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Search results; Over 1,000 homes in Winter Park

Top guest favourite

Apartment in Winter Park

Best Views In WinterPark | FamilyFriendly | Garage

3 bedrooms, 6 beds, 3 private bathrooms

15–20 Jul

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5.0 out of 5 average rating, 126 reviews

Top guest favourite

Townhouse in Winter Park

Luxury Winter Park Retreat with Private Hot Tub

3 bedrooms, 4 beds, 4 bathrooms

5–10 Jul

Extended stay discount

Free cancellation

5.0 out of 5 average rating, 20 reviews

Superhost

Home in Winter Park

Downtown WP Loft 16 - Huge Hot Tub - Great Views

2 bedrooms, 4 beds, 2.5 bathrooms

6–11 Jul

$1,386 SGD for 5 nights

4.8 out of 5 average rating, 15 reviews

Guest favourite

Apartment in Winter Park

Cozy mountain retreat in downtown Winter Park

1 bedroom, 3 beds, 1 bathroom

2–7 Jul

4.94 out of 5 average rating, 157 reviews

Top guest favourite

Flat in Fraser

Brand new luxury condo.

3 bedrooms, 5 beds, 2 bathrooms

5–10 Jul

$1,477 SGD for 5 nights

5.0 out of 5 average rating, 31 reviews

Superhost

Home in Winter Park

Downtown WP Loft 106 - Huge Hot Tub - Great Views

3 bedrooms, 8 beds, 2 bathrooms

1–6 Jul

$2,049 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Superhost

Home in Winter Park

Ramble Retreat I Downtown Winter Park w/Hot Tub

4 bedrooms, 7 beds, 4.5 bathrooms

11–16 Jul

New home discount

New place to stay

Top guest favourite

Apartment in Winter Park

The Best Location in Downtown Winter Park!

2 bedrooms, 5 beds, 3 bathrooms

5–10 Jul

4.96 out of 5 average rating, 107 reviews

Guest favourite

Home in Winter Park

Downtown WP Villa 568 - Hot Tub - Views - Bunks

2 bedrooms, 5 beds, 2 bathrooms

12–17 Jul

$1,369 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Guest favourite

Home in Winter Park

Slopeside Chalet 106 - Hot Tub - Views - Bunk Room

3 bedrooms, 5 beds, 3.5 bathrooms

1–6 Jul

$2,050 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Apartment in Winter Park

10 min to Resort! Amazing Views & Sauna!

3 bedrooms, 3 beds, 2 bathrooms

5–10 Jul

4.95 out of 5 average rating, 153 reviews

Guest favourite

Apartment in Winter Park

Modern condo w/ hot tub & fireplace

3 bedrooms, 7 beds, 3 bathrooms

12–17 Jul

$1,987 SGD for 5 nights

4.92 out of 5 average rating, 37 reviews

Guest favourite

Cabin in Fraser

Cozy Fraser Cabin w/ Views & Moose Sightings!

1 bedroom, 2 queen beds, 1 bathroom

5–10 Jul

$1,310 SGD for 5 nights

4.96 out of 5 average rating, 85 reviews

Guest favourite

Home in Fraser

Spruce Ridge Villa 714H - Great Views - Bunk Room

3 bedrooms, 5 beds, 3 bathrooms

5–10 Aug

Book early to save

5.0 out of 5 average rating, 6 reviews

Guest favourite

Apartment in Winter Park

Summer Escape • Riverfront Stay in WP

2 bedrooms, 4 beds, 3 bathrooms

4–9 Jul

$1,413 SGD for 5 nights

4.89 out of 5 average rating, 9 reviews

Guest favourite

Apartment in Winter Park

Walk to Downtown | Hot Tub | Fire place | River |

1 bedroom, 2 beds, 1 bathroom

1–6 Jul

4.88 out of 5 average rating, 338 reviews

Home in Winter Park

Summit Haus

5 bedrooms, 8 beds, 5.5 bathrooms

8–13 Jul

$8,106 SGD for 5 nights

New place to stay

Superhost

Home in Winter Park

Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park

3 bedrooms, 3 beds, 3.5 bathrooms

7–12 Jul

$1,885 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Guest suite in Winter Park

Charming Suite in Old Town Winter Park

1 bedroom, 1 queen bed, 1 bathroom

5–10 Jul

$1,256 SGD for 5 nights

4.98 out of 5 average rating, 495 reviews