Winter Park Rentals
- From $498 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 $498 per night (USD)VRBO
- From $264 per night (USD)
VRBO
A Winter Park Gem - Reserve this Gorgeous Townhome Early
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
*** All luxury amenities, including new, private hot tub and media center! *** *** Free ski shuttle at property entranc ...
From $264 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Luxury Villa 558 Great Views & Hot Tub \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $250 per night (USD)VRBO
- From $213 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 $213 per night (USD)VRBO
- From $72 per night (USD)
VRBO
Winter Park Studio Condo - 5 Mins to Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Get ready for an epic mountainside getaway when you stay at this vacation rental studio in Winter Park. The condo offers ...
From $72 per night (USD)VRBO
- From $274 per night (USD)
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 ...
From $274 per night (USD)Expedia
- From $144 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 $144 per night (USD)VRBO
- From $224 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 $224 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Duplex in Winter Park - Great Layout - Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy our nicely furnished two level duplex located above the town of Winter Park. Stroll ten minutes into town, or walk ...
From $270 per night (USD)VRBO
- From $434 per night (USD)
Expedia
New Luxury Villa 268 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $434 per night (USD)Expedia
- From $152 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
Hot Tub Renovation Project Tentative Schedule: The anticipated Start date is April 29th, 2024. Project work hours are 7 ...
From $152 per night (USD)VRBO
- From $272 per night (USD)
Expedia
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 $272 per night (USD)Expedia
- From $596 per night (USD)
VRBO
New Luxury Loft 17 \/ Rooftop Hot Tub & Lounge \/ Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $596 per night (USD)VRBO
- From $157 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 $157 per night (USD)Expedia
- From $197 per night (USD)
VRBO
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 $197 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $182 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 $182 per night (USD)VRBO
- From $125 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 $125 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Pet Friendly, luxurious home, private hot tub and more!
- Bedrooms:
- 3
- 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 $453 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Base Camp 462 | 🐕 Pet-Friendly | Walk Out to Corridor Trail | Bubbly Hot Tub
- Bedrooms:
- 5
- 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 $440 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Ski-In\/Ski-Out At IronHorse Resort 4033
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 $200 per night (USD)VRBO
- From $463 per night (USD)
VRBO
New Luxury Loft 33 \/ Rooftop Hot Tub & Lounge \/ Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $463 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Winter Park Home w\/Trail Access and Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Perfect mountain getaway any time of year! This beautiful, bright 3-bed/3.5-bath townhome has a prime location. Nestled ...
From $288 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Perfect Location - downtown, shuttle to WP resort PLUS 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 $305 per night (USD)VRBO
- From $145 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 $145 per night (USD)VRBO
- From $93 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 $93 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
An unbeatable location, Fraser Crossing is a contemporary vacation rental only 150 yards from the base of the Winter Par ...
From $147 per night (USD)Expedia
- From $254 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 $254 per night (USD)VRBO
- From $274 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 $274 per night (USD)VRBO
- From $497 per night (USD)
VRBO
Luxury Villa 307 \/ Private Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $497 per night (USD)VRBO
- Click For Pricing
Expedia
2 bedroom, open floor plan, gas fireplace, private deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A first floor unit with 1,200 square feet of living space that offer 2 bedrooms and 2 bathrooms. The open living room w ...
Click For PricingExpedia
- Click For Pricing
VRBO
Spacious 2 bedroom, mt views, gas fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern dec ...
Click For PricingVRBO
- From $223 per night (USD)
Expedia
Exceptional 3 bedroom sleeps 10 on Main St in downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Exceptional 3 bedroom, 3 bath sleeping up to 10 - completely renovated January 2019. Located on the 5th floor of the bui ...
From $223 per night (USD)Expedia
- From $1408 per night (USD)
VRBO
Luxury Home 960 Next To Resort \/ Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $1408 per night (USD)VRBO
- From $181 per night (USD)
Expedia
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 $181 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Indian Themed PENTHOUSE. Now Booking next Ski Season. No opening prior to 11\/1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
QUEEN Murphy Bed and Full size Sofa Bed. Now booked solid until Nov 1 2024! Time to start thinking about next ski seaso ...
From $179 per night (USD)VRBO
- From $430 per night (USD)
Expedia
New Ski In\/Out Luxury Loft 103 \/ Hot Tub \/ Gym \/ Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $430 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- From $403 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 $403 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Alpine Charm in Downtown Winter Park - Views Included, Steps to Everything
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Willows Way 104 - a SkyRun Winter Park Property Willows Way building is centrally located in downtown Winter Park tow ...
From $310 per night (USD)VRBO
- Click For Pricing
Expedia
Panoramic Mountain Views | Garage | King Bed | 1,300+ sqft | Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Your 3BR/3BA 1,300+ sqft condo awaits you at the top of Vasquez Road with some of the best views of the valley and mount ...
Click For PricingExpedia
- From $195 per night (USD)
VRBO
Ski-In\/Ski-out Slope side 1420 stay at the 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 $195 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Creekside Winter Park Condo < 1 Mi to Main St
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highlighted by its easy access to year-round adventure at Winter Park Resort, this cozy retreat is the perfect home-away ...
From $141 per night (USD)Expedia
- From $448 per night (USD)
VRBO
New Luxury Villa 298 \/ Rooftop Hot Tub \/ Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $448 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Modern 2 BR\/2 BA Condo in Downtown Winter Park! Walk everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Pinetree! This beautifully remodeled, modern condo is located right on Main St. in downtown Winter Park. You ...
From $124 per night (USD)Expedia
- From $1495 per night (USD)
VRBO
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 $1495 per night (USD)VRBO
- From $3360 per night (USD)
Expedia
Selah Vista Lodge 6 Bedroom Luxury Log Home
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Pristine views from this top of the peak Colorado home situated in downtown Winter Park in the exclusive newer section o ...
From $3360 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Ski-in\/ski-out mountain getaway w\/ a shared, indoor\/outdoor pool & hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Iron Horse Studio Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $146 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Slopeside Ski-in\/out Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Winter Park short-term rental registration no 017262. Zephyr Slopeside Ski-in/out 1-bedroom located in the heart of Wi ...
From $170 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $371 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 $371 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Two condos on the Fraser River with fireplaces, hot tubs, pool, W\/D & kitchen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Hi Country Haus 14-14 & 15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $299 per night (USD)VRBO
- Click For Pricing
Expedia
Downtown condo on Main Street with gas fireplace & balcony, near skiing
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Crestview Place 307 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For PricingExpedia
- From $173 per night (USD)
VRBO
Cozy Chalet with Mountain Views, Fireplace & 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 $173 per night (USD)VRBO
- From $83 per night (USD)
Expedia
Walkable, well-appointed riverside condo with fireplace, pool, & hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hi Country Haus 14-5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $83 per night (USD)Expedia
- From $176 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 $176 per night (USD)VRBO
- Click For Pricing
Expedia
Dog-Friendly Condo w\/Shared Gas Grill, Outdoor Pool, Hot Tub, Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Bear and Bucks Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $106 per night (USD)
VRBO
Ski-In\/Ski-Out Studio with Gas Fireplace & Shared Pool, Hot Tub, Gym, Game Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Iron Horse Resort D3084 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $106 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Atmospheric condo with fireplace, indoor pool, hot tubs & clubhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hi Country Haus 14-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $346 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Inviting Condo w\/Private Gas Grill, Washer\/Dryer, Gas Fireplace, Great Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Vasquez Run A101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $160 per night (USD)VRBO
- From $279 per night (USD)
Expedia
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 $279 per night (USD)Expedia
- From $389 per night (USD)
VRBO
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 $389 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Large & beautiful home with private washer\/dryer, fireplace, WiFi & hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Trademark 52 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $294 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Riverside dog-friendly condo in prime location with fireplace, pool, 3 hot tubs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus 14-14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $236 per night (USD)VRBO
- From $433 per night (USD)
Expedia
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 $433 per night (USD)Expedia
- Click For Pricing
Expedia
Townhouse with slope views, private hot tub, deck, grill
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Luxury Townhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingExpedia
- From $176 per night (USD)
Expedia
High-End 2nd-Floor Condo w\/Shared Hot Tub, Pool, Private Balcony, Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Trailhead Lodge 322 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $176 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Top-Floor Townhome at Bear Crossing w\/Mountain Views, Garage & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Bear Crossing 340 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $205 per night (USD)VRBO
- From $170 per night (USD)
Expedia
Mountain View Townhome with Private Hot Tub, Balconies & Gas Fireplace
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 11
Kings Crossing 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $170 per night (USD)Expedia
- From $334 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 $334 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Winter Park condo walk to festivals & near mountain bike trails-Escape the heat!
- 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 $157 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Luxury Villa 206 \/ Private Hot Tub & Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $398 per night (USD)VRBO
- From $224 per night (USD)
Expedia
New Luxury Loft 204 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $224 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Luxurious 2 bedroom, plenty of unit amenities, slope side location
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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 $231 per night (USD)VRBO
- From $157 per night (USD)
Expedia
GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Explore our Under-Construction Discount! Take advantage of reduced rates while we address the aftermath of a water mai ...
From $157 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
Slopeside Sanctuary - Penthouse < 1 Mi to Lifts!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Fit for adventurers, snowbirds, families, or groups looking for a getaway, this 3-bedroom + loft, 3.5-bathroom Winter Pa ...
From $1083 per night (USD)VRBO
- From $239 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 $239 per night (USD)Expedia
- From $265 per night (USD)
VRBO
New Luxury Loft 10 \/ Hot Tub & Great Views \/ Best Price - $500 FREE Activities Daily
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Free Fun Included Every Day! Winter Park Escapes is the only management company to provide over $500 of Free activities ...
From $265 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Live Music Views from Hideaway Park Condo with Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Trailhead Lodge 734 - a SkyRun Winter Park Property Dog-Friendly Mountain Oasis! Trailhead Lodge invites you to bring ...
From $252 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Modern Winter Park Ski Condo Near the Ski Shuttle!
- Bedrooms:
- 3
- 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 ...
From $191 per night (USD)VRBO
- From $321 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 $321 per night (USD)VRBO
- From $150 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 $150 per night (USD)VRBO
- From $421 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 $421 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Rustic Elegance...Newly Remodeled .....Prime 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 $139 per night (USD)VRBO
- From $450 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 $450 per night (USD)VRBO
- From $193 per night (USD)
VRBO
Beautiful Ski In\/Ski Out Studio Condo
- 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 $193 per night (USD)VRBO
- From $149 per night (USD)
VRBO
TRAILHEAD LODGES- UNIT 223: 3BR\/2B adjacent to Rendezvous Event Center!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
LOCATION: Trailhead Lodge 223 is located steps from downtown Winter Park. This location, one block off Main Street, pu ...
From $149 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Fantastic studio at the Base of Winter Park.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Achieve your Rocky Mountain dream vacation with a stay in Founders Pointe located at the base of Winter Park Ski Resort. ...
From $144 per night (USD)VRBO
- Click For Pricing
Expedia
Alpine Getaway, Ski, Hiking, Pool, Hot Tub| Walk to Dining & Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3BR/2BA Hi Country Haus condo locates along the Fraser River, on the top floor, end unit, with nice and cozy ...
Click For PricingExpedia
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Rooftop Hot Tub, Downtown, walk to bars, Free shuttle route
- 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 $253 per night (USD)Expedia
- From $288 per night (USD)
VRBO
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 $288 per night (USD)VRBO
- From $215 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 $215 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Iron Horse Studio w\/ Resort Amenities; Walk to WP!
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 $162 per night (USD)VRBO
- From $200 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 $200 per night (USD)VRBO
- From $269 per night (USD)
VRBO
True ski in\/out--Jan 19open. Do not hit request to book without asking
- 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 $269 per night (USD)VRBO
- From $224 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 $224 per night (USD)VRBO
- From $230 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 $230 per night (USD)VRBO
- From $412 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 $412 per night (USD)VRBO