House Sitting Stockbridge

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

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Stockbridge, Find top rated house sitting

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
52 reviews
28 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
34 reviews
11 repeat clients
13 years of experience
Hilbert, WI, 54129

Jenna did great with all 7 of my animals- including a medically needy dog that needed monitor with food/water intake/and medications. Jenna kept the house clean, helped with extra stuff, as well as dealt with house malfunctions. Will definitely use and recommend Jenna to care for your animal needs.

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Shaina R.
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
14 repeat clients
15 years of experience
Menasha, WI, 54952

Olivia was very friendly and communicated with us throughout the stay. She sent pictures and responded quickly when contacted. I could see that our pup was getting lots of walks and play. I would recommend her!

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Jennifer R.
Sitter Profile Image: Olivia M.
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Olivia M.
from
$50
per night
5.0 out of 5 stars
4 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
20 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: Riley M.
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Riley M.
from
$75
per night
4.9 out of 5 stars
33 reviews
8 repeat clients
4 years of experience
Appleton, WI, 54915

Riley is phenomenal! She spent 3 days with our 2 dogs while we went out of town on short notice. At the meet and greet we got to see her bond with the dogs immediately. She was patient with my nerves over leaving them with anyone besides a friend for the first time, took excellent care of the house, was communicative between our booking and departure, and kept us updated with pictures throughout her stay. We came home to very happy, calm, well regulated dogs who had clearly gotten lots of love and attention while we were away. We will definitely rebook next time we need any pet care. Thank you Riley!

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

Absolutely wonderful dog sitters. Our dogs were comfortable with them from the start. They ensured the best care of our home as well. Even watering our flowers. Would recommend this couple any time!

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Shawna W.
Sitter Profile Image: Hailey M.
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Hailey M.
from
$40
per night
4 years of experience
Appleton, WI, 54911

About: I’ve spent several years providing reliable, compassionate care for pets of all ages, sizes, and personalities. From energetic puppies to senior pets who need a gentler touch, I tailor my approach to each animal’s unique needs. My experience includes daily walks, feeding routines, medication administration, enrichment activities, and plenty of affection to keep pets happy and relaxed while their families are away. I focus on creating a safe, calm environment so every pet feels comfortable, understood, and genuinely cared for. Pet care is a natural part of my weekly rhythm, especially since I work from home three days a week. On those WFH days, I’m able to offer flexible, consistent attention—perfect for pets who enjoy companionship, regular check‑ins, or a steady routine. I build feeding times, walks or play sessions, potty breaks, and general wellness checks around my work blocks, making sure pets get the care and interaction they need throughout the day. On the days I’m in the office, I plan visits intentionally to keep each pet’s routine stable. Whether it’s morning care, midday enrichment, or evening check‑ins, I make sure every pet gets predictable, comforting attention. Because I’m used to balancing a hybrid schedule with pet responsibilities, I’m very organized and reliable about maintaining consistent care all week long. When caring for pets in their home, I focus on keeping their routine, environment, and comfort exactly the way they’re used to. I follow the owner’s instructions closely—feeding schedules, walk times, play preferences, medication needs, and any household rules—so pets feel secure and stress‑free. I take time to learn each pet’s personality, whether they need extra play, quiet companionship, or a slow, gentle approach. I keep the home tidy and respectful, making sure food and water areas stay clean, litter boxes or potty routines are maintained, and any messes are handled right away. I also pay attention to small details like closing gates, locking doors, turning lights on or off as requested, and keeping the home feeling lived‑in and safe. Throughout the stay, I send updates and photos so owners always know how their pets are doing.

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: 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: 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: Dennis C.
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Dennis C.
from
$60
per night
5.0 out of 5 stars
9 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: Jadira C.
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Jadira C.
from
$62
per night
7 years of experience
Little Chute, WI, 54140

About: I’ve gained experience working at a dog daycare and boarding facility, where I cared for dogs of all sizes, breeds, ages, and temperaments. My responsibilities included supervising group play, monitoring behavior, assisting with medication administration, feeding, cleaning, handling dogs safely, and using de-escalation techniques when pets became anxious or overstimulated. In addition to my professional experience, I have provided overnight care, drop-in visits, and walks for both dogs and cats. I am committed to making every pet feel safe, comfortable, and loved while their owners are away. I have experience as a dog attendant at a dog daycare/boarding center! I have cared for both large and small dogs, cats, and fish! I am very flexible with time for your pets, all I ask is for you to let me know at least a day in advance for booking:) I treat every pet as if they were my own. I pride myself on being dependable, attentive, and responsive throughout every booking. I love sending lots of photos/videos, and leave a report card as well!

Sitter Profile Image: Mariah C.
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Mariah C.
from
$35
per night
20 years of experience
Appleton, WI, 54915

About: Animals have been a part of my life for as long as I can remember. When I was five years old, my family got a dog named Midnite, and taking care of him is what first made me realize how much I love being around animals. As a kid, I volunteered at a local dog groomer for two years, where I got experience helping out and learning how to work with dogs of all different personalities. More recently, I’ve been dog sitting for family and friends and have also helped take care of their cats. I’ve even had experience caring for senior pets, including a German Shepherd and senior cat who needed regular medications. All of these experiences have helped me become more comfortable, patient, and confident when caring for animals. I am currently working full time from home. This gives me time to walk, play, and cuddle animals who need some attention. I also have reliable transportation and a love of enjoying the outdoors. I have extensive experience taking care of cats and dogs in their owners homes. Making sure they have access to water, are fed, medications are administered, and they are comfortable and happy. I also have experience walking dogs who are great on the leash and some who pull.

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: Samantha K.
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Samantha K.
from
$100
per night
10 years of experience
Hilbert, WI, 54129

About: I grew up with cats, dogs, cows, goats etc. so I have always been around and taking care of animals. I regularly take care of friends and families dogs/cats and am very patient. I used to work in nursing and most recently as a chemist, but am looking for supplemental animal love and interactions! I have availability and flexibility as needed Sunday through the week. I can do mornings, evenings or afternoons. I can accommodate most changes as this is my primary work. I have a closed in backyard and basement. I have two cats that can be separated or blocked off to separate areas of the house.

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: 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: Kristy W.
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Kristy W.
from
$45
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Appleton, WI, 54911

Kristy was absolutely wonderful! From the moment I first contacted her, she was incredibly responsive and communicative. Before my trip, she came to my home to meet my dogs, and I immediately knew she was the perfect fit. My dogs are truly family to me, so finding someone I trust is extremely important. Throughout my time away, Kristy sent daily updates and photos, which gave me so much peace of mind knowing my fur babies were happy and well cared for. It was clear that she genuinely cared about them and treated them as if they were her own. When I returned home, my house was clean and my dogs were relaxed, happy, and obviously very well taken care of. I couldn't have asked for a better experience. I highly recommend Kristy to anyone looking for a reliable, caring, and trustworthy pet sitter! 🐾💕

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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Stockbridge average 4
repeat house sitting clients

FAQs for House Sitting - Stockbridge

Frequently asked questions about Rover

As of July 2026, there are 324 sitters on Rover offering House Sitting across Stockbridge. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Stockbridge walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Stockbridge maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Stockbridge choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Stockbridge. On Rover:

  • 93% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 100% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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