Vacation rentals in Winter Park, United States - page 16

Carefully selected & verified rentals in Winter Park, United States
Check-in
07May2026Select date
Check-out
08May2026Select date
Rooms and Guests2 Guests, 1 Room
Winter Park features the scenic Chain of Lakes, plus the beautiful Mead Botanical Garden and the notable Charles Hosmer Morse Museum of American Art. You can stroll the park or enjoy water activities like kayaking at Lake Killarney. For accommodations, the city offers a variety of hotels. There are charming boutique inns like the Alfond Inn and family-friendly resorts with great amenities. This site features a curated list of Winter Park hotels, chosen for their excellent reviews and unique offerings, ensuring a pleasant stay. Book early, especially during events like the Winter Park Art Festival, and use local shuttles for easy transport.
View map
301-320 out of 332
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Beaver Village 15-11 Winter Park
Map1.9 mi from City Centre300 yd from
FromUS$ 164 /nightSelect
Cozy Ski-Inandout Winter Park Studio With Hot Tubs!
Map1400 yd from City Centre400 yd from Cabriolet
FromUS$ 396 /nightSelect
3 Mi To Winter Park Resort: Cozy Ski Condo
Map2.2 mi from City Centre1100 yd from
FromUS$ 167 /nightSelect
Slopeside Sanctuary - Penthouse < 1 Mi To Lifts!
Map300 yd from City Centre700 yd from Arrow
FromUS$ 1 295 /nightSelect
Hi Country Haus Unit 2115 By Stay Winterpark
Map2.6 mi from City Centre100 yd from Amaze'n Mazes Colorado
FromUS$ 440 /nightSelect
Colorado Ski Condo In The Heart Of Winter Park
Map2.0 mi from City Centre100 yd from
FromUS$ 295 /nightSelect
Hi Country Haus Getaway
4 adults
1 bedroom
2 beds
Map2.8 mi from City Centre500 yd from
FromUS$ 112 /nightSelect
Cozy Winter Park Condo, Walk To Ski Shuttle!
6 adults
2 bedrooms
4 beds
Map2.3 mi from City Centre600 yd from
FromUS$ 518 /nightSelect
Snowblaze Condominiums C14
The largest option:
7 adults
2 bedrooms
4 beds
Map2.0 mi from City Centre300 yd from
FromUS$ 143 /nightSelect
Condo W/ Pool Access: 2 Mi To Winter Park Resort!
6 adults
2 bedrooms
3 beds
Map1.8 mi from City Centre400 yd from
FromUS$ 402 /nightSelect
Trademark Condo Short Walk To Shuttle
8 adults
3 bedrooms
4 beds
Map300 yd from City Centre800 yd from Arrow
FromUS$ 883 /nightSelect
Winter Park Condo With Fireplace - 4 Mi To Slopes!
7 adults
2 bedrooms
4 beds
Map2.7 mi from City Centre300 yd from Amaze'n Mazes Colorado
FromUS$ 802 /nightSelect
Cozy Condo With Views, 3 Mi To Winter Park Resort!
6 adults
2 bedrooms
3 beds
Map2.6 mi from City Centre400 yd from Amaze'n Mazes Colorado
FromUS$ 118 /nightSelect
Mtn Condo With Ski Locker And Pools - 3 Mi To Resort!
6 adults
2 bedrooms
3 beds
Map2.3 mi from City Centre
FromUS$ 227 /nightSelect
Hike & Bike! Mtn-View Condo 1 Block To Main St
7 adults
2 bedrooms
4 beds
Map2.7 mi from City Centre300 yd from Amaze'n Mazes Colorado
FromUS$ 754 /nightSelect
Newly Built Ski Condo W/ Hot Tub & Shuttle Access!
6 adults
2 bedrooms
4 beds
Map2.7 mi from City Centre300 yd from Amaze'n Mazes Colorado
FromUS$ 543 /nightSelect
Zephyr Slopeside - 1504 Condo
The largest option:
8 adults
2 bedrooms
4 beds
Map900 yd from City Centre200 yd from Zephyr Express
FromUS$ 2 090 /nightSelect
Cozy Winter Park Condo W/ Hot Tub & Shuttle!
4 adults
2 bedrooms
2 beds
Map2.3 mi from City Centre600 yd from
FromUS$ 292 /nightSelect
Cozy Ski-Inandski-Out Winter Park Resort Condo!
2 adults
1 bedroom
2 beds
Map800 yd from City Centre100 yd from Zephyr Express
FromUS$ 202 /nightSelect
Ski-In/Ski-Out Winter Park Condo W/ Pool Access!
6 adults
2 bedrooms
3 beds
Map1400 yd from City Centre400 yd from Cabriolet
FromUS$ 379 /nightSelect

Other cities in United States

Check-in
07May2026Select date
Check-out
08May2026Select date
Rooms and Guests2 Guests, 1 Room