Callstay.com
Callstay.comSearchAny dates · Any guestsAny datesAny guests
(888) 789-8585

Places to stay/Winter Park, CO

Hotels in Winter Park, CO with pool

We book 32 properties in Winter Park that have a pool, out of 399 we can price and reserve there. Most of them are 3-star, though the range runs 2 to 4. The best reviewed is Winter Haus, Winter Park 2 bedrooms corner unit w outdoor patio walking distance to the Center of town, at 9.6 out of 10.

Filter by

Popular filters

Facilities

Property rating

Guest rating

Distance from centre

32 hotels in Winter Park, CO with pool

32 properties

Winter Haus, Winter Park 2 bedrooms corner unit w outdoor patio walking distance to the Center of town

Winter Haus, Winter Park 2 bedrooms corner unit w outdoor patio walking distance to the Center of town 9.6 (11)

Winter Park · 4.5 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Exceptional11 reviews9.6
Cozy Condo in Winter Park - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery

Cozy Condo in Winter Park - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery 8.5 (18)

Winter Park · 4.2 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Very good18 reviews8.5
Whisk Away to Winter Park! 2 BDR 5 Min From Skiing

Whisk Away to Winter Park! 2 BDR 5 Min From Skiing 10.0 (3)

Winter Park · 3.3 km from centre

  • Same rate as booking direct
Exceptional3 reviews10.0
Iron Horse Studio

Iron Horse Studio 8.2 (20)

Winter Park · 1.2 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Very good20 reviews8.2
Iron Horse C5083 Studio Bedroom Condo by RedAwning

Iron Horse C5083 Studio Bedroom Condo by RedAwning 9.0 (2)

Winter Park · 1.3 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Superb2 reviews9.0
Beaver Village Apartment

Beaver Village Apartment 8.0 (4)

Winter Park · 3 km from centre

check-in from 03:00 PM

  • Same rate as booking direct
Very good4 reviews8.0
102 Willows Way 3 Bedroom Townhouse by RedAwning

102 Willows Way 3 Bedroom Townhouse by RedAwning 8.0 (1)

Winter Park · 4 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Very good1 review8.0
Hi Country Haus - 13-15 1 Bedroom Condo by RedAwning

Hi Country Haus - 13-15 1 Bedroom Condo by RedAwning

Winter Park · 4.3 km from centre

  • Same rate as booking direct
Beaver Ge 9-13 2 Bedroom Condo by Redawning

Beaver Ge 9-13 2 Bedroom Condo by Redawning 7.0

Winter Park · 3 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Good7.0
Comfy condo next to Gondola

Comfy condo next to Gondola

Winter Park · 0.7 km from centre

  • Same rate as booking direct
Dreamcatcher At Lakota 5 Bedroom Home by RedAwning

Dreamcatcher At Lakota 5 Bedroom Home by RedAwning 5.0

Winter Park · 0.4 km from centre

  • Same rate as booking direct
5.0
Founders - 4374 2 Bedroom Condo by RedAwning

Founders - 4374 2 Bedroom Condo by RedAwning 7.0

Winter Park · 0.6 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Good7.0
Founders Pointe 1 bedroom Condo by RedAwning

Founders Pointe 1 bedroom Condo by RedAwning 6.0

Winter Park · 0.6 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Pleasant6.0
Hi Country Haus - 10-13 3 Bedroom Condo by RedAwning

Hi Country Haus - 10-13 3 Bedroom Condo by RedAwning

Winter Park · 4.6 km from centre

  • Same rate as booking direct
Hi Country Haus - 10-18... 2 Bedroom Condo by RedAwning

Hi Country Haus - 10-18... 2 Bedroom Condo by RedAwning 6.0

Winter Park · 4.6 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Pleasant6.0
Hi Country Haus - 15-02 2 Bedroom Condo by RedAwning

Hi Country Haus - 15-02 2 Bedroom Condo by RedAwning

Winter Park · 4.6 km from centre

  • Same rate as booking direct
Iron Horse C3013 Condo by RedAwning

Iron Horse C3013 Condo by RedAwning 6.0

Winter Park · 1.2 km from centre

  • Same rate as booking direct
Pleasant6.0
Iron Horse C4093 Condo by RedAwning

Iron Horse C4093 Condo by RedAwning 6.0

Winter Park · 1.2 km from centre

  • Same rate as booking direct
Pleasant6.0
Iron Horse C5013 Condo by RedAwning

Iron Horse C5013 Condo by RedAwning 6.0

Winter Park · 1.2 km from centre

  • Same rate as booking direct
Pleasant6.0
Luxe Home Minutes To Skiing Hot Tub

Luxe Home Minutes To Skiing Hot Tub

Winter Park · 0.1 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
New Ski In/ski out Studio Onsite Amenities!

New Ski In/ski out Studio Onsite Amenities! 8.0

Winter Park · 1.2 km from centre

  • Same rate as booking direct
Very good8.0
Riverfront Retreat Just 7 Minutes from the Resort, with a Hot Tub and Pool walk to downtown

Riverfront Retreat Just 7 Minutes from the Resort, with a Hot Tub and Pool walk to downtown

Winter Park · 4.4 km from centre

  • Same rate as booking direct
Sanctuary of Silverado

Sanctuary of Silverado

Winter Park · 3.8 km from centre

  • Same rate as booking direct
Ski & Chill

Ski & Chill

Winter Park · 1.3 km from centre

  • Same rate as booking direct
Snowblaze A24 2 Bedroom Condo by RedAwning

Snowblaze A24 2 Bedroom Condo by RedAwning 6.0

Winter Park · 3.3 km from centre

  • Same rate as booking direct
Pleasant6.0
Snowblaze A24 condo

Snowblaze A24 condo

Winter Park · 3.3 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Trailhead Lode 621 2 Bedroom Condo by RedAwning

Trailhead Lode 621 2 Bedroom Condo by RedAwning 6.0

Winter Park · 3.7 km from centre

  • Same rate as booking direct
Pleasant6.0
Trailhead Lodge 734 2 Bedroom Condo by RedAwning

Trailhead Lodge 734 2 Bedroom Condo by RedAwning 7.0

Winter Park · 3.7 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Good7.0
Trailhead Lodge One Bedroom 801 Condo by RedAwning

Trailhead Lodge One Bedroom 801 Condo by RedAwning 7.0

Winter Park · 3.7 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Good7.0
Snowblaze Athletic Club Studio 1 Bedroom Condo by RedAwning

Snowblaze Athletic Club Studio 1 Bedroom Condo by RedAwning 4.0 (1)

Winter Park · 3.3 km from centre

  • Same rate as booking direct
1 review4.0
Snowblaze A14 2 Bedroom Condo by RedAwning

Snowblaze A14 2 Bedroom Condo by RedAwning 2.0 (1)

Winter Park · 3.3 km from centre

  • Same rate as booking direct
1 review2.0
Winter Park Mountain Lodge

Winter Park Mountain Lodge 6.0 (466)

Winter Park · 0.7 km from centre

check-in from 04:00 PM

  • Same rate as booking direct
Pleasant466 reviews6.0

 

A pool is listed among each property's facilities. Outdoor pools in particular are often seasonal and the feed does not say when they close, so we check it is open for your dates.

Also in Winter Park

Pet friendlyStep-free & accessibleFree parkingEvery hotel inWinter Park

Need something the filter can’t check?

A filter reads a list of facilities. It cannot ring the property and ask whether the shower is step-free, whether the pool is open in November, or whether they will take a dog over 20kg. Say what you need and we will.

(888) 789-8585

Popular destinations

  • Hotels inRome
  • Hotels inLondon
  • Hotels inMilan
  • Hotels inAthens
  • Hotels inKissimmee, FL
  • Hotels inNaples
  • Hotels inDubai
  • Hotels inBuenos Aires
  • Hotels inSao Paulo
  • Hotels inIstanbul
  • Hotels inMarrakech
  • Hotels inRio de Janeiro
  • Hotels inCape Town
  • Hotels inLisbon
  • Hotels inFlorence
  • Hotels inBudapest
  • Hotels inManila
  • Hotels inMadrid
  • Hotels inJakarta
  • Hotels inMálaga
  • Hotels inTokyo
  • Hotels inKuala Lumpur
  • Hotels inPorto
  • Hotels inParis
  • Hotels inHo Chi Minh City
  • Hotels inFlorianópolis
  • Hotels inNairobi
  • Hotels inOsaka
  • Hotels inVienna
  • Hotels inPalermo
  • Hotels inNew Delhi
  • Hotels inHanoi
  • Hotels inDavenport, FL
  • Hotels inCairo
  • Hotels inBucharest
  • Hotels inSeville
  • Hotels inCanggu
  • Hotels inUbud
  • Hotels inTbilisi City
  • Hotels inVenice
  • Hotels inSplit
  • Hotels inBarcelona
  • Hotels inBangkok
  • Hotels inMexico City
  • Hotels inPlaya del Carmen
  • Hotels inMarbella
  • Hotels inPanama City Beach, FL
  • Hotels inTulum
  • Hotels inPrague
  • Hotels inAlbufeira
  • Hotels inSeoul
  • Hotels inCatania
  • Hotels inWarsaw
  • Hotels inKyoto
  • Hotels inBogotá
  • Hotels inMyrtle Beach, SC
  • Hotels inBelgrade
  • Hotels inBologna
  • Hotels inMelbourne
  • Hotels inMar del Plata
  • Pet friendly hotels in Rome
  • With a pool hotels in Rome
  • Step-free & accessible hotels in Rome
  • Free parking hotels in Rome
  • Pet friendly hotels in London
  • With a pool hotels in London
  • Step-free & accessible hotels in London
  • Free parking hotels in London
  • Pet friendly hotels in Milan
  • With a pool hotels in Milan
  • Step-free & accessible hotels in Milan
  • Free parking hotels in Milan
  • Pet friendly hotels in Athens
  • With a pool hotels in Athens
  • Step-free & accessible hotels in Athens
  • Free parking hotels in Athens
  • Pet friendly hotels in Kissimmee, FL
  • With a pool hotels in Kissimmee, FL
  • Step-free & accessible hotels in Kissimmee, FL
  • Free parking hotels in Kissimmee, FL
  • Pet friendly hotels in Naples
  • With a pool hotels in Naples
  • Step-free & accessible hotels in Naples
  • Free parking hotels in Naples
  • Pet friendly hotels in Dubai
  • With a pool hotels in Dubai
  • Step-free & accessible hotels in Dubai
  • Free parking hotels in Dubai
  • Pet friendly hotels in Buenos Aires
  • With a pool hotels in Buenos Aires
  • Step-free & accessible hotels in Buenos Aires
  • Free parking hotels in Buenos Aires
  • Pet friendly hotels in Sao Paulo
  • With a pool hotels in Sao Paulo
  • Step-free & accessible hotels in Sao Paulo
  • Free parking hotels in Sao Paulo
  • Pet friendly hotels in Istanbul
  • With a pool hotels in Istanbul
  • Step-free & accessible hotels in Istanbul
  • Free parking hotels in Istanbul
  • Hotels inAlbania
  • Hotels inArgentina
  • Hotels inArmenia
  • Hotels inAustralia
  • Hotels inAustria
  • Hotels inAzerbaijan
  • Hotels inBelgium
  • Hotels inBosnia and Herzegovina
  • Hotels inBrazil
  • Hotels inBulgaria
  • Hotels inCanada
  • Hotels inChile
  • Hotels inChina
  • Hotels inColombia
  • Hotels inCroatia
  • Hotels inthe Czech Republic
  • Hotels inthe Dominican Republic
  • Hotels inEgypt
  • Hotels inFinland
  • Hotels inFrance
  • Hotels inGeorgia
  • Hotels inGermany
  • Hotels inGhana
  • Hotels inGreece
  • Hotels inHungary
  • Hotels inIndia
  • Hotels inIndonesia
  • Hotels inIsrael
  • Hotels inItaly
  • Hotels inJapan

All destinationsPlaces to stayHotel reservationsMonthly & weekly ratesRoom blocks & groupsAccessible roomsImage credits

Help

  • Contact us
  • How booking works
  • Call (888) 789-8585

Discover

  • Places to stay
  • Hotel reservations
  • Monthly & weekly rates
  • Room blocks & groups
  • Accessible rooms

Terms and settings

  • Terms of Service
  • Privacy Policy
  • Cancellations and refunds
  • Accessibility

About Callstay

  • About us
  • Image credits
© 2026 Callstay. A Spotbo, Inc. company.Rates are the same as booking direct.

Photographs by their authors, under the licences listed in our image credits.