Vacation Rentals in Winter Park, United States from 65$/Night

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.

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Ski-In / Ski-Out Studio Condo At The Base Of Winter Park

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 161 /nightSelect

Winter Haus, Winter Park 2 Bedrooms Corner Unit W Outdoor Patio Walking Distance To The Center Of Town

Map2.7 mi from City Centre400 yd from Amaze'n Mazes Colorado

FromUS$ 230 /nightSelect

Ski-In / Ski-Out 1 Bedroom Condo Base Of Wp Resort

Map900 yd from City Centre300 yd from Zephyr Express

FromUS$ 171 /nightSelect

Great Location! Downtown Wp With Hot Tub! Sleeps 6!

Map2.0 mi from City Centre300 yd from

FromUS$ 185 /nightSelect

Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park

Map800 yd from City Centre100 yd from Zephyr Express

FromUS$ 538 /nightSelect

Beaver Village Unit #0724

Map2.0 mi from City Centre

FromUS$ 214 /nightSelect

Iron Horse Building C Unit 1023

4 adults

1 bedroom

3 beds

Map1400 yd from City Centre400 yd from Cabriolet

FromUS$ 198 /nightSelect

Ski-Inandski-Out Winter Park Condo With Hot Tub Access

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 249 /nightSelect

Cozy Downtown Condo With Jacuzzi 5 Min To Resort

Map2.7 mi from City Centre300 yd from Amaze'n Mazes Colorado

FromUS$ 140 /nightSelect

Hi Country Haus Unit 1515

The largest option:

4 adults

2 bedrooms

2 beds

Map2.6 mi from City Centre300 yd from Amaze'n Mazes Colorado

FromUS$ 222 /nightSelect

Guest Suite Downtown Winter Park Great Location

Map2.1 mi from City Centre400 yd from

FromUS$ 280 /nightSelect

Snowblaze Condos Building C Unit 24

Map2.6 mi from City Centre100 yd from Amaze'n Mazes Colorado

FromUS$ 472 /nightSelect

Beaver Village Unit #0332

Map1.9 mi from City Centre200 yd from

FromUS$ 335 /nightSelect

Crestview Place Unit 507

8 adults

3 bedrooms

3 beds

Map2.1 mi from City Centre400 yd from

FromUS$ 609 /nightSelect

Cozy Winter Park Condo Bike, Ski, And Hike!

Map1.8 mi from City Centre300 yd from

FromUS$ 65 /nightSelect

Hi Country Haus Unit 0309

Map2.8 mi from City Centre500 yd from

FromUS$ 206 /nightSelect

Ski-Inandski-Out Winter Park Condo With Balcony

Map900 yd from City Centre300 yd from Winter Park Resort

FromUS$ 489 /nightSelect

Snowblaze Condos Building E Unit 310 By Stay Winter Park

Map1.9 mi from City Centre500 yd from

FromUS$ 196 /nightSelect

Timber Run Evergreen 9

9 adults

2 bedrooms

4 beds

Map2.3 mi from City Centre700 yd from

FromUS$ 116 /nightSelect

Winter Park Studio Condo - 5 Mins To Downtown!

4 adults

1 bedroom

2 beds

Map2.8 mi from City Centre500 yd from

FromUS$ 372 /nightSelect

Flexible Price Range for Vacation Homes in Winter Park

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price

US$ 2 106

⬇️ The lowest price

US$ 65

💸 Average price for

Apartments

US$ 596

Top vacation homes in Winter Park

Based on guest reviews from the past 12 months

Convenient Downtown Escape:

Guest Suite Downtown Winter Park Great Location

Cozy Mountaintop Retreat:

Ski-In/Ski-Out Zephyr 1 Bedroom Condo Winter Park

Family Friendly Condo Stay:

Winter Park Condo With Hot Tubs, 4 Mi To Ski Resort!

Outdoor Adventure Base:

Cozy Winter Park Condo Bike, Ski, And Hike!

Relaxing Hot Tub Getaway:

Winter Park Condo W/Hot Tub & 4 Mi To Skiing

Scenic Riverfront Stay:

Cozy Condo On Vasquez Creek With Free Shuttle Access

Ski-In Ski-Out Luxury:

Ski-Inandski-Out Winter Park Condo With Mountain Views

Tranquil Mountain Views:

Crisp Mountain Retreat

Charming Rustic Vibe:

Rustic Relaxation In Winter Park

FAQs about Winter Park rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals offer unique views or special amenities?

The Winter Park Condo with Hot Tub and Mountain Views! offers stunning scenery along with relaxing amenities. The Iron Horse Studio with Resort Amenities provides both convenient access to the area and beautiful sightings.

What are the top-rated vacation rentals in Winter Park based on guest reviews?

Top-rated properties based on guest satisfaction include the Ski-In / Ski-Out 1 Bedroom Condo and the Winter Park Ski-Inandski-Out Condo with Mountain Views. These properties are frequently praised for their location and quality of service.

Which vacation rentals are located near popular landmarks in Winter Park?

Several rentals are located close to key attractions. The Downtown Winter Park Condo is about 3 km from the Winter Park Resort, offering convenience for skiing and other outdoor activities. Other options like the Guest Suite Downtown Winter Park Great Location are ideally situated for easy access to local shops and restaurants.

Vacation Rentals Overview in Winter Park

This guide provides essential information on vacation rentals in Winter Park, evaluating around 100 properties to assist travelers in making informed accommodation choices.

Typical nightly rates range from $150-$400 USD.

Peak travel seasons are winter months and summer holidays.

Most properties impose a local tax of 12.8%.

Approximately 1-2 miles from Winter Park Resort and downtown.

Booking early can secure discounts and ensure availability.