House Sitting in Winter Park

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
Denise D.
1.
Doggies are happier at home.Lakewood, CO, 80228
House Sitting, Drop-In Visits, Dog Walking

Denise did a great job watching my very active Australian Shepherd. Denise took her for plenty of hikes. My dog loves her! Denise is Highly recommended. (more)

from
$40
per night
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Allison F.
A happy pup is a happy life.Fraser, CO, 80442
House Sitting, Drop-In Visits, Dog Walking

I have a huge, dog aggressive dog and Allison made me feel so comfortable leaving her. I came home to a very happy and clearly well cared for pup! Thank you! (more)

from
$40
per night
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Terry E.
3.
Ex-Bronco Dog LoverFrisco, CO, 80443
House Sitting

Terry has been a fabulous dog walker, sitter, and house caretaker. My golden retriever and I can't say (or bark) enough great things about him. We have had wond… (more)

from
$95
per night
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Joseph R.
4.
Fresh and friendly dog-whisperer!Central Boulder, Boulder, CO, 80302
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Joseph was wonderful....prompt, caring and I'm sure if Kona could talk, she would give him rave reviews! Kona and our house were well taken care of. (more)

from
$55
per night
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Natasia P.
Dog lovers w flexible scheduleCentral Boulder, Boulder, CO, 80304
House Sitting, Drop-In Visits, Dog Walking

Natasia is a fantastic dog sitter! She watched our 2 goldens while we were away for our wedding weekend and we knew they were in good hands. We would definitely… (more)

from
$50
per night
6.
Animal Lover with Playful Energy!Southeast Boulder, Boulder, CO, 80302
House Sitting, Drop-In Visits, Dog Walking

Aspen is amazing! We can always tell if our dogs had a good time with their sitter by how they act when we walk in the door, and we absolutely knew they adored… (more)

from
$45
per night
Calendar Recently Updated
7.
Love all animals!!North Boulder, Boulder, CO, 80304
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dustin was a perfect fit for our senior dog Zippy. We were concerned Zippy would be stressed about us going away but Dustin was the perfect sitter, warm and car… (more)

from
$65
per night
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My pup is my child, i get it!!Dillon, CO, 80435
House Sitting, Drop-In Visits, Dog Walking

Jen was great to Alfie!! He clearly loved his time with her and very tired when we got home. She even gave him a massage on his hurt leg! Will definitely have J… (more)

from
$115
per night
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9.
Away from town until May 7thSilverthorne, CO, 80498
House Sitting, Drop-In Visits, Dog Walking

Sami is the BEST! We usually leave our pup, Jack with a family member when we go out of town but after a last minute cancellation, I contacted Sami and she was … (more)

from
$85
per night
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10.
Full time dog loverCentral Boulder, Boulder, CO, 80302
House Sitting, Drop-In Visits, Dog Walking

Chelsi did such a wonderful job taking care of our sweet boy Milo and our house. She was very responsive, checked in at least once each day and sent pictures. W… (more)

from
$55
per night
Confirmed availability: Memorial day
Professional Care for All CrittersIdaho Springs, CO, 80452
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jen has been watching my cats for the last 8 years. I appreciate the care and attention she provides my kitties when I’m away. I get updates with each visit and… (more)

from
$50
per night
12.
Ken 
Verified Background Check
Puppies! Animal lover to the bone..silverthorne, CO, 80498
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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… (more)

from
$47
per night
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13.
Autodidactic outdoorsmanEvergreen, CO, 80439
House Sitting, Drop-In Visits, Dog Walking

About: I’ve cared for dogs of all sizes as well as cats, reptiles, farm animals, furry critters etc. I enjoy playing with dogs till we are both tired. I enj… (more)

from
$100
per night
14.
Dogs are my favorite people!Golden, CO, 80403
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Gavin was wonderful! We were gone for a long weekend and he stayed in our home with our two young dogs. He brought his senior dog and our pups got along great. … (more)

from
$150
per night
Calendar Recently Updated
Book with someone who truly cares!Dillon, CO, 80435
House Sitting

Kathleen was very communicative, responsive and did a great job caring for our dog. She left the house clean and we had no problems. We would be thrilled to u… (more)

from
$40
per night
Calendar Recently Updated
16.
Animal & outdoor enthusiastGranby, CO, 80446
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Johanna is wonderful! Johanna has watched my dog many times over the years. I highly recommend her. She’s super friendly, loving and responsible and your dog wi… (more)

from
$45
per night
Confirmed availability: Memorial day
Full time cuddler and playtime fan!Fraser, CO, 80442
House Sitting, Drop-In Visits, Dog Walking

AMAZING!!!! Highly recommend Amberleigh-she took such great care of my boys while we were away! I lived all the pictures she sent and I knew they were in great … (more)

from
$30
per night
18.
Experienced and dedicated caregiverNederland, CO, 80466
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jessica was amazing! She took great care of my animals and my home. I have 3 high maintenance dogs of varying size, age, and issue. She came twice before the ac… (more)

from
$65
per night
19.
Dogs and c=Love, they have my heartIdaho Springs, CO, 80452
House Sitting, Drop-In Visits, Dog Walking

Julia was great with out two big dogs. We have about 160-70 lbs of love and she took on the challenge like a pro. Walked them individually and was able to keep … (more)

from
$50
per night
20.
Dog Whisperer / House SitterRollinsville, CO, 80474
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello everyone. My name is Mitch, I'm a caring person who has been looking after dogs since I was a child. I am able to walk or hike long distances,… (more)

from
$50
per night

Rover also offers House Sitting in:


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.