Pet Sitting in Winter Park

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patricia K.
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Sitter Profile Image: Patricia K.
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1. Patricia K.

Providing quality loving care
Dillon, CO, 80435
24.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$25
per visit

Pat is AMAZING! I have known her for over 15 years now and she is an amazing person. She is kind and warm to those with four legs and two. She has a LIFETIME of dog knowledge! She is an expert in dog body language, dog training, and dog behavior. She is worth her weight in gold and then more.

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Sitter Profile Image: Sandy & Chase K.
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Sitter Profile Image: Sandy & Chase K.
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2. Sandy & Chase K.

Pet Lover & Caretaker in Georgetown
Georgetown, CO, 80444
13.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
12 repeat clients
from
$20
per visit
Profile image

Sandy & Chase are great! Super quick to respond and are great communicators. They sent nice pics and updates of our dog during the visit and we really appreciated their care.

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Sitter Profile Image: Madison C.
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Sitter Profile Image: Madison C.
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3. Madison C.

Fan of fur companions
Silverthorne, CO, 80498
25.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$25
per visit

Madison is a warm, kind, and loving pet caregiver! She has looked after both cats and dogs and knows the value of treating pets with respect and love while also tending to their needs. Madison is dependable and responsible and I know I made the right choice when asking her to watch my beloved dog, honey! Honey was well-fed, walked, and attended to during a weekend vacation I took last month. Would recommend Madison to anyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jadyn L.
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Sitter Profile Image: Jadyn L.
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4. Jadyn L.

I love animals and being outside!
Dillon Valley, CO, 80443
23.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$20
per visit

Jadyn has been my go-to for a while. She has always been diligent and attentive to my buddy, giving him the care love he needs when I'm out of town. He always gets excited when I mention she's coming over and I suspiciously think he might even favor her more. Nothing but glowing regards for her work ethic, care and love she provides to those under her supervision. 11/10 would recommend!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Josie E.
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Sitter Profile Image: Josie E.
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5. Josie E.

Convenient Backyard Trail Access!
Dillon, CO, 80435
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$45
per visit

Josie is caring, responsible and easy to work with from both the human and dog perspective. She is friendly and fun too. I highly recommend Josie!

Sitter Profile Image: Sorrel P.
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Sitter Profile Image: Sorrel P.
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6. Sorrel P.

Communicative, trustworthy & active
Dillon, CO, 80435
23.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
from
$20
per visit

Sorrel is a very loving dog sitter! She grew up around a lot of animals and she knows the responsibility it takes to take care of a dog. She is responsible, reliable, and caring. I would highly recommend Sorrel to dog sit!

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Sitter Profile Image: Karlee R.
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Sitter Profile Image: Karlee R.
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7. Karlee R.

Reliable fur-mama ready to help!
Dillon, CO, 80435
23.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
from
$20
per visit

We absolutely love Karlee and so do our furbabies! Karlee is very responsible and trustworthy. She definitely has a connection with dogs and her love for dogs. Shes very dependable and reliable. I would highly recommend Karlee.

Sitter Profile Image: Hillary S.
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Sitter Profile Image: Hillary S.
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8. Hillary S.

We walk the walk and bark the bark!
Winter Park, CO, 80482
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$15
per visit
Profile image

Hillary is wonderful!! Very reliable always! She has helped me out several times to care for my pets and house . I Highly recommend ! She is very good at communicating and going above and beyond- Thank you!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alandra W.
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Sitter Profile Image: Alandra W.
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9. Alandra W.

I have expernience in dog training.
Empire, CO, 80438
9.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit
Profile image

Alandra took very good care of Sky and sent me the cutest pictures of him 🥰

Sitter Profile Image: Robyn S.
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Sitter Profile Image: Robyn S.
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10. Robyn S.

Mature Patient Animal Lover
Central City, CO, 80427
13.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$35
per visit
Profile image

We love Robyn! She takes wonderful care of our babies, and we will be hiring her more often, now that we have a trusted sitter in the area. She’s communicative, thorough, loves all animals and puts in the extra effort. Traveling is so much easier when you have someone you can rely on. Thank you Robyn!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Codey S.
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Sitter Profile Image: Codey S.
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11. Codey S.

Former Veterinary Employee 🐾🦮🐈
Fraser, CO, 80442
4.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
125 reviews
53 repeat clients
from
$29
per visit
Profile image

He is awesome I keep using him as a dog sitter for Murph his schedule is very flexible so he’s great if you have a busy work schedule and need someone to let your dog out during weekdays

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lauren N.
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Sitter Profile Image: Lauren N.
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12. Lauren N.

Active animal lover
Fraser, CO, 80442
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$16
per visit

I’m not sure I can think of anyone that loves dogs more than Lauren does. Any time she sees a dog, the largest smile grows on her face. She has one of her own, but I’m sure she wishes she could have 20. Lauren is extremely responsible when it comes to pets and makes sure that they get the care, love, and attention that they need.

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Sitter Profile Image: Sarah O.
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Sitter Profile Image: Sarah O.
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13. Sarah O.

Life Long Animal Lover
Winter Park, CO, 80482
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$25
per visit
Profile image

Sarah was an amazing dog sitter for our dog and new puppy while we were staying in Winter Park on a family trip! After doing a meet and greet we could tell our pets were in excellent hands and would get lots of love. Sarah was also super flexible and accommodating when we had late changes in our plans. I would highly recommend booking with Sarah!

Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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14. Taylor L.

Huge animal lover!
Granby, CO, 80451
16.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$25
per visit
Profile image

Taylor was amazing! She was so flexible and caring and understanding of me being a crazy dog mom 😆 she took great care of my older lady and our new puppy!

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Sitter Profile Image: Mackenzie W.
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Sitter Profile Image: Mackenzie W.
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15. Mackenzie W.

I am a reliable and active
Georgetown, CO, 80444
12.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience
from
$13
per visit

About: I have taken care of my personal dogs including 3 Labrador Retrievers and 1 Shih Tzu mix. I have also taken care of neighbor and friends dogs including letting them out in a yard, feeding them and making sure they have water, house sitting, and taking them on walks. I am currently on summer break and in a month I go back to school and play soccer during the week. Although I am unemployed and only have to take care of my dog currently. I am unable to care for pets in my home since I live in an apartment. I am available to drive to client’s homes to care for their pets.

Sitter Profile Image: Kaylin C.
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Sitter Profile Image: Kaylin C.
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16. Kaylin C.

Reliable & ready to love your pet!
Fraser, CO, 80442
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Kaylin is my first call when I need a dog or cat sitter! She is responsible and hardworking. I always come home to happy, healthy babies!

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Sitter Profile Image: Katie B.
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Sitter Profile Image: Katie B.
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17. Katie B.

Dog lover in Grand County
Granby, CO, 80446
13.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$75
per visit

About: With 5 years of pet care experience, I'm qualified to give young puppies and older adults a good, loving home while their owners are gone. My Bernese Mountain Dog Fraser is an excellent companion to all dogs. :) I currently work remote with flexibility and have time to feed, walk, and care for dogs during the week and weekends. I can check in on dogs throughout the day at their homes or have them stay over at mine, either scenario works for me. I live in Granby Ranch with plenty of walking trails to keep your dogs exercised and happy. I also have my three year old Bernese mountain dog Fraser, who is an excellent companion to all dogs. :)

Sitter Profile Image: Shelby D.
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Sitter Profile Image: Shelby D.
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18. Shelby D.

Fun, friendly dog visits
Fraser, CO, 80442
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per visit

Shelby is wonderful with animals! My little Chalupa absolutely adores her which makes me so happy as it’s hard to find people she likes! 10 out of 10 would recommend her for anything relating to dogs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Magli E.
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Sitter Profile Image: Magli E.
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19. Magli E.

Your fury loves in hands like yours
Winter Park, CO, 80482
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per visit

Magli is great! Penny, our Dog, loves when Magli comes to take her out for a walk, and she is a difficult dog to coax out the door when we are gone. She not only gets Penny the quality exercise she needs but gives lots of love to her as well. We especially love that she sends pictures of Penny and updates on what they did for the day.

Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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20. Anna S.

Reliable and Professional
Fraser, CO, 80442
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Anna walks my 2 pups every week. She does an amazing job picking them up on time & sending photo updates. She communicates frequently with me & seems very organized. I would definitely recommend her to others!

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Winter Park Pet Sitting & Drop Ins ratings

Overall Rating:
4.9 out of 5 stars

Pet sitters in Winter Park are rated on average 4.9 out of 5 stars based on 35 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Winter Park:

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Winter Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Winter Park, CO who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.
Drop-In Visits