Skip to content

Pet Sitting & Drop Ins in Fernwood, Milwaukee

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

Calendar Recently Updated
1. Hannah Verified Enhanced Background CheckRover 101

I will treat your dogs like my own!

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Hannah did a great job taking care of our pugs, and they clearly loved her company. Would recommend her services to anyone, and look forward to working with he… (more)"

Calendar Recently Updated
2. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new… (more)"

3. Shannon Verified Background Check

Kitty & Doggie Sitting

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"S (more)"

Calendar Recently Updated
4. Teri Verified Background Check

Animal lover, friendly, will spoil!

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Teri did a great job watching over our pup! She made sure she was properly taken care of before she left. I would highly recommend her for dog sitting! (more)"

5. Erin Verified Background Check

Young or Old, All Dogs are Welcome

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Erin is great! My wife and I got a lab puppy who can't wait until I go home for lunch to let her out. Erin has been fantastic with being able to help come by… (more)"

Calendar Recently Updated
6. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Blythe is an awesome sitter! She was so patient with my anxious kitty and sent me daily images (mostly of her hiding) and reports to keep me up to date. I will… (more)"

Calendar Recently Updated
7. Oriana Verified Enhanced Background Check

Veterinary technician loves animals

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Oriana is an animal lover. She has taken care of many dogs not only personally but also professionally. As a vet technician, Oriana knows the right procedures … (more)"

Calendar Recently Updated
8. Ellisha Verified Enhanced Background Check

Experienced, Loving & Compassionate

Walker's Point, Milwaukee, WI, 53204

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Honestly, I don’t think I’ve ever met someone who loves and cares for dogs more than she does. Ellisha is a very responsible caretaker and cares for dogs with … (more)"

Calendar Recently Updated
9. Verified Enhanced Background Check

LIVE 🏠 LOVE ❤️ BARK 🐶

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Ali was great with my dog! I have such a busy work schedule that it's impossible to walk my staffy Tank like he needs to be. I noticed a huge change when he … (more)"

Calendar Recently Updated
10. Stephanie Verified Background Check

Your dog will be my top priority!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Stephanie is a very responsible person who loves dogs. She is patient and attentive. She cares for dogs as if they are her own. She has her own dog, Pippen,… (more)"

Calendar Recently Updated
11. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I am so lucky to have contacted Miranda. She has gone above and beyond for my puppy. She spends more than enough time with her, is helping me get her trained, … (more)"

Calendar Recently Updated
12. Sara Verified Background CheckRover 101

Professional Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"This was my first time using drop in service and it was great! I needed the service last minute, and Sara and Angelise were very flexible so everything worke… (more)"

Calendar Recently Updated
13. Lindsey Verified Enhanced Background Check

Fur mama and dedicated dog snuggler

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Lindsey was very professional and wonderful with Bella! She provided updates on visits and plenty of pictures. I felt very comfortable leaving Bella in her han… (more)"

Calendar Recently Updated
14. Kristen Verified Enhanced Background Check

Let's adopt all the animals :)

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Kristen was a life saver. I needed someone to watch my 4 month old chocolate lab and she went out of her way to work around my schedule. She was extremely good… (more)"

Calendar Recently Updated
15. Stephanie Verified Background Check

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Steph took care of our cat Banjo while we were out of town and did a wonderful job! Thank you so much! (more)"

16. Kelsey Verified Enhanced Background Check

Open schedule for sitting/walks!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kelsey is everything you want in a petty sitter! Truly cars for the animals, sends pics, makes the whole process smooth and easy! She is also flexible and grea… (more)"

17. Olivia Verified Background CheckRover 101

Caring and Experienced Sitter!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Olivia is one of the most responsible and loving dog sitter's I've ever used. She will go out of her way to be sure your pet is cared for like her own (she has… (more)"

Calendar Recently Updated
18. Julie Verified Background Check

Energetic Dog Walker and Sitter

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Julie is a freaking champ. I have a blue heeler(Luke) who is the most energetic and needy dog I've had the pleasure of knowing. She looks after him twice a wee… (more)"

Calendar Recently Updated
19. Quin Verified Background CheckRover 101

Stay at home professional

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Quin is my favorite dog sitter in Milwaukee! He is one of the biggest dog lovers I know and I can always trust he will provide superior service. He lives in an… (more)"

20. Erin Verified Background Check

Experienced dog foster parent here!

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Da greatest (more)"

When it comes to pet care and pet sitting, pet owners in Fernwood, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Fernwood, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Fernwood, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Fernwood, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: