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

Vacation rentals in Winter Park

Find 4,422 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 $104 per night!

Apartment Winter Park
Apartment ∙ 10 guests ∙ 3 bedrooms

Family-oriented spacious holiday apartment with sauna, heated pool & patio | Mountain view

Winter Park, Grand County, Colorado, United States
from $341
per night
Very good(17 ratings)
from $341
per night
View deal
Apartment Winter Park
Apartment ∙ 10 guests ∙ 3 bedrooms

Family-friendly apartment with patio, BBQ & jacuzzi | Mountain view | Pets are welcome

Winter Park, Grand County, Colorado, United States
from $244
per night
Outstanding(54 ratings)
from $244
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 $549
per night
Excellent(32 ratings)
from $549
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

House with patio & jacuzzi | Mountain view

Winter Park, Grand County, Colorado, United States
from $371
per night
Outstanding(58 ratings)
from $371
per night
View deal
Condo Winter Park
Condo ∙ 16 guests ∙ 4 bedrooms

Children-friendly wonderful condo with patio, jacuzzi & BBQ | Mountain view

Winter Park, Grand County, Colorado, United States
from $387
per night
Outstanding(55 ratings)
from $387
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

House with grill, jacuzzi & garden | Nature view

Winter Park, Grand County, Colorado, United States
from $282
per night
Excellent(83 ratings)
from $282
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 6 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $517
per night
Outstanding(89 ratings)
from $517
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly vacation home with terrace, BBQ & hot tub | Mountain view

Winter Park, Grand County, Colorado, United States
from $451
per night
Outstanding(3 ratings)
from $451
per night
View deal
House Winter Park
House ∙ 11 guests ∙ 3 bedrooms

Child-friendly spacious house with barbecue, hot tub & sauna | Mountain view

Winter Park, Grand County, Colorado, United States
from $571
per night
Outstanding(9 ratings)
from $571
per night
View deal
Apartment Winter Park
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental apartment with hot tub & pool | Mountain view

Winter Park, Grand County, Colorado, United States
from $138
per night
Outstanding(4 ratings)
from $138
per night
View deal
Condo Winter Park
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly lovely condo with patio, hot tub & barbeque | Mountain view | Good for workation

Winter Park, Grand County, Colorado, United States
from $221
per night
Outstanding(37 ratings)
from $221
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 $474
per night
Outstanding(102 ratings)
from $474
per night
View deal
Apartment Winter Park
Apartment ∙ 5 guests ∙ 2 bedrooms

Fully equipped lovely apartment with jacuzzi, barbeque & heated pool | Mountain view

Winter Park, Grand County, Colorado, United States
from $173
per night
Outstanding(94 ratings)
from $173
per night
View deal
House Winter Park
House ∙ 12 guests ∙ 4 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $451
per night
Outstanding(9 ratings)
from $451
per night
View deal
Apartment Winter Park
Apartment ∙ 8 guests ∙ 3 bedrooms

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

Winter Park, Grand County, Colorado, United States
from $432
per night
Outstanding(53 ratings)
from $432
per night
View deal

Vacation houses with Balconies or Patios

House  Winter Park
from $514
per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly nice house with heated pool, sauna & patio | Mountain view

5.0
Outstanding(12 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House  Winter Park
from $369
per night
House ∙ 9 guests ∙ 3 bedrooms

House with barbecue, hot tub & sauna | River view

5.0
Outstanding(2 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House  Winter Park
from $298
per night
House ∙ 10 guests ∙ 3 bedrooms

Family-friendly ample vacation home with jacuzzi, sauna & heated pool | River view | Pets are welcome

5.0
Outstanding(1 rating)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
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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(2 ratings)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
House  Winter Park
from $178
per night
House ∙ 8 guests ∙ 2 bedrooms

Child-friendly house with patio, heated pool & grill | Mountain view

5.0
Outstanding(15 ratings)
Winter Park, Grand County, Colorado, United States
Air conditioning
View deal
House  Winter Park
from $232
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
See all offers

Vacation Rentals With Fireplaces

House  Winter Park
from $368
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly charming vacation home with grill, patio & jacuzzi | Close to the ski | Suitable for remote work

4.9
Outstanding(53 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
House  Winter Park
from $420
per night
House ∙ 14 guests ∙ 4 bedrooms

House with patio, BBQ & jacuzzi

4.6
Excellent(53 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
Apartment  Winter Park
from $145
per night
Apartment ∙ 8 guests ∙ 2 bedrooms

Family-oriented rental apartment with barbecue, patio & heated pool | Mountain view | Suitable for remote work

5.0
Outstanding(46 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

House Winter Park
from $455
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly vacation home with heated pool, terrace & sauna | Lake view | Dogs allowed

5.0
Outstanding(21 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $511
per night
House ∙ 14 guests ∙ 5 bedrooms

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

5.0
Outstanding(39 ratings)
Winter Park, Grand County, Colorado, United States
View deal
Condo Winter Park
from $152
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped wonderful condo with terrace | Mountain view

4.6
Excellent(53 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 $104
per night
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with yard, patio & hot tub | City view

4.7
Excellent(123 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $619
per night
House ∙ 16 guests ∙ 5 bedrooms

Family-oriented wonderful house with hot tub, patio & grill | Nature view

5.0
Outstanding(85 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $199
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
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 $272
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 $144
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 (715)
  • Pool (1,684)
  • Hot tub (2,865)
  • WiFi (4,176)
  • Fireplace (3,947)
  • Kitchen (4,261)
  • Washing machine (3,121)
  • TV (4,248)
  • Balcony/patio (1,512)
  • Parking (1,319)
  • No smoking (3,885)
  • Grill (2,060)

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 $426 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 4,422 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $104
⭐ Popular amenities Pets allowed, Pool and Hot tub
🐾 Pet friendly homes 717 homes
🏊 Vacation rentals with pools 1,683 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 $104. Nightly prices for condos are $381 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 4,422 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 1,683 vacation rentals available in Winter Park.

Are dogs allowed in vacation rentals in Winter Park?

Sure, there are 717 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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