House Sitting in Oakdale

Find a loving house sitter to watch over your pets and your home.

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Top rated Oakdale house sitters

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: Ana R.
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Ana R.
Star Sitter
from
$27
per night
5.0 out of 5 stars
66 reviews
23 repeat clients
12 years of experience
Tomah, WI, 54660

Ana is fabulous! She sent pictures, assisted with our chickens, administered medication, successfully applied a medication spray to our dog who hates getting sprayed... I could go on and on. Honestly, we had a really wonderful experience with Ana and plan to request her whenever we need a dog sitter.

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Cassandra T.
Sitter Profile Image: Brandy F.
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Brandy F.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Oakdale, WI, 54660

Brandy is a lifesaver! Last-minute, she took care of my dog, Wilbur (an energetic 3yo Aussie). She was even able to stay the night and I couldn't be happier with how it went. She left my place spotless, and she knew exactly what to do with Wilbur's firework/storm anxiety, giving him his medication and keeping him calm throughout the night. She sent me photos and kept me updated the entire time. I highly recommend her for any house or pet sitting needs– she's reliable, tidy, and great with anxious pups!!

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Hope I.
Sitter Profile Image: Rebecca O.
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Rebecca O.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
19 years of experience
Warrens, WI, 54666

Our Cookie loved Rebecca! She followed her to the door as she was leaving and was so calm when I came home. Rebecca was very personable - she and Cookie seemed to bond from the Meet and Greet and when she came to stay with her. We are so appreciative that she came to stay with Cookie as a last minute commitment. We look forward to having her stay with Cookie again. Thank You!

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Mary Jean E.
Sitter Profile Image: Jaimie W.
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Jaimie W.
from
$125
per night
5.0 out of 5 stars
27 reviews
3 repeat clients
22 years of experience
Tomah, WI, 54660

Omg. Jaime was absolutely amazing. Sent multiple updates through the day of all the snuggles our fur babies were getting! Not sure they want us to come home!! We didn’t have a worry with Jaime watching them and our house!!!

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Melissa G.
Sitter Profile Image: Madeline M.
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Madeline M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
15 reviews
4 repeat clients
8 years of experience
Hancock, WI, 54943

Madeline is Great! My wife and I had a good feeling from her right when we met her. We have never left Ace with anyone overnite before, she is going on 18 years old. We felt very much at ease when we were gone. Madeline kept in contact with us via text when we were gone. We both would recommend her in a second!!

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Marty R.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$55
per night
6 years of experience
La Farge, WI, 54639

About: I have a background in both education and dog training, so I focus heavily on structure, communication, and understanding each dog’s individual needs. I have experience working with dogs of all ages, energy levels, and personalities, including puppies, high-energy breeds, and dogs that benefit from extra patience or routine. I’m CPR certified, experienced with enrichment-based care, and comfortable reinforcing basic training skills such as leash manners, recall, sit/down, place, and calm behavior during visits and walks. I also have experience with hunting and working breeds, so I understand the importance of both physical exercise and mental stimulation. What sets me apart most is that I genuinely enjoy building trust and relationships with the dogs I care for. I prioritize safety, consistency, and making sure each dog feels comfortable, engaged, and well cared for while you’re away. I also provide reliable communication and updates so owners can feel confident their pets are in good hands. I intentionally keep openings in my schedule for walks, drop-in visits, boarding, and individualized care. I currently have availability most mornings, a few evenings, and select weekends which allows me to provide consistent attention and flexible scheduling for clients. Because I prioritize quality care and reliability, I carefully manage my schedule to make sure each pet receives plenty of time, attention, exercise, and communication while in my care. believe every dog is different, so I focus heavily on each pet’s individual needs, personality, comfort level, and routine. Some dogs need lots of exercise and enrichment, while others need a calmer environment, patience, or extra reassurance while their owners are away. When caring for pets in a client’s home or my own, I take time to learn their feeding schedule, potty routine, energy level, favorite activities, training expectations, and anything that helps them feel comfortable and secure. I adjust my care style based on the individual dog rather than taking a “one size fits all” approach. My goal is always to make pets feel safe, understood, and cared for while maintaining as much consistency and routine as possible.

Sitter Profile Image: Sarah & Todd C.
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Sarah & Todd C.
from
$40
per night
49 years of experience
Wonewoc, WI, 53968

About: We live in the country dog has the opportunity to run and spend time outside. And extremely flexible on drop off and pick up times We can take dogs in the early morning and late night pick up if need be. Extremely flexible and will be willing to try to meet your needs. We have an outside dog wire kennel and if the dog would be more comfortable bringing your own kennel and put in the house that is fine too.

Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
208 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Kimberly took wonderful care of our two dogs so we could relax and enjoy our vacation away. She was fantastic with communication and sent us pictures of “our boys” as she knew we missed them! Highly recommend Kimberly and hope to use her services again in the future!

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Faye Z.
Sitter Profile Image: Cheryl R.
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Cheryl R.
from
$100
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
13 years of experience
Viola, WI, 54664

Our pets were in good hands with Cheryl! She took excellent care of our dog, cat, and guinea pigs over Christmas. Ziggy in particular was sad to see her go.

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Allison H.
Sitter Profile Image: Rachel B.
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Rachel B.
from
$50
per night
10 years of experience
La Crosse, WI, 54601

About: I have taken care of my own dog as well as taken family friends dogs on walks and runs. I am currently training for a half marathon, so if your dogs loves long runs or long walks I would love to help them get outside and exercise. I currently am working part time on top of school. Most days I can take dogs on a walk or run in the morning to later afternoon! I currently live in an apartment where pets are not allowed, so for now I will stick to taking dogs on walks and runs whether that’s around a safe neighborhood or at a park.

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca is a very reliable and loving house and dog sitter. I highly recommend her. We will certainly continue using her to house and dog sit.

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Jeff S.
Sitter Profile Image: Storm J.
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Storm J.
from
$29
per night
5.0 out of 5 stars
3 reviews
13 years of experience
La Crosse, WI, 54601

Storm was an absolutely incredible pet sitter! She was very easy to contact and gave lots of updates while I was out of town and my dog loved her. :) He even got a handmade report card at the end of her stay! I had such peace of mind knowing he was in her care.

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Iris M.
Sitter Profile Image: Lilly W.
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Lilly W.
from
$40
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Onalaska, WI, 54650

Great sitter! Happy to recommend.

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Zach H.
Sitter Profile Image: Autumn B.
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Autumn B.
from
$100
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
4 years of experience
Marshfield, WI, 54449

About: I have taken in many animals of all kinds throughout the years , Persistent and accountable caretaker. It is important to me to make a difference to all walks of life. Currently I am staying home with my young children, I am available most days of the week! And am flexible to you and your pets wishes. I have a few aquarium animals, no dogs or cats, but I also care for some of the animals next door quite often. We have small children if your pet is tolerable of them and crating is optional per your request.

Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$100
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
25 years of experience
Portage, WI, 53901

Our pups were treated just like family. So grateful to found a wonderful place for our Great Danes. Knowing she knows the bread was a great peace of mind.

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Amanda L.
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Oakdale house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Oakdale.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oakdale house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.