Private Home Rentals In Winter Park

Our Winter Park private homes are hand-picked for quality, location and desirability to provide the highest-end collection of vacation homes and cabins for different group sizes and needs. From cozy cabins in the woods, to luxurious ski-in/out lodges at Winter Park Resort, we're sure we have the right vacation home to suit your vacation style.

21 properties returned

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Looking Glass Lodge
Fraser & Surrounding Area
- 3 Bedrooms
- 2.5 Bathrooms
- Sleeps 11
Viewed 10 times
in 24 hours

Elk Run Cabin
Town of Winter Park
- 3 Bedrooms
- 2 Bathrooms
- Sleeps 8
Rendezvous Cottage
Town of Winter Park
- 3 Bedrooms
- 3.5 Bathrooms
- Sleeps 10
Balsh Hideaway
Fraser & Surrounding Area
- 3 Bedrooms
- 2.5 Bathrooms
- Sleeps 9
Bear Pause
Fraser & Surrounding Area
- 4 Bedrooms
- 3.5 Bathrooms
- Sleeps 12
Fox Tracks Lodge
Fraser & Surrounding Area
- 4 Bedrooms
- 5 Bathrooms
- Sleeps 14
The Cabin at Porcupine Ridge
Fraser & Surrounding Area
- 4 Bedrooms
- 3.5 Bathrooms
- Sleeps 11
Hilltop Hideaway
Fraser & Surrounding Area
- 4 Bedrooms
- 3.5 Bathrooms
- Sleeps 15
Winterwoods Cabin
Base Village & Surrounding Area
- 4 Bedrooms
- 3.5 Bathrooms
- Sleeps 11
Mary Jane's Dream Home
Base Village & Surrounding Area
- 4 Bedrooms
- 4.5 Bathrooms
- Sleeps 16
Elk Lodge
Town of Winter Park
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 19
Viewed 8 times
in 24 hours

Timber Ridge Lodge
Town of Winter Park
- 5 Bedrooms
- 4.5 Bathrooms
- Sleeps 17

Private Home Rentals In Winter Park

Looking Glass Lodge

Viewed 10 timesin 24 hours

Elk Run Cabin

Rendezvous Cottage

Balsh Hideaway

Bear Pause

Fox Tracks Lodge

The Cabin at Porcupine Ridge

Hilltop Hideaway

Winterwoods Cabin

Mary Jane's Dream Home

Elk Lodge

Viewed 8 timesin 24 hours

Timber Ridge Lodge

Viewed 10 times
in 24 hours

Viewed 8 times
in 24 hours