James Peak Protection Area Rentals
- From $2203 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 $2203 per night (USD)VRBO
- From $454 per night (USD)
Expedia
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $454 per night (USD)Expedia
- From $280 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 $280 per night (USD)VRBO
- From $219 per night (USD)
Expedia
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 $219 per night (USD)Expedia
- From $694 per night (USD)
VRBO
Ideally Located Winter Park Townhouse w\/ Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Book your next Rocky Mountain retreat to the 'Byrd House,' a lavish 3-bedroom, 3-bathroom vacation rental townhouse just ...
From $694 per night (USD)VRBO
- From $529 per night (USD)
VRBO
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1418 ZEPHYR MOUNTAIN LODGE SLOPESIDE 2 BR, 2 BA, sleeps 6 VRBO# 234948 Town of Winter Park, Colorado Short-Term Renta ...
From $529 per night (USD)VRBO
- From $696 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 $696 per night (USD)VRBO
- From $619 per night (USD)
Expedia
New Luxury Villa 268 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $619 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Ski-in\/ski-out modern condo w\/access to shared hot tub, firepit & fire place
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $314 per night (USD)VRBO
- From $663 per night (USD)
Expedia
SPACIOUS home w\/Yoga Studio, private hot tub, mountain views & JUST REMODELED
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 9
This home will be your true mountain paradise with stunning views of the valley below and the vast Continental Divide!! ...
From $663 per night (USD)Expedia
- From $642 per night (USD)
VRBO
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
- Bedrooms:
- 3
- 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 $642 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Unique dog-friendly townhome with hot tub & fireplace - walk to shops & eateries
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Sawyer 211 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $413 per night (USD)Expedia
- From $921 per night (USD)
VRBO
Luxury 5 br 4.5 Bath, 2 Primary Bedrooms! Across from WP Ski Resort. Sleeps 12
- Bedrooms:
- 5
- 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 $921 per night (USD)VRBO
- From $274 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 $274 per night (USD)VRBO
- From $474 per night (USD)
VRBO
Luxe townhome next to \"Lift\" to WP ski resort; private hot tub, mountain views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Upgraded 3-bedroom townhome in Rendezvous! Location, location, location…on a private cul-de-sac in the premier Rendezvo ...
From $474 per night (USD)VRBO
- From $623 per night (USD)
Expedia
Trailhead 812 Pet Friendly Downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Trailhead Lodges is conveniently located in downtown Winter Park, just across from the Rendezvous event stage at Hideawa ...
From $623 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Ski-In Ski-Out Studio with Desirable Amenities at Iron Horse
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
This updated studio is situated in one of the best locations at Iron Horse Condominiums. A cozy unit close to amenities, ...
From $150 per night (USD)VRBO
- From $1178 per night (USD)
Expedia
Base Camp 462 | 🐕 Pet-Friendly | Walk Out to Corridor Trail | Bubbly Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Base Camp 462 is a luxurious townhome nestled amongst the pines that boasts high-end amenities, luxury design & decor an ...
From $1178 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Ski-In\/Ski-Out At IronHorse Resort 4033
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly remodeled hot tubs and pool deck. To be open soon but subject to COVID rules to be determined. ** You must be ...
From $262 per night (USD)VRBO
- From $707 per night (USD)
Expedia
New Luxury Loft 33 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $707 per night (USD)Expedia
- From $517 per night (USD)
VRBO
Perfect Location! - EV charger, downtown, shuttle, + private hot tub & garage!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
This gorgeously appointed townhome is perfectly situated within walking distance to downtown WP and the shuttle to Winte ...
From $517 per night (USD)VRBO
- From $304 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 $304 per night (USD)VRBO
- From $574 per night (USD)
VRBO
New Luxury Mountain Villa 139 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 $574 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Mountain getaway near the slopes with pool, hot tub, river view, fast WiFi & AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $311 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
NOTICE: The Fraser Crossing/Founders Pointe amenity decks will be closed for construction between April and November 202 ...
From $301 per night (USD)VRBO
- From $391 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 $391 per night (USD)Expedia
- From $487 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 $487 per night (USD)VRBO
- From $860 per night (USD)
Expedia
Luxury Villa 307 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $860 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Exceptional 3 bedroom sleeps 10 on Main St in downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exceptional 3 bedroom, 3 bath sleeping up to 10 - completely renovated January 2019. Located on the 5th floor of the bui ...
From $586 per night (USD)VRBO
- From $1441 per night (USD)
Expedia
Luxury Home 960 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1441 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Remodeled, Ground Level, Family Friendly Mountain Haven Flexible cancellation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Tastefully remodeled to suit your family's needs. End unit, ground floor situated only steps from trailheads, rivers, a ...
From $249 per night (USD)VRBO
- From $554 per night (USD)
Expedia
Fraser Cabin w\/ Hot Tub & Mountain Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
- 2,488 Sq Ft - Fireplace - Gas Grill Enjoy a mountain escape at this cabin in Fraser! Boasting a private hot tub, a fi ...
From $554 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Upscale Indian Themed PENTHOUSE. On Ski Access Level. Xmas open 12\/23-25, 29-31
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
QUEEN Bed and Full size Sofa Bed. Time to start thinking about ski season if you want to assure you get a beautiful, we ...
From $400 per night (USD)VRBO
- From $871 per night (USD)
Expedia
New Ski In Out Luxury Loft 103 I Hot Tub I Gym I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $871 per night (USD)Expedia
- From $475 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 $475 per night (USD)VRBO
- From $961 per night (USD)
Expedia
Private Hot Tub, Fire Pit, outdoor grill & views of the ski runs! >STR#008934
- Bedrooms:
- 4
- 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 $961 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Alpine Charm in Downtown Winter Park - Free Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Winter Park Short Term Rental Registration NO. 019098 Willows Way building is centrally located in downtown Winter Pa ...
From $478 per night (USD)VRBO
- From $901 per night (USD)
Expedia
Zephyr Mountain Lodge 1420 Ski-In\/Ski-out Winter Park Resort base
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $901 per night (USD)Expedia
- From $1017 per night (USD)
VRBO
New Luxury Mountain Chalet 94 I Hot Tub I Great Views 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 $1017 per night (USD)VRBO
- From $2503 per night (USD)
Expedia
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
- Bedrooms:
- 5
- 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 $2503 per night (USD)Expedia
- From $321 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 $321 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Zephyr Slopeside, Ski-in\/out | Hot Tub | WP Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Ski Mountain Condo, located in Winter Park Resort's Zephyr Mountain Lodge Slopeside Building, Includes Resort A ...
From $387 per night (USD)Expedia
- From $965 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 $965 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Cozy tri-level townhome close to downtown and good rental for couples
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This three level town home located in Winter Park is just delightful! Located in a quiet neighborhood, but close to Main ...
From $392 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Walkable, well-appointed riverside condo with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hi Country Haus 14-5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $221 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Downtown Winter Park Condo - 3 Miles to Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $410 per night (USD)Expedia
- From $238 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 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $238 per night (USD)VRBO
- From $393 per night (USD)
Expedia
Dog Friendly Townhouse w\/Private Deck, Gas Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mountain Sky Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $393 per night (USD)Expedia
- From $479 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 $479 per night (USD)VRBO
- From $932 per night (USD)
Expedia
Spacious Home w\/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen
- Bedrooms:
- 4
- 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 $932 per night (USD)Expedia
- From $1012 per night (USD)
VRBO
Upscale Retreat w\/Mountain Views, Private Hot Tub - Walk to Winter Park Lift
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The Antlers 200 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1012 per night (USD)VRBO
- From $877 per night (USD)
Expedia
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 $877 per night (USD)Expedia
- From $681 per night (USD)
VRBO
Tree-Lined Townhome Downtown w\/Private Hot Tub, Slope Views, Fireplace, WiFi
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Red Quill Village Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $681 per night (USD)VRBO
- From $554 per night (USD)
Expedia
Luxury Villa 206 I Private Hot Tub I Views 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 $554 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Luxurious 2 bedroom, plenty of unit amenities, slope side location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Take advantage of being slope side in this exceptional 2 bedroom plus, 3 bath condominium at the Iron Horse Resort on th ...
From $510 per night (USD)VRBO
- From $512 per night (USD)
Expedia
GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Explore our Under-Construction Discount! Take advantage of reduced rates while we address the aftermath of a water mai ...
From $512 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Slopeside Sanctuary - Penthouse < 1 Mi to Lifts!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Fit for adventurers, snowbirds, families, or groups looking for a getaway, this 3-bedroom + loft, 3.5-bathroom Winter Pa ...
From $667 per night (USD)VRBO
- From $953 per night (USD)
Expedia
Pet friendly 2 bedroom, walk to Main Street, forest view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Trailhead 422 is conveniently located next to the Rendezvous Event Center and a short walk from all the music, food, and ...
From $953 per night (USD)Expedia
- From $432 per night (USD)
VRBO
New Luxury Loft 10 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 $432 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Live Music Views from Hideaway Park with Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Winter Park Short Term Rental Registration NO. 008304 Nestled beside Hideaway Park in downtown Winter Park, our condo p ...
From $331 per night (USD)Expedia
- Click For Pricing
VRBO
Modern Winter Park Ski Condo Near the Ski Shuttle!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $598 per night (USD)
VRBO
Walk to the base! Inside the WP gates! Complete Remodel w\/private hot tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Located just one Block from the Winter Park base, this completely remodeled townhouse offers a superb location and incre ...
From $598 per night (USD)VRBO
- From $220 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 $220 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 $828 per night (USD)
VRBO
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Welcome to your mountain getaway! This townhome has everything you need for your Winter Park trip. Gorgeous views yea ...
From $828 per night (USD)VRBO
- From $296 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 $296 per night (USD)VRBO
- From $451 per night (USD)
VRBO
Spacious 3 Bedroom + Kids Bunk Loft, 2 Living Areas, Cabin Feel & Great Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Mountain home offers a cabin-in-the-woods feel, peekaboo mountain views and room to breathe for a fantastic vacation or ...
From $451 per night (USD)VRBO
- From $494 per night (USD)
VRBO
TRAILHEAD LODGES 223: Book for ski season 2025! Ask about March 7day discounts.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A few booking stipulations for ski season 24/25: -MLK weekend is a minimum of 4 night stay (either 1/16/25-1/20/25 OR 1 ...
From $494 per night (USD)VRBO
- From $316 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 $316 per night (USD)VRBO
- From $693 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 $693 per night (USD)Expedia
- From $652 per night (USD)
VRBO
Arrow 288 Rooftop 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 $652 per night (USD)VRBO
- From $407 per night (USD)
Expedia
The Adventure Loft! In town, view of Hideaway Park from the deck!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the New Adventure Loft in the Trailhead Lodges! Our condo is across the street from Hideaway Park with a free ...
From $407 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Riverfront Rendezvous! IKON Destination & Private Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Why Riverfront Rendezvous? Rendezvous is a mountain home resort community located in Winter Park, Colorado - Denver's cl ...
From $392 per night (USD)VRBO
- From $319 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 $319 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Perfect Location in Downtown - On the river, walk to Hernandos!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, location, location! Our condo is on the second floor of building 21 and overlooks the Fraser River. The free ...
From $267 per night (USD)VRBO
- From $777 per night (USD)
VRBO
True ski in\/out--Jan 19open. Do not hit request to book without asking
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $777 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Winter Park Mountain Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury 3 bedroom/3 bath townhome, only 5-minute drive from Winter Park and Mary Jane ski resorts. Located in the beautif ...
From $286 per night (USD)VRBO
- From $430 per night (USD)
VRBO
Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
As a mother of a little one, we take cleaning seriously! Several key things: 1. We clean with commercial grade cleaner ...
From $430 per night (USD)VRBO
- From $311 per night (USD)
VRBO
Riverfront Condo In The Heart Of Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winter Park Short-Term Rental Registration No. 004830. Welcome to our 3 bedroom, 2 bathroom condo just steps away from ...
From $311 per night (USD)VRBO
- From $768 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 $768 per night (USD)VRBO
- From $406 per night (USD)
VRBO
Ski in \/ ski out family friendly condo w\/access to pool, hot tub & game room
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This nice 1 bedroom condo at a ski-in/ski-out property located at the corridor run connecting base of Mary Jane to the b ...
From $406 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Spacious & Modern townhome, sleeps 10, private hot tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This beautifully appointed townhome has a big house feel with 1764 square feet on two levels. The main level entry has ...
From $488 per night (USD)Expedia
- From $182 per night (USD)
VRBO
1 bedroom condo - ground floor and cute interior design
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $182 per night (USD)VRBO
- From $719 per night (USD)
VRBO
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly
- Bedrooms:
- 3
- 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 $719 per night (USD)VRBO
- From $561 per night (USD)
VRBO
Luxury Villa 524 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $561 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Be in the center of it all! Gorgeous condo with spectacular views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly developed, center of town, overlooking main street! This 2 bed, 2 baths, offers gorgeous views of mountains while ...
From $404 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Walkable, Dog-Friendly, Downtown Condo with Fast WiFi, Shared Pool, & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Trailhead 511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $330 per night (USD)VRBO
- From $596 per night (USD)
VRBO
50's Ski Town Meets Modern Flair
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location, location! Bring back the 50's skiing era mixed with updated flair. This place is so special to me ...
From $596 per night (USD)VRBO
- From $452 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 $452 per night (USD)VRBO
- From $690 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 $690 per night (USD)Expedia
- From $1050 per night (USD)
VRBO
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Step into rustic paradise at Lakota Dreamcatcher 133; The perfect retreat for your next luxury mountain getaway. Spend t ...
From $1050 per night (USD)VRBO
- From $1081 per night (USD)
Expedia
Slopeside River Front Luxury Chalet I Hot Tub I Firepit I Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1081 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!
- Bedrooms:
- 4
- 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 $460 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Newly Furnished Condo w\/ fireplace. Easy & private Access to shared Hot Tub.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
NOTE THAT THE HOT TUBS AND AMENITY DECKS AT FOUNDERS POINTE & FRASER CROSSING ARE CLOSED as new hot tubs are being insta ...
From $407 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Cozy Mountain Escape for families. With ski in\/ski out, pool & hot tub access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
POOL / HOT TUB Pool deck hours Monday - Sunday 8 a.m. - 10 p.m. Beautifully updated one bedroom condo located just ...
From $651 per night (USD)VRBO
- From $592 per night (USD)
Expedia
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $592 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Top floor Ski in\/out condo by Corridor Run, pool, hot tub access REMODELED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
POOL / HOT TUB Pool deck hours Monday - Sunday 8 a.m. - 10 p.m. True ski in and ski out! Go down one flight of stai ...
From $800 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Ground-floor studio with mountain views, grill, pool, hot tub, & fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Winter Park River Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $190 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Ski In \/ Ski Out oversided condo right at the base. Access to shared hot tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $453 per night (USD)VRBO
- From $450 per night (USD)
Expedia
New Luxury Loft 14 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 $450 per night (USD)Expedia