Personalized care for your dog or cat - Winter

Highly-rated overnight sitters - Winter

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Sitter Profile Image: Dennis & Lisa O.
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Dennis & Lisa O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
84 reviews
22 repeat clients
20 years of experience
Butternut, WI, 54514

Ollie has a fantastic experience! I would highly recommend to anyone looking for a loving, safe environment for your furry pet. We will definitely book again.

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Michelle S.
Sitter Profile Image: Harley B.
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Harley B.
from
$35
per night
5.0 out of 5 stars
114 reviews
33 repeat clients
19 years of experience
Hayward, WI, 54843

I was very nervous leaving our two dogs, "the girls". They have never been watched by anyone but family. Harley was so kind and friendly and the girls loved her immediately. When Inpicked them up they were very happy and excited to see me but also wanted to run around and show me the yard and love on Harley too. we are very grateful to have found her!

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Christine D.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hayward, WI, 54843

Olivia was great! She went out of her way to meet our boarding needs. We highly recommend her. Thanks Olivia!

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Lynda H.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Winter

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Sitter Profile Image: Harley B.
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Harley B.
from
$15
per visit
5.0 out of 5 stars
114 reviews
33 repeat clients
19 years of experience
Hayward, WI, 54843

We found Harley on Rover a few months ago as we were looking for someone to check in on our cats while we were on a two week vacation. We greatly appreciated the photos and communication each time as we’d had a bad experience a few years ago when our sitter forgot to make the visits. One of our cats is very shy and was even coming out more and more when Harley visited. Thanks again, Harley, for the exceptional service!

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Kim S.
Sitter Profile Image: Alec H.
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Alec H.
from
$50
per visit
5.0 out of 5 stars
17 reviews
2 repeat clients
5 years of experience
Shell Lake, WI, 54871

Alec and Buddha did a great job taking care of our babies while we were gone. I felt completely comfortable having them at the house alone knowing he was going to be there twice a day to play with them and feed them. I never had to worry that they were in good hands. Alec was reliable and went above and beyond to even report on packages being delivered, etc. I will definitely use him again!

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Rachel S.
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Perfect for high energy dogs - Winter

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Sitter Profile Image: Dennis & Lisa O.
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Dennis & Lisa O.
Star Sitter
from
$40
per day
5.0 out of 5 stars
84 reviews
22 repeat clients
20 years of experience
Butternut, WI, 54514

We all love this family and their loving care and concern for Finn during his twice weekly day care experiences. We consider Lisa and Dennis and their children Finn’s second family. He can’t wait to get there every Tuesday and Thursday and he even puts his own toys in his daycare bag.! Finn loves playing with Cricket and with Mega and they teach him good puppy manners. Lisa, Dennis and family are a very important part of Finn’s and our life. Pam Snyder

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Pam S.
Sitter Profile Image: Harley B.
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Harley B.
from
$25
per day
5.0 out of 5 stars
114 reviews
33 repeat clients
19 years of experience
Hayward, WI, 54843

With only one day notice, Harley was able to watch our 2 dogs for us while we went to a family event out of town, plus accommodated us by allowing an early morning drop off! She and her own fur babies ( both large dogs that she told us looked intimidating, but were friendly ) greeted us and she was very welcoming and calm as her dogs and ours met for the first time! Fenced in yard was nice for our peace of mind. That evening our dogs were happy and tired out after a day of playing! Thanks Harley!

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Gregg R.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Winter

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Sitter Profile Image: Harley B.
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Harley B.
from
$15
per walk
5.0 out of 5 stars
114 reviews
33 repeat clients
19 years of experience
Hayward, WI, 54843

I highly recommend Harley! I started using her services in Jan of 2026 to let my senior Boxer out once a week and have had great service ever since. My dog, Oscar, loves when she comes over for a walk and snuggles. Harley spends 30 minutes with him to break up a long work day. It's nice to know I can text her when needed and she's able to accomodate my needs. Thanks Harley!!!

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Amy F.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Winter

1 / 1
Sitter Profile Image: Dennis & Lisa O.
Verified Enhanced Background Check
Dennis & Lisa O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
84 reviews
22 repeat clients
20 years of experience
Butternut, WI, 54514

Ollie has a fantastic experience! I would highly recommend to anyone looking for a loving, safe environment for your furry pet. We will definitely book again.

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Michelle S.
Sitter Profile Image: Harley B.
Verified Enhanced Background Check
Harley B.
from
$35
per night
5.0 out of 5 stars
114 reviews
33 repeat clients
19 years of experience
Hayward, WI, 54843

I was very nervous leaving our two dogs, "the girls". They have never been watched by anyone but family. Harley was so kind and friendly and the girls loved her immediately. When Inpicked them up they were very happy and excited to see me but also wanted to run around and show me the yard and love on Harley too. we are very grateful to have found her!

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Christine D.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hayward, WI, 54843

Olivia was great! She went out of her way to meet our boarding needs. We highly recommend her. Thanks Olivia!

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Lynda H.
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1Global data from Rover (November 2025)