We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Winter Park Holiday Rentals

Search Winter Park Holiday Rentals

Clear dates

Advanced Search

Recommended by Travellers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Contact Manager
Nightly rate from
£117
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 10
Bathrooms: 4
You may have a hard time pulling yourself away from the breathtaking views of the ski slopes, Byers Peak and the Fraser Valley in this townhome with ...
  • Nightly
    £117 - £359
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£132
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 9
Bathrooms: 3
Just built, this bright and roomy townhome is set on a peaceful lake and steps away from some of the best restaurants in Winter Park. There is a deck off the ...
  • Nightly
    £132 - £395
  • Weekly
    --
  • Monthly
    --
Contact Owner
Nightly rate from
£41
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 1
Min stay:1
Location: Iron Horse, Winter Park, Winter Park Area, Northwest, Colorado, USA Accommodations: Condominium, Studio, 1 Bath (Sleeps 2-4) Winter Park SKI IN ...
  • Nightly
    £41 - £120
  • Weekly
    £269 - £835
  • Monthly
    £897 - £2,692
Contact Owner
Nightly rate from
£60
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 1
Min stay:1
Winter Park SKI IN SKI OUT Remodeled Studio Non Smoking Unit, No Pets, Must be 25 and older to rent. This unit is a completely remodeled sport studio!! It ...
  • Nightly
    £60 - £99
  • Weekly
    £449 - £658
  • Monthly
    £1,496 - £2,453
Contact Owner
Nightly rate from
£105
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 8
Bathrooms: 3
Min stay:1
THE CONDO: 1500 Square Feet of Luxury! We have a newly remodeled spacious 5 star unit with 2 bedrooms and 3 full baths. It is part of the ski in ski out Iron ...
  • Nightly
    £105
  • Weekly
    £718
  • Monthly
    £2,692
Contact Owner
Nightly rate from
£239
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 4, sleeps 12
Bathrooms: 3
Min stay:2
Location: Trademark, Winter Park, Winter Park Area, Northwest, Colorado, USA (only 65 miles from Denver) Accommodations: Townhouse, 3 Bedrooms + Bunk Area, ...
  • Nightly
    £239 - £314
  • Weekly
    £1,555 - £1,974
  • Monthly
    £5,982 - £7,478
Contact Owner
Nightly rate from
£111
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 6
Bathrooms: 1
Min stay:2
Location: Iron Horse, Winter Park, Winter Park Area, Northwest, Colorado, USA (1 1/2 Hr Drive from Denver, Colorado) Accommodations: Condominium, 1 Bedroom ...
  • Nightly
    £111 - £165
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£117
Management: Professional
Property: Cabin Holiday Rental
Bedrooms: 3, sleeps 10
Bathrooms: 4
Located on the Fraser hillside with majestic views of the valley, this expansive cabin comfortably houses families and groups with the feel of a rustic ...
  • Nightly
    £117 - £359
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£176
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 4
~Premier Property~Red Quill Village exudes the quality of a premier property in the heart of downtown Winter Park. These newly constructed, 3-level town ...
  • Nightly
    £176 - £447
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£78
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
The vaulted ceilings and skylights throughout will help you savor the warm and roomy feel of this ski in/ski-out condo. It has sophisticated décor, newly ...
  • Nightly
    £78 - £329
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£69
Management: Professional
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 1
This quaint yet spacious studio is perfect for small families or friends. Brand new furniture and decor make this space a great spot to relax after a day on ...
  • Nightly
    £69 - £191
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£132
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 9
Bathrooms: 2
Modern, elegant, and spacious, this townhome is a favorite for those looking to be close to it all. It was just built and has all of the amenities for a ...
  • Nightly
    £132 - £395
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£176
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 13
Bathrooms: 4
~Premier Property~Sawmill Station town homes are deluxe units in our premier property family with a great location, one block from Main Street. Just a short ...
  • Nightly
    £176 - £447
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£69
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
A long-time favorite of returning guests, families and groups, Hi Country Haus has everything you need in a mountain resort only 2.5 miles from the ski ...
  • Nightly
    £69 - £219
  • Weekly
    --
  • Monthly
    --
Contact Manager
Nightly rate from
£63
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 7
Bathrooms: 1
A long-time favorite of returning guests, families and groups, Hi Country Haus has everything you need in a mountain resort only 2.5 miles from the ski ...
  • Nightly
    £63 - £187
  • Weekly
    --
  • Monthly
    --
Winter Park Holiday Rental Advice
Posted by TexChic, 17 Feb 2009
... 20% coupon from our condo rental place (but 20% discount is standard everywhere, you could probably just ask for it, we did not need to show the coupon). Kid rental was free. Good gear, nice people, sweet dog. - We took off a day for snow tubing in Fraser. That was ... more
Posted by 1FourFun, 17 Feb 2009
Thanks for the trip report; Good tips! I am glad you had a great family vacation! Maybe we'll see you in our area next year?? ;0) ... more
Posted by luvcitylivin, 15 Jan 2008
... seriously cut down on the rental expense and ... ... considered as part of the vacation - again, spectacular views and winding cliffs! On a single sad note, it is a little depressing to see all of the brown/dying trees due to the beetle infestation but in a way, all that snow ... more
Posted by kelly1119, 19 Jan 2008
... but we are planning a vacation next year to the YMCA of Rockies - Snow Mountain, which is about 15 miles from Winter Park (and even closer to Fraser, I believe). They have tubing there which I was under the impression was a little tamer than the Fraser Tubing hill. They ... more
Posted by 4_outof_7, 31 Dec 2008
... best deal on your ski rentals, please consider ... ... in Winter Park. The staff is very friendly, helpful, and willing to work to provide the best equipment comensurate with the skill level of the individual. The best part: you will save between $10 to $15 dollars a day per ski rental ... more
Posted by 1FourFun, 31 Dec 2008
Is this self promotion? Or did you actually vacation in WP? What about the rest of your trip? What did you do, where did you eat, what are the highlights? Trip report please. ... more
Posted by Luv2Ski007, 9 Sep 2008
If you're driving as far as Keystone then look into Breckenridge too. snow.com has got info on all Vail Resorts. Winter Park resort would be close too with more of a resort and vacation atmosphere that Loveland Basin which has nada. ... more
Posted by 1FourFun, 9 Sep 2008
Winter Park is good skiing, and you can take the ski train up (no car rental!) and stay near the ski area. The town is more spread out but for a quick getaway, I think the ski train and WP are the way to go. Have Fun!! ... more
Posted by anthropomom, 29 Mar 2008
... steps down the hill. BTW, rental if you need it, is cheaper at the Iron Horse rental place than ... ... last big blow-out ski vacation that we subsidize as our kids are getting ready to enter the workforce and my husband is getting ready to retire. So, it you want ... more
Posted by 1FourFun, 16 Jun 2008
... and Lake Dillon (boat/Kayak rental) near by. As a family you should definetly go rafting with Performance Tours - they pick up in Breck but raft the Arkansas in Buena Vista - or drive yourselves and check out a hot spring afterward. There are lots of hiking trails and mountain bike rental shops - take ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns