
Arapaho National Forest Rentals

- From $212 per night (USD)
VRBO
Private Home w/ Large Yard, Gas Grill, Firepit & Picnic Tables
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**Discounts offered for weekly rentals** Located in the Columbine Lake area, this cozy family home is an affordabl ...
From $212 per night (USD)VRBO
- From $185 per night (USD)
Expedia
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In floor radiant heat, fireplace. Three comfortable beds to sleep 6 people. We also supply a Pack and Play crib and Hi ...
From $185 per night (USD)Expedia
- From $298 per night (USD)
VRBO
FIRESIDE MOOSE CONDO - Winter Park, Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Fireside Moose is a beautiful 2 bedroom, 2 bath condo located in the High Country Haus village. Our condo is tucked ...
From $298 per night (USD)VRBO
- From $603 per night (USD)
Expedia
River Front Luxury Villa 244 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Have the ultimate Rocky Mountain experience when you stay at this brand new, expertly appointed townhome in the heart of ...
From $603 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Luxurious and Pristine Winter Park Cabin w Deck Views & Private Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
The Wildflower, a cozy, luxurious, exclusive home in Rendezvous backing to beautiful national forest and open space whil ...
From $343 per night (USD)VRBO
- From $543 per night (USD)
Expedia
River Front Luxury Villa 232 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the ultimate mountain retreat at Arrow Luxury River Front Townhome 232, nestled in the heart of Winter Park, Co ...
From $543 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Newly Built Ski Condo w/ Hot Tub & Shuttle Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend your next ski trip in style at this newly constructed 2-bed, 2-bath condo! Walk only a few feet to catch a ride do ...
From $252 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Condo on the Shuttle Route w/ Private Sauna, Fireplace & Shared Hot Tubs/Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Snowblaze Condominiums C14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $208 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Peace of mind. Amazing view,Family Friendly, Minutes from Dwtwn
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This property has 1675 plus square feet on 2 levels with 2 bedrooms, and will sleep 6 comfortably. The main level has ...
From $269 per night (USD)VRBO
- From $300 per night (USD)
Expedia
2 Mi to Rocky Mountain Nat'l Park: Cabin w/ Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Immerse yourself in nature at this charming 4-bedroom, 2-bath home complete with forest views, a fire pit, and a game ro ...
From $300 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Log Home with Mountain Views and Hot Tub on 2 Acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relaxing mountain retreat on two full acres with mountain views. Plenty of room outdoors for the kids to play. 1100 SF ...
From $306 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Inviting lodging w/ private hot tub, high-speed WiFi, foosball, & gas grill
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Winter Park Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $519 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Trailhead 211 shared hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Trailhead Lodges is located in the heart of downtown Winter Park, Colorado. This two-bedroom condo with a bonus sleeping ...
From $263 per night (USD)VRBO
- From $680 per night (USD)
Expedia
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This amazing 3 story, END unit townhouse is located in Downtown Winter Park, steps away from Hideaway Park (music venue, ...
From $680 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Ski chalet-inspired condo with forest views, balcony, W/D & easy transportation
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Winter Park Cozy Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $334 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Cozy and quaint pet friendly cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This little charmer is your next home away from home, located 2 miles from the historic district of Georgetown north of ...
From $161 per night (USD)Expedia
- From $529 per night (USD)
VRBO
4 bedroom sleeps 10 people, remodeled and vaulted ceilings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This four bedroom three bathroom condominium can sleep up to 10 people and has been recently remodeled with new flooring ...
From $529 per night (USD)VRBO
- From $512 per night (USD)
Expedia
Luxury in Downtown Winter Park CO
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Location, Location, Location Stay at our luxurious and spacious 4 bedroom / 4.5 bath townhouse in the heart of Winter P ...
From $512 per night (USD)Expedia
- Click For Pricing
VRBO
Cozy Ski Chalet < 3 Mi to Winter Park Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the ideal Winter Park home base in this ski condo, located off of Main Street (après-ski central)! The vacation ...
Click For PricingVRBO
- From $356 per night (USD)
Expedia
Wonderful updated 2 bedroom family vacation condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into this ground floor unit to enjoy your family ski vacation! The condo has updated kitchen and appliances, bathro ...
From $356 per night (USD)Expedia
- From $196 per night (USD)
VRBO
2nd-floor condo with balcony, fast WiFi, fireplace & shared W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Silverado II 421 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $196 per night (USD)VRBO
- From $174 per night (USD)
Expedia
Quaint Winter Park Townhouse < 5 Mi to Ski!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elevate your ski trip to the next level when you book a stay at this 2-bedroom, 2-bath townhome in Winter Park! This wel ...
From $174 per night (USD)Expedia
- From $265 per night (USD)
VRBO
NEW! 3 bed/2 bath w/Private Hot Tub, Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the perfect mountain getaway with this open and bright 2 bed/1 loft, 2 bath townhome with high-end finishes throug ...
From $265 per night (USD)VRBO
- From $525 per night (USD)
Expedia
River Front Luxury Villa 236 I Private Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Have the ultimate Rocky Mountain experience when you stay at this brand new, expertly appointed townhome in the heart of ...
From $525 per night (USD)Expedia
- From $212 per night (USD)
VRBO
☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trailhead Lodges 512 is a beautiful one bedroom condo that has one of the most enviable locations in downtown Winter Par ...
From $212 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Charming Evergreen Hills Escape With Great Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Quiet Evergreen Retreat from $115!! Nestled amidst beautiful pine trees in a private Cul De Sac. Only ½ mile to sceni ...
From $122 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Moose Haven! 2 bedrooms, walk to Main Street, mt views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This wonderfully spacious 2 bedroom condominium nickname the Moose Haven, which is reflective in the overall unit decor. ...
From $347 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Clear Creek Retreat - Take a trip to the mountains
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home is part of a duplex facing Clear Creek. It includes a front and private back patio surrounded by pine and as ...
From $285 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Ideally Located Condo w/ Easy Shuttle Access & Shared Hot Tub - Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Timber Run Evergreen 9 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $207 per night (USD)VRBO
- From $474 per night (USD)
Expedia
The Ultimate Escape: Hot Tub, Fire Pit, and Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Winter Park Short Term Rental Registration NO. 007550 Discover the charm of this two-bedroom condo nestled in the heart ...
From $474 per night (USD)Expedia
- From $485 per night (USD)
VRBO
Great Outdoor Space, Pet Friendly, Custom Home with 3 Levels
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
**Discounts offered for weekly rentals** You will love staying at this large home! It has 3 levels of space to spread ...
From $485 per night (USD)VRBO
- Click For Pricing
Expedia
Winter Park Condo: Hot Tub & Shuttle-Walk to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Fall in love with the Rocky Mountains from this newly built 4-bedroom, 3-bathroom Winter Park vacation rental condo that ...
Click For PricingExpedia
- From $278 per night (USD)
VRBO
Luxury Loft 101 I 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 $470 per night (USD)
Expedia
Secluded 3 bedroom, large deck area, spacious interior
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This premium 3 bedroom, Hi Country Haus unit has a spacious 1,023 square feet, on the third floor. In the living room a ...
From $470 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Luxurious Town home with mountain views, private decks and spacious floor plan
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful Bear Crossing town home is great for either a winter or summer getaway to the Colorado Rocky Mountains. ...
From $521 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Luxury Loft 24 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Have the ultimate Rocky Mountain experience when you stay at this rare premium corner loft with fantastic mountain views ...
From $274 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Second-floor condo with fireplace, hot tub & indoor pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $132 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Loft 6 I Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
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 $171 per night (USD)
VRBO
A jewel of a cozy cottage on the stream
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A lovely and convenient location for this historic house with modern comforts. The back porch sits along a stream and t ...
From $171 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Contemporary mountain gem near the slopes with private balcony - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fraser Fantasy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $292 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Easy stroll to Summer Jazz Festival! Private Hot Tub 4 BR
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Steps to downtown Winter Park with shops, bars, convenience stores, coffee shops Fast Internet Fully stocked kitchen inc ...
From $422 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Comfortable Two Bedroom Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, comfortable two bedroom, two bathroom condominium is located at Silverado II in the town of Winter Park. Sho ...
Click For PricingExpedia
- From $588 per night (USD)
VRBO
New Luxury Loft 106 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $588 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Quaint getaway steps from Main Street with fireplace & full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hi Country Haus 6-15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $133 per night (USD)Expedia
- From $855 per night (USD)
VRBO
3 bedroom Sleeps 11, pet friendly & private hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Take a break in downtown Winter Park surrounded by upgraded accommodations at this 3 bedroom has a bonus bunk room to sl ...
From $855 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Trailhead 721 Pet Friendly pool hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trailhead Lodges 712 is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenitie ...
From $210 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Cozy1890's Bungalow in Historic Georgetown. Ski Nearby.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A perfect mountain retreat for couples, friends or small families who want to be close to Rocky Mountain activities and ...
From $167 per night (USD)VRBO
- From $512 per night (USD)
Expedia
☀ Pet Friendly Downtown Townhome | Near Shops, Skiing, Dining & Park | Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enhance your Winter Park vacation by staying downtown at Sawmill Station 217. This pet-friendly home has a large central ...
From $512 per night (USD)Expedia
- From $461 per night (USD)
VRBO
♥ of Downtown, Minutes to WP Ski Resort, Walk Everywhere!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a 3 bedroom, 3.5 bath townhome in the Sawmill Station Town Home Community in Downtown Winter Park, Colorado! The ...
From $461 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Winter Wonderland! Luxury Mountain Haven, Ski, Board, Snowshoe, Tube & Soak!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your winter wonderland, the ultimate alpine escape for friends and family! Nestled in the heart of Winter Par ...
From $341 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Mountain Views + Hot Tub: Airy Forest Escape!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the Front Range for a restorative alpine getaway with your fellow adventure-loving companions! Here at this li ...
From $343 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Cute Grand Lake Cabin :)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our small one bedroom cabin has new interior finishes. This is perfect location for a quiet get away with a couple or s ...
From $271 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Chic modern condo with fireplace, balcony, W/D & central AC - across from park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Rendezvous Flat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $392 per night (USD)VRBO
- From $688 per night (USD)
Expedia
Riverfront Chalet 280 I Rooftop Hot Tub I Great Views I Best Price I Discounted Attractions
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home in the heart of do ...
From $688 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Downtown Townhome w/Free WiFi, Shuttle Service, Private Hot Tub, & Washer/Dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Red Quill 105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $362 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Contemporary ski retreat with fast WiFi, pool & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern High Country Haus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $239 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Luxury Mountain Villa 60 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 ...
From $553 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Luxury Loft 3 I Hot Tub I Great Views 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. Outfitted with al ...
From $274 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Empire Vacation Rental w/ Fire Pit & Gas Grill!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for an unforgettable outdoor adventure? Book a trip to this 4-bedroom, 3-bath Empire vacation rental home. Boast ...
From $360 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Cozy large studio condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
First level unit on the bank of the Fraser River. Fly fishing access and mountain bike trails close in close proximity ...
From $132 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Luxury Mountain Villa 135 I Private 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 one of a kind, custom mountain home. Outfitted with al ...
From $409 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Walkable Winter Park Condo ~ 4 Mi to Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Dust off your skis and get ready for fresh powder at this Winter Park vacation rental! Ideally located just 3.5 miles fr ...
From $224 per night (USD)Expedia
- From $434 per night (USD)
VRBO
🐻 Bear Crossing 1390 | Pet Friendly For One Dog | Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Bear Crossing 1390 is a perfectly placed three bedroom townhome perched above downtown Winter Park and features breathta ...
From $434 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Sawmill Station 220 | Private Hot Tub | Walk To Shops & Dining
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Sawmill Station 220 is a gorgeous end unit townhome with an amazing location that offers privacy and is just a short str ...
From $498 per night (USD)Expedia
- From $957 per night (USD)
VRBO
☺ Timber Ridge Lodge | 4 Miles To Resort | Private Hot Tub | SKI IN WP
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 17
Timber Ridge Lodge is a luxury six bedroom chalet perched above Winter Park, CO. This gorgeous lodge features expansive ...
From $957 per night (USD)VRBO
- From $991 per night (USD)
Expedia
Trout Creek Lodge | Massive Luxury Lodge - SLEEPS 19! | Hot Tub | Game Tables
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 19
Trout Creek Lodge is your group's premier getaway nestled in the mountains of Winter Park. Boasting six large bedrooms, ...
From $991 per night (USD)Expedia
- From $1054 per night (USD)
VRBO
Two Brother's Lodge | Luxury Mountain Lodge | Game Room | Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 19
Step into Two Brothers Lodge and you'll immediately feel at home amongst the open layout and the fresh and clean updated ...
From $1054 per night (USD)VRBO
- From $372 per night (USD)
Expedia
☆ Family Friendly Downtown Townhome | Private Hot Tub & Decks | Walk To Everything
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in downtown Winter Park, Sawmill Station 214 is a completely redesigned condo just steps away from everything Wi ...
From $372 per night (USD)Expedia
- From $392 per night (USD)
VRBO
★ Stay Downtown in Style | Mtn Modern Townhome | Private Hot Tub & Heated Garage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Settle into your home away from home at Sawmill Station 104, a hidden gem in downtown Winter Park. This spacious townhom ...
From $392 per night (USD)VRBO
- From $212 per night (USD)
Expedia
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfectly placed in downtown Winter Park, Trailhead Lodges 811 is a cozy one bedroom condo that's just steps to Rendezvo ...
From $212 per night (USD)Expedia
- From $788 per night (USD)
VRBO
Elk Lodge | 3 Miles To Ski Resort | Private Hot Tub | Sleeps 19 People!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 19
Wrap yourself in mountain style at Elk Lodge, a spacious mountain chalet situated in Winter Park, just minutes from worl ...
From $788 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Townhouse with jetted tub, fireplace, views of Continental Divide
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Divide View Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $321 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Ponderosa Pines | Townhome w/ Expansive Views | Hot Tub & Amenity Decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
- Please note, this home does not have air conditioning, but there is a ceiling fan or portable fan in each room. Do yo ...
From $356 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Condo on Fraser River < 4 Mi to Winter Park Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you're looking for a relaxing alpine getaway or a vacation full of thrilling adventures on snow-capped peaks, th ...
From $154 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Hop Right On The Trails! | Rendezvous Wildflower | Bubbly Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
High up in the Rendezvous neighborhood sits Rendezvous Wildflower, a rare three-bedroom, three and a half bathroom townh ...
From $415 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Winter Park Cabin - Walk to Main Street & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
For the ultimate Rocky Mountain experience, escape to this 2-bed, 2-bath Winter Park vacation rental cabin! Offering all ...
From $264 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Fraser Retreat, Walk to Ski Shuttle & Main St
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
With outdoor adventures including world-class skiing at Winter Park and hiking at your fingertips, this 3-bedroom + loft ...
From $262 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Winter Park Condo on Bus Route, 2 Blocks to Dtwn!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your idyllic home base for the Rocky Mountains awaits you at this 2-bedroom, 2-bath vacation rental! Nestled alongside t ...
From $218 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Hideaway Station TS 23 - New in Downtown Winterpark
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of downtown Winter Park in the Hideaway Station building! This modern and amenity-laden condominium ...
From $184 per night (USD)VRBO
- From $249 per night (USD)
Expedia
☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Trailhead Lodges 424 is a gorgeous condo with a plethora of amenities including a clubhouse with a gym, heated pool, hot ...
From $249 per night (USD)Expedia
- From $1294 per night (USD)
VRBO
Modern Riverfront Luxury Chalet I Hot Tub I Great Views I Best Price I FREE Adventures Daily
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1294 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bright, modern, and cleverly designed, this downtown condo seems custom made for family vacations. Trailhead Lodges 133 ...
From $382 per night (USD)Expedia
- From $726 per night (USD)
VRBO
Eagle Wind Lodge | Large & Luxe Ski Lodge | Private Hot Tub | Movie & Game Room
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Eagle Wind Lodge is a spacious mountain home that easily accommodates several families with plenty of private sleeping r ...
From $726 per night (USD)VRBO
- From $274 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
Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with al ...
From $274 per night (USD)Expedia
- 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
- From $209 per night (USD)
Expedia
Self care Spa amenities Remote wilderness location no crowds.\nAdequate vehicle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax away from the crowds at our remote, end of the road, private mountaintop property. Shared Hot tub, sauna. Our gue ...
From $209 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Red Sled at Hi Country Haus - 2 bed, 2 bath with a shuttle stop.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This completely renovated condo includes beds for six people, all new mattresses, a large private deck with seating and ...
From $223 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Luxury 4 BR Cabin: 2 King Suites on Shuttle Route
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Alpine Hollow! Experience the Colorado Rocky Mountains like never before from this warm and inviting home, we ...
From $475 per night (USD)Expedia
- From $621 per night (USD)
VRBO
Private balcony offers mountain views & modern unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, bright and welcoming two bedroom with loft condominium in the town of Winter Park is conveniently locate ...
From $621 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Idaho Springs Cabin w/ Hot Tub on Half Acre!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in a serene mountain retreat at this cozy 1-bedroom, 1.5-bathroom cabin in Idaho Springs. Nestled amidst stunnin ...
From $293 per night (USD)Expedia
- From $524 per night (USD)
VRBO
Arrow 264 | ★ Stargaze From The Private Hot Tub | Modern Downtown Townhome
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome home to Arrow 264, a modern, colorful & eclectic, large four-bedroom townhome that's perfectly located just step ...
From $524 per night (USD)VRBO
- From $509 per night (USD)
Expedia
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Trailhead Lodges 134 is a modern three bedroom condo perfectly placed in downtown Winter Park, just steps to the Rendezv ...
From $509 per night (USD)Expedia
- From $255 per night (USD)
VRBO
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 $255 per night (USD)VRBO
- From $284 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
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)Expedia
- From $311 per night (USD)
VRBO
Family friendly 2 bedroom condo at Beaver Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This family friendly condo offers a wonderful spot for your Winter Park getaway year round. Located on the ground floor ...
From $311 per night (USD)VRBO
- From $242 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 $242 per night (USD)Expedia
- From $424 per night (USD)
VRBO
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 $424 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Pet Friendly! Great Backyard with Firepit, Wood Burning Stove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Scarlett's Place by Mountain Vacation Lodging is a cute and cozy cabin with 2-Bedrooms plus a Loft Bedroom and 2 full ba ...
From $265 per night (USD)Expedia
- From $472 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
Have the ultimate Rocky Mountain experience when you stay at this brand new, expertly appointed townhome in the heart of ...
From $472 per night (USD)VRBO
- From $1081 per night (USD)
Expedia
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 $1081 per night (USD)Expedia