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

Vacation rentals in Winter Park

Find 4,315 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 $170 per night!

House Winter Park
House ∙ 16 guests ∙ 7 bedrooms

Children-friendly charming vacation home with BBQ, jacuzzi & yard | Mountain view | Dogs allowed

Winter Park, Grand County, Colorado, United States
from $746
per night
Outstanding(145 ratings)
from $746
per night
View deal
House Winter Park
House ∙ 14 guests ∙ 5 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $411
per night
Outstanding(100 ratings)
from $411
per night
View deal
Chalet Winter Park
Chalet ∙ 12 guests ∙ 4 bedrooms

Chalet with patio, barbecue & jacuzzi | Mountain view

Winter Park, Grand County, Colorado, United States
from $387
per night
from $387
per night
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House Winter Park
House ∙ 7 guests ∙ 2 bedrooms

House with private pool, patio & jacuzzi

Winter Park, Grand County, Colorado, United States
from $154
per night
from $154
per night
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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(66 ratings)
from $278
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
$213 from $179
per night
Excellent(30 ratings)
$213 from $179
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

House with patio, jacuzzi & barbecue | Perfect for remote work

Winter Park, Grand County, Colorado, United States
$410 from $375
per night
Outstanding(6 ratings)
$410 from $375
per night
View deal
House Winter Park
House ∙ 18 guests ∙ 5 bedrooms

Family-oriented lovely house with terrace, jacuzzi & BBQ | Mountain view

Winter Park, Grand County, Colorado, United States
from $1,131
per night
Outstanding(1 rating)
from $1,131
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 $433
per night
Outstanding(29 ratings)
from $433
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 $196
per night
Excellent(74 ratings)
from $196
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 $534
per night
from $534
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 $389
per night
Outstanding(88 ratings)
from $389
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly vacation home with terrace & barbeque | Mountain view

Winter Park, Grand County, Colorado, United States
from $269
per night
Outstanding(13 ratings)
from $269
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 4 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $574
per night
Outstanding(29 ratings)
from $574
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 6 bedrooms

Vacation home with grill & hot tub | Mountain view

Winter Park, Grand County, Colorado, United States
from $699
per night
Outstanding(167 ratings)
from $699
per night
View deal

Vacation rentals and apartments with air conditioning

Apartment  Winter Park
from $241
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
House  Winter Park
from $246
per night
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly spacious vacation home with barbecue, heated pool & patio | Mountain view

5.0
Outstanding(14 ratings)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
House  Winter Park
from $228
per night
House ∙ 8 guests ∙ 2 bedrooms

House with sauna, heated pool & barbeque | Lake view

5.0
Outstanding(80 ratings)
Winter Park, Grand County, Colorado, United States
Air conditioning
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Vacation houses with Balconies or Patios

House  Winter Park
from $444
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 $255
per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace & hot tub | Mountain view

4.8
Outstanding(54 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House  Winter Park
from $1,121
per night
House ∙ 14 guests ∙ 6 bedrooms

Family-friendly spacious vacation home with barbecue, terrace & 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 Fireplaces

House  Winter Park
from $213
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
Apartment  Winter Park
from $430
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Family-oriented holiday apartment with barbecue, terrace & jacuzzi | Ski nearby | Suitable for remote work

4.9
Outstanding(54 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
House  Winter Park
from $172
per night
House ∙ 9 guests ∙ 3 bedrooms

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

4.7
Excellent(85 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

Cabin Winter Park
from $403
per night
Cabin ∙ 12 guests ∙ 5 bedrooms

Fully equipped lovely cabin with terrace, barbecue & jacuzzi | Mountain view | Good for workation

5.0
Outstanding(38 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
from $352
per night
Condo ∙ 14 guests ∙ 3 bedrooms

Condo with jacuzzi, terrace & barbeque | Mountain view

5.0
Outstanding(49 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $1,107
per night
House ∙ 19 guests ∙ 7 bedrooms

Vacation home with garden, BBQ & patio | Mountain view | Suitable for remote work

4.9
Outstanding(33 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 $395
per night
House ∙ 10 guests ∙ 4 bedrooms

House with patio & jacuzzi | Mountain view

4.9
Outstanding(57 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
from $175
per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding(30 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
from $325
per night
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with hot tub, terrace & BBQ | Mountain view

5.0
Outstanding(29 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 $321
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 $147
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.3
Very good(49 ratings)
Winter Park, Grand County, Colorado, United States
View deal

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Popular Rental Amenities in Winter Park

  • Pet-friendly (700)
  • Pool (1,627)
  • Hot tub (2,707)
  • WiFi (4,019)
  • Fireplace (3,792)
  • Kitchen (4,119)
  • Washing machine (3,028)
  • TV (4,087)
  • Balcony/patio (1,507)
  • Parking (1,297)
  • No smoking (3,887)
  • Grill (2,038)

Winter Park is a good vacation spot if you want an accommodation with a pool, as 38% 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 $434 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 4,315 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $170
⭐ Popular amenities Pets allowed, Pool and Hot tub
🐾 Pet friendly homes 716 homes
🏊 Vacation rentals with pools 1,634 homes
9 reviews
Winter Park vacation rentals have an average rating of 4.8/5 on 9 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 $170. Nightly prices for condos are $408 on average. House rentals in Winter Park cost on average $615 per night.

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

There are currently 4,315 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 1,634 vacation rentals available in Winter Park.

Are dogs allowed in vacation rentals in Winter Park?

Sure, there are 716 rentals in Winter Park that allow pets , with an average price of $477 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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