Holiday Homes in Winter Park

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Featured Holiday Homes in Winter Park

Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
Property grounds
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
9.6 out of 10, Exceptional, (57)
"Wonderful home retreat for our family reunion. Plenty of space and more! Everything you need to have a large retreat! Very comfortable and inviting. Great location. Management was in contact and made all information readily available and accessible. Property Management response was less than 20 minutes when I contacted them with a question. Very friendly and professional! We had a great time out here and would highly recommend this home for large group getaways."
The price is NZ$2,806
includes taxes & fees
23 Sept - 24 Sept
Luxurious home 9 Bedrooms, 6 bath, hot tub, resort views!
Luxe Downtown Winter Park Private Hot Tub 4 BR
Exterior
Luxe Downtown Winter Park Private Hot Tub 4 BR
9.8 out of 10, Exceptional, (55)
"Went for a girls trip with 8 women. We loved the location, easy to walk everywhere we needed. Local free bus right across the street. House was perfect for our needs. "
Luxe Downtown Winter Park Private Hot Tub 4 BR
AMAZING Mtn Views, Private Hot Tub, Gas Fireplace, next to River Trail !!
Fridge, microwave, oven, stovetop
AMAZING Mtn Views, Private Hot Tub, Gas Fireplace, next to River Trail !!
10.0 out of 10, Exceptional, (176)
"We had a wonderful week here. The house was furnished with everything you can possible think and more. The view and location were perfect. The hostess was so helpful and communication was perfect. Would definitely book this house again for longer!! "
AMAZING Mtn Views, Private Hot Tub, Gas Fireplace, next to River Trail !!
Luxurious on 1 acre, 6miles-W.Park,Hot tub, 33miles-RMNP, 2 Masters,Steam Shower
Property grounds
Luxurious on 1 acre, 6miles-W.Park,Hot tub, 33miles-RMNP, 2 Masters,Steam Shower
10.0 out of 10, Exceptional, (149)
"Had a great stay. The home is incredibly well stocked - completely updated and in a great location. We're now empty nesters and looking at properties to stay in for 2+ weeks to try out working away from our main property and this one felt like 'home'. Will definitely be back. Only 'complaint' is check in is a bit late at 5:00 but plenty to do in town to pass the time until walking into this beauty. "
Luxurious on 1 acre, 6miles-W.Park,Hot tub, 33miles-RMNP, 2 Masters,Steam Shower
New River Front Luxury Villa 244 / Hot Tub / Great Views / Best Price - $500 FREE Activities Daily
TV, fireplace, video game console, Netflix
New River Front Luxury Villa 244 / Hot Tub / Great Views / Best Price - $500 FREE Activities Daily
9.6 out of 10, Exceptional, (24)
"Our family stayed here for 5 days and it was the perfect getaway trip with enough space for everyone! Walking distance to many restaurants and shopping options!"
New River Front Luxury Villa 244 / Hot Tub / Great Views / Best Price - $500 FREE Activities Daily
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
10.0 out of 10, Exceptional, (65)
"Google maps had us at the entirely wrong location. Make sure you update your map program to find this place. Once you do, it's pretty secluded and beautiful. "
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
Family & pet friendly 3 bedroom rental w/private hot tub
Game room
Family & pet friendly 3 bedroom rental w/private hot tub
10.0 out of 10, Exceptional, (7)
"Great location for all our winter activities. Convenient to walk to grocery and Fraser shops. The place was very clean and taken care of, lots of space out back for our dogs to play. Hot tub was bonus! We Would definitely stay again!!"
Family & pet friendly 3 bedroom rental w/private hot tub
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
TV, fireplace
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
9.4 out of 10, Exceptional, (41)
"Beautiful area and home. There was room for everyone and we made some great memories. We went water rafting, rode the gondola and went hiking, went to Walden and saw Moose and Antelope. Went to Estes Park and saw several Elk while we were there. Everyone had a great time. "
The price is NZ$2,606
includes taxes & fees
23 Sept - 24 Sept
9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
Fridge, microwave, oven, stovetop
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
9.8 out of 10, Exceptional, (122)
"we all enjoyed the spacious kitchen and dining area. Great that all the bedrooms have private baths. The location along Vasquez Creek was wonderful"
Spacious & Luxurious 8-Bedroom Retreat in Downtown Winter Park on Vasquez Creek
5 BDR Home, Ski, Hot tub, Shuttle
Property grounds
5 BDR Home, Ski, Hot tub, Shuttle
9.8 out of 10, Exceptional, (14)
"We enjoyed the house it was clean and neat Goos for a big parties the beds where soft and relaxing We will go back next year for more nights "
The price is NZ$957
includes taxes & fees
23 Sept - 24 Sept
5 BDR Home, Ski, Hot tub, Shuttle
Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!!
Exterior
Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!!
9.8 out of 10, Exceptional, (14)
"We had a wonderful family reunion with our children (ages 1-5) and grandchildren in this house in Winter Park! The property managers were very responsive and easy to work with. We highly recommend this property!"
The price is NZ$3,099
includes taxes & fees
30 Sept - 1 Oct
Custom Mtn Home near downtown Winter Park, on Shuttle Route, Hot tub!!
Creekside townhome on the ski shuttle route with gas fireplace
Fridge, microwave, oven, stovetop
Creekside townhome on the ski shuttle route with gas fireplace
9.6 out of 10, Exceptional, (34)
"Very spacious house for our family to get together in one spot. Amenities made it possible to cook meals without having to go to a restaurant each time. Love the creek!"
Creekside townhome on the ski shuttle route with gas fireplace
Indulge | Majestic Views | Teepee | Hot Tub
Fridge, microwave, oven, stovetop
Indulge | Majestic Views | Teepee | Hot Tub
9.6 out of 10, Exceptional, (10)
"This property was amazing, with beautiful views of the mountains in a nice, quiet neighborhood. We enjoyed watching the sun come up with a cup of coffee on the awesome deck, and watching the stars come out while sitting in the hot tub. Really our only complaint was that we were charged an unexpected fee for having more than 9 guests even though we had provided all the guest info when booking last November. The property manager was very by the book, and did not give a good explanation of why this...
The price is NZ$1,223
includes taxes & fees
16 Oct - 17 Oct
Indulge | Majestic Views | Teepee | Hot Tub
Downtown Townhome w/Free WiFi, Shuttle Service, Private Hot Tub, & Washer/Dryer
Exterior
Downtown Townhome w/Free WiFi, Shuttle Service, Private Hot Tub, & Washer/Dryer
9.4 out of 10, Exceptional, (33)
"The unit was perfect for the family; however the smoke alarms were a little temperamental as they went off twice during our stay."
Downtown Townhome w/Free WiFi, Shuttle Service, Private Hot Tub, & Washer/Dryer
Trailhead 524 Clubhouse w/ Hot tub | Pool
Fridge, microwave, oven, stovetop
Trailhead 524 Clubhouse w/ Hot tub | Pool
9.8 out of 10, Exceptional, (39)
"We had an amazing vacation. The deck has the best view! We will definitely stay again. "
Trailhead 524 Clubhouse w/ Hot tub | Pool
New Luxury Loft 24 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
Exterior
New Luxury Loft 24 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
9.8 out of 10, Exceptional, (41)
"We had a great time at David’s place! We found it to be exactly as advertised. Clean and comfortable in a great location. We were able to walk to just about everything we wanted to do. We would definitely recommend and stay again!"
New Luxury Loft 24 / Hot Tub & Great Views / Best Price - $500 FREE Activities Daily
3bd/2.5bth Townhome w/attached garage + Arcade game - Walk to free bus stop
Exterior
3bd/2.5bth Townhome w/attached garage + Arcade game - Walk to free bus stop
10.0 out of 10, Exceptional, (33)
"Stayed here over spring break. Clean and very well appointed- also, under 10 minutes to Winter Park resort! Our family of 4 really enjoyed our stay at this home."
3bd/2.5bth Townhome w/attached garage + Arcade game - Walk to free bus stop
Grand Park, Close to downtown WP, Family Friendly & Spacious
Exterior
Grand Park, Close to downtown WP, Family Friendly & Spacious
10.0 out of 10, Exceptional, (34)
"Perfect house for a family ski vacation. Kitchen was well equipped and had plenty of seating for three generations. A second family room upstairs was the perfect place for the kids to hang out. Bedrooms very comfortable as well. Kelli was very responsive and easy to work with. Great week!"
Grand Park, Close to downtown WP, Family Friendly & Spacious
💎 Deluxe Hot Tub W/ Stunning Views | Custom Decor | Across From Ski Resort
Property grounds
💎 Deluxe Hot Tub W/ Stunning Views | Custom Decor | Across From Ski Resort
10.0 out of 10, Exceptional, (29)
"Great stay in Winter Park in July! Easy access to a lot of different activities, white water rafting, hiking, horseback riding, Grand Lake, and Rocky Mountain National Park to name a few. Beautiful views of the mountains each morning on the deck while enjoying our coffee and great space for our family of 4 to spread out. Would recommend again!"
💎 Deluxe Hot Tub W/ Stunning Views | Custom Decor | Across From Ski Resort
Emberwood Lodge | Winter Park, Colorado
Property grounds
Emberwood Lodge | Winter Park, Colorado
10.0 out of 10, Exceptional, (73)
"Terrific place to stay!"
Emberwood Lodge | Winter Park, Colorado
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See all available properties in Winter Park
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
Front of property - evening/night
Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very good, (632)
"Loved our stay, but wished there was washer & dryer in the condo. The laundry room were not all functional."
The price is NZ$280
includes taxes & fees
29 Sept - 30 Sept
Zephyr Mountain Lodge
A Frame Club
Outdoor spa tub
A Frame Club
3.5 star property
9.4 out of 10, Exceptional, (73)
"Just an absolute blast this property has everything and such responsive and professional staff. Pet friendly and for a reasonable fee which is hard to find nowadays and my dog loved all the space and felt comfortable."
The price is NZ$397
includes taxes & fees
6 Oct - 7 Oct
A Frame Club
Indian Peaks Resort
Family Loft, 2 Bedrooms, Hot Tub, Mountain View
Indian Peaks Resort
3.5 star property
9.2 out of 10, Wonderful, (113)
"Everything was great as usual but the master bed needs an upgrade a little softer mattress would be great the pull out couch was the most comfortable unfortunately but other then that it was great again see you next year "
Indian Peaks Resort
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.