Personalized care for your dog or cat - Ashland

Highly-rated overnight sitters - Ashland

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Niki & Zach S.
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Niki & Zach S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
99 reviews
35 repeat clients
16 years of experience
Ashland, WI, 54806

We're very pleased with Niki & Zach services. Alise was the perfect pal for Keo. The safe and serene environment helped calm his separation anxiety. Keo is looking forward to his next stay. Thank you for everything ❤️

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Mario B.
Sitter Profile Image: Christina H.
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Christina H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
51 reviews
9 repeat clients
30 years of experience
Washburn, WI, 54891

Christine took great care of Stevie! She loved getting to play outside all day with other pups. I really appreciate her flexibility with drop off times and the regular updates. Will definitely book again next time I’m in town.

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Katie C.
Sitter Profile Image: Angela R.
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Angela R.
from
$65
per night
4.9 out of 5 stars
50 reviews
22 repeat clients
13 years of experience
Bayfield, WI, 54814

If you are deciding whether or not to book with Angela please do without any more hesitation!!(: I was completely new to this service and was looking to board my 4 month old puppy for a couple nights. I was super nervous as he is just a baby. I was looking for someone who would interact and play with him instead of him being in a kennel all day. Angela did more than that, she was very responsive, sent me many pictures and my puppy was in heaven being with her. Moving forward I will definitely use this service with anything I need and will do so by always contacting Angela first!(:

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Franceska 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 - Ashland

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Colleen B.
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Colleen B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Ashland, WI, 54806

Colleen is AMAZING!! Literally helping me with life saving efforts for my senior cat with renal failure. I appreciate her kindness, knowledge & expertise!

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Tammy H.
Sitter Profile Image: Julianne M.
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Julianne M.
from
$23
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Ashland, WI, 54806

About: I’ve taken care of dogs, cats, fish, chickens, and horses for the last 5+ years. Also have had pets since I was around 10 or 12. I’m working a few hours a week, so I’m pretty open as schedules go. I love meeting new animals, even if they don’t like me at first. We have an outdoor cat, but I can work with whatever the client needs. All I need is a list of things that need to be done and when.

Sitter Profile Image: Erin B.
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Erin B.
from
$20
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Washburn, WI, 54891

We went on vacation for a week. One of our cats is kind of sickly and does not eat well without encouragement. Erin B came once a day, fed all three cats, cleaned their litter boxes, and gave them love and attention. We loved the daily photos and Rover Cards. Thank you, Erin B!

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Ian S.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$19
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Ashland, WI, 54856

Samantha is a wonderful petsitter! She takes great care of my two cats when my wife and I are out of town. I will definitely be booking with her again in the future.

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Jeff F.
Sitter Profile Image: Niki & Zach S.
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Niki & Zach S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
99 reviews
35 repeat clients
16 years of experience
Ashland, WI, 54806

Niki is a stellar animal sitter. Our four cats were in great hands while we were away. We got timely photos and thorough updates with great pictures. Excellent communication and the meet and greet is, in my opinion, a fabulous way for all parties--2 and 4 legged--to get acquainted

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Velo M.
Sitter Profile Image: Melissa G.
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Melissa G.
from
$18
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Mellen, WI, 54546

About: I’ve had cats since I was old enough to pay my own bills. I’ve watched neighbor’s cats and volunteered at cat rescues. I understand that they can get overstimulated and need time to approach you. I try to make sure they get that time and the attention they need.

Sitter Profile Image: Carah N.
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Carah N.
from
$32
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Lake Nebagamon, WI, 54849

About: Have much patience as I helped raise litters of puppies from 17 on, experience with IVDD (intervertebral disk disease) paralyzed, expressing bladders, dog grooming assistant for 2 yrs, cancer/kidney failure, comfort cares, giving meds, behavior/aggression issues and more :) Currently work another part time flexible job. I am a hard worker and learn things quickly. Pets have always been my passion to be around :) I always feed my pets before myself and they go out to use restroom the same most times. Safety is my top priority! Respect their space and property always.

Sitter Profile Image: Angela R.
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Angela R.
from
$36
per visit
4.9 out of 5 stars
50 reviews
22 repeat clients
13 years of experience
Bayfield, WI, 54814

Angie was so great with Millie! Thank you so much. Will definitely book again.

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Sara B.
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Perfect for high energy dogs - Ashland

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Niki & Zach S.
Verified Enhanced Background Check
Niki & Zach S.
Star Sitter
from
$50
per day
5.0 out of 5 stars
99 reviews
35 repeat clients
16 years of experience
Ashland, WI, 54806

Niki & Zach were great communicators and Bowie & Phoebe had a good day staying with them! Phoebe is typically a bit anxious but she was happy & comfortable staying with them. Thanks for watching them for the day while we explored Bayfield!

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Bonnie F.
Sitter Profile Image: Christina H.
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Christina H.
Star Sitter
from
$75
per day
5.0 out of 5 stars
51 reviews
9 repeat clients
30 years of experience
Washburn, WI, 54891

Christina was great! Super flexible and provided us peace of mind knowing Hudson was being taken care of and having a great time! Thanks again Christina!!

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Audrey K.
Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Angela R.
from
$75
per day
4.9 out of 5 stars
50 reviews
22 repeat clients
13 years of experience
Bayfield, WI, 54814

About: I am a full time overnight sitter and walker. Additionally I am Fear Free Certified in Dog Daycare Handling. I have 13 years I spent at the first Daycare/Boarding facilities in MN to become Fear Free certified. I have 9 years in overnight care, to which my clients have become like family. I am constantly educating myself on how to provide the best care for our pets. Outside of work, I am my friends' go-to pet sitter. It's an ongoing joke that I am never alone. Many clients pets have become deeply a part of my friends lives as well. In 2025 I left the daycare, and have been putting all my time into working for myself as a dog walker. My focus is with off leash, fenced in hikes. I’ve also partnered with a local organization called Canine Inspired Change. They train you and your dog to do therapy dog work. They lend me their training space so that I can have my own mini daycare playtime. It has toys, puzzles, and plenty of indoor and outdoor space for the dogs to enjoy. I pick up and drop off, taking no more than 5 dogs. This way I can ensure safety, and attention to everyone. I also have a passion for pet nutrition. I pride myself on being an extremely accommodating person. Very go with the flow! I have experienced a lot wild situations in my line of work, and I feel I am prepared, and knowledgeable in handling all types of emergencies and situations. Even if they are related to not just your dog, but your home. I am also very excited to have completed a Therapy Dog course at Canine Inspired Change with one of my clients dogs! I am excited to be doing therapy dog work with her. After losing my dog of 17 years in 2025, I decided to quit my job and focus on dog care full time. I spend my days taking 1-5 dogs out on fun excursions! We will rent Sniff Spots, go on long leash adventure hikes, backyard play dates with friends, or enjoy indoor playtime at a local training facility that lends me their playroom space. Your dog will have 24/7 care with me, and enjoy all the perks that my mini daycare dogs do. If I stay at your house, I will stay there overnight to make sure I can accommodate all the dogs needs. I can handle any special needs, or medications required.

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

Adventure-ready dog walkers - Ashland

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Niki & Zach S.
Verified Enhanced Background Check
Niki & Zach S.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
99 reviews
35 repeat clients
16 years of experience
Ashland, WI, 54806

Niki was wonderful. She was very good with our dogs and great at communicating! We already booked her again and for a long trip.

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Lisa J.
Sitter Profile Image: Julianne M.
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Julianne M.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Ashland, WI, 54806

Always dependable, trustworthy and caring. I feel reassured whenever she’s here to care for my crew.

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Elizabeth Y.
Sitter Profile Image: Samantha W.
Verified Enhanced Background Check
Samantha W.
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Ashland, WI, 54856

About: I'm very passionate about caring for pets. The nature of animals is very therapeutic and I strongly believe they should be well-cared for. Pets are so vulnerable and it's up to us to be there for them. I worked as a kennel assistant at a great dane rescue where all the dogs had past bite history. Dogs can sense danger, and working to help those dogs feel safe, was such an incredible experience. I've always had pets since a young age. During my free time I love to walk dogs and give pets alot of attention that's desired while their parents are away. I pet-sit for friends and family often. I work fulltime but can play with your pets in the morning M-F 7:00a - 8:30a or evening M-F 5:15p-9:30p. I'm available most weekends Sat/Sun 7:00a - 10:00p. As of now, I will need to care for your pet in your home. We can play in the yard and/or go for walks in the community. I work from home and my schedule is pretty flexible. I can care for your pets throughout the week Monday - Sunday 8:00a - 10:00p. I would love to give your pet all the attention it desires. I will let your dog outside to go potty, play fetch, feed them, brush their fur, go for a walk, clean cats litter box, etc. Whatever their needs are, I'm happy to help! :)

Sitter Profile Image: Colleen B.
Verified Enhanced Background Check
Colleen B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Ashland, WI, 54806

About: I have been surrounded by animals my entire life- grew up on a dairy farm in Northern VT. My family consists of three rescued dogs and a rescued 18 yr old cat- Betelgeuse. I have experience with many different breeds of dogs, am comfortable with medication management and am very reliable. I work Monday-Thursday from 730-5pm. I am available all day Friday, Saturday and Sunday for pet care and can be available in the early morning and evenings during the week. I will care for your pets as if they were my own. If caring for a pet outside my home, I am fastidious with details, safety oriented, and believe that exercise and attention is necessary to help reduce anxiety when a pet’s main caregiver is absent. If you are looking to board your pet in my home, I have a fenced in yard and three fur babies to keep your baby company (my cat does not go outside or really interact with dogs) Can crate upon request. I prefer to care for fur babies in their own homes initially- I have a small baby at home so I am selective as to who comes to my home.

Sitter Profile Image: Erin B.
Verified Background Check
Erin B.
from
$25
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Washburn, WI, 54891

Thank you for walking our dog when we left town for a day! Loved the photos and report.

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Ian S.
Sitter Profile Image: Melissa G.
Verified Enhanced Background Check
Melissa G.
from
$18
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Mellen, WI, 54546

About: I’ve owned dogs most of my life and raised two wonderful lab puppies. I’ve cared for friend’s and family’s animals and have a calm patient approach to animal care. I’ve even had hamsters and chickens. I’m currently establishing a homestead with my two cats and ten chickens and working part time. I’m looking forward to growing my animal flock further in the next few years. Safety is my first priority so I make sure that I understand your animal’s needs and tendencies before coming in or out. Once I’m sure we are safe then it’s time to have fun in whatever way your pet likes. Some want a comfy snuggle and some need to work off some energy. I’m there for them.

Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Angela R.
from
$30
per walk
4.9 out of 5 stars
50 reviews
22 repeat clients
13 years of experience
Bayfield, WI, 54814

About: I am a full time overnight sitter and walker. Additionally I am Fear Free Certified in Dog Daycare Handling. I have 13 years I spent at the first Daycare/Boarding facilities in MN to become Fear Free certified. I have 9 years in overnight care, to which my clients have become like family. I am constantly educating myself on how to provide the best care for our pets. Outside of work, I am my friends' go-to pet sitter. It's an ongoing joke that I am never alone. Many clients pets have become deeply a part of my friends lives as well. In 2025 I left the daycare, and have been putting all my time into working for myself as a dog walker. My focus is with off leash, fenced in hikes. I’ve also partnered with a local organization called Canine Inspired Change. They train you and your dog to do therapy dog work. They lend me their training space so that I can have my own mini daycare playtime. It has toys, puzzles, and plenty of indoor and outdoor space for the dogs to enjoy. I pick up and drop off, taking no more than 5 dogs. This way I can ensure safety, and attention to everyone. I also have a passion for pet nutrition. I pride myself on being an extremely accommodating person. Very go with the flow! I have experienced a lot wild situations in my line of work, and I feel I am prepared, and knowledgeable in handling all types of emergencies and situations. Even if they are related to not just your dog, but your home. I am also very excited to have completed a Therapy Dog course at Canine Inspired Change with one of my clients dogs! I am excited to be doing therapy dog work with her. After losing my dog of 17 years in 2025, I decided to quit my job and focus on dog care full time. I spend my days taking 1-5 dogs out on fun excursions! We will rent Sniff Spots, go on long leash adventure hikes, backyard play dates with friends, or enjoy indoor playtime at a local training facility that lends me their playroom space. Your dog will have 24/7 care with me, and enjoy all the perks that my mini daycare dogs do. If I stay at your house, I will stay there overnight to make sure I can accommodate all the dogs needs. I can handle any special needs, or medications required.

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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 - Ashland

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Niki & Zach S.
Verified Enhanced Background Check
Niki & Zach S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
99 reviews
35 repeat clients
16 years of experience
Ashland, WI, 54806

We're very pleased with Niki & Zach services. Alise was the perfect pal for Keo. The safe and serene environment helped calm his separation anxiety. Keo is looking forward to his next stay. Thank you for everything ❤️

Profile image
Mario B.
Sitter Profile Image: Christina H.
Verified Background Check
Christina H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
51 reviews
9 repeat clients
30 years of experience
Washburn, WI, 54891

Christine took great care of Stevie! She loved getting to play outside all day with other pups. I really appreciate her flexibility with drop off times and the regular updates. Will definitely book again next time I’m in town.

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Katie C.
Sitter Profile Image: Angela R.
Verified Enhanced Background Check
Angela R.
from
$65
per night
4.9 out of 5 stars
50 reviews
22 repeat clients
13 years of experience
Bayfield, WI, 54814

If you are deciding whether or not to book with Angela please do without any more hesitation!!(: I was completely new to this service and was looking to board my 4 month old puppy for a couple nights. I was super nervous as he is just a baby. I was looking for someone who would interact and play with him instead of him being in a kennel all day. Angela did more than that, she was very responsive, sent me many pictures and my puppy was in heaven being with her. Moving forward I will definitely use this service with anything I need and will do so by always contacting Angela first!(:

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