House Sitting in Winter Park

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Madison C.
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Sitter Profile Image: Madison C.
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1. 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
6 reviews
1 repeat client
from
$62
per night

Madison was so helpful. We had an emergency and she was very fast in her communication. She came to our home and watched our pack. She was very respectful of our home and left it in tip top shape along with keeping our babies very happy! We can’t wait to rebook with her the next time we need a sitter!

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Sitter Profile Image: Danielle S.
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Sitter Profile Image: Danielle S.
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2. Danielle S.

Cat charmer and pupper lover!
Frisco, CO, 80443
28.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
76 reviews
33 repeat clients
from
$75
per night

Danielle is the best! She has house/dog sat for us 3 times now and she does an amazing job! She is reliable and trustworthy. She leaves your home better than you left it. The dogs love her too! Highly recommend her.

Sitter Profile Image: Jadyn L.
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Sitter Profile Image: Jadyn L.
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3. Jadyn L.

I love animals and being outside!
Dillon Valley, CO, 80443
23.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
6 reviews
from
$75
per night

Jadyn is the best! From the moment I met her, I knew my puppers would be in good hands. She's reliable, caring, and goes above and beyond to make sure my pup feels loved and comfortable while I'm away. She’s always sending and updating me with videos and pictures which i love. I highly recommend her to anyone in need of a trustworthy and compassionate pet sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Victoria B.
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Sitter Profile Image: Victoria B.
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4. Victoria B.

Caring animals : Caring soul
Breckenridge, CO, 80424
32.6 mi. away
House Sitting
5.0 out of 5 stars
78 reviews
18 repeat clients
from
$125
per night

Victoria is amazing! She took wonderful Care of our Senior incontinent dog at our home, while we were out of town for 3 days. We will definitely hire her again in the future!! Thank you Victoria!!!!

Sitter Profile Image: Bryanna P.
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Sitter Profile Image: Bryanna P.
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5. Bryanna P.

Experienced pet/house sitter :)
Silverthorne, CO, 80498
24.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$85
per night

Good Communication. Send photos and verbal updates! Scout seemed tired and happy. Kept me updated well. Would love to utilize Bryanna in the future :)

Sitter Profile Image: Patricia K.
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Sitter Profile Image: Patricia K.
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6. 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
$100
per night

Pat was wonderful with our puppy! Great communication with daily updates including pictures and video. She clearly loves dogs and takes her job caring for them very seriously -we appreciated her background in Search & Rescue dog training - she was extremely knowledgeable. We will definitely use her in the future!

Sitter Profile Image: Ken S.
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Sitter Profile Image: Ken S.
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7. Ken S.

Puppies! Animal lover to the bone..
silverthorne, CO, 80498
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
28 repeat clients
from
$47
per night

Ken stayed at our house and watched our 5yo labradoodle. Ollie was happy and tired when we got home, which is always a good sign that he got along well with Ken and got to go in lots of walks! Ken checked in about every other day with photos, which we loved to see when we were missing our pup. Thanks Ken!

Sitter Profile Image: Nikki B.
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Sitter Profile Image: Nikki B.
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8. Nikki B.

Love hiking w/ all my friends dogs!
Silverthorne, CO, 80498
25.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$80
per night

Nikki is one of the most reliable & trustworthy people I know. Her upbeat personality and desire to help people is so inspiring. She’s amazing with animals & I highly recommend her!

Sitter Profile Image: Josie E.
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Sitter Profile Image: Josie E.
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9. 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
8 reviews
3 repeat clients
from
$250
per night

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!

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Sitter Profile Image: Kayla P.
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Sitter Profile Image: Kayla P.
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10. Kayla P.

Flexible and Excited to Help!
Winter Park, CO, 80482
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$50
per night

Kayla was responsive, professional and our home was clean and tidy after her stay. It's clear that she cares deeply about animals and we trusted her with our dog and cat. We would definitely book with Kayla again in the future!

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Sitter Profile Image: Jeremy K.
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Sitter Profile Image: Jeremy K.
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11. Jeremy K.

It’s a dogs world we live in😍
Nederland, CO, 80466
14.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$70
per night

Jeremy was great and our girls loved him! He swooped in and helped us out when our sitter for the holidays had to back out at the last minute. We could tell our two dogs and cat were well cared for while we were away, and our home was left in better shape than we left it! We’ll definitely be booking with him again.

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Sitter Profile Image: Patti B.
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Sitter Profile Image: Patti B.
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12. Patti B.

Trusted pet sitter w/love to spare!
Winter Park, CO, 80482
8.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Patti was great! very responsive and professional. She sent me lots of pictures and videos during her stay. Left me house in great condition and my dogs seems well taken care of! I would recommend her to others and would use her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Codey S.
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Sitter Profile Image: Codey S.
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13. 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
$79
per night

We all enjoyed our time with Codey. He kept us up on the antics of our pups and sent loads of photos to keep us updated. The dogs were happy and we were able to fully appreciate our time away knowing they were well cared for! Thank you, Codey!

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Sitter Profile Image: Alyssa K.
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Sitter Profile Image: Alyssa K.
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14. Alyssa K.

I love going on walk too!
Granby, CO, 80446
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$35
per night

I had Alyssa watch my 2 dogs (1 is a senior who requires lots of patience when feeding) and an escape artist cat. We were very pleased with the attention she gave to my senior dog. She played with my younger dog, took him to a park and even tried teaching him new tricks! The cat didn’t escape! You could tell they enjoyed her company. I would recommend Alyssa to take care of your pets as she showed lots of love and care for mine.

Sitter Profile Image: Magli E.
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Sitter Profile Image: Magli E.
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15. 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
$95
per night

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: morgan o.
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Sitter Profile Image: morgan o.
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16. morgan o.

Young girl with a big heart!
Fraser, CO, 80442
5.7 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$45
per night

About: I am 18 & I have a huge love for all animals big & small & I want to help them live their best life! It is one of my first priorities to make sure my animals live their life to the fullest & can be the happiest as possible. I will care for pets as if they are my own & won’t let them get out of their normal routines so they feel more comfortable.

Sitter Profile Image: Lucas T.
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Sitter Profile Image: Lucas T.
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17. Lucas T.

Seeking to borrow pet snuggles
Tabernash, CO, 80478
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$100
per night

We have had Lucas watch our lab/golden mix, Lucy, on quite a few occasions. She can be a little high strung but she is always happy to see Lucas. He takes her for daily walks, plays with her, and gives her lots of attention. Our home is always neat and tidy after Lucas stayed, and he's a pretty good guy all around. I trust Lucas to care for my Lucy and my home and will always use his services when we need to travel!

Sitter Profile Image: Lauren N.
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Sitter Profile Image: Lauren N.
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18. Lauren N.

Active animal lover
Fraser, CO, 80442
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$25
per night

Lauren is so great with all dogs. She is so caring and fun, the dogs love her and have a great time. She is very responsible and trustworthy.

Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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19. Anna S.

Reliable and Professional
Fraser, CO, 80442
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$45
per night

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Heidi J.
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Sitter Profile Image: Heidi J.
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20. Heidi J.

Bow Wow Boarding I grew up on a far
Winter Park, CO, 80482
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$125
per night

Heidi has taken care of our family dog, Scout, for up to 10 days at a time. We've been fortunate to have Heidi care for Scout on multiple occasions. Scout is a mix of Poodle, Yorkie, and Bichon. Scout has been cared for both solo and with another dog (a Corgi.) Heidi walks dogs and plays with them, adapts to the dog, follows instructions regarding food and medicine, bathes, and even does minor grooming when needed. Heidi has been a fun and reliable friend and service provider to Scout and our family. Would definitely recommend and will definitely hire again! :-)

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Winter Park House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winter Park are rated on average 5 out of 5 stars based on 32 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Winter Park:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winter Park house sitting needs. On Rover, it's easy to find a loving dog sitter in Winter Park who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winter Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winter Park for your dog — people who'll treat him like family.

House Sitting