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

Vacation rentals in Winter Park

Find 5,382 available vacation homes from 16 partners
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Top 15 Recommended vacation rentals in Winter Park

Find your perfect vacation rental in Winter Park from just $101 per night!

Accommodation Winter Park
Accommodation ∙ 14 guests ∙ 5 bedrooms

Rental with jacuzzi & barbeque | Mountain view

Winter Park, Grand County, Colorado, United States
from $972
per night
Outstanding(20 ratings)
from $972
per night
View deal
House Winter Park
House ∙ 9 guests ∙ 3 bedrooms

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

Winter Park, Grand County, Colorado, United States
$223 from $200
per night
Excellent(30 ratings)
$223 from $200
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 6 bedrooms

Family-oriented house with grill, yard & hot tub | Mountain view | Dogs allowed

Winter Park, Grand County, Colorado, United States
from $494
per night
Outstanding(90 ratings)
from $494
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house

Winter Park, Grand County, Colorado, United States
from $345
per night
Outstanding
from $345
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 4 bedrooms

Vacation home with hot tub, barbecue & yard

Winter Park, Grand County, Colorado, United States
from $394
per night
Outstanding(88 ratings)
from $394
per night
View deal
House Winter Park
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly house with hot tub, BBQ & terrace | Mountain view | Next to the ski | Perfect for remote work

Winter Park, Grand County, Colorado, United States
from $522
per night
Outstanding(35 ratings)
from $522
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 4 bedrooms

Children-friendly charming house with barbecue, garden & terrace | Mountain view | Dogs allowed

Winter Park, Grand County, Colorado, United States
from $505
per night
from $505
per night
View deal
House Winter Park
House ∙ 18 guests ∙ 4 bedrooms

Vacation home with barbecue & jacuzzi | Mountain view

Winter Park, Grand County, Colorado, United States
from $480
per night
Excellent(19 ratings)
from $480
per night
View deal
House Winter Park
House ∙ 13 guests ∙ 4 bedrooms

House with jacuzzi

Winter Park, Grand County, Colorado, United States
from $375
per night
Outstanding(10 ratings)
from $375
per night
View deal
House Winter Park
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped big house with jacuzzi, patio & BBQ | Mountain view

Winter Park, Grand County, Colorado, United States
from $278
per night
Outstanding(67 ratings)
from $278
per night
View deal
Condo Winter Park
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with patio

Winter Park, Grand County, Colorado, United States
$332 from $286
per night
Outstanding(67 ratings)
$332 from $286
per night
View deal
House Winter Park
House ∙ 12 guests ∙ 4 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $429
per night
Outstanding(29 ratings)
from $429
per night
View deal
Condo Winter Park
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with 2 rooms for 6 persons

Winter Park, Grand County, Colorado, United States
from $292
per night
Excellent(30 ratings)
from $292
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 $212
per night
Outstanding(32 ratings)
from $212
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 2 bedrooms

Children-friendly house with barbeque | Water view | Pet-friendly

Winter Park, Grand County, Colorado, United States
from $206
per night
Excellent(74 ratings)
from $206
per night
View deal

Vacation rentals and apartments with air conditioning

Apartment  Winter Park
from $246
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 $267
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
House  Winter Park
from $227
per night
House ∙ 8 guests ∙ 2 bedrooms

House with sauna, heated pool & barbeque | Lake view

5.0
Outstanding(79 ratings)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
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Vacation houses with Balconies or Patios

House  Winter Park
from $577
per night
House ∙ 12 guests ∙ 4 bedrooms

Children-friendly vacation home with patio, sauna & heated pool | Lake view | Perfect for remote work | Pet-friendly

5.0
Outstanding(9 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House  Winter Park
from $448
per night
House ∙ 12 guests ∙ 4 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 $325
per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace & hot tub | Mountain view

4.8
Outstanding(52 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
See all offers

Vacation Rentals With Fireplaces

House  Winter Park
from $317
per night
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly vacation home with hot tub, sauna & private pool | Mountain view | Ski nearby

5.0
Outstanding(10 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
House  Winter Park
from $223
per night
House ∙ 9 guests ∙ 3 bedrooms

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

4.7
Excellent(30 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
Condo  Winter Park
from $309
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped condo | Mountain view

4.6
Excellent(30 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
See all offers

Budget-friendly Vacation Rentals in Winter Park

Find Fantastic yet Inexpensive Offers

Condo Winter Park
from $332
per night
Condo ∙ 10 guests ∙ 3 bedrooms

Family-oriented condo with terrace | Mountain view

5.0
Outstanding(67 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $403
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped vacation home with jacuzzi & barbeque | Mountain view | Dogs allowed

4.6
Excellent(22 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $325
per night
House ∙ 12 guests ∙ 5 bedrooms

House with grill & terrace | Mountain view

4.9
Outstanding(48 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

Condo Winter Park
from $127
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with yard, patio & hot tub | City view

4.7
Excellent(125 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $392
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with BBQ, patio & jacuzzi

4.9
Outstanding(113 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Cabin Winter Park
from $710
per night
Cabin ∙ 16 guests ∙ 6 bedrooms

Cabin with patio, barbecue & hot tub

4.6
Excellent(101 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 $315
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 $149
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 (835)
  • Pool (1,893)
  • Hot tub (2,970)
  • WiFi (4,937)
  • Fireplace (4,678)
  • Kitchen (5,134)
  • Washing machine (3,698)
  • TV (4,873)
  • Balcony/patio (1,508)
  • Parking (1,558)
  • No smoking (4,774)
  • Grill (2,112)

Winter Park is a good vacation spot if you want an accommodation with a pool, as 34% 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 $442 per night. one-third 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 5,382 rentals
💳 Possible discounts up to 12%
🌙 Nightly prices starting at $101
⭐ Popular amenities Pets allowed, Pool and Hot tub
🐾 Pet friendly homes 822 homes
🏊 Vacation rentals with pools 1,855 homes
5 reviews
Winter Park vacation rentals have an average rating of 4.6/5 on 5 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 $101. Nightly prices for condos are $398 on average. House rentals in Winter Park cost on average $600 per night.

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

There are currently 5,382 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 1,855 vacation rentals available in Winter Park.

Are dogs allowed in vacation rentals in Winter Park?

Sure, there are 822 rentals in Winter Park that allow pets , with an average price of $479 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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