Where to stay in Winter Park
Vacation rentals in Winter Park
There are 1,180 vacation rentals near Winter Park for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Winter Park vacation, you can find 10% rentals under $130/night. Or if you are willing to splurge on a luxury vacation in Winter Park, there are 118 between $566 and $2,891/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 195 there are short term home and apartment rentals in Winter Park to fit your vacation needs. The most popular types of short-term rental homes in Winter Park are condos, houses and private rooms. Winter Park has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like Vrbo (Vacation Rentals By Owner), Booking.com, and many more. Search your travel dates to find available Winter Park vacation homes for your trip.
Vacation house with a pool or hot tub in Winter Park
Entire house
Ski In Ski Out Luxury Condo #4475 - Free Activities Daily & WiFi, Pool Sized Hot Tub
$129
Entire apartment
One Bedroom Condo at Iron Horse Resort, Sleeps 6 and Offers Ski in / Ski out!
$232
6 Guests · 1 Bed · 1 Bath
Entire house
Downtown Luxury Villa #268 Near Resort With Rooftop Hot Tub - FREE Activities Daily, WiFi & Shuttle
$199
Entire apartment
Beautifully Updated Luxury Condo at Affordable Price at Ideal Location!
$175
6 Guests · 2 Beds · 2 Baths
Entire house
Downtown Luxury Villa #280 Near Resort With Rooftop Hot Tub - FREE Activities Daily, WiFi & Shuttle
$199
Entire apartment
FREE Activities Daily & WiFi - Base Village Ski In/Out Luxury Condo #3133/Pool Sized Hot Tub
$314
6 Guests · 2 Beds · 2 Baths
Entire apartment
SKI SEASON RATES STARTING AT $75.00 !!! Hot Tub, Free Shuttle !
$65
4 Guests · 1 Bath
Entire house
Luxury Villa #190 Next To Resort With Hot Tub - Free Activities Daily, WiFi & Shuttle
$499
Entire house
FREE Activities Daily, WiFi & Shuttle - Luxury Villa #190 Next To Resort/Hot Tub & Amazing Views
$695
12 Guests · 5 Beds · 5 Baths
Entire villa
New Downtown Luxury Chalet #135 Near Resort - FREE Activities Daily, WiFi & Shuttle
$499
Entire house
3BR/2Ba Home W/Hot Tub, Sauna, Walk Downtown, Private Yard W/View & Bbq
$303
12 Guests · 3 Beds · 2 Baths
Entire apartment
Rated 'Exceptional','The Best Beaver Village Rental',Low Rates
$304
6 Guests · 2 Beds · 2 Baths
Entire house
FREE Activities Daily, WiFi & Shuttle - New Downtown Luxury Loft #207 Near Resort With Huge Hot Tub
$129
Entire house
Base Village Ski In-Out Luxury Condo #4285 - FREE Activities Daily & WiFi, Pool Sized Hot Tub
$149
Entire apartment
FREE Activities Daily & WiFi - Base Village Ski In/Out Luxury Condo #3325/Pool Sized Hot Tub
$205
8 Guests · 2 Beds · 2 Baths
Entire apartment
New Riverfront Ground-level Suite - Walk to Village!
$277
8 Guests · 3 Beds · 2 Baths
Entire house
Downtown Luxury Chalet #139 Near Resort With Hot Tub - Free Activities Daily, WiFi & Shuttle
$174
Entire cabin
FREE Activities Daily, WiFi & Shuttle - Slopeside Luxury Chalet On River/Hot Tub & Gas Firepit/Views
$465
10 Guests · 5 Beds · 3 Baths
Entire house
Downtown Luxury Loft #12 Near Resort With Huge Hot Tub - Free Activities Daily, WiFi & Shuttle
$129
Entire apartment
Top floor 2 bedroom Ski in / out condo right by corridor run at Iron Horse
$284
9 Guests · 2 Beds · 2 Baths
Entire house
Downtown Luxury Loft #1 Near Resort With Huge Hot Tub - Free Activities Daily, WiFi & Shuttle
$129
Private room
Iron Horse C2093: Ski In / Ski Out Studio Condo; 50in TV; Hot Tubs, Pool, Sauna.
$385
4 Guests · 1 Bath
Entire house
Base Village Ski In-Out Luxury Condo #3425 - FREE Activities Daily & WiFi, Pool Sized Hot Tub
$129
Entire apartment
Rustic Elegance..Newly Remodeled...Prime February and March Dates Available Now!
$154
6 Guests · 2 Beds · 2 Baths
Entire house
Slopeside Luxury Chalet on the River - Free Activities Daily & WiFi with Hot Tub & Gas Firepit
$399
Pet friendly vacation homes in Winter Park
Entire villa
New Downtown Luxury Chalet #135 Near Resort - FREE Activities Daily, WiFi & Shuttle
$499
Entire house
Rendezvous - Majestic Views and Steps to the Trails!
$258
11 Guests · 3 Beds · 3 Baths
Entire house
FREE Activities Daily, WiFi & Shuttle - New Downtown Luxury Loft #207 Near Resort With Huge Hot Tub
$129
Entire house
Downtown Luxury Chalet #139 Near Resort With Hot Tub - Free Activities Daily, WiFi & Shuttle
$174
Entire apartment
PET-FRIENDLY | Chic Downtown Condo | Awesome Amenities | New Decor
$471
10 Guests · 3 Beds · 3 Baths
Entire house
Downtown Luxury Loft #12 Near Resort With Huge Hot Tub - Free Activities Daily, WiFi & Shuttle
$129
Entire apartment
New Riverfront Ground-level Suite - Walk to Village!
$277
8 Guests · 3 Beds · 2 Baths
Entire house
Downtown Luxury Loft #1 Near Resort With Huge Hot Tub - Free Activities Daily, WiFi & Shuttle
$129
Entire house
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly
$365
10 Guests · 3 Beds · 3 Baths
Entire house
Downtown Luxury Loft #14 Near Resort With Huge Hot Tub - Free Activities Daily, WiFi & Shuttle
$114
Entire house
Downtown Luxury Villa #282 Near Resort With Rooftop Hot Tub - FREE Activities Daily, WiFi & Shuttle
$249
Entire house
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub!
$210
10 Guests · 3 Beds · 3 Baths
Entire house
Downtown Luxury Loft #17 Near Resort With Huge Hot Tub - Free Activities Daily, WiFi & Shuttle
$114
Entire house
Downtown Luxury Loft #6 Near Resort With Huge Hot Tub - FREE Activities Daily, WiFi & Shuttle
$129
Entire house
New Downtown Luxury Chalet #115 Near Resort With Hot Tub - FREE Activities Daily, WiFi & Shuttle
$199
Entire villa
FREE Activities Daily, WiFi & Shuttle - New Downtown Luxury Chalet #139 Near Resort/Hot Tub/Views
$415
10 Guests · 3 Beds · 4 Baths
Entire apartment
PET-FRIENDLY | The Coolest & Newest: 4 Bedroom Downtown Condo w/ Views | Sleeps 10
$740
10 Guests · 4 Beds · 3 Baths
Entire apartment
One Block From All Restaurants And Shopping, Nightlife
$259
5 Guests · 1 Bed · 1 Bath
Entire house
Booking for winter NOW! 3 Bed, 3 Bathroom, Sleeps 10 Hot Tub!
$593
10 Guests · 3 Beds · 3 Baths
Entire apartment
FREE Activities Daily, WiFi & Shuttle - New Downtown Luxury Loft #6 Near Resort/Pool Sized Hot Tub
$254
8 Guests · 2 Beds · 3 Baths
Entire house
Vacation With Fido? Yes, Please! | Sweeping Vistas | Private Hot Tub
$580
9 Guests · 3 Beds · 4 Baths
Entire house
FREE Activities Daily, WiFi & Shuttle - New Downtown Luxury Condo #406 Near Resort With Pool Sized Hot Tub
$199
Where is Winter Park
Nestled in the heart of the Rocky Mountains, Winter Park has an abundance of year-round outdoor activities to enjoy. Are you considering a stay in a Winter Park vacation rental? Here are a few things to keep in mind.
Quick Guide to Winter Park
Winter Park has a cozy vibe and is tucked away on the western slope of the Continental Divide. It was once called Hideaway Park. When you're choosing a vacation rental in the area, check out some the following spots for local adventures.
- Royal Gorge Bridge and Park: Indulge your thirst for adventure with a visit to the highest suspension bridge in America where you can go zip-lining or take in the stunning scenery.
- Rocky Mountain National Park: Take to the high country to enjoy hiking and exploring the mountainous terrain at one of the most popular national parks in the US.
- The Community of Arrow: You can visit an abandoned ghost town without leaving Winter Park.
Home-types in Winter Park
Winter Park has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Winter Park:
- Condo: 603 vacation rentals
- House: 503 vacation rentals
- Private Room: 29 vacation rentals
- Hotel: 20 vacation rentals
- Cabin: 17 vacation rentals
Points of interests in Winter Park
Winter Park has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Winter Park:
- Harry P Leu Gardens: 2,103 vacation rentals
- Blue Jacket Park: 1,590 vacation rentals
- Azalea Lane Playground: 1,366 vacation rentals
- Phelps Park: 1,366 vacation rentals
- Martin Luther King, Jr. Park: 1,366 vacation rentals
- WinterClub Indoor Ski & Snowboard: 1,366 vacation rentals
- Ward Park: 1,366 vacation rentals
- Central Park: 1,366 vacation rentals
- Dinky Dock Park ; County Park Public Works Department: 1,366 vacation rentals
- Knowles Memorial Chapel: 1,366 vacation rentals
Popular rental amenities
Price trends in Winter Park
Nearby destinations
Summit County Frisco Dillon Copper Mountain Tordal Estates Wheeler Junction Breckenridge Wildernest Keystone Fraser Winter Park Rocky Mountain Park Estes Park Lake Granby Granby Berthoud Falls Grand Lake Boulder Kittredge Blue River Silverthorne Black Hawk Golden Columbine Lake Lincoln Hills Nederland Gold Hill Rollinsville Georgetown Conifer Wondervu Empire Silver Plume Allenspark Evergreen Bailey Tabernash Idaho Springs Central City Heeney
Top destinations in Colorado
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