Search Vacation Homes in Winter Park

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 834 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Luxe Downtown Winter Park Private Hot Tub 4 BR

9.8 out of 10, Exceptional, (66)
"We had a wonderful stay! Highly recommend for families! Great location with easy access to Winterpark ski bus stops. Easy walk to local restaurants and shops. The property was clean and comfortable. Loved all the Amenities.bedroom and bathroom space. "
Luxe Downtown Winter Park Private Hot Tub 4 BR

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.

9.6 out of 10, Exceptional, (120)
"We had a good stay at the Winter Park House. It was large enough to accommodate our large family, with bedrooms large enough to offer each family some privacy. The hosts were very responsive, even sending someone out to fill the hot tub within an hour of being requested. The garage was large enough to fit a few cars, which was nice to keep them insulated from the weather conditions and the ski racks and benches a plus! The house has radiant heat, and is consistently as warm as you could want...
The price is AED 1,567
AED 3,559 total
includes taxes & fees
8 Apr - 9 Apr
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

10.0 out of 10, Exceptional, (73)
"We had so much fun! I would recommend this place to anyone going to Winter Park!"
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

Base Camp 490 Private Hot Tub

10.0 out of 10, Exceptional, (12)
"I cannot say enough great things about our experience at base camp 490! Our extended family of 11 had plenty of room to spread out throughout this home during our seven day stay. Our ages ranged from 8 years old up to age 70 and there were plenty of beds, bathrooms, and accommodations for everyone to spread out and feel comfortable. The property manager was incredibly responsive via text when we had some minor issues with the Internet and accessing the code on the front door, both issues were...
Base Camp 490 Private Hot Tub

Ranch Creek Lodge | Pet Welcome! | Private Hot Tub | Near Ski Trails

9.8 out of 10, Exceptional, (36)
"Nice warm place to stay near to tubbing , winter park resort and ski mountain. Beautiful stay and the kids have a lot of fun playing ping pong and games downstairs. "
Ranch Creek Lodge | Pet Welcome! | Private Hot Tub | Near Ski Trails

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

9.6 out of 10, Exceptional, (53)
"This was a great stay for us to get together with friends. The hot tub was a bonus after a long day of skiing. It was very easy to take the shuttle. The host was responsive. The only down fall was the kids didn’t like sleeping downstairs and all the adults on the third floor. Just something to consider if you have small kiddos. "
The price is AED 1,084
AED 2,498 total
includes taxes & fees
8 Apr - 9 Apr
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

Welcoming Modern Ski & Adventure Retreat: Free Ski Resort Shuttle right outside!

2.0 star property
10.0 out of 10, Exceptional, (30)
"We loved everything about our 3 night stay. The location , the cleanliness and the floor plan of our place, as well as the owners/managers bending over backwards to ensure our stay was memorable. Will we choose this place again for our ski vacation? Absolutely!"
Welcoming Modern Ski & Adventure Retreat: Free Ski Resort Shuttle right outside!

Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily

9.6 out of 10, Exceptional, (33)
"The property is very nice with a good location to the bus stop, close to many places to eat and easy access. We have stayed in several VRBO properties and this is a good one."
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily

Mountain Views | Walk to Downtown & Activities

2.0 star property
10.0 out of 10, Exceptional, (2)
"This was such a nice cozy home after a long day of skiing, traveling, and sightseeing. Plenty of room for our family of 5 for their own spaces when they wanted it. Great family room space upstairs. Great Kitchen. Multiple showers and bathrooms were great. We would definitely look forward to visiting this place again. "
Mountain Views | Walk to Downtown & Activities

New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily

9.6 out of 10, Exceptional, (19)
"Recent construction. Modern style. Easy access to the ski area via the Winter Park bus system. Bus stop is a 3 minute walk from the condo. Would be cool in the summer with the roof top deck."
New Luxury Loft 49 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily

Emberwood Lodge | Winter Park, Colorado

10.0 out of 10, Exceptional, (76)
"We stayed here for a ski trip to Winter Park. The location was great as it was a short walk from the shuttles that takes you to the mountain and is also close to everything else you need (grocery store, rental shop, etc.) Owner is super easy to work with and very responsive. The place is well kept, has everything you need and a great place for large groups."
Emberwood Lodge | Winter Park, Colorado

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (16)
"Had 11 in our party and the house could not have been better. Great location close to skiing as well as groceries and restaurants. The house itself had everything we needed. The bonus room above the garage provided the extra space and beds we needed. Communication was great. Would recommend this house to anyone and will be back. Absolutely perfect!"
The price is AED 1,131
AED 2,500 total
includes taxes & fees
8 Apr - 9 Apr
5 BDR Home, Ski, Hot tub, Shuttle

Perfect mountain getaway any time of year!

9.4 out of 10, Exceptional, (64)
"Property was spacious and comfortable for our group of 7. It is one stop light from the resort. we had a non-skier in our group that did the drop-off and pick up daily which made it very convenient. You are probably 2 minutes by car from the resort and 8 minutes to the Safeway grocery store. Cabin was warm (not drafty / old) nice modern appliances. We fit a 4 dr Ranger pickup in the garage and a suburban in the driveway and it fit perfect. Host was responsive. Very easy house to settle...
Perfect mountain getaway any time of year!

3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!

10.0 out of 10, Exceptional, (97)
"Excellent home and location! We'd come back in a heartbeat!"
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!

Indulge | Majestic Views | Teepee | Hot Tub

9.2 out of 10, Wonderful, (17)
"Home is beautiful and has many accommodations! It is not in a secluded locations as pictures convey! Hot tub is a huge perk after long day of skiing. Garage parking was a highlight for loading and unloading ski gear! Host was accessible and check in was a breeze! The bunk room was so cool for kids! "
The price is AED 1,037
AED 2,969 total
includes taxes & fees
23 Apr - 24 Apr
Indulge | Majestic Views | Teepee | Hot Tub

NEW 2 bedroom private home private hot tub, walk to downtown

9.8 out of 10, Exceptional, (8)
"Easy access to downtown, plenty of room, and comfortable house."
The price is AED 615
AED 1,823 total
includes taxes & fees
7 Apr - 8 Apr
NEW 2 bedroom private home private hot tub, walk to downtown

Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP

9.6 out of 10, Exceptional, (90)
"Our group of six plus a toddler stayed here for a ski vacation. It's located very close to Winter Park (to the point where you could walk if you don't mind carrying skis for 15 minutes). "
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP

Modern Downtown Tiny House in Fraser w/ Private Sauna

2.0 star property
10.0 out of 10, Exceptional, (3)
"New and very well maintained. Excellent communication from the owner."
The price is AED 393
AED 899 total
includes taxes & fees
7 Apr - 8 Apr
Modern Downtown Tiny House in Fraser w/ Private Sauna

Trailhead 524 Clubhouse w/ Hot tub | Pool

9.8 out of 10, Exceptional, (46)
"This condo was very conveniently locate close to the main and auxiliary bus lines with adequate parking and amenities. The only issue was with many cracked and chipped dishes (notified manager and being replaced, I think) and dirty cookware that was easily cleaned. I assume the manager will address with the cleaning crew. Elevator was out of service, but only one flight up. We enjoyed our stay. "
Trailhead 524 Clubhouse w/ Hot tub | Pool

Luxury 5 br 4.5 Bath, 2 Primary Bedrooms! Across from WP Ski Resort. Sleeps 12

10.0 out of 10, Exceptional, (95)
"This property was perfect for our group of eight people, with more room to spare! Clean, spacious and great views of the mountain. Everything worked out very well."
Luxury 5 br 4.5 Bath, 2 Primary Bedrooms! Across from WP Ski Resort. Sleeps 12
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Winter Park
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winter Park

Zephyr Mountain Lodge

3.5 star property
8.2 out of 10, Very Good, (654)
"Not sure it could have been better. Staff was incredibly helpful. Access to the mountain was outstanding. Parking beneath was easy and quick. If we ever ski at Winter Park again not sure I'd look anywhere else."
The price is AED 841
AED 1,004 total
includes taxes & fees
1 May - 2 May
Zephyr Mountain Lodge

Indian Peaks Resort

3.5 star property
9.0 out of 10, Wonderful, (132)
"Great stay!"
Indian Peaks Resort

A Frame Club

3.5 star property
9.0 out of 10, Wonderful, (92)
"During our stay I don't think we had any visits from the cleaning crew. They had an envelope to give tips to them and I thought it was a joke. Overall the cabin was very nice and comfortable."
A Frame Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.