Pet Sitting West 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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Over 39
pet parents in West Stockbridge have booked pet sitting

West 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: Heather H.
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Heather H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 56 reviews
16 repeat clients
30 years of experience
West Stockbridge, MA, 01266

“Heather is a most reliable sitter. She communicated well and was very caring and responsible with the care of Caspian. She went above and beyond. Thank you, Heather”

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Deborah A.
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
• 23 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: McKenna P.
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McKenna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 403 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: Keri H.
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Keri H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 59 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

“Keri was fantastic, and I am looking forward to rebooking with her. Highly professional, great communication, and lots of pet love. Also, she went above and beyond to help me out last minute.”

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Jennifer W.
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: Sophia C.
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Sophia C.
$39
total per visit
5.0 out of 5 stars
• 10 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: 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: Taylor W.
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Taylor W.
Star Sitter
$27
total per visit
5.0 out of 5 stars
• 21 reviews
9 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: Sally A.
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Sally A.
$56
total per visit
5.0 out of 5 stars
• 46 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: Caitlin H.
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Caitlin H.
$28
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Took good care of our fog”

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Scott B.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$45
total per visit
5.0 out of 5 stars
• 23 reviews
7 repeat clients
20 years of experience
Pittsfield, MA, 01201

“Irene took care of my two kitties very well. They are very shy and didn’t come out to see her, but she made sure they had food and cleaned up after them.”

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Betsy K.
Sitter Profile Image: Ellen J.
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Ellen J.
$28
total per visit
5.0 out of 5 stars
• 16 reviews
4 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: Gabrielle H.
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Gabrielle H.
$17
total per visit
15 years of experience
Pittsfield, MA, 01201

About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

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: Kelsey R.
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Kelsey R.
$34
total per visit
5.0 out of 5 stars
• 72 reviews
31 repeat clients
12 years of experience
Pittsfield, MA, 01201

“Kelsey is terrific! She loves dogs and my dog loved her. She saved me at the last minute and even came over earlier in the day so we could meet her. We hope she'll be coming around very often in the future!!;”

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Sharon P.
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.
Sitter Profile Image: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
• 23 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: 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: Brenna B.
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Brenna B.
$50
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

About: I’ve been caring for pets informally for my entire life and professionally starting 12 years ago. I care for each pet like they are my own. I am sensitive to their energy and needs. I am able to work with animals who have unique social/emotional and medical needs. I mainly work with dogs and cats but am also experienced in caring for small animals like rabbits, birds, reptiles and fish. I’m currently working part-time, and my schedule varies a bit week to week. I am free mornings and evenings, most Thursdays, as well as Mondays after 2 pm. I usually work shifts under 8 hours, so with good communication I would be thrilled to come up with a plan that will suit you and your pet(s). For now, I am able to care for and board cats and small animals in my home. In the summer, I can board dogs in my fenced in yard. For dogs and larger animals, I can take them for walks and pet sit by traveling to your home. I look forward to meeting you and your pet(s)! I have managed to ensure my pet rabbit feels safe while also living with a rambunctious one-year-old labrador retriever. I am always cautious about my pets and my clients’ pet’s whereabouts. I’ve helped return missing neighborhood cats and dogs to their owners as well as assist with unexpected visits to the vet.

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

Cat parents share their Rover experiences - West Stockbridge

1 / 1
5.0 out of 5 stars

Heather was wonderful! She provided drop-in visits for our cat for a week while we traveled. She communicated wonderfully and sent lots of photos. When my instructions didn't send at one point, she used common sense to "wing it!" which worked out great. I would trust her with our kitty and recommend her to others. Best of all, we came home to a happy, healthy kitty!

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Jessica L.
Drop-In Visits
5.0 out of 5 stars

Heather is the best. She was in touch and did everything we talked about, and genuinely enjoys the job! I look forward to having her back!

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Mary P.
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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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Popular requests for pet sitting - West Stockbridge

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Sitters in West Stockbridge average 6
repeat pet sitting clients

FAQs for Pet Sitting - West Stockbridge

Frequently asked questions about Rover

The average cost of Pet Sitting in West Stockbridge on Rover is $33 per visit as of October 2026. Most bookings cost between $22 and $39 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 558 sitters on Rover offering Pet Sitting across West 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 West Stockbridge. On Rover:

  • 95% 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 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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