Winter Park Lodging with Stay Winter Park

Book today to experience all Winter Park has to offer

When you Book Local and Book Direct, StayWinterPark is your #1 source for the best lodging deal and and assist with a personalize experience for your getaway.

We proudly offer a large portfolio of vacation rental options throughout Grand County - choose from private vacation homes, condos, town homes, and cabins complete with a variety of amenities and features with easy access to the wonderful outdoor activities in the area. Take your pick from our extensive collection by booking online or call our sales team to help customize your vacation experience by matching your personal needs and style. Start planning today, check out our best places to stay.

Featured Winter Park Vacation Rentals

View some of our best properties selected just for you

Jabberwocky Home

4 Bedrooms
3 Bathrooms
Sleeps 10

Sawmill Station Unit 111

3 Bedrooms
3 Bathrooms
Sleeps 8

Vasquez Creek Townhomes #1

3 Bedrooms
2 Bathrooms
Sleeps 8

Winterstar Building G #3

2 Bedrooms
2 Bathrooms
Sleeps 6

Snowblaze Condos Building A unit 33

3 Bedrooms
3 Bathrooms
Sleeps 8

Silverado I Building B Unit 204

2 Bedrooms
2 Bathrooms
Sleeps 6

47 Lookout Point - Rendezvous

3 Bedrooms
3 Bathrooms
Sleeps 10

Fraser Crossing 3618

0 Bedrooms
1 Bathrooms
Sleeps 4

383 County Road 508

3 Bedrooms
1 Bathrooms
Sleeps 8

Timber Run Dogwood Unit 108

2 Bedrooms
1 Bathrooms
Sleeps 6

Arrow at Winter Park Unit 276

3 Bedrooms
3 Bathrooms
Sleeps 10

Cozens Pointe Building H Unit H301

2 Bedrooms
2 Bathrooms
Sleeps 6

Crestview Place Unit 611

3 Bedrooms
3 Bathrooms
Sleeps 9

Arrow at Winter Park Unit 254

3 Bedrooms
2 Bathrooms
Sleeps 9

Trailhead Lodges Building 101 Unit 131

3 Bedrooms
2 Bathrooms
Sleeps 9

Recent Client Testimonials

Hear what some of our clients say...

“
Beautiful condo, great location near downtown Winter Park. Great for groups

Rachel

“
Great space, new furnishings and very clean. Would stay here again any time of year.

Scott

“
We had a blast at this studio right in the Winter Park village. 2 min walk to the slopes. Smaller place but well equipped and location is second to none! I would stay again!

Dan

“
Convenient to town, river and mountain - what more could we have wanted? Terrific unit for families with plenty of space. StayWinterPark does a great job with managing logistics

Winter Park Lodging with Stay Winter Park

Book today to experience all Winter Park has to offer

Specials

Specials

Summertime Adventures

Summertime Adventures

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