Vacation rentals in Winter Park - HomeToGo base64Hash

Vacation rentals in Winter Park - HomeToGo

Vacation rentals in Winter Park

Find 5,179 available house rentals from 12 partners

Price per night
- Up to $100
- $100 - $199
- From $200
Accommodation types
- Condo
- Cabin
- House
Distance to center
- 1 km
- 2 km
- 5 km
Rating
- 4.5+
- 4+
Booking Options
- Instant Booking
Services
- Pool
- Hot tub
- WiFi
- Fireplace
- Kitchen
- Washing machine
- TV
- Balcony/patio
- Parking
- Microwave
- Dishwasher
- Air conditioning
- Sauna
- Yard
- Crib
Show more
Accommodation type
- Pet-friendly
- No smoking
- No pets
- Wheelchair access
Activities
- Grill
- Fishing

Top 15 Recommended vacation rentals in Winter Park

Find your perfect vacation rental in Winter Park from just $127 per night!

Vacation Rentals With Fireplaces

Apartments With Balconies or Patios

Vacation rentals and apartments with air conditioning

Best Vacation Home Deals in Winter Park

Save up to 85%

5,179 unique rentals from 12 partner websites can be compared in Winter Park, with prices starting at $138 a night. Every one of the properties from the different providers are directly compared by our algorithm so you can save up to 85%.

Budget-friendly Vacation Rentals in Winter Park

Find Fantastic yet Inexpensive Offers

Top-Rated Rentals and Accommodations in Winter Park

Book Vacation Rental Offers with the Highest User Rating

Customer ratings and reviews

How are reviews collected?

Jane K.

Guest verified by HomeToGo

Absolutely wonderful. New, convenient, and beautifully appointed with new, clean appliances, and plenty of sunshine. Hot tub and fire pit make for a nice social gathering spot. Very quiet. Loved the Nordic ski and hiking available right outside our door!

Izabela P.

Guest verified by HomeToGo

Difficulties with parking (QR code did not work, after 4 days our bill was close to 400,00 instead 76 dollars). No towels for hot tub. In the shower, no shower gel.

Why choose HomeToGo?

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Winter Park

Pet-friendly (749)
Pool (1,722)
Hot tub (3,148)
WiFi (4,921)
Fireplace (4,377)
Kitchen (4,813)
Washing machine (2,781)
TV (4,608)
Balcony/patio (1,431)
Parking (1,343)
No smoking (4,535)
Grill (1,953)

Winter Park is a good vacation spot if you want an accommodation with a pool, as 36% of the properties have one. Condo with pools in Winter Park are a wonderful choice for groups of 6 and have an average cost of $446 per night. nearly half of Winter Park's rentals with pools are located within two miles of water, spend your days lounging by the pool or the waterfront.

Price and Availability Index in Winter Park

Click on any bar to see price and availability information

Vacation Rental Price Information in Winter Park

The price graph will give you the average nightly price for the upcoming months of the year in Winter Park. The average nightly rate for vacation homes can go up to $1,158 (12/20 – 12/27) in Winter Park. Winter Park is most affordable in May (5/10 – 5/17), when average accommodation prices are $346 a night.

Rental availability information in Winter Park

The availability graph shows the most competitive months to book a vacation rental in Winter Park. The week with the lowest percentage of available accommodations is in January (1/10 – 1/17). It is easier to find a rental in a week of April (4/19 – 4/26), as only 29% of the accommodations are booked.

Ski the slopes and savor superb views with Winter Park vacation homes

Spacious cabin rentals and modern condo vacation rentals in Winter Park put you near all the action on the ski resort's mountainside. Enjoy the woodsy locale and proximity to Colorado's scenic nature.

What are the best activities for families in Winter Park?

Young mountaineers

Beyond ski school, children can enjoy tubing, ice skating, and snowshoeing. In summer, Winter Park, despite a name reminiscent of endless snow, is just as exciting. The resort's alpine slide is the longest of its kind in mountainous Colorado. Kids can fly down the hill in joy on the safe yet thrilling track.

Treat kids to a day out fishing at one of the area's child-friendly ponds. The stocked North Pond at Lion's Fishing Ponds is suitable for ages 14 and younger, while the stocked pond at Kaibab Park is for those 15 and under. Casting a line should get some bites!

Where are the unique attractions in Winter Park?

Adrenaline rushes

Winter Park Ski Resort is one of the top, best-known ski resorts in Colorado, not to mention the longest-running, at 75 years old. Explore seven territories of highly varied terrain, from challenging moguls in Mary Jane Territory to backcountry-like Vasquez Ridge.

Colorado has a collection of 53 extra-tall mountains over 14,000 feet, referred to locally as "14-ers." Winter Park is home to a few of these mammoths, with the closest and least difficult pair being Mount Bierstadt and Mount Evans.

Information about vacation rentals in Winter Park

🏡 Vacation rentals available	5,403 rentals
💳 Possible discounts	up to 85%
🌙 Nightly prices starting at	$127
⭐ Popular amenities	Pets allowed, Pool and Hot tub
🐾 Pet friendly homes	808 homes
🏊 Vacation rentals with pools	1,946 homes

69,788 reviews

Winter Park vacation rentals have an average rating of 4.6/5 on 69,788 reviews left by travelers.

Frequently Asked Questions

What is the price per night for a vacation rental in Winter Park?

The nightly price of accommodations in Winter Park starts at $127. Nightly prices for condos are $389 on average. House rentals in Winter Park cost on average $610 per night.

How many vacation rentals are available for booking in Winter Park?

There are currently 5,403 vacation homes in Winter Park to browse and book for your trip.

What amenities are most popular for vacation homes in Winter Park?

If you're looking to book a vacation rental in Winter Park, others search for accommodation with Pets allowed, Pool and Hot tub.

How many vacation homes with a pool are in Winter Park?

Check out 1,946 vacation rentals available in Winter Park.

Are dogs allowed in vacation rentals in Winter Park?

Sure, there are 808 rentals in Winter Park that allow pets , with an average price of $497 per night.

What's the best time to travel to Winter Park?

If you are looking for a vacation home in Winter Park, keep in mind that rainy season is usually in May or February, with March often being the driest.

Discover more vacation accommodations

Top Vacation Destinations

Top cities to visit

Silverthorne Vacation Rentals

Vacation rentals in Winter Park

Price per night

Accommodation types

Distance to center

Rating

Booking Options

Services

Accommodation type

Activities

Top 15 Recommended vacation rentals in Winter Park

House with jacuzzi, BBQ & patio | Mountain view

Child-friendly vacation home with sauna, barbeque & terrace | Mountain view

Vacation home with yard, BBQ & terrace | Mountain view

House with hot tub, barbeque & patio | Mountain view | Perfect for remote work

House with grill, jacuzzi & terrace

Fully equipped wonderful condo with terrace | Mountain view

Family-oriented house with sauna, patio & barbeque | Mountain view | Suitable for remote work | Pets are welcome

Children-friendly house with jacuzzi, terrace & grill | Dogs allowed

Vacation home with BBQ, heated pool & sauna | Lake view

Children-friendly vacation home with heated pool & hot tub | Mountain view

Family-oriented wonderful vacation home with BBQ & patio | Pet-friendly

Vacation home with terrace & jacuzzi | Mountain view

Family-friendly vacation home with jacuzzi, sauna & heated pool | River view | Perfect for remote work

House with jacuzzi, patio & barbecue

Family-oriented house with grill & terrace | Mountain view