Vacation rentals in Winter Park - HomeToGo base64Hash Vacation rentals in Winter Park - HomeToGo

Vacation rentals in Winter Park

Find 5,325 available house rentals from 14 partners
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Top 15 Recommended vacation rentals in Winter Park

Find your perfect vacation rental in Winter Park from just $100 per night!

House Winter Park
House ∙ 10 guests ∙ 5 bedrooms

House with patio & jacuzzi | Mountain view

Winter Park, Grand County, Colorado, United States
from $374
per night
Outstanding(57 ratings)
from $374
per night
View deal
Condo Winter Park
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented spacious condo with BBQ & terrace | Dogs allowed

Winter Park, Grand County, Colorado, United States
from $186
per night
Outstanding(29 ratings)
from $186
per night
View deal
Condo Winter Park
Condo ∙ 5 guests ∙ 2 bedrooms

Children-friendly beautiful condo with patio & grill | Next to the ski

Winter Park, Grand County, Colorado, United States
from $124
per night
Outstanding(113 ratings)
from $124
per night
View deal
Condo Winter Park
Condo ∙ 7 guests ∙ 3 bedrooms

Family-friendly beautiful condo with jacuzzi, terrace & pool | Nature view

Winter Park, Grand County, Colorado, United States
from $166
per night
Outstanding(188 ratings)
from $166
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 6 bedrooms

Family-friendly nice house with hot tub, patio & grill | Mountain view | Pet-friendly

Winter Park, Grand County, Colorado, United States
from $206
per night
Outstanding(55 ratings)
from $206
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 2 bedrooms

Vacation home with 2 rooms for 8 persons

Winter Park, Grand County, Colorado, United States
from $213
per night
Outstanding(32 ratings)
from $213
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly vacation home with heated pool, hot tub & barbecue | Mountain view

Winter Park, Grand County, Colorado, United States
from $218
per night
Outstanding(77 ratings)
from $218
per night
View deal
House Winter Park
House ∙ 9 guests ∙ 4 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $159
per night
Excellent(84 ratings)
from $159
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped charming house with jacuzzi, patio & grill | Nature view

Winter Park, Grand County, Colorado, United States
from $323
per night
Outstanding(83 ratings)
from $323
per night
View deal
Condo Winter Park
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with barbeque | Mountain view | Perfect for remote work

Winter Park, Grand County, Colorado, United States
from $165
per night
from $165
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 3 bedrooms

House with jacuzzi & terrace

Winter Park, Grand County, Colorado, United States
from $195
per night
Outstanding(51 ratings)
from $195
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house

Winter Park, Grand County, Colorado, United States
from $272
per night
Outstanding
from $272
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

House with jacuzzi & barbecue

Winter Park, Grand County, Colorado, United States
from $271
per night
Outstanding
from $271
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 5 bedrooms

Child-friendly nice vacation home with sauna, jacuzzi & barbeque | Mountain view | Good for workation

Winter Park, Grand County, Colorado, United States
from $440
per night
Outstanding(28 ratings)
from $440
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 7 bedrooms

Vacation home with sauna, terrace & hot tub | Mountain view | Good for workation

Winter Park, Grand County, Colorado, United States
from $446
per night
Outstanding(90 ratings)
from $446
per night
View deal

Vacation houses with Balconies or Patios

House  Winter Park
from $473
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with patio, grill & hot tub

4.9
Outstanding(29 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House  Winter Park
from $219
per night
House ∙ 8 guests ∙ 5 bedrooms

House with terrace & hot tub | Mountain view

4.8
Outstanding(51 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House  Winter Park
from $752
per night
House ∙ 14 guests ∙ 6 bedrooms

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

5.0
Outstanding(79 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
See all offers

Vacation Rentals With Saunas

Apartment  Winter Park
from $119
per night
Apartment ∙ 7 guests ∙ 2 bedrooms

Apartment with pool, jacuzzi & BBQ | Mountain view

5.0
Outstanding(1 rating)
Winter Park, Grand County, Colorado, United States
Sauna
View deal
House  Winter Park
from $447
per night
House ∙ 10 guests ∙ 4 bedrooms

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

5.0
Outstanding(2 ratings)
Winter Park, Grand County, Colorado, United States
Sauna
View deal
House  Winter Park
from $226
per night
House ∙ 8 guests ∙ 2 bedrooms

House with sauna, heated pool & barbeque | Lake view

5.0
Outstanding(77 ratings)
Winter Park, Grand County, Colorado, United States
Sauna
View deal
See all offers

Vacation rentals and apartments with air conditioning

Apartment  Winter Park
from $266
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Family-friendly rental apartment with barbeque & hot tub | Mountain view

5.0
Outstanding(1 rating)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
Apartment  Winter Park
from $237
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Holiday apartment with hot tub & barbeque | Mountain view

5.0
Outstanding(7 ratings)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
Apartment  Winter Park
from $450
per night
Apartment ∙ 10 guests ∙ 3 bedrooms

Family-oriented apartment with jacuzzi & barbecue

5.0
Outstanding(1 rating)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
See all offers

Best Vacation Home Deals in Winter Park

Save up to 15%

House Winter Park
-11%
$206
from $182
per night
House ∙ 10 guests ∙ 3 bedrooms

Family-friendly nice vacation home with terrace, hot tub & BBQ

4.7
Excellent(44 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
-15%
$100
from $85
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-friendly condo

4.7
Excellent(36 ratings)
Winter Park, Grand County, Colorado, United States
View deal

5,325 unique rentals from 14 partner websites can be compared in Winter Park, with prices starting at $100 a night. Every one of the properties from the different providers are directly compared by our algorithm so you can save up to 15%.

Budget-friendly Vacation Rentals in Winter Park

Find Fantastic yet Inexpensive Offers

House Winter Park
from $203
per night
House ∙ 9 guests ∙ 4 bedrooms

Child-friendly vacation home with patio & barbecue | Mountain view | Pet-friendly

4.7
Excellent(30 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
from $272
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with 2 rooms for 6 persons

4.6
Excellent(30 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $653
per night
House ∙ 16 guests ∙ 6 bedrooms

Vacation home with barbecue, terrace & jacuzzi | Mountain view

4.6
Excellent(101 ratings)
Winter Park, Grand County, Colorado, United States
View deal

Top-Rated Rentals and Accommodations in Winter Park

Book Vacation Rental Offers with the Highest User Rating

House Winter Park
from $374
per night
House ∙ 14 guests ∙ 6 bedrooms

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

4.8
Outstanding(100 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $157
per night
House ∙ 7 guests ∙ 2 bedrooms

House with grill, jacuzzi & terrace

5.0
Outstanding(90 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
from $148
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful condo with terrace | Mountain view

4.5
Excellent(54 ratings)
Winter Park, Grand County, Colorado, United States
View deal

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!

Reviewed on 3/7/2024 | Group
House Winter Park
from $302
per night
HomeToGo
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding(5 ratings)
Winter Park, Grand County, Colorado, United States
View deal
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.

Reviewed on 1/31/2024 | Couple
Condo Winter Park
from $125
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.3
Very good(48 ratings)
Winter Park, Grand County, Colorado, United States
View deal

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Popular Rental Amenities in Winter Park

  • Pet-friendly (793)
  • Pool (1,844)
  • Hot tub (2,901)
  • WiFi (5,015)
  • Fireplace (4,525)
  • Kitchen (4,995)
  • Washing machine (3,550)
  • TV (4,739)
  • Balcony/patio (1,468)
  • Parking (1,519)
  • No smoking (4,784)
  • Grill (2,052)

Winter Park is a good vacation spot if you want an accommodation with a pool, as 35% 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 $440 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.

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 5,325 rentals
💳 Possible discounts up to 15%
🌙 Nightly prices starting at $100
⭐ Popular amenities Pets allowed, Pool and Hot tub
🐾 Pet friendly homes 789 homes
🏊 Vacation rentals with pools 1,851 homes
66,175 reviews
Winter Park vacation rentals have an average rating of 4.6/5 on 66,175 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 $100. Nightly prices for condos are $419 on average. House rentals in Winter Park cost on average $596 per night.

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

There are currently 5,325 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 1,851 vacation rentals available in Winter Park.

Are dogs allowed in vacation rentals in Winter Park?

Sure, there are 789 rentals in Winter Park that allow pets , with an average price of $476 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.

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