House Sitting in Oakbridge Community, Madison, WI

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Top rated Oakbridge Community 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: Isabel S.
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Isabel S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel is definitely a 5-star sitter. Sent pictures daily of our dog, followed all directions left for her. She went above and beyond caring for our dog who needed daily medication. Great communication. Sadie was somewhat shy at first but it didn’t take long to warm up to Isabel. Definitely recommend and will rebook her as needed.

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Linda H.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
12 years of experience
Middleton, WI, 53562

Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!

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Micha M.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
20 years of experience
Madison, WI, 53705

Kaitlyn was fantastic! She watched our little Sadie while we got away for a weekend to celebrate our anniversary. She kept us updated with pictures the whole time and we were 100% confident our pup was happy and safe. We will definitely be booking again!

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Cameron M.
Sitter Profile Image: Katie T.
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Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

I sang my praises of Katie last week as she has watched my dog- 2 weekends in a row. And this was another very successful time! She is great with my dog and even made treats for him!

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Micha M.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$82
per night
5.0 out of 5 stars
114 reviews
38 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!

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Claire G.
Sitter Profile Image: Kathryn P.
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Kathryn P.
from
$38
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
11 years of experience
Sauk Creek, Madison, WI, 53717

Kathryn was awesome ! She sent photos of the little dogs without prompting. Took care of the fish and birds as well ! We had no concerns and came back to happy dogs and the house cleaner than we left it. Highly recommend.

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David R.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Kaitlyn was great with the dogs right from the meet and greet. She handled their different personalities and medical needs perfectly. She did all that was asked and more. Thank you for allowing me the peace of mind to enjoy this week with friends!!

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Sharon S.
Sitter Profile Image: Anna H.
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Anna H.
from
$65
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.

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Lesli M.
Sitter Profile Image: Sarah T.
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Sarah T.
from
$45
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
2 years of experience
Madison, WI, 53719

Sarah was very calm and understanding when meeting our anxious and nervous dog Halla for the first time. Halla took treats from her and let her pet him, which usually doesn’t happen when he meets a new person. During our walk outside Halla was a bit of a jerk but she handled him very nicely. Hopefully Halla behaves better next time and matches Sarah’s calmness and kindness.

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Eliisa R.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
85 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter treated our 2 dogs and 2 cats like their own! I received regular updates and pictures on how they were doing and when we got home they didn't even seem to miss us. Our dogs received daily walks which was awesome! It was my first time having Louisa care for our pets, but she asked lots of good questions beforehand so I was completely comfortable leaving them under her care and she did not disappoint. I would not hesitate to use her services again!

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Judy M.
Sitter Profile Image: Sara H.
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Sara H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
24 years of experience
Sauk Creek, Madison, WI, 53717

Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!

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Angi K.
Sitter Profile Image: Nathan S.
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Nathan S.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Westhaven Trails, Madison, WI, 53719

Nathan was the best! Quick to respond and very accommodating, he took great care of our dog while we were out of town for the weekend. Look forward to working with him again.

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Ben B.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.8 out of 5 stars
28 reviews
8 repeat clients
9 years of experience
Waunakee, WI, 53597

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

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Alicia S.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

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Beth R.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
130 reviews
53 repeat clients
4 years of experience
Madison, WI, 53719

Michelle did a great job watching my golden doodle! She made sure to ask lots of questions about his feeding and walking schedule and sent me daily pictures and updates during her stay. I would absolutely ask her to watch Vash again!

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Kastyn M.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
6 reviews
8 years of experience
Madison, WI, 53719

Megan was great! She sent very detailed updates, photos, and asked thoughtful questions to ensure my furbabies' wellbeing. Thank you, Megan!

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Rachel S.
Sitter Profile Image: Shobhali T.
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Shobhali T.
from
$60
per night
5.0 out of 5 stars
10 reviews
1 repeat client
14 years of experience
Middleton, WI, 53562

Shobhali did and amazing job caring for our 3 rather high-maintenance animals. We were so grateful to have such a competent sitter staying in our home over the holidays which can be a stressful time to be away. Shobhali sent tons of videos and pictures and was extremely communicative with us so we almost felt as if we were there. I could see our fur babies were happy and engaged. We came back to a spotless home with 3 content pets. I would book her again without hesitation any time I have to go away!!

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Dori B.
Sitter Profile Image: Annie J.
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Annie J.
from
$55
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

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Genevieve H.
Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
7 years of experience
Verona, WI, 53593

Mandi is absolutely wonderful! She took great care of our little girl. She provided us with lots of photos and updates. She left the house looking great. We will definitely have her watch Clicquot again. :)

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Gretchen D.
Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$74
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!

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Jinda K.
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Oakbridge Community pet parents share their Rover experiences

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5.0 out of 5 stars

Ann was so great! Haze LOVES her. She accommodated to Hazel’s separation anxiety and other quirks so well and sent plenty of updates and pictures. My flight was delayed and Ann was able to stay an extra night, we really appreciate her flexibility!

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Paige H.
House Sitting
5.0 out of 5 stars

Michelle took great care of our dog. She is clearly experienced with animals and knows what questions to ask to be sure she is providing the best care. She was very communicative and we felt our dog was in good hands throughout her stay.

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Gary B.
House Sitting
5.0 out of 5 stars

Sarah consistently provides good care of our pups. She communicates well and is very pleasant to work with. I absolutely recommend her services.

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Mathieu S.
House Sitting
5.0 out of 5 stars

Nathan was the best! Quick to respond and very accommodating, he took great care of our dog while we were out of town for the weekend. Look forward to working with him again.

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Ben B.
House Sitting
5.0 out of 5 stars

Hannah was the best dog sitter we've ever had! She took wonderful care of our two wild dogs and sent daily updates and pics. She also left the house completely spotless, took out the garbage and brought in the mail! She even made us some delicious cookie bars to welcome us home! Hannah went absolutely above and beyond and I would highly recommend her to anyone!

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Lindsay N.
House Sitting
5.0 out of 5 stars

Evelin was absolutely amazing with our little puppy! She went above and beyond—washed his bed after he had an accident, etc. She loved on our puppy and played with him so well. She consistently gave us updates and sent tons of photos. I highly recommend her and will definitely be using her again to take care of our dog!

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Hanna P.
House Sitting
5.0 out of 5 stars

Sidney is a fantastic sitter! Knowing that our pets are in great hands when we travel gives us peace of mind.

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Sara W.
House Sitting
5.0 out of 5 stars

Christine was an absolutely exceptional sitter for our three big German Shepherds. Christine took them out for walks and even when it was really cold because she could recognize when they needed it. Our dogs also wake up very early and she made sure to get them outside to potty on their normal schedule. She sent us a ton of great pictures of them playing & cuddling and let us know they were eating well. We quickly became completely confident with her knowledge and abilty to care for and handle them. We were able to relax on our vacation and not worry because she was sharing their activities and we knew our three boys were in great hands, staying on routine and happy in our absence. We would definitely reach out to Christine the next time we need someone to watch our boys again. She is wonderful! A+

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Kathleen H.
House Sitting
5.0 out of 5 stars

Justine did a nice job with our 2 labrador puppies and played with them out in the snow. We came home to very happy girls! Thanks Justine!

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Ben D.
House Sitting
5.0 out of 5 stars

Kaitlin was super responsive, especially with a last minute request! She did a great job watching our elderly pup. Would definitely use her again in the future.

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Sarah D.
House Sitting
5.0 out of 5 stars

We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.

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Seb A.
House Sitting
5.0 out of 5 stars

Shobhali did and amazing job caring for our 3 rather high-maintenance animals. We were so grateful to have such a competent sitter staying in our home over the holidays which can be a stressful time to be away. Shobhali sent tons of videos and pictures and was extremely communicative with us so we almost felt as if we were there. I could see our fur babies were happy and engaged. We came back to a spotless home with 3 content pets. I would book her again without hesitation any time I have to go away!!

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Dori B.
House Sitting
5.0 out of 5 stars

Hannah took great care of our dog, Cedar over the holidays. Hannah sent daily updates and left the house tidy and nice. No worries while we were away. Thanks so much!

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leah k.
House Sitting
5.0 out of 5 stars

Meta took great care of our 2 pugs. I felt totally comfortable leaving for 5 days and her caring for the dogs. We came home and the house was very clean. She even made us a delicious quiche. I am not saying everyone should expect a quiche, but that was very thoughtful! would deinately use Meta in the future. I highly recommend her.

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Denise R.
House Sitting
5.0 out of 5 stars

Melissa watched our two dogs and cat over the Christmas holidays. She stayed at our home during this time. She sent updates with photos and videos. She took in the newspapers and mail. She left the house immaculate. She showed initiative to meet with us twice in advance of her . Highly recommend.

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Julie G.
House Sitting
5.0 out of 5 stars

Anna helped me out in a pickle when I scheduled something wrong! As always, she was great with my pets and they seemed happy and rested when I got home.

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Wendy B.
House Sitting
5.0 out of 5 stars

Jolie took our feedback regarding our dog and we really appreciate her communication 🙏 our dogs love her!

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Rachel H.
House Sitting
5.0 out of 5 stars

Megan was awesome! Super easy to communicate with and flexible. Mingo and our house were well taken care of. We so appreciate her!

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Sarah Joan R.
House Sitting
5.0 out of 5 stars

Azaria did a great job house sitting and caring for my two dogs. She sent darling photos every day, she was responsive, and the house was in perfect condition when I returned. I'll definitely choose her again and I recommend her for house and dog sitting.

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Marit S.
House Sitting
5.0 out of 5 stars

Mandi is great and we’ll definitely book her again! She was very professional and friendly, kept detailed notes, and was compassionate and loving with our dog Koda. We knew Koda was in good hands and it allowed us to have a worry free a trip away!

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Cal H.
House Sitting
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House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Oakbridge Community 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 Oakbridge Community.

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. Oakbridge Community 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.