Pet Sitting in 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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Top rated West Stockbridge pet sitters

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
50 reviews
13 repeat clients
30 years of experience
West Stockbridge, MA, 01266

Heather really saved the day when we were in a pinch. She braved the snow and took the time to befriend our cat Nico, who is typically shy and slow to warm to new people. She gave us plenty of updates. We can’t say enough. Thanks again for everything!

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Adelaide K.
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
5 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: Irene T.
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Irene T.
Star Sitter
$34
total per visit
5.0 out of 5 stars
17 reviews
6 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: Deborah G.
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Deborah G.
Star Sitter
$34
total per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
7 years of experience
Lee, MA, 01238

Deborah was a wonderful cat sitter! She was so helpful and easy to communicate with and our kitty loved her. She sent lots of photos and took great care of him. I would definitely recommend Deborah!

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Hayley L.
Sitter Profile Image: Sophia C.
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Sophia C.
$39
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
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: 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: 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

McKenna was kind and professional - our little guy can be a little anxious and by the time we returned, they had become best buds. Definitely will book with her again!

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Cecilia L.
Sitter Profile Image: Trista S.
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Trista S.
Star Sitter
$17
total per visit
5.0 out of 5 stars
17 reviews
6 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: 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: 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: Ellen J.
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Ellen J.
$23
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: 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: 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: Abby W.
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Abby W.
$28
total per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
5 years of experience
Chatham, NY, 12037

Abby helped us with daily drop-ins for one week to care for our cats and she was terrific. She met us in advance to understand what our cats needed and then kept us updated everyday while we were away. It was wonderful knowing that our cats were so well taken care of. Abby is wonderful.

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Kevin & Cathleen K.
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: 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: Lindsay L.
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Lindsay L.
$28
total per visit
5.0 out of 5 stars
3 reviews
20 years of experience
Canaan, NY, 12029

About: I’ve been taking care of dogs since I was ten years old. I’d love to take your dog out for a long walk and get him/her some exercise! I work remotely full-time, but my hours are very flexible. I can always take your pup for a midday walk, as long as it’s planned ahead of time. I will care for your dogs as if they were my own pet. I will adhere to a feeding/walking schedule that is customized to your pets needs.

Sitter Profile Image: Reymon B.
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Reymon B.
$23
total per visit
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

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: Jessica P.
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Jessica P.
$28
total per visit
5.0 out of 5 stars
14 reviews
1 repeat client
15 years of experience
Canaan, NY, 12029

About: My name is Jessica and I am a caring and fun person who has been caring for dogs since I was seven years old! Now I am 24 years old and do not have a dog anymore but still enjoy spending time with my friends pets and I dog sit for my neighbors. I am very active so I enjoy taking dogs on walks and hikes. I live walking distance from a lake. If the dog I am taking care of feels comfortable in water then I will splash around with the dog in the lake (there are dirt roads in this area to walk the dog on too). I have had experience with a wide variety of breeds, so I feel pretty comfortable with any dog. I understand caring for a dog is similar to caring for a child. I am trustworthy and loving towards animals! I recently passed my board exam so now I am relaxing for some time & will begin my job hunt in February, 2022. Therefore, caring for a pet will fit perfectly into my current flexible daily routine. I do not live with any other pets & I create a safe environment by keeping the dog on the first level of my home only. On the first level I make sure that there are no hazards for the dog. In a client's home, I follow all of their reccomendations in order to keep the pet as comfortable & safe as possible.

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Over 5
pet parents in West Stockbridge have booked pet sitting

West Stockbridge pet parents share their Rover experiences

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5.0 out of 5 stars

Heather was awesome and did a great job coaxing out my shy cat and playing with my more social cat and provided great pics and videos throughout!

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Wylie G.
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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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 pet 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.

Sitters in West Stockbridge average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in West Stockbridge on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a West Stockbridge pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 57 pet sitters in West Stockbridge. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 91% of West Stockbridge pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in West Stockbridge.

Rover makes it easy to find West Stockbridge pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 57 pet sitters in West Stockbridge on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.