Drop-In Visits in Watertown

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

Available this weekend
1. Kristine

❤️ Animal Loving House-Sitter ❤️

Oconomowoc, WI, 53066

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

"I use Kristine for check-in visits for my puppy, and the peace of mind it provides is priceless! Kristine is so sweet with Pepper. Having been able to see th... (more)"

Confirmed 4th of July Availability
2. Katrina

I’ll treat your dog like mine.

Ixonia, WI, 53036

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

"Katrina was very good with my dog Odin who has separation anxiety. Now Odin never wants to leave when I come to pick him up. (more)"

3. Teri

I'll jog with your dog!

Ixonia, WI, 53036

Dog Boarding, Drop-In Visits, Dog Walking

"Teri did an amazing jobs with our puppies! Was very timely and took great pictures. It was obvious the dogs loved her! Would highly recommend her to anyone!!... (more)"

4. Aimee

Dependable, professional dog sitter

Oconomowoc, WI, 53066

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

"Aimee is always awesome with our crew. Couldn’t ask for anyone better! I know that we can count on her to be there whenever we need her and trust that they’r... (more)"

Confirmed 4th of July Availability
5. Ashley

A tired dog is a good dog!

Oconomowoc, WI, 53066

Drop-In Visits, Doggy Day Care, Dog Walking

"Tyrt (more)"

6. Mackenzie

Pre-Vet student who loves animals

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

"My dogs are part of the family. Mackenzie has an obvious love for ALL animals. My pets (particularly my border colie Reagan) fell in love with Mackenzie. ... (more)"

7. Shauna

Large fenced yard in the country

Hustisford, WI, 53034

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

"For as long as I can remember Shauna has always had a passion and love for dogs. Not only does she do an amazing job taking care of her own dogs, she has tak... (more)"

8. Anna

Providing TLC for all family pets!

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"Anna is a super reliable and dependable person! She loves animals and takes great care of dogs! I highly recommend Anna as a dog sitter/dog walker! (more)"

9. Katrina

I work from home! Potty breaks!

Marshall, WI, 53559

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

About: I work from home so I will be able to let your dog out multiple times if needed. I have had dogs my whole life. We currently have a senior dog who ... (more)

10. Alex

Three dogs who love to play!

Nashotah, WI, 53058

Dog Boarding, Drop-In Visits, Dog Walking

"Alex has a big heart and takes great care of and pride in his dogs (and ducks too)! His animals are always well fed, groomed, trained, and loved. He is extre... (more)"

11. Meghan

Paws & Claws Critter Sitters

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"Meghan has taken care our dogs for several years now. She's very responsible and makes sure our animals are well cared for. Whenever we go out of town, we ... (more)"

12. Anna

A Stay-cation for your dog!

Sullivan, WI, 53178

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

About: Hello I am a mother of two and would love to help you by spending time with your fur-baby while you are away. I have two children 4 and 5, and one... (more)

13. Renee

Dogs Can Play While You’re Away!

Marshall, WI, 53559

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

"Renee is so great with dogs! Until my chocolate lab passed away, I could always count on Renee to be responsible for her, feed, walk, cuddle and love my dog,... (more)"

14. Brittany

Dog Loving Professional Available!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

About: I have provided care for a diverse group of animals and have specialized in dogs. I have over 10 years of experience in caring for dogs, includin... (more)

15. Jenna

Making your friend my priority!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

"Jenna did such a wonderful job checking in on our dog Lola. She was very professional and you can tell she really loves dogs. I would highly recommend her fo... (more)"

16. Jody

I love dogs I do tend to spoil them

Oconomowoc, WI, 53066

Dog Boarding, Drop-In Visits

"Jody is fantastic with dogs! Growing up with dogs she is caring and loves being around them. Her parents have one that she is with all the time and also watc... (more)"

17. Charlotte

Long walk, playtime, then cuddles!

Lake Mills, WI, 53551

House Sitting, Drop-In Visits, Dog Walking

"Great with all animals. Has always had a heart for them, especially dogs. She’ll go above and beyond for any animal when in need. We adopted a dog when he f... (more)"

18. Brittany

Stable, dog loving professional

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"Brittany really connected with my dogs and I would recommend her highly for potty walk visits and playing fetch with the dogs. She is a delight!! (more)"

19. Chelsea

Enough energy to keep up with pup

Watertown, WI, 53094

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

About: I have been living with dogs since I was born. I have my own dog, and he is one of the best things that has happened to me :). With my past experi... (more)

20. Andrea

Extremely Flexible! Love Animals!

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

About: Hi There! I love animals! I have a very large chocolate lab and a small Australian Kelpie at home with me! I live on a farm and give them lots ... (more)

Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, 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 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. 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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.