Dog Boarding in Oregon, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Shelly

Green`s Petite Bed & Bark!

McFarland, WI, 53558

Dog Boarding, Drop-In Visits, Doggy Day Care

21 repeat clients

"Shelly is our favorite Rover! She responds incredibly quickly, loves our pooch, and he always comes home happy and exhausted. Highly recommend. (more)"

2. Kayla

Pleasing Paws ~Home Away From Home

Madison, WI, 53713

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

31 repeat clients

"We were very happy with our experience with Kayla and Lorelai, but not as happy as our dog, Apollo! He got not one but two dog park trips in as many days, ev... (more)"

3. Nicole

Paws and Claws

Stoughton, WI, 53589

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

29 repeat clients

"Our Newfoundland Bubba had an awesome time with Nicole and her dogs. She sent updates and pictures which was great and he seemed very happy when we came to p... (more)"

4. Barbara

Trustworthy Sitter-Your house/Mine

Stoughton, WI, 53589

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"I was hesitant to have someone I just met staying in my house with my dogs but Barbara was great! We have one very energetic dog and one very anxious dog who... (more)"

Confirmed President's Day Availability
5. Kassidy

Active & Welcome Short Notice!

Oregon, WI, 53575

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

"Kassidy did a great job watching my cat, Harmony, for a week! Harmony doesn't do very well with new people, but Kassidy was very good about trying to make he... (more)"

6. Amy

Self employed and flexible

Madison, WI, 53711

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

3 repeat clients

"Amy was great. I have two senior dogs that she was super loving and kind to them. I would use her service again for sure. She is also great with my chickens... (more)"

7. Courtney

Loving family home!

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits

1 repeat client

"Great experience for Dexter and our family. We were able to have our dogs meet up beforehand for some play time which was helpful. Easy time setting this up... (more)"

8. Lydia

1 acre park in complex

Madison, WI, 53713

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

"Lydia was wonderful. My dog is a pit bull mix, so he can be boisterous. But Lydia took good care of him and the dogs got along well. She was very flexible an... (more)"

9. Sarah

Experienced Dog Sitter-Fenced Yard

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Sarah and Wes were great. They have 2 nice dogs that were fantastic playmates for our pup and have a large fenced-in yard. We couldn’t recommend them enough. (more)"

10. Katelyn

I absolutely love animals!

Oregon, WI, 53575

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

About: Hi I am Katelyn. I am super flexible. I love pets of all kinds and ages. I love being active as in walks fetch etc. I also have a dog park in the t... (more)

11. Andrea

Responsible & Loving in Fitchburg!

Fitchburg, WI, 53711

Dog Boarding, House Sitting

3 repeat clients

"Andrea did a great job caring for Deacon over five days. We needed someone quickly and Andrea graciously obliged. She even reported taking Deacon running, ... (more)"

Available this weekend
12. Ellie

Excited to find walking partners !

Stoughton, WI, 53589

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

"Ellie: great! Very good with dogs. Extremely caring and careful, not to mention responsible. You will be so glad you let her walk your dogs! (more)"

13. Kailey

Lots of walks and lots of love!

McFarland, WI, 53558

Dog Boarding

1 repeat client

"Kailey was great from beginning to end. I was nervous about leaving dog with stranger. At every turn she made sure experience was fantastic. Really loved ... (more)"

14. Jennifer

Jenny's Doggy Care

Oregon, WI, 53575

Dog Boarding, Doggy Day Care

1 repeat client

"Katie had a great vacay. Thank you for the great care you gave her. She got home happy and tired. (more)"

15. Alyssa

dog lover

Oregon, WI, 53575

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

2 repeat clients

"So thankful for Alyssa! This was the first time getting a pet-sitter for our furchild and Alyssa did an amazing job. She frequently sent texts, pics and vide... (more)"

16. Nick

Dog trainer - Loves dogs

Madison, WI, 53713

Dog Boarding

"Nick was awesome!! He was waiting outside his apartment when we got there and sent a picture and update. Was so responsive. Would use him again anytime!! (more)"

17. Ellie

Dog loving graduate student

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Ellie has been caring for pets her entire life. From fish to a hamster, and finally took in a disabled rabbit to care for. She had a great relationship with ... (more)"

18. Natasha

Energetic, and calm caretaker!

Oregon, WI, 53575

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

About: I have owned dogs since I was about 5 years old - I could never imagine a life without dogs which is why I have 2! I have helped with foster dogs ... (more)

19. Katrina

I am a dogless dog-lover.

Stoughton, WI, 53589

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Katrina was an awesome pet sitter! she sent me pictures every day so we don't miss her, and she also accepted the fact that we came late from our trip so one... (more)"

20. Britt

We are a dog-loving family!

Oregon, WI, 53575

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

"carson had a great time! thank you for all of the updates along the way. (more)"


Rover.com is the simple, savvy way to find and book Oregon pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Oregon, WI has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

The cost of dog boarding in Oregon may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

In short, when you use Rover to find a dog sitter in Oregon, WI, you can rest easy knowing that your dog is having a great time.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?