Pet Sitting Stockbridge

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Stockbridge, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.

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Sitter Profile Image: Heather H.
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Heather H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
51 reviews
13 repeat clients
30 years of experience
West Stockbridge, MA, 01266

As in her previous visit, this time too Heather was spectacular: Responsive, communicative, kind, and very caring and loving of our two kittens. We highly recommend her!

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Roei T.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
$20
total per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
20 years of experience
Lee, MA, 01238

Taylor was new to our two cats. Even though they were shy, she stayed to help them meet a new person. Taylor was very thoughtful to check the house for safety as well. I would definitely book Taylor again!

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Patricia S.
Sitter Profile Image: Deborah G.
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Deborah G.
Star Sitter
$34
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
7 years of experience
Lee, MA, 01238

Deborah was GREAT with my cats who tend to be shy around strangers, but they were immediately comfortable with her. She is communicative and has a warm and calm energy. Highly recommend!

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Stevie L.
Sitter Profile Image: Sidonie K.
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Sidonie K.
$20
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Stockbridge, MA, 01262

amazing! Sidonie took such loving care of Karter the Kat! I was able to be stressfree !!!!

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Gabriel K.
Sitter Profile Image: Sophia C.
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Sophia C.
$39
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Lenox, MA, 01240

Sophia was fantastic with my pup, DaVinci the other day. She’s super responsible and took excellent care of my pride and joy. I feel very comfortable with leaving him with her and highly recommend her!

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Dana E.
Sitter Profile Image: Valentina M.
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Valentina M.
$23
total per visit
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
382 reviews
146 repeat clients
8 years of experience
Lenox, MA, 01240

We were very happy when we moved to a new place and McKenna was able to look after our cat again. It gave us peace of mind knowing that our cat would be with someone familiar again. As usual, McKenna was very reliable, responsive and caring. It puts a smile on our face whenever we see the pictures she sends us when looking after our cat.

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Carolina J.
Sitter Profile Image: Hannah L.
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Hannah L.
$23
total per visit
7 years of experience
Lenox, MA, 01240

About: I have many years of experience caring for dogs, cats, bunnies and chickens and am comfortable with feeding, walking, playtime and daily care routines. I understand that every pet has unique needs and will make sure they receive plenty of attention and proper care! I work remotely, providing me with a flexible schedule and plenty of time to care for your pets. I currently work remotely as a paralegal so I have plenty of time to tend to your pets. I do serve some nights but aside from that will be fully available for walks, potty breaks, feeding and all other activities. I have a large house with a big lawn. I also have a large crate and smaller carriers as well. I do have a pet bunny who will stay in my room and away from all pets.

Sitter Profile Image: Adrienne L.
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Adrienne L.
$28
total per visit
1 year of experience
West Stockbridge, MA, 01266

About: I currently have one almost 2 year old chocolate lab who is sassy and has a lot of energy! I have taken care of many dogs, sometimes 3 at once in my life. I love to walk, and what better way to walk - is with a dog! I have had dogs ever since I was born, and have had both large and small dogs. Dogs are unique and I love getting to know their personality! I am a teacher, so taking clients for dog walks during the summer months, when I am away from the classroom. I am available for the vast majority of the summer! I care for dogs like they are my family. I will treat them like the good dogs they are and give them lots of petting and (if ok with you - treats)!

Sitter Profile Image: Chenoe R.
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Chenoe R.
$28
total per visit
5.0 out of 5 stars
3 reviews
20 years of experience
Lee, MA, 01260

About: I am a registered nurse so I only work 3 days a week. I grew up with animals, I attended training classes and one point we had 3 dogs living in our home at once. I grew up with a Laborador Retreiever, a mini Shnauzer Poodle mix and a hound mix, so I have had experience caring for each type of dog and any accommodations they may require. I eventually want a dog of my own but I am unable to at this moment in my life. My goal is to help people give their dogs the best life they can lead. Life gets busy and one of the greatest joys in our lives are our furry best friends and I want to help you give them the life they deserve.

Sitter Profile Image: Robert W.
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Robert W.
$23
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Lee, MA, 01238

Once again, Robert was Excellent ‼️

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Liz P.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
57 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

Keri is great—friendly, professional, and you can tell she really loves animals. We trust her completely to care for our 3 cats while we’re gone. What more could you ask for?

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Cameron M.
Sitter Profile Image: Camille B.
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Camille B.
$28
total per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Great Barrington, MA, 01230

Camille is a sweetheart- arrives in time, sends lots of pictures, and most importantly, my cat was very content!

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Jennifer B.
Sitter Profile Image: Karla C.
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Karla C.
$17
total per visit
5.0 out of 5 stars
7 reviews
7 years of experience
Lenox, MA, 01240

About: I love to care for my dog and love to meet other dogs. I am open to any dog and its unique personality. I have taken care of all sizes of dogs and always want to meet their needs. I don't mind taking them on walks around the neighborhood and am happy to take pictures or videos of how they are doing. I am primarily available on the weekends but will make time for weekday evenings. I am currently applying to other weekday jobs and will update my schedule accordingly. I’m moving to Amherst on August 26th so I recommend not booking after this date. I will not be in the area I let my dog outside when he asks for it and keep a close eye on him. I also supervise all dogs outside, making sure they don't go into places they should not go. I will also provide baths when asked and can give oral medication.

Sitter Profile Image: Andrea L.
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Andrea L.
$42
total per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Great Barrington, MA, 01236

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

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Kelly J.
Sitter Profile Image: Ellen J.
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Ellen J.
$28
total per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Kinderhook, NY, 12106

Ellen took wonderful care of our cat Seven while my husband and I were out of town for several days. She sent detailed updates daily with photos, made sure to give Seven lots of playtime with his favorite toys, and kept our home in spotless condition as well. I highly recommend her if you're looking for a responsible, communicative sitter who loves cats!

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Kaylen S.
Sitter Profile Image: Janet C.
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Janet C.
$18
total per visit
4.7 out of 5 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

All good.

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Geri F.
Sitter Profile Image: Sally A.
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Sally A.
$50
total per visit
5.0 out of 5 stars
45 reviews
13 repeat clients
50 years of experience
Richmond, MA, 01254

Sally takes great care of our cats and home and does the little extras like bring in packages and check if plants need watering. I recommend Sally and would happily rebook her.

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Meg B.
Sitter Profile Image: Daniella S.
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Daniella S.
$34
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Lenox, MA, 01240

Daniella took such amazing care of our sweet Gandalf, while he was sick and needed to take medicine orally. He didn’t make it easy but she was patient, kind, and kept our home in great condition while we were away so it was lovely to return home to. THANK YOU DANIELLA!

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Noelle B.
Sitter Profile Image: Chloe O.
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Chloe O.
$28
total per visit
5.0 out of 5 stars
9 reviews
8 years of experience
Lee, MA, 01238

Stayed in contact and sent updates and pictures. Lovely human who clearly loves and cares for animals!

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Zoe M.
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The median cost per visit for pet sitting in Stockbridge is €25

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 pet 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 5
repeat pet sitting clients

FAQs for Drop-In Visits - Stockbridge

Frequently asked questions about Rover

As of June 2026, there are 502 sitters on Rover offering Pet Sitting across Stockbridge. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Stockbridge stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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
  • 100% can help with giving oral medications or injections
  • 98% 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.

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.

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