Vacation Rentals with Pool in Winter Park Visitor Center, CO: Compare 10+ Sites & Save

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  4.  Colorado

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  6.  Winter Park Visitor Center

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447 Best Vacation Rentals with Pool in Winter Park Visitor Center (Starting from $189)

Luxury Condo 611 I Pool I Club House I Hot Tub I Best Price I FREE Adventures Daily
Luxury Condo 611 I Pool I Club House I Hot Tub I Best Price I FREE Adventures Daily
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Luxury, Cheap, Accommodations, Pools, Villas, Vacation homes, Spa, Cottages, Lodgings

2 Bedrooms7 Guests
9.5

Superb

2 reviews

$199
Average price / night
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Unit 121 - Premium Condo
Unit 121 - Premium Condo
Condo
Winter Park, CO, 80482, United States
0.0k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$342
Average price / night
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New Luxury Villa 254 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
New Luxury Villa 254 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Guest Services, View, Transportation/Shuttle, Skiing, Laundry, Internet, Child Friendly

4 Bedrooms8 Guests
New to Booking
$324
Average price / night
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Spacious 3BR, Perfect Downtown location w/ Pool, Hot tub, & Shuttle Access
Spacious 3BR, Perfect Downtown location w/ Pool, Hot tub, & Shuttle Access
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$357
Average price / night
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Trailhead Lodge 621 condo
Trailhead Lodge 621 condo
Apartment
CO, USA
0.2k from Winter Park Visitor Center center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay, Ski resorts

2 Bedrooms8 Guests
New to Booking
$236
Average price / night
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NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground
NEW! 3BR/3BA Penthouse Downtown, Htd Pool/Hot Tub next to park and playground
Condo
winter park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms9 Guests
9.6

Exceptional

10 reviews

$422
Average price / night
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Large Winter Park Condo overlooking Hideaway Park!
Large Winter Park Condo overlooking Hideaway Park!
Apartment
Hideaway Park, CO, USA
0.2k from Winter Park Visitor Center center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Condos

4 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$540
Average price / night
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Trail/Cycling paradise! Lovely 2BD-2BA Winter Park Condo
Trail/Cycling paradise! Lovely 2BD-2BA Winter Park Condo
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms5 Guests
9.8

Exceptional

8 reviews

$406
Average price / night
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Downtown WP Condo with Pool Steps to Concert Venue!
Downtown WP Condo with Pool Steps to Concert Venue!
Apartment
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family, Condos

3 Bedrooms8 Guests
New to Booking
$236
Average price / night
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Walkable Winter Park Gem I Downtown + Amenities
Walkable Winter Park Gem I Downtown + Amenities
House
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$560
Average price / night
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Trailhead 812 Pet Friendly Downtown Winter Park
Trailhead 812 Pet Friendly Downtown Winter Park
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

2 Bedrooms7 Guests
New to Booking
$274
Average price / night
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Enjoy a front row seat to all Winter Park downtown activities!
Enjoy a front row seat to all Winter Park downtown activities!
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms8 Guests
10.0

Exceptional

176 reviews

$228
Average price / night
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Trailhead 212 Downtown walk to bars, restaurants
Trailhead 212 Downtown walk to bars, restaurants
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

1 Bedroom4 Guests
New to Booking
$234
Average price / night
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The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Apartment
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

229 reviews

$189
Average price / night
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Trailhead 211 shared hot tub
Trailhead 211 shared hot tub
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms8 Guests
New to Booking
$271
Average price / night
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Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms7 Guests
9.8

Exceptional

46 reviews

$418
Average price / night
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Trailhead 232 pool, hot tub, clubhouse
Trailhead 232 pool, hot tub, clubhouse
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

1 Bedroom4 Guests
New to Booking
$212
Average price / night
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☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms7 Guests
9.4

Superb

49 reviews

$309
Average price / night
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Trailhead 721 Pet Friendly pool hot tub
Trailhead 721 Pet Friendly pool hot tub
House
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

1 Bedroom4 Guests
New to Booking
$214
Average price / night
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Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
Pet Friendly | Trailhead Lodges 134 | Pool, Hot Tub & Fitness Center | Sleeps 10
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

66 reviews

$546
Average price / night
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Trailhead 324 Shared Hot Tub, Pool, Private Balcony, and Grill
Trailhead 324 Shared Hot Tub, Pool, Private Balcony, and Grill
Apartment
Hideaway Park, CO, USA
0.2k from Winter Park Visitor Center center

Child Friendly, Accessibility, Skiing, Sports/Activities, Breakfast, Pool, Parking

1 Bedroom6 Guests
New to Booking
$386
Average price / night
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✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
✔ Check! PET-FRIENDLY | Walk To Downtown | Close To Skiing | Trailhead Lodges 811
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking

1 Bedroom4 Guests
9.8

Exceptional

48 reviews

$213
Average price / night
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Trailhead Lodge 734 Condo
Trailhead Lodge 734 Condo
Apartment
Winter Park, CO, USA
0.2k from Winter Park Visitor Center center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Ski resorts

2 Bedrooms6 Guests
New to Booking
$523
Average price / night
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☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822
☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms8 Guests
10.0

Exceptional

38 reviews

$323
Average price / night
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☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More
☞ PET-FRIENDLY | Trailhead Lodges 432 | Luxe Downtown Condo | Walk To Park, Skiing & More
Condo
Winter Park, CO, 80842, United States
0.2k from Winter Park Visitor Center center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms8 Guests
10.0

Exceptional

42 reviews

$341
Average price / night
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Walk to Main Street! Large Cozy Multi-Family Condo, sleeps 14. 3 BR, with Den.
Walk to Main Street! Large Cozy Multi-Family Condo, sleeps 14. 3 BR, with Den.
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms14 Guests
10.0

Exceptional

43 reviews

$555
Average price / night
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Sledding Hill Views! Steps to dining & shops!
Sledding Hill Views! Steps to dining & shops!
Condo
Winter Park, CO, 80482, United States
0.2k from Winter Park Visitor Center center

Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
10.0

Exceptional

113 reviews

$423
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Winter Park Visitor Center.

Where to stay in Winter Park Visitor Center? Best neighborhoods & areas

Winter Park Visitor Center Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 447 verified vacation rentals with a pool in Winter Park Visitor Center. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Winter Park Visitor Center vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $189 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Winter Park Visitor Center offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Winter Park Visitor Center welcome pets. Currently, 23 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Winter Park Visitor Center often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Winter Park Visitor Center offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.