House Sitting in Stockbridge

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

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Top rated Stockbridge 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: Travis B.
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Travis B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
27 repeat clients
15 years of experience
Kaukauna, WI, 54130

Travis is amazing! He cared for Riley this weekend and did a great job! Came home to a happy dog. He is dependable, on time and truly has a special connection to dogs. Highly recommend!

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Sharon Z.
Sitter Profile Image: Jenna A.
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Jenna A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
13 years of experience
Hilbert, WI, 54129

Jenna, did a fantastic job. Took a huge weight off my mind. The dogs loved her and she even brought them to the hospital to visit. And when I got home, the place was spotless!!!! Thanks Jenna

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Steven C.
Sitter Profile Image: Olivia S.
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Olivia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Menasha, WI, 54952

This was the first time that Olivia stayed with my 2 dogs. I can tell that they were very well cared for and that she was patient with them. I loved the pictures and frequent updates. I will definitely have Olivia care for my dogs again.

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Jennifer S.
Sitter Profile Image: Olivia M.
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Olivia M.
from
$45
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Sherwood, WI, 54169

Absolutely amazing communication. Great check-ins and photos sent while away. Took extra time to get to know my dogs needs and likes before our trip. Will book again!

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Lauren F.
Sitter Profile Image: Emalia R.
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Emalia R.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Oshkosh, WI, 54901

Emalia was so communicative the whole time. She consistently checked in and sent photos so I was never worried about him. She seems to care so much and I’m so grateful she was able to take such great care of my pup!

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Kayla O.
Sitter Profile Image: Rebecca C.
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Rebecca C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
10 years of experience
Appleton, WI, 54915

LOVE HER!!!! She did an amazing job! The house was in perfect shape when we got home and all pets were happy and wonderful. She sent photos of the dogs every day and clearly cuddles were no issues. We met before I booked and Becca is just a genuinely sweet and amazing soul. I was nervous to use the app for the first time but she put all concerns to rest. I will request Becca every time we need a house and dog sitter. She is extremely trustworthy and wonderful. THANK YOU BECCA!

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Kate C.
Sitter Profile Image: Teresa & Michael G.
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Teresa & Michael G.
from
$100
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
35 years of experience
KIMBERLY, WI, 54136

Teresa and Michael were outstanding. They helped out in a jam when our regular "sitter" became sick last minute. They took great care of the pup and communicated very well with us throughout the two days. Highly recommend and will definitely use again.

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Jeremy B.
Sitter Profile Image: Madeline O.
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Madeline O.
from
$50
per night
7 years of experience
Appleton, WI, 54915

About: I’ve been volunteering and caring for cats and dogs since I was eleven years old. I am knowledgable in pet CPR and first aid. I’ve had pets of my own my entire life, including 3 dogs, 4 cats, as well as chickens. I’ve cared for large and small dogs as well as cats. I am experienced in administering medicine to both cats and dogs. I’ve cared for everything from young kittens to elderly dogs. I have multiple long-time returning clients currently. I’m currently a student and have a part time job, so I have mostly evening and weekend availability during the school year. In the summer I usually work in the afternoon into the evenings, so I’m available mornings, after 7-8 in the evening, and most afternoons. I am available to stay over if desired most weekends and weekdays in the summer. My mother also works as my backup when my schedule gets hairy or in emergencies so your pets will always have someone to ensure their wellbeing! I am comfortable letting dogs out in the yard or walking them on a leash depending on the pet and personal situation. I am not currently offering services in my own home.

Sitter Profile Image: Jessica H.
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Jessica H.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Neenah, WI, 54956

Jessica is wonderful. A week before she sat for our senior dog, our other senior dog passed so she was.amazingly understandung and kind to our boy, Louie who was lost without his lifelong pal. Jessica will be our.go to from this point on. Thanks soooo much, Jessica!!!

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Sandra M.
Sitter Profile Image: Fox H.
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Fox H.
from
$80
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Menasha, WI, 54952

5 stars, Fox was great with Ronin. Followed all guidelines, and Ronin was happy and tired when I got home! Thanks again!

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Brandon K.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per night
30 years of experience
Sherwood, WI, 54169

About: I've had dogs my whole life. Currently, we have two cats, which is easier with our sports schedule, but I miss having a dog to walk. So, I thought I'd see if you needed help with yours. I'm working part-time and own a business. Both provide me flexibility to be there when your dog needs me. My kids are old enough for me to be gone for short stints. Prefer walking schedules during, morning, afternoon, or late evening as those provide me the best opportunity to give your pets the attention they deserve. Experience walking dogs with leash aggression. Can typically recognize it in your dog or the dogs we are approaching. Will always keep animals leashed in public.

Sitter Profile Image: Dennis C.
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Dennis C.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Appleton, WI, 54915

Dennis was great! Agreed to a last-minute overnight stay at our house. He kept us updated with texts and photos. I would highly recommend Dennis!

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JC P.
Sitter Profile Image: Emily M.
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Emily M.
from
$40
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Appleton, WI, 54913

Such a caring and excellent job with my dogs and perfect communication

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Andrew S.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$20
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
Menasha, WI, 54851

Hannah was fantastic! She helped us out very last minute, punctual and reliable. She took excellent care of our Louie and Lily and gave us frequent updates. We can’t wait to have her come back!

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Kristen M.
Sitter Profile Image: Allissa H.
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Allissa H.
from
$30
per night
4.6 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Kiel, WI, 53042

Allissa was very attentive and gave consistent updates with Bear. I highly recommend her and would absolutely book with her again 👍🏼

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Ben Quintanilla
Sitter Profile Image: Ashley Y.
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Ashley Y.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
menasha, WI, 54952

About: Over the years, I've had the pleasure of taking care of many pets. It's been a lot of fun playing with them, feeding them, and making sure they're happy while their owners are away. Each pet has its own personality, and I've enjoyed getting to know them all. i’ve also had experience working with animals at the pet clinic currently i work part time, but with my days off and before work i make sure to take my 3 dogs on walks, and play outside, and provide company for them make sure pets have food, water, exercise, and playtime. I keep their living area clean and comfortable, and I give them love and attention to make them feel happy and safe.

Sitter Profile Image: Renee M.
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Renee M.
from
$24
per night
1 repeat client
15 years of experience
Kiel, WI, 53042

About: I love all animals. I have taken care of my family, friends, and my own pets for years. I am a huge believer in play and fun. I assist pets with a more active lifestyle with love. I am reliable and will treat your pet as my own. I too have been on extended trips and felt the worry associated with being gone. I understand how to calm pets and make the experience positive for all involved. I am an effective communicator and will give updates for piece of mind. I have had behavioral training. I hope to be your regular and become a true friend/ helper for your pet reducing all anxiety and offering a wonderful experience for your beloved pet. Good care and vibes only.

Sitter Profile Image: Cherie S.
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Cherie S.
from
$75
per night
5.0 out of 5 stars
1 review
25 years of experience
Appleton, WI, 54913

Cherie was wonderful! She sent us daily photos of our pup. Even though she wasn’t asked, she left the house clean, dare I say cleaner than when we left. Highly recommend!

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Kris Z.
Sitter Profile Image: Aisha M.
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Aisha M.
from
$65
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Little Chute, WI, 54140

Alisha did a wonderful job taking care of my dogs in my home. She sent me updates and pictures throughout the weekend. I will be sure to use her again.

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Candace C.
Sitter Profile Image: Melissa J.
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Melissa J.
from
$55
per night
5.0 out of 5 stars
35 reviews
5 repeat clients
15 years of experience
Menasha, WI, 54952

Melissa is so good with Helen! My first night away she sent me an update and some pictures, which set my mind at ease. Melissa is top-notch!

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Allison R.
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Stockbridge is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

Sitters in Stockbridge average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Stockbridge on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Stockbridge 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.

As of Jun 2026, there are 230 house sitters in Stockbridge. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Stockbridge house sitters respond in under an hour.

House sitters in Stockbridge have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Stockbridge.

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. Stockbridge 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.