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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, (68)
"We stayed here for a family wedding. Great accommodations and Bob was great to work with!"
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, (121)
"Everything was just like the pictures are online! The property manager was constantly in contact with us..my friends and I love the ski home."
The price is AED 1,567
AED 3,551 total
includes taxes & fees
11 May - 12 May
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)
"Really enjoyed our stay. Plenty of room for us to spread out. "
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI

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)
"We booked this unit for a family Christmas visit with our son and his family, including 3 grandkids, but they all got sick and weren’t able to join us. So we enjoyed our stay just the two of us. Condo is conveniently located on a quiet street and is an end unit, so lots of privacy. Very clean and well appointed . Beds were comfy but pillows need replacing/upgrading. Good and prompt communication with the owner. Easy checkin and household instructions. Overall a very enjoyable stay...
The price is AED 1,084
AED 2,502 total
includes taxes & fees
19 May - 20 May
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, (31)
"One of the BEST rentals we have ever had. Very clean and well equipped with everything you could think of from toiletries to kitchen essentials. Plenty of coffee, condiments, and spices needed to prepare meals. The house was so cozy and relaxing after long days of skiing. The shuttle to the resort couldn’t be more convenient. The stop is right in front of the house and only a 10 minute ride to the ski resort. The host was very responsive and helpful during the rental process. I would 100%...
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, (34)
"This condo is walkable to restaurants and a small market. Quiet location."
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, (3)
"Great place! Very clean and comfortable. Beautiful location"
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)
"Very comfortable, clean, new and great place to relax and enjoy winter park!"
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)
"Terrific place to stay!"
Emberwood Lodge | Winter Park, Colorado

5 BDR Home, Ski, Hot tub, Shuttle

9.8 out of 10, Exceptional, (17)
"We had the BEST time at this property. The location was PERFECT. Check in/check out super easy. "
The price is AED 1,131
AED 2,623 total
includes taxes & fees
12 May - 13 May
5 BDR Home, Ski, Hot tub, Shuttle

Perfect mountain getaway any time of year!

9.4 out of 10, Exceptional, (64)
"Property was in great shape. Very roomy and comfortable. Highly recommend."
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, (98)
"We really enjoyed our stay here, everything was clean and worked well. The location is amazing! We will be coming back!"
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!

Indulge | Majestic Views | Teepee | Hot Tub

9.4 out of 10, Exceptional, (18)
"Great place to stay for skiing."
The price is AED 737
AED 2,589 total
includes taxes & fees
12 May - 13 May
Indulge | Majestic Views | Teepee | Hot Tub

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

9.6 out of 10, Exceptional, (91)
"Amazing place to stay and close to the winter pak"
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)
"Delightful location and the home is very warm and full of light!"
The price is AED 441
AED 976 total
includes taxes & fees
27 May - 28 May
Modern Downtown Tiny House in Fraser w/ Private Sauna

Base Camp 480 | Gorgeous Mountain Townhome On Slopes | Private Hot Tub | Dreamy Luxe Decor

9.8 out of 10, Exceptional, (60)
"Everything they did was great."
Base Camp 480 | Gorgeous Mountain Townhome On Slopes | Private Hot Tub | Dreamy Luxe Decor

Experience luxury and adventure at Row 41, nestled in the heart of Winter Park, Colorado.

Experience luxury and adventure at Row 41, nestled in the heart of Winter Park, Colorado.

New River Front Luxury Villa 244 I Hot Tub I Great Views I Best Price I FREE Adventures Daily

9.8 out of 10, Exceptional, (26)
"The whole family loved the house and the Winter Park area."
New River Front Luxury Villa 244 I Hot Tub I Great Views I Best Price I FREE Adventures Daily

3-story townhouse with private hot tub, game room, fireplace, and mountain views

10.0 out of 10, Exceptional, (4)
"Had a delightful time with family - enjoyed the winter home immensely "
3-story townhouse with private hot tub, game room, fireplace, and mountain views
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.
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Other property types in Winter Park

Zephyr Mountain Lodge

3.5 star property
8.2 out of 10, Very Good, (657)
"It was incredible staying at the Zephyr Mountain Lodge; from the hot tub to being able to walk one minute to the gondola to hit the slopes; I will definitely stay here again!"
The price is AED 694
AED 828 total
includes taxes & fees
25 May - 26 May
Zephyr Mountain Lodge

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES

10.0 out of 10, Exceptional, (129)
"Its the perfect spot for true ski in/ski out. Right in the middle of the square where all the shops and restaurants are."
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES

A Frame Club

3.5 star property
9.0 out of 10, Wonderful, (95)
"I loved this property, will be back."
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.