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: Ashley & Robert D.
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Ashley & Robert D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
12 reviews
5 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: Heather H.
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Heather H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
48 reviews
12 repeat clients
30 years of experience
West Stockbridge, MA, 01266

Heather took wonderful care of my very shy babies. She was sensitive to their needs and made friends with them slowly. She was also really great about communicating what was going on and helping me to feel safe as a pet parent!

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Sage B.
Sitter Profile Image: Deborah G.
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Deborah G.
$23
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Stockbridge, MA, 01262

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: Taylor W.
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Taylor W.
$20
total per visit
5.0 out of 5 stars
14 reviews
1 repeat client
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: Amanda S.
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Amanda S.
Star Sitter
$34
total per visit
5.0 out of 5 stars
60 reviews
25 repeat clients
25 years of experience
Pittsfield, MA, 01201

Amanda is amazing! I felt like our beloved cat (and our house) were in really good hands with Amanda, it was incredible peace of mind having her care for our girl!

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Erika J.
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: Sophia C.
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Sophia C.
$34
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Lee, MA, 01238

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: Elizabeth B.
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Elizabeth B.
$17
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Lee, MA, 01238

Elizabeth was prompt and helpful to us. Our Maine Coon cat has trouble with grooming and Elizabeth helped stabilize her while we clipped her nails.

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Kathy S.
Sitter Profile Image: Brenna B.
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Brenna B.
$45
total per visit
5.0 out of 5 stars
6 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: Sally A.
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Sally A.
Star Sitter
$50
total per visit
5.0 out of 5 stars
45 reviews
12 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: 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: Keri H.
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Keri H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

First time using Rover and I’m glad we went in this direction. Keri was a great local find and was patient with our request to come out to meet our two dogs prior to us being out of town. She provide notifications upon arrival and departure and sent us pictures each day. Thank you so much Keri, we’ll definitely call you in the coming weeks for our next trip.

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Kevin R.
Sitter Profile Image: Julia W.
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Julia W.
$20
total per visit
3 years of experience
Lee, MA, 01238

About: I’ve always been a “dog person,” but that love truly deepened when we welcomed Lulu into our lives three years ago. With a background in education and 11 years of teaching experience, I’ve channeled my passion for learning into dog training and enrichment. For the past year, I’ve volunteered at the Humane Society, walking dogs of all ages, sizes, breeds, and temperaments — an experience that has strengthened my understanding and connection with each unique dog. I would be thrilled to work with you and your pup, providing meaningful fulfillment and enrichment while you’re away! I am currently working full time as an elementary educator and am available on weekends during the school year. I have limited availability after school hours (if you're curious about that please reach out directly) but I anticipate more availability to open up in the summer! I have an active pup and I know how much it takes to help her to be fulfilled. We have a small fenced area at our home but do most of our movement on structured, loose-leash walks, long-line hikes, and playing in our large yard on a long line leash. We incorporate different types of play - fetch, tug, a herding ball, and a flirt pole are some of Lulu's favorites. I would love to explore what types of activities you and your dog enjoy to do together!

Sitter Profile Image: Lexi M.
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Lexi M.
$23
total per visit
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Old Chatham, NY, 12136

Lexi was really responsive and took great care of my two cats. She’s very reliable and communicative and I look forward to hiring her again.

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Derek D.
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: James S.
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James S.
$26
total per visit
30 years of experience
West Stockbridge, MA, 01266

About: I've trained two dogs that I got when they were puppies. I currently have 1 dog and many chickens. I've watched dogs and cats in the past. I've also had cats, hamsters, fish, a rabbit, birds, guinea hens and chickens. I currently work from home most days. When I don't, I'm not gone for long. I prefer to be home if I'm pet sitting and that changes from time to time. My yard is fenced and blocked off on two sides. There is a field behind the house that's usually grass that's usually too tall for domestic animals to go into.

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: 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 amazing with our 2 cats, Pepper and Maggie. She was very reliable and easy to contact. We would definitely use her services again. We can't thank you enough!

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Alice P.
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.

Sitter Profile Image: Dana G.
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Dana G.
$34
total per visit
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

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Nathaniel B.
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Over 5
pet parents in West Stockbridge have booked pet sitting

West Stockbridge pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.
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  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

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

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    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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    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 Apr 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 Apr 2026, there are 54 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, 90% 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 54 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.