House Sitting Stockbridge

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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
57 reviews
30 repeat clients
15 years of experience
Kaukauna, WI, 54130

We have used Travis a few times now. Both times he has been such a great, informative dog sitter. Both of my dogs adore him:). This most recent visit, Travis shoveled our walkways and our driveway, just wow. This was totally above and beyond what was expected. Travis also left us a yummy treat he had made while staying at our home. If there were more than 5 stars, Travis would get them. We look forward to seeing him again in Feb while we take off for a cruise. It’s a great feeling to be able to leave home, leave to another state, and feeling confident our fur loves are in great hands. Thank you so much Travis. :)

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Jody H.
Sitter Profile Image: Emalia R.
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Emalia R.
Star Sitter
from
$63
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
7 years of experience
Oshkosh, WI, 54901

Emalia is a fantastic sitter. We felt very comfortable leaving Patsy with her. When we came home Patsy seemed very happy and well entertained. Emalia is great with communication and on time. We found a keeper for sure!

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Kathy G.
Sitter Profile Image: Rebecca C.
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Rebecca C.
from
$30
per night
5.0 out of 5 stars
26 reviews
6 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: Jenna A.
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Jenna A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
37 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: Haley S.
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Haley S.
from
$40
per night
5.0 out of 5 stars
46 reviews
16 repeat clients
8 years of experience
Kiel, WI, 53042

Haley always does a great job caring for our 2 cats and springer spaniel. We know that when we are away that we can depend on her to for quick communication and follow through!

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Leslie V.
Sitter Profile Image: Teresa & Michael G.
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Teresa & Michael G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
9 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
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Appleton, WI, 54911

Hailey took great care of my pups!

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Michelle D.
Sitter Profile Image: Brianna J.
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Brianna J.
from
$65
per night
4.9 out of 5 stars
43 reviews
18 repeat clients
15 years of experience
Appleton, WI, 54915

I have 2 small dogs. I was gone for a long weekend and had her come in 3-4 times a day to let the dogs out, feed them and play with them. Bri was great with the dogs. They liked her from the 1st time she came for a meet and greet. I will defiantly use her again

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Karrie F.
Sitter Profile Image: Riley M.
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Riley M.
from
$75
per night
4.9 out of 5 stars
34 reviews
8 repeat clients
4 years of experience
Appleton, WI, 54915

Riley was amazing! I had her watch my dog, Bear, and stay in my home for 5 days. She was so calm and sweet during our meet and greet, so I felt super comfortable leaving her with Bear. Bear is not the easiest dog and was a little snappy during her visit, but she was relaxed and ended up calming me down saying they would get along great. She provided daily updates and always kept me in the loop while I was away. When I got back home, my house was super clean, and Bear was very happy! He clearly had a great visit with Riley as well. Could not recommend Riley enough!

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Anna B.
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: Christina S.
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Christina S.
from
$60
per night
5.0 out of 5 stars
37 reviews
8 repeat clients
25 years of experience
Oneida, WI, 54303

Christina did wonderful taking care of our dog Kingsley. Sent picture updates and walked him and played with him as well. Our house was cleaner when we returned than it was when we left. Will definitely use again!

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Jeff R.
Sitter Profile Image: Emily M.
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Emily M.
from
$55
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Appleton, WI, 54913

Emily was wonderful with our dog Lottie! Excellent communication & updates! While she stayed at our home. We wouldn’t hesitate to have her again!!

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Lynn M.
Sitter Profile Image: Katie R.
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Katie R.
from
$45
per night
5.0 out of 5 stars
6 reviews
17 years of experience
Winneconne, WI, 54986

Katie took great care of both of my dogs! My elderly Akita is kind of on his last legs and is high maintenance and she got him all sorted out. They were very happy when we got home 😁

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Emma T.
Sitter Profile Image: Mariah C.
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Mariah C.
from
$40
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Appleton, WI, 54915

Mariah gave us peace of mind the entire time we were away. She is very thorough and you could tell she genuinely cared for our two dogs in our absence. She offered to help in instances we wouldn’t have thought of. Not only that, but our entire trip was last minute and Mariah was up for the challenge. That alone says a lot. Thank you again!

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Kaylee F.
Sitter Profile Image: Fox H.
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Fox H.
from
$80
per night
4.7 out of 5 stars
5 reviews
6 years of experience
Menasha, WI, 54952

We were satisfied with the care Fox gave to Sassy, but wish we could have been able to talk to her personally the day we left and the day we returned. If not personally on the day we returned at least a note or text letting us know how she did while we were gone.

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Pat S.
Sitter Profile Image: Alex D.
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Alex D.
from
$55
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
20 years of experience
Green Bay, WI, 54304

Alex is amazing!!!! I have a 17 year old dog, who is mostly blind, and gets very nervous when left alone. It was my wedding weekend, and Alex agreed to spend time with my dog for the rehearsal night and also for the whole day and into the evening on my wedding day. Prior to her stay, we did a meet and greet and Alex was so kind, patient, and caring. I felt a huge weight lift, knowing I had found such a good sitter! I felt much more relaxed about leaving my dog with her, and that really helped me to stay present during my wedding day.

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Maria M.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
13 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

Lisa was exactly who we were hoping for as a sitter for Buddy. It was our and his first time overnight and she made it very comfortable for all of us. We received some fun photos of Buddy as well. Lisa gave us a full report when we got home. The best news was seeing Buddy going to the door after Lisa left and he was asking us when is she coming back! Highly recommended!

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Pastor Bill T.
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: Hailey S.
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Hailey S.
from
$27
per night
5.0 out of 5 stars
3 reviews
10 years of experience
New London, WI, 54961

Hailey was so great taking care of our furry family while we were away. She seemed to really enjoy being with the animals in the home. We hope to book her again soon!

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Meghan C.
Sitter Profile Image: Renee M.
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Renee M.
from
$24
per night
4.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Kiel, WI, 53042

Thank you so much for caring for our pets and our house We appreciate all that you have done for us.

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Nancy S.
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    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

Popular requests for house sitting - Stockbridge

Select a filter and find qualifying sitters offering house sitting.

Sitters in Stockbridge average 4
repeat house sitting clients

FAQs for House Sitting - Stockbridge

Frequently asked questions about Rover

As of August 2026, there are 306 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:

  • 88% of sitters can help with special care needs
  • 92% 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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