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 11%.

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Sitter Profile Image: Ashley & Robert D.
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Ashley & Robert D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 25 reviews
11 repeat clients
25 years of experience
Austerlitz, NY, 12017

“Ashley was very reliable, responsive and communicative. She took great care of my cat, Jake, and gave him lots of love. We definitely hope she can be back to care for Jake in the future!”

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Kim S.
Sitter Profile Image: Valentina M.
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Valentina M.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
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
• 412 reviews
153 repeat clients
8 years of experience
Lenox, MA, 01240

“McKenna is an absolute gem!! She is very diligent in sending us photos and updates and I always feel like she treats our cats as if they were her own. I would highly recommend working with McKenna!”

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Erin W.
Sitter Profile Image: Sidonie K.
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Sidonie K.
$20
total per visit
5.0 out of 5 stars
• 7 reviews
3 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: Lauren S.
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Lauren S.
$32
total per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Lenox, MA, 01240

“Lauren is the very best ⭐️”

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Anna W.
Sitter Profile Image: Gabrielle H.
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Gabrielle H.
$17
total per visit
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Pittsfield, MA, 01201

“Gabrielle is pleasant, punctual, my dog clearly likes her...lol, and she helped this newbie along using this site. I hope to hire her often.”

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Ed H.
Sitter Profile Image: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊”

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Alana L.
Sitter Profile Image: Reymon B.
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Reymon B.
$30
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

“Lovely, high energy, reliable Dog Sitter! Looking forward to having Reymon again.”

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Elizabeth S.
Sitter Profile Image: Lydia A.
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Lydia A.
$23
total per visit
5 years of experience
Lanesborough, MA, 01237

About: I have had several wonderful experiences caring, walking and looking after dogs. I have several family members as well as family friends with furry friends that they have let me walk and look after while they are away. I love to play and sit in the yard as well as cuddle up spend time with my animals when we're not going for a walk. I don't have any dogs but I do have two lovely indoor cats at home which I make sure have their every need taken care. I do the same with any animals I am taking care of at the time because I know how important these dogs are to me and to the family that they are apart of! If treats or fun playful activities such as fetch are apart of these dog's lives then I love to partake as well! I work part time which leaves plenty of time to look after your pets! I take care of my kitties whenever I am home and leave plenty of toys for them to play with when I’m not home. I can walk and visit dogs and cats at your home or take in a cat at mine. I do have two cats of my own living with me.

Sitter Profile Image: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“As always, our dogs were SUPER excited to see Kelly!”

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Eric L.
Sitter Profile Image: Chelsea H.
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Chelsea H.
$28
total per visit
5.0 out of 5 stars
• 11 reviews
1 repeat client
22 years of experience
Nassau, NY, 12123

“Chelsea took excellent care of my kitties! I was very happy with her in all aspects. She sent me a report card daily with photos, my skittish darlings came to her each day which they rarely do with anyone but me, she was extemely pleasant and courteous, etc. I could go on and on with rave reviews about her! I currently have no travel plans in the forseeable future, but I will certainly contact Chelsea for sure. Thank you!”

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Donna B.
Sitter Profile Image: Samantha B.
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Samantha B.
$28
total per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Schodack Landing, NY, 12156

“Samantha was on time and took great care of our dog!”

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Scott B.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
$47
total per visit
5.0 out of 5 stars
• 287 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice has been our go-to sitter for our 2 kitties for a few years now. She and Sidney are caring, consistent, and wonderful communicators. It is such a relief to know that our cats are in good hands with someone we can trust in our home while we are away.”

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Lauren C.
Sitter Profile Image: Amad E.
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Amad E.
$32
total per visit
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

“This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .”

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Fabiola C.
Sitter Profile Image: Michelle L.
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Michelle L.
$34
total per visit
20 years of experience
Niskayuna, NY, 12309

About: I am a pet owner and animal lover. I have experience caring for cats, dogs, horses, birds, fish, and rodents. I have worked with many animals and am comfortable grooming, walking, feeding, playing with and caring for your pets. I also have experience in medication administration I have been a volunteer at the SPCA and have participated in their pet care summer programs. I've spent most my life caring for all different types of animals and would love to help families out by doing the same for them. I am an energetic undergraduate student with a flexible schedule and look forward to meeting and loving your pets! Animals are truly a humans best friend. Please feel free to contact me to discuss my services. Yours truly, Michelle

Sitter Profile Image: Daniel A.
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Daniel A.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Wilbraham, MA, 01128

About: I’ve always taken care of pets and volunteered at local shelters. Your doggies will have the option of treats, dog walks, dog park trips, bark toys, and the option to socialize with other dogs if that is an option! What’s different with me is every dog that stays here with me and comes home with a brand new BARK BOX toy if the parent allows ! I’m currently a stay at home dad so this works perfectly with my schedule! With my wife working full time, this makes a household that much more at home! All of my dogs are trained and with the huge yard in our back yard it provides the perfect area for exercise and potty time! We also have a dog park right down the street!

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The median cost per visit for pet sitting in Stockbridge is $25

Pet parents share their Rover experiences - Stockbridge

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5.0 out of 5 stars

Sidonie was an amazing sitter for our cat Cloud! She was super communicative and responsive, and sent lots of updates and photos making us feel comfortable that our fur baby was in great hands. Highly recommend!

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Caroline S.
Drop-In Visits
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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 to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet sitting - Stockbridge

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Stockbridge average 6
repeat pet sitting clients

FAQs for Pet Sitting - Stockbridge

Frequently asked questions about Rover

As of November 2026, there are 489 sitters on Rover offering Pet Sitting across Stockbridge. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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
  • 93% can help with giving oral medications or injections
  • 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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