paradise with stunning views of the valley below and the vast Continental Divide!! ...
From $1675 per night (USD)Expedia
- From $319 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 $319 per night (USD)VRBO
- From $507 per night (USD)
Expedia
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 $507 per night (USD)Expedia
- From $714 per night (USD)
VRBO
Luxury 5br 4.5 Bath, 2 Primary Bedrooms! Across from Ski Resort. License 005650
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our 5 bedroom luxury town home located directly across from the Winter Park Ski Resort. This well appointed T ...
From $714 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Beautiful and cozy 2bd 1ba in ideal downtown Winter Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Crestview Place offers Winter Park's most convenient in-town condominium lodging choice. We are steps away from a variet ...
From $255 per night (USD)VRBO
- From $507 per night (USD)
VRBO
Luxury Townhome by Lift to Winter Park; Private Hot Tub, Views, Premium Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
STR Lic#: 002644 Upgraded 3-bedroom townhome in Rendezvous! Location, location, location…on a private cul-de-sac in the ...
From $507 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Trailhead 812 Pet Friendly Downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Trailhead Lodges is conveniently located in downtown Winter Park, just across from the Rendezvous event stage at Hideawa ...
From $355 per night (USD)Expedia
- From $694 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 $694 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Ski-In/Ski-Out At IronHorse Resort 4033
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ski-In/Ski-out studio condominium at Winter Park. Iron Horse has an on-site underground parking, ski rental, pool, hot ...
From $259 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury Loft 33 I Rooftop Hot Tub & Lounge I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to the Row Luxury Roof Top Loft #33, a stunning townhome nestled in the heart of Winter Park, Colorado. This exq ...
Click For PricingVRBO
- From $482 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 $482 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
COMFY studio on the MOST DESIRABLE 5th floor with DIRECT ski-in ski-out access to the Corridor Run and the Winter Park b ...
From $222 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Mountain Villa 139 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with al ...
Click For PricingExpedia
- From $301 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 $301 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
An unbeatable location, Fraser Crossing is a contemporary vacation rental only 150 yards from the base of the Winter Par ...
From $254 per night (USD)Expedia
- From $327 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 $327 per night (USD)VRBO
- From $400 per night (USD)
VRBO
New Private Hot Tub: Downtown, Walk to Town, Pets OK, Luxury Finishes, Near Bus
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
ONLY RENTABLE UNIT IN TRAILHEAD LODGES WITH PRIVATE HOT TUB! Enjoy an epic mountain vacation with less hassle. The owne ...
From $400 per night (USD)VRBO
- From $673 per night (USD)
VRBO
Luxury Villa 307 I Private Hot Tub I Views I Best Price I Discounted Attractions
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Red Quill Luxury Villa 307, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite ...
From $673 per night (USD)VRBO
- From $462 per night (USD)
Expedia
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 $462 per night (USD)Expedia
- From $1298 per night (USD)
VRBO
Luxury Home 960 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the ultimate mountain retreat at Lakota Arrow Trail Luxury Home 960, perfectly situated next to Winter Park Res ...
From $1298 per night (USD)VRBO
- From $210 per night (USD)
Expedia
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 $210 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Upscale Indian Themed PENTHOUSE On Ski Access Level. Vaulted ceiling.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
QUEEN Bed and Full size Sofa Bed. No separate bedroom. Beautiful, well equipped !!! Undivided host attention. Due to ...
From $156 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Ski In Out Luxury Loft 103 I Hot Tub I Gym I Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the Chill Ski In/Out Luxury Condo #103, a stunning retreat nestled in the heart of Winter Park Resort. This l ...
From $550 per night (USD)Expedia
- From $397 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 $397 per night (USD)VRBO
- From $546 per night (USD)
Expedia
Private Hot Tub, Fire Pit, outdoor grill & views of the ski runs! >STR#008934
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom 3 bath in upscale Lakota neighborhood. Fully remodeled primary suite summer ‘23. Wonderful views of ski area a ...
From $546 per night (USD)Expedia
- From $346 per night (USD)
VRBO
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 $346 per night (USD)VRBO
- From $672 per night (USD)
Expedia
Luxury Mountain Chalet 94 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the Rendezvous Moose Horn Luxury Chalet #94, a stunning mountain retreat nestled in the heart of Winter Park, ...
From $672 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Rustic Condo with Modern Amenities, Free Bus &Walk to Slopes-Adventure Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Easy, Code Check-In. Authentically rustic condo within walking distance to the base of Winter Park Ski Area- The Heart o ...
From $402 per night (USD)VRBO
- From $1924 per night (USD)
Expedia
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 $1924 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Ski-in/ski-out mountain getaway w/ a shared, indoor/outdoor pool & hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Iron Horse Studio Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $276 per night (USD)VRBO
- From $316 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 $316 per night (USD)Expedia
- From $616 per night (USD)
VRBO
The \"Powder Day\" of Ski Condos! Ski-in Ski-out, Great Vibe, Chef's Kitchen + 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. If ...
From $616 per night (USD)VRBO
- From $429 per night (USD)
Expedia
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 $429 per night (USD)Expedia
- From $206 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 $206 per night (USD)VRBO
- From $260 per night (USD)
VRBO
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 $260 per night (USD)VRBO
- From $192 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 $192 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Dog Friendly Townhouse w/Private Deck, Gas Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mountain Sky Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $369 per night (USD)Expedia
- From $454 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 $454 per night (USD)VRBO
- From $765 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 $765 per night (USD)Expedia
- From $629 per night (USD)
VRBO
Tree-Lined Home with Private Hot Tub, Gas Fireplace, Shuffleboard & WiFi
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Big Moose Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $629 per night (USD)VRBO
- From $623 per night (USD)
Expedia
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 $623 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Luxury Villa 206 I Private Hot Tub I Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Red Quill Luxury Villa 206, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite ...
From $478 per night (USD)VRBO
- From $347 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 $347 per night (USD)Expedia
- From $265 per night (USD)
VRBO
GREAT LOCATION! Downtown Winter Park w/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
An elevated, Ro ...
From $265 per night (USD)VRBO
- From $1435 per night (USD)
VRBO
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)VRBO
- From $365 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 $365 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Luxury Loft 10 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the ultimate mountain retreat at Hideaway Station Luxury Loft #10, nestled in the heart of Winter Park, Colorad ...
From $295 per night (USD)Expedia
- From $327 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 $327 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 PricingExpedia
- From $421 per night (USD)
VRBO
Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just one Block from the Winter Park base, this completely remodeled townhouse offers a superb location and incre ...
From $421 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Renovated, steps to restaurants, mountain views, on free bus route
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LOCATION, LOCATION, LOCATION Steps from Winter Park restaurants, shops, Fraser River Trail and free bus route. Complete ...
From $225 per night (USD)Expedia
- From $417 per night (USD)
VRBO
\"The Lazy Z @ Winter Park”: On the Fraser River & Downtown!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Questions: Contact Jim "The Lazy Z @ Winter Park": 3 Bedrooms, 3 Baths – Views Views Views! This brand new complex is i ...
From $417 per night (USD)VRBO
- From $555 per night (USD)
VRBO
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Welcome to your mountain getaway! This townhome has everything you need for your Winter Park trip. Gorgeous views yea ...
From $555 per night (USD)VRBO
- From $248 per night (USD)
VRBO
Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This studio condo is the perfect location whether you are looking to ski or bike, enjoy the festivals in Winter Park, or ...
From $248 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Enjoy the vibe of the village of Winter Park- steps from 3BR ultra-clean condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
TRAILHEAD LODGES 223 (Buiding 2, 2nd Floor, Unit 223) A few booking stipulations for ski season 24/25: -MLK weekend is ...
From $302 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Fantastic studio at the Base of Winter Park.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Achieve your Rocky Mountain dream vacation with a stay in Founders Pointe located at the base of Winter Park Ski Resort. ...
From $281 per night (USD)VRBO
- From $472 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 $472 per night (USD)Expedia
- From $400 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 $400 per night (USD)VRBO
- From $401 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 $401 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Riverfront Rendezvous! IKON Destination & Private Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Why Riverfront Rendezvous? Rendezvous is a mountain home resort community located in Winter Park, Colorado - Denver's cl ...
From $381 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Iron Horse Studio w/ Resort Amenities; Walk to WP!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whether you're a snow bunny, spring skier, mountain biker, or autumn leaf peeper, book this studio for a front-row spot ...
From $291 per night (USD)VRBO
- From $548 per night (USD)
VRBO
True ski in out. -do not hit request to book without asking please
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
PLEASE DO NOT USE “BOOK IT NOW” BUTTON FOR FIRST INQUIRY. SCROLL DOWN TO OWNER AND CLICK “ASK OWNER A QUESTION” TO DISCU ...
From $548 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Be one of the first to stay in this newly constructed beautiful mountain modern condo. Top floor unit provides except ...
From $377 per night (USD)Expedia
- From $590 per night (USD)
VRBO
Riverfront Condo with Amazing Ski Slope Views overlooking the Fraser River!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Questions: Contact Jim @ 303-204-1233 "The Trademark @ Winter Park”: 3 Bedrooms, 2 Baths – Views Views Views! This comp ...
From $590 per night (USD)VRBO
- From $223 per night (USD)
Expedia
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 $223 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Spacious & Modern townhome, sleeps 10, private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This beautifully appointed townhome has a big house feel with 1764 square feet on two levels. The main level entry has ...
From $466 per night (USD)VRBO
- From $185 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 $185 per night (USD)Expedia
- From $460 per night (USD)
VRBO
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Look no further for your perfect mountain getaway in any season...return from your outdoor adventures to the warmth of t ...
From $460 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Luxury Villa 524 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Telemark Luxury Condo #524, a stunning retreat nestled in the heart of Winter Park, where breathtaking mounta ...
From $290 per night (USD)Expedia
- From $290 per night (USD)
VRBO
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 $290 per night (USD)VRBO
- From $522 per night (USD)
VRBO
50's Ski Town Meets Modern Flair
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location, location, location! Bring back the 50's skiing era mixed with updated flair. This place is so special to me ...
From $522 per night (USD)VRBO
- From $328 per night (USD)
VRBO
4BR, 3 bth DOWNTOWN townhome, New Hot Tub, Best location in town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect 4BR/3BTH vacation rental for a large family or multiple families downtown Winter Park! Main level features maste ...
From $328 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Newly renovated Winter Park condo on the Fraser River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Our newly remodeled Winter Park condo sits on the Fraser River, 1 block from Main Street with easy access to the free Sk ...
From $167 per night (USD)Expedia
- From $1162 per night (USD)
VRBO
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 $1162 per night (USD)VRBO
- From $670 per night (USD)
Expedia
Slopeside River Front Luxury Chalet I HotTub I Firepit I Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Slopeside Luxury River Front Chalet, a stunning custom home nestled along the serene banks of the river i ...
From $670 per night (USD)Expedia
- From $381 per night (USD)
VRBO
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 $381 per night (USD)VRBO
- From $278 per night (USD)
Expedia
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 $278 per night (USD)Expedia
- From $309 per night (USD)
VRBO
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 $309 per night (USD)VRBO
- From $338 per night (USD)
Expedia
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 $338 per night (USD)Expedia
- From $388 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 $388 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Ski In / Ski Out oversided condo right at the base. Access to shared hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is one of the larger one bedroom units and sleeps 4. It has an upgraded full kitchen with granite counters and bar ...
From $245 per night (USD)VRBO
- From $306 per night (USD)
VRBO
Luxury Loft 14 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to the Hideaway Station Luxury Corner Loft 14, a stunning retreat nestled in the heart of Winter Park, Colorado. ...
From $306 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
- Click For Pricing
VRBO
Ski In Out Luxury Penthouse 1703 I Hot Tub I Ski Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort penthouse. O ...
Click For PricingVRBO
- From $457 per night (USD)
Expedia
Slopeside Luxury Villa 90 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Slopeside Trademark Luxury Villa 90, a stunning retreat nestled in the heart of Winter Park Resort. This ...
From $457 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Beautiful Mountain Home - Comfortably Removed Yet Close to All-Season Activities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy the conveniences of being close to both Downtown Winter Park and Winter Park Ski Resort, while in a serene mo ...
From $319 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Ski-in/Ski-out condo right at the base with access to 2 shared hot tubs.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just steps away from being on the mountain, you will enjoy everything this updated one bedroom Zephyr Mountain Lodge con ...
From $297 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Luxury condo w/underground parking. Only minutes from slopes. Shared hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Very comfortable and tastefully decorated luxury 1800 square foot townhome 1/4 mile from the base area. You will enjo ...
From $377 per night (USD)VRBO
- From $277 per night (USD)
Expedia
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 $277 per night (USD)Expedia
- From $362 per night (USD)
VRBO
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 $362 per night (USD)VRBO
- From $297 per night (USD)
Expedia
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 $297 per night (USD)Expedia




































































































