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

Vacation rentals in Winter Park

Browse 3,814 available vacation homes and compared across 13 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • 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 most Recommended Vacation Rentals in Winter Park

Discover your ideal Winter Park vacation rental with real-time comparisons of 3,814 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Winter Park
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly charming vacation home with hot tub & barbeque | River view

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park features a hot tub, fireplace, and stunning mountain views, perfect for family gatherings and events.
from $569
per night
Outstanding(50 ratings)
from $569
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
This house rental in Winter Park offers a fireplace, hot tub, mountain views, and space for 14, perfect for family getaways.
from $789
per night
Outstanding(46 ratings)
from $789
per night
View deal
House Winter Park
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with hot tub, terrace & barbecue | Nature view

Winter Park, Grand County, Colorado, United States
This house rental in Fraser accommodates 14 guests, featuring a hot tub, balcony with mountain views, and a cozy fireplace.
from $1,667
per night
Outstanding(57 ratings)
from $1,667
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped vacation home with patio | Mountain view | Close to the ski

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park offers mountain views, a fireplace, a kitchen, and parking for up to 10 guests.
from $360
per night
Outstanding(128 ratings)
from $360
per night
View deal
House Winter Park
House ∙ 10 guests ∙ 3 bedrooms

House with jacuzzi & barbeque | Mountain view

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park features a hot tub, fireplace, and mountain views, perfect for a getaway with friends or family.
from $216
per night
Outstanding(20 ratings)
from $216
per night
View deal
Condo Winter Park
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped wonderful condo with jacuzzi | Mountain view

Winter Park, Grand County, Colorado, United States
This Winter Park condo features a fireplace, kitchen, hot tub, balcony with mountain view, and parking for up to six guests.
from $146
per night
Outstanding(9 ratings)
from $146
per night
View deal
House Winter Park
House ∙ 8 guests ∙ 2 bedrooms

House with barbeque, terrace & garden | Mountain view

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park features a hot tub, fireplace, and mountain views, perfect for family gatherings or events.
from $222
per night
Excellent(49 ratings)
from $222
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 4 bedrooms

Family-oriented house with barbeque, patio & garden | Mountain view | Pets allowed

Winter Park, Grand County, Colorado, United States
This spacious house rental in Fraser features a mountain view, a yard, and a fireplace, perfect for family gatherings and pets.
from $714
per night
Outstanding(98 ratings)
from $714
per night
View deal
House Winter Park
House ∙ 12 guests ∙ 5 bedrooms

House with barbecue & jacuzzi

Winter Park, Grand County, Colorado, United States
This Winter Park house rental for 12 features a fireplace, hot tub, balcony, and a kitchen, perfect for a family getaway.
from $395
per night
Outstanding(132 ratings)
from $395
per night
View deal
House Winter Park
House ∙ 14 guests ∙ 7 bedrooms

Children-friendly big house with jacuzzi, terrace & barbecue | Mountain view | Suitable for remote work

Winter Park, Grand County, Colorado, United States
This house rental in Granby accommodates 14 guests and features a hot tub, fireplace, kitchen, and stunning mountain views.
from $1,676
per night
Outstanding(81 ratings)
from $1,676
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 6 bedrooms

Child-friendly charming house with jacuzzi, patio & barbecue | Mountain view | Pets allowed

Winter Park, Grand County, Colorado, United States
This house rental in Granby features a hot tub, mountain views, and space for 16, perfect for family gatherings and pets.
from $587
per night
Outstanding(100 ratings)
from $587
per night
View deal
House Winter Park
House ∙ 12 guests ∙ 3 bedrooms

Child-friendly wonderful vacation home with barbeque, patio & hot tub | Mountain view | Suitable for remote work

Winter Park, Grand County, Colorado, United States
This waterfront house rental in Winter Park features a heated pool, sauna, and stunning mountain views, perfect for events and family fun.
from $426
per night
Outstanding(96 ratings)
from $426
per night
View deal
House Winter Park
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with terrace & jacuzzi | Mountain view

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park features a fireplace, hot tub, balcony with mountain views, and accommodates up to 12 guests.
from $516
per night
Outstanding(129 ratings)
from $516
per night
View deal
House Winter Park
House ∙ 14 guests ∙ 5 bedrooms

House with sauna, grill & patio | Mountain view

Winter Park, Grand County, Colorado, United States
This house rental in Winter Park features a pool, sauna, hot tub, and mountain views, accommodating up to 14 guests.
from $568
per night
Very good(19 ratings)
from $568
per night
View deal
House Winter Park
House ∙ 16 guests ∙ 8 bedrooms

Child-friendly lovely vacation home with barbeque, terrace & garden | Mountain view | Pet-friendly

Winter Park, Grand County, Colorado, United States
This Granby house rental features a hot tub, fireplace, and mountain views, accommodating up to 16 guests for a memorable stay.
from $744
per night
Outstanding(22 ratings)
from $744
per night
View deal

Vacation houses with Balconies or Patios

House Winter Park
from $1,192
per night
House ∙ 14 guests ∙ 5 bedrooms

Family-friendly vacation home with jacuzzi & BBQ | Mountain view | Perfect for remote work

5.0
Outstanding(23 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House Winter Park
from $390
per night
House ∙ 12 guests ∙ 3 bedrooms

House with jacuzzi, patio & barbeque | Mountain view

4.9
Outstanding(96 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
House Winter Park
from $296
per night
House ∙ 8 guests ∙ 2 bedrooms

House with jacuzzi & grill | Mountain view | Good for workation

5.0
Outstanding(24 ratings)
Winter Park, Grand County, Colorado, United States
Balcony/Patio
View deal
See all offers

Vacation Rentals With Fireplaces

House Winter Park
from $237
per night
House ∙ 8 guests ∙ 2 bedrooms

House with barbeque, terrace & hot tub | Mountain view

5.0
Outstanding(3 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
Cabin Winter Park
from $112
per night
Cabin ∙ 4 guests ∙ 1 bedroom

Cabin with hot tub | Mountain view

5.0
Outstanding(10 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
House Winter Park
from $258
per night
House ∙ 8 guests ∙ 2 bedrooms

Family-friendly vacation home with hot tub, grill & patio | Mountain view | Pets are welcome

5.0
Outstanding(63 ratings)
Winter Park, Grand County, Colorado, United States
Fireplace
View deal
See all offers

Vacation homes and rentals with a yard

House Winter Park
from $736
per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly beautiful vacation home with jacuzzi, terrace & garden | Water view | Next to the ski

5.0
Outstanding(22 ratings)
Winter Park, Grand County, Colorado, United States
Yard
View deal
House Winter Park
from $751
per night
House ∙ 16 guests ∙ 7 bedrooms

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

4.8
Outstanding(143 ratings)
Winter Park, Grand County, Colorado, United States
Yard
View deal
House Winter Park
from $278
per night
House ∙ 8 guests ∙ 3 bedrooms

House with yard & patio | Mountain view

4.9
Outstanding(51 ratings)
Winter Park, Grand County, Colorado, United States
Yard
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Winter Park offering exceptional value for money

Condo Winter Park
from $195
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with hot tub, patio & heated pool | City view

4.9
Outstanding(185 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $137
per night
House ∙ 6 guests ∙ 1 bedroom

Vacation home with private pool, sauna & hot tub

4.7
Excellent(29 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $441
per night
House ∙ 11 guests ∙ 3 bedrooms

Child-friendly spacious house with barbecue & hot tub | Mountain view | Good for workation

5.0
Outstanding(10 ratings)
Winter Park, Grand County, Colorado, United States
View deal

Top-Rated Vacation rentals in Winter Park

Book the highest-rated Winter Park vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Winter Park
from $758
per night
House ∙ 12 guests ∙ 4 bedrooms

Child-friendly house with hot tub, terrace & barbecue | Mountain view | Suitable for remote work | Pets are welcome

5.0
Outstanding(21 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $213
per night
House ∙ 8 guests ∙ 2 bedrooms

Family-oriented lovely vacation home with patio, hot tub & BBQ | Mountain view | Perfect for remote work

5.0
Outstanding(4 ratings)
Winter Park, Grand County, Colorado, United States
View deal
House Winter Park
from $509
per night
House ∙ 16 guests ∙ 7 bedrooms

Vacation home with patio, barbeque & hot tub | Mountain view

4.9
Outstanding(139 ratings)
Winter Park, Grand County, Colorado, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Winter Park

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 $565
per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding(6 ratings)
Winter Park, Grand County, Colorado, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

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

Award-winning customer service

Award-winning customer service

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

Verified reviews

Verified reviews

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

Price clarity, no surprises

Price clarity, no surprises

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

Smart search made simple

Smart search made simple

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

Find your dream stay

Find your dream stay

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

Popular Features & Amenities in Winter Park

  • Pet-friendly (601)
  • Pool (1,002)
  • Hot tub (2,477)
  • WiFi (3,577)
  • Fireplace (3,268)
  • Kitchen (3,533)
  • Washing machine (2,466)
  • TV (3,562)
  • Balcony/patio (1,456)
  • Parking (1,126)
  • No smoking (3,432)
  • Grill (1,780)

Winter Park is a good vacation spot if you want an accommodation with a pool, as 26% 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 $404 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 3,814 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $113
⭐ Popular amenities Pets allowed, Pool and Hot tub
🐾 Pet friendly homes 610 homes
🏊 Vacation rentals with pools 999 homes
22 reviews
Winter Park vacation rentals have an average rating of 4.5/5 on 22 reviews left by travelers.

Frequently Asked Questions

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

The price of a night's stay in Winter Park starts at $113. Average prices for condos are $552 per night. House rentals in Winter Park cost on average $780 per night.

How many vacation rentals are available to book in Winter Park?

There are currently 3,814 vacation homes from 13 different providers in Winter Park.

What are the most popular amenities for vacation rentals in Winter Park?

If you're looking to book a vacation rental in Winter Park, travelers search for vacation homes with these amenities: Pets allowed, Pool and Hot tub.

How many vacation homes with pools are in Winter Park?

Choose from 999 vacation rentals available to book in Winter Park.

Are dogs allowed in vacation rentals in Winter Park?

Yes, there are 610 rentals in Winter Park that allow dogs , with an average nightly price of $600.

Top cities to visit

Similar vacation rentals nearby

Most Popular Destinations

Show more
image-tag