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 35
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
53 reviews
15 repeat clients
30 years of experience
West Stockbridge, MA, 01266

She loves our cat very much and takes care of our cat very well, she is a very reliable person, we will ask her to continue taking care of our cat in the future。

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Zhen H.
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
18 reviews
10 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
394 reviews
150 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: Taylor W.
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Taylor W.
Star Sitter
$20
total per visit
5.0 out of 5 stars
20 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.
$50
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: 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: Sophia C.
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Sophia C.
$39
total per visit
5.0 out of 5 stars
9 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: Reymon B.
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Reymon B.
$30
total per visit
5.0 out of 5 stars
3 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: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
21 reviews
9 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: Irene T.
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Irene T.
Star Sitter
$34
total per visit
5.0 out of 5 stars
21 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: Hannah L.
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Hannah L.
$28
total per visit
5.0 out of 5 stars
4 reviews
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: Chelsea M.
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Chelsea M.
$17
total per visit
25 years of experience
Lenox, MA, 01240

About: I have had animals (cats, dogs, gerbils, you name it!) all my life. They are what brings me joy no matter what. I love creating fun and loving environments for pets especially when they or their owners are anxious about being apart. After having to find my own sitters while moving to the Berkshires, I realized how wonderful it is to have someone you can trust to take care of your loved ones. I'd like to help be that person for you. I work in hospitality in Lenox part time (usually 10-6 with an hour break) 4 days a week. Would be willing to come by in the morning for a few hours, at lunch, after work and stay overnight if needed. In my home, I love my two boy cats more than anything! One is indoors and one is a mix. They are groomed often and always have a flea and tic collar. The boys get a small breakfast and then wet food at night. Jaylen usually sleeps at my feet and Oswald roams about until breakfast! Their litter is kept downstairs in an entire room of their own and they have their own food bowls away from each other and water is kept fresh and separate. Although I only have 2 cats right now I grew up training family dogs and am just as comfortable with them!

Sitter Profile Image: Makayla F.
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Makayla F.
$50
total per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Great Barrington, MA, 01230

Makayla is so sweet with our dog - making sure he's having fun and getting all his needs met. She is timely and an excellent communicator which gives us great peace of mind. We highly recommend her!

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Juliet N.
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: Keri H.
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Keri H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
58 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

Keri provided drop in visits for my cat. Not only was my cat content in knowing that she would be fed, played with, and taken care of - but my house was taken care of as well. I could enjoy my time away with no worries.

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Karen 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: 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: 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: Lauren S.
Verified Enhanced Background Check
Lauren S.
$28
total per visit
15 years of experience
Lenox, MA, 01240

About: While working as a travel nurse, I had the privilege of staying in many homes with pets of all personalities and needs, giving me experience adapting to different routines and environments. I bring a calm, grounded, and intuitive presence that helps animals feel safe and at ease. I'm naturally nurturing (a mama to my own two kitties), attentive to the little details, and I truly enjoy building trust with every animal. My goal is for your pet to feel loved, comfortable, and well cared for while you're away, and for you to have complete peace of mind. I genuinely enjoy starting and ending my day with walks, playtime, feeding, and quality time with animals. My schedule is flexible, allowing me to provide dependable care while giving pets the attention, exercise, and companionship they deserve. I love being outdoors, so daily walks are something I truly look forward to, and I always make time for cuddles, enrichment, and keeping pets comfortable in their own routine. My parents have an elderly cockapoo who has taught me the importance of patience, gentle care, and paying attention to the little changes that come with aging. My husband and I also have two cats, so I'm familiar with their daily routines, from feeding and litter box care to playtime, affection, and respecting each cat's unique personality. I understand that every pet has different needs, and I strive to make them feel safe, comfortable, and loved every day.

Sitter Profile Image: Ashley G.
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Ashley G.
$28
total per visit
4.8 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Rensselaer, NY, 12144

Ashley arrived on time, and took great care of the cats. She feed them, and played with them. Checked and cleaned the litter. She cleaned out the wet cat food cans, as requested, and made sure their food and water was full and clean.

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Amy G.
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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

We couldn’t be happier with Heather! She went above and beyond to bond with our cats, taking the time to earn their trust through extra treats and play. We received wonderful daily communication with answers to any questions, updates, and photos. We highly recommend Heather to pet parents! Many thanks :)

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Patricia S.
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
1 / 1
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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

    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 - West Stockbridge

Select a filter and find qualifying sitters offering pet sitting.

Sitters in West Stockbridge average 6
repeat pet sitting clients

FAQs for Drop-In Visits - West Stockbridge

Frequently asked questions about Rover

The average cost for Pet Sitting in West Stockbridge on Rover is $33.3 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 579 sitters on Rover offering Pet Sitting across West 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 West 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 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 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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