
Winter Park Rentals

- From $577 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 $577 per night (USD)VRBO
- From $344 per night (USD)
VRBO
A Winter Park Gem - Reserve this Gorgeous Townhome Early
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*** All luxury amenities, including new, private hot tub and media center! *** *** Free ski shuttle at property entranc ...
From $344 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Luxury Villa 558 I Great Views I Private Hot Tub I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home with private hot t ...
From $284 per night (USD)VRBO
- From $237 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 $237 per night (USD)VRBO
- From $131 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 $131 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $302 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 $302 per night (USD)VRBO
- From $487 per night (USD)
Expedia
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 $487 per night (USD)Expedia
- From $495 per night (USD)
VRBO
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 $495 per night (USD)VRBO
- From $155 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 $155 per night (USD)Expedia
- From $299 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 $299 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Winter Park Condo Pool, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated rustic two bedroom condo with unbelievable views, sleeps 6 comfortably with two bathrooms for your conve ...
From $176 per night (USD)Expedia
- From $514 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 $514 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Luxury 5 br 4.5 Bath, 2 Primary Bedrooms! Across from WP Ski Resort. Sleeps 12
- 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 $485 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Fantastic Creekside Condo in the town of Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic condo sitting on Vasquez Creek. Completely remodeled unit with new appliances and flooring: everything has bee ...
From $310 per night (USD)VRBO
- From $185 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 $185 per night (USD)VRBO
- From $396 per night (USD)
VRBO
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 $396 per night (USD)VRBO
- From $590 per night (USD)
Expedia
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 $590 per night (USD)Expedia
- From $509 per night (USD)
VRBO
Luxury Loft 33 I Rooftop Hot Tub & Lounge I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Have the ultimate Rocky Mountain experience when you stay at this brand new, expertly appointed custom loft in the heart ...
From $509 per night (USD)VRBO
- From $429 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 $429 per night (USD)Expedia
- From $201 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 $201 per night (USD)VRBO
- From $202 per night (USD)
Expedia
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 $202 per night (USD)Expedia
- From $370 per night (USD)
VRBO
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 $370 per night (USD)VRBO
- From $244 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 $244 per night (USD)Expedia
- From $327 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 $327 per night (USD)VRBO
- From $592 per night (USD)
Expedia
Luxury Villa 307 I Private Hot Tub I Views I Best Price I Discounted Attractions
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Have the ultimate Rocky Mountain experience when you stay at this expertly appointed townhome in the middle of downtown ...
From $592 per night (USD)Expedia
- From $289 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 $289 per night (USD)VRBO
- From $1294 per night (USD)
Expedia
Luxury Home 960 In Resort I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Offering all the comforts of home, our Winter Park Escapes Lakota Arrow Trail Luxury Home, #960, is a favorite of famili ...
From $1294 per night (USD)Expedia
- From $215 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 $215 per night (USD)VRBO
- From $192 per night (USD)
Expedia
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 $192 per night (USD)Expedia
- From $544 per night (USD)
VRBO
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 $544 per night (USD)VRBO
- From $386 per night (USD)
Expedia
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 $386 per night (USD)Expedia
- From $470 per night (USD)
VRBO
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 $470 per night (USD)VRBO
- From $248 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 $248 per night (USD)Expedia
- From $377 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 $377 per night (USD)VRBO
- From $1879 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 $1879 per night (USD)Expedia
- From $266 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 $266 per night (USD)VRBO
- From $246 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 $246 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Ski-in ski-out, Modern Condo, Gourmet Kitchen, Great Amenities, Free Garage +EV!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The "Slopeside Treehouse" (aka CHILL #304) is a spacious, modern condo with high-end finishes and luxury amenities. The ...
From $466 per night (USD)VRBO
- From $331 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 $331 per night (USD)Expedia
- From $777 per night (USD)
VRBO
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 $777 per night (USD)VRBO
- From $156 per night (USD)
Expedia
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 $156 per night (USD)Expedia
- From $223 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 $223 per night (USD)VRBO
- From $193 per night (USD)
Expedia
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 $193 per night (USD)Expedia
- From $462 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 $462 per night (USD)VRBO
- From $772 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 $772 per night (USD)Expedia
- From $511 per night (USD)
VRBO
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 $511 per night (USD)VRBO
- From $658 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 $658 per night (USD)Expedia
- From $214 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 $214 per night (USD)VRBO
- From $393 per night (USD)
Expedia
Luxury Villa 206 I Private Hot Tub I Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Have the ultimate Rocky Mountain experience when you stay at this expertly appointed townhome in the middle of downtown ...
From $393 per night (USD)Expedia
- From $308 per night (USD)
VRBO
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 $308 per night (USD)VRBO
- From $181 per night (USD)
Expedia
GREAT LOCATION! Downtown Winter Park w/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
An elevated, Ro ...
From $181 per night (USD)Expedia
- From $1428 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 $1428 per night (USD)VRBO
- From $331 per night (USD)
Expedia
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 $331 per night (USD)Expedia
- From $281 per night (USD)
VRBO
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 $281 per night (USD)VRBO
- From $254 per night (USD)
Expedia
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 $254 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $367 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 $367 per night (USD)VRBO
- From $178 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 $178 per night (USD)VRBO
- 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 $197 per night (USD)
VRBO
Rustic Elegance,..Late Summer, Fall Colors and Prime 25/26 Ski Dates Available!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Thank you for visiting our Winter Park condominium website! Our condo has recently undergone extensive renovation, inclu ...
From $197 per night (USD)VRBO
- From $536 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 $536 per night (USD)VRBO
- From $196 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 $196 per night (USD)VRBO
- From $226 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 $226 per night (USD)VRBO
- From $235 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 $235 per night (USD)VRBO
- From $295 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 $295 per night (USD)Expedia
- From $399 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 $399 per night (USD)VRBO
- From $318 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 $318 per night (USD)Expedia
- From $294 per night (USD)
VRBO
The Perfect 'Base Camp' for All Your Winter Park Adventures!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo was completely remodeled in 2020. Everything was modernized, and all appliances, furniture, bathrooms are br ...
From $294 per night (USD)VRBO
- From $229 per night (USD)
Expedia
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 $229 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Perfect Location in Downtown - On the river, walk to Hernandos!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Location, location, location! Our condo is on the second floor of building 21 and overlooks the Fraser River. The free ...
From $254 per night (USD)VRBO
- From $378 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 $378 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
As a mother of a little one, we take cleaning seriously! Several key things: 1. We clean with commercial grade cleaner ...
From $354 per night (USD)VRBO
- From $574 per night (USD)
Expedia
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 $574 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 $164 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 $164 per night (USD)Expedia
- From $218 per night (USD)
VRBO
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 $218 per night (USD)VRBO
- From $415 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 $415 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Luxury Villa 524 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with al ...
From $278 per night (USD)VRBO
- From $246 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 $246 per night (USD)Expedia
- From $373 per night (USD)
Expedia
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)Expedia
- From $372 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 $372 per night (USD)VRBO
- From $352 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 $352 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Newly renovated Winter Park condo on the Fraser River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our newly remodeled Winter Park condo sits on the Fraser River, 1 block from Main Street with easy access to the free Sk ...
From $156 per night (USD)Expedia
- From $736 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 $736 per night (USD)VRBO
- From $731 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
Enjoy the ultimate Rocky Mountain experience when you stay at this rare slope-side paradise located right on the river, ...
From $731 per night (USD)Expedia
- From $361 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 $361 per night (USD)VRBO
- From $156 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 $156 per night (USD)Expedia
- From $144 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 $144 per night (USD)VRBO
- From $243 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 $243 per night (USD)Expedia
- From $235 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 $235 per night (USD)VRBO
- From $168 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 $168 per night (USD)VRBO
- From $359 per night (USD)
VRBO
FOR RENT 3bd 3 bath,hottub,national forest,Trestle Bike Park,1.1 mile to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
For Rent - May 15 - Nov. 15, 2025 Our "Blue Sky Condo" is a perfect location with 'out the door access' to all that th ...
From $359 per night (USD)VRBO
- From $272 per night (USD)
Expedia
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 $272 per night (USD)Expedia
- From $639 per night (USD)
VRBO
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)VRBO
- From $409 per night (USD)
VRBO
Luxury Townhome in Beautiful Rocky Mountain Setting
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful mountain townhouse features all the comforts of home. The master bedroom features a king-sized bed and a ...
From $409 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $480 per night (USD)
VRBO
Slopeside Luxury Villa 90 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Have the ultimate Rocky Mountain experience when you stay at this amazing Winter Park vacation rental just minutes from ...
From $480 per night (USD)VRBO
- From $165 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 $165 per night (USD)VRBO