Pet Sitting Ashfield

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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Ashfield, 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: Abigail S.
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Abigail S.
Star Sitter
$34
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
4 years of experience
Conway, MA, 01341

Highly recommend. Abigail was very knowledgeable and thorough, from our meet-n-greet, through the 10 days of caring for our kitties while we were away. The cats clearly loved her because they would follow her around the house every visit! She did an amazing job managing their care, and also took great care of our plants.

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Alexandra C.
Sitter Profile Image: Hillaree H.
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Hillaree H.
$34
total per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
40 years of experience
Ashfield, MA, 01330

Hillaree is the absolute BEST! Our pups love her so so much. She is incredibly reliable and professional, and she takes amazing care of the critters. We could not ask for a better sitter!

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Sara J.
Sitter Profile Image: Daniel C.
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Daniel C.
Star Sitter
$27
total per visit
5.0 out of 5 stars
179 reviews
51 repeat clients
8 years of experience
Deerfield, MA, 01342

Daniel was amazing when I needed him to drop-in to care for a sick puppy. I reached out to him the day before. And he was flexible and willing to help right away.

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Dara S.
Sitter Profile Image: Natalie R.
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Natalie R.
Star Sitter
$27
total per visit
5.0 out of 5 stars
37 reviews
6 repeat clients
5 years of experience
Sunderland, MA, 01375

Natalie was great! Communicated with us throughout, sent lots of pictures, and wrote thoughtful, entertaining updates for each visit. We hope Natalie will be available next time our cats need a sitter!

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Anneka L.
Sitter Profile Image: Renna E.
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Renna E.
$28
total per visit
16 years of experience
Shelburne, MA, 01370

About: I have experience in veterinary clinics as an assistant, technician, and at the front desk for a combined 3+ years. I have done petsitting for 16 years. I am well-versed in animal body language and I have experience handling pets of many temperaments, including anxious, reactive, senior, and medically complex animals. I’m comfortable administering medications, monitoring for signs of illness or stress, and helping pets feel safe. My background in veterinary medicine has taught me the importance of patience, reliability, and attentive care, and I treat every animal as if they were my own. My schedule is very pet-care friendly, and I’m used to building my daily routine around animals’ needs. I’m experienced with feeding schedules, walks, medications, playtime, enrichment, and monitoring animal behavior and health. I’m reliable, communicative, and make sure pets receive consistent attention and care throughout the time we spend together. I always try to keep pets comfortable by maintaining their normal routine as closely as possible. In a client’s home, I make sure pets are fed on schedule, exercised, given fresh water, and provided with plenty of attention, play, and affection. I also monitor their behavior closely for any signs of stress or illness and keep owners updated with photos and messages. With my veterinary background, I’m comfortable handling medications, senior pets, anxious animals, and pets with special needs. I prioritize safety, cleanliness, and creating a calm environment where pets feel secure and cared for.

Sitter Profile Image: Meaghan M.
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Meaghan M.
$29
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Conway, MA, 01341

Very happy dog and owner. Great communication, my dog was in good hands. Thank you!

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Kathryn M.
Sitter Profile Image: Emily L.
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Emily L.
$23
total per visit
4.9 out of 5 stars
21 reviews
4 repeat clients
7 years of experience
Cummington, MA, 01026

Emily is amazing! She made friends with our standoffish scaredy-cat right away and has proved to be incredibly competent and responsive when we need her. We don't know what we would do without her!

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Teri B.
Sitter Profile Image: Brittany M.
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Brittany M.
$17
total per visit
5.0 out of 5 stars
1 review
15 years of experience
Deerfield, MA, 01373

Our dog Rosie loved having Brittany stop by to feed and walk her while we were away for the day. Brittany is kind, reliable, and did a great job - thanks again!! 😊

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Jeremy D.
Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$45
total per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
South Deerfield, MA, 01373

Jaclyn took excellent care of our cat and was easy to work with. Good experience!

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James I.
Sitter Profile Image: Marjorie D.
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Marjorie D.
$26
total per visit
30 years of experience
Ashfield, MA, 01330

About: What truly sets me apart is that I don’t just “watch” pets, I care for them the same way I care for my own. I’ve had cats and dogs my entire life and currently have five pets of my own, ranging in age from 1 to 16 years old. This has given me hands-on experience with everything from energetic young pets to senior animals who need extra patience, gentleness, and attention to detail. I’m especially comfortable with: • Senior pet care (slower walks, medications, extra monitoring, gentle handling) • Understanding different temperaments (shy cats, high-energy dogs, routine-driven pets) • Maintaining routines so pets feel safe and stress-free while you’re away As a teacher and mom of 3, I’m naturally responsible, organized, and detail-oriented, which means I follow instructions carefully and communicate clearly. You can expect consistent updates, reliability, and a calm, patient approach with your pets. Most importantly, I genuinely love animals. I take the time to build trust with each pet and make sure they feel comfortable, cared for, and loved, because I know they’re family. Pet care is a consistent and valued part of my routine. During the school year, I offer reliable evening and weekend availability, ideal for dinner-time visits and check-ins. In the summer (late June–August), I expand to weekday availability as well. As a teacher, I’m naturally punctual, dependable, and detail-oriented, so you can count on consistent, high-quality care and clear communication every visit. At this time I do not offer overnight services. I am happy to accept drop-in services at a variety of times throughout the day to help care for your dog or cat.

Sitter Profile Image: Lori L.
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Lori L.
Star Sitter
$39
total per visit
5.0 out of 5 stars
100 reviews
39 repeat clients
15 years of experience
Greenfield, MA, 01301

We had a great experience with Lori for midday drop-ins during a busy work week! My dog is older, was recovering from surgery, and isn’t always great with strangers — so I wasn’t sure how it would go. But he warmed right up and had great fun on their visits! Lori is responsive, responsible, and great with my dog. I loved the photos of him so happy to see his new pal each day. Will definitely book again! Thanks Lori!

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Audra
Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$34
total per visit
4.9 out of 5 stars
16 reviews
6 repeat clients
53 years of experience
Chesterfield, MA, 01012

Janet was very communicative & understanding of my shy girl. You can tell right from the meet & greet she is very sweet and caring with animals. She was available at a last minutes notice and followed detailed instructions. Will definitely have her back! Thanks Janet!

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Sarah D.
Sitter Profile Image: Michael B.
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Michael B.
$20
total per visit
24 years of experience
Deerfield, MA, 01342

About: I’ve had pets since I was about 4 years old, and am experienced with caring for cats and dogs. Any needs they have, I will take care of them all - from simple company when you're at work, to walks, giving meds and overnight stays! I have experience training puppies too, from potty training to the classic "stay", "sit", "come", "leave" etc. commands. I have a large dog myself so size of your pet is no issue. Anything you're unsure about, shoot me a message! I work full time at a school but am free weekdays after 2pm until around 10pm. On weekends I am free from Friday afternoon until Monday morning so I can do overnight stays too if needed. Depending on the care required, I will feed pets, give them meds, take them outside, play games/fetch/etc., brush them, empty litter boxes and so on. I have had several cats and dogs of my own and cared for many more, so I am comfortable with adjusting to their different personality types.

Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
$23
total per visit
4.9 out of 5 stars
76 reviews
18 repeat clients
32 years of experience
Hadley, MA, 01035

Wonderful visit and walk. My pet seemed very happy and he was very accommodating to book last minute. My pet instantly liked him, like he has a way with pets.

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Jimi O.
Sitter Profile Image: Elysse W.
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Elysse W.
$12
total per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
10 years of experience
01301, Greenfield, MA, 01301

About: I am a speech-language pathologist in Greenfield, MA and love working with animals on the side when possible. I started dogsitting down in Rhode Island in 2014 while I was in graduate school. I've also grown up with dogs in my life (a black lab/german shepard mix and a yellow lab). I have some experience with puppy training and enjoy going on walks with and exercising dogs. Why I love dog sitting I have been a dog lover since I can remember. I've grown up having a dog. My first dog was a black lab/German Shepard mix named Pretina. I would play with her, take her on walks, go hiking with her, and many more activities. My second family dog, Piper, was a yellow lab who I had since she was a puppy. I helped in her puppy training and have enjoyed all the previously mentioned activities with her as well. Many of my friends and extended family have also had dogs which I've enjoyed playing with and caring for. During my undergrad career, I petsat for my professor's yellow lab and thoroughly enjoyed caring for him when I was so far from my own dog. My experience administering medication I am comfortable administering medication, though I would like to be shown how to administer it and practice with the owner before sitting for the dog. I have some experience administering insulin shots to a cat. I work in schools, so I am generally available before 8am and after 3pm on weekdays during the school year. During school breaks and summer, I have more availability. I care for your dogs following client preferences. I will let dogs out into a fenced in back yard, crate when left alone at home, keep on leash for walks, etc. as indicated by owners. In general, I would default to keeping dogs on leash during walks and not letting them out on their own unless the yard is fenced in.

Sitter Profile Image: Jane B.
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Jane B.
$23
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
8 years of experience
Deerfield, MA, 01373

About: I am an active 20 something animal loving gal. Throughout college, I dog walked and house sat very regularly. Now I take on more long term house sitting gigs, but I am open to new drop in/dog walking clients. I am comfortable and have experience with all indoor animals (big and small) and some outdoor critters (think chickens, goats, etc.). I have familiar and comfortable with the needs of puppies and older dogs, I have experience taking care of both. Currently, I work part time so I an free throughout the day to visit your furry friends while you’re at work. Additionally, I don’t have many responsibilities at home (no fur babies or kiddos), so I have a generally flexible schedule for housesitting. I am comfortable caring for animals with any kind of needs. I am adamant about clear communication with owners to understand how to best care of their fur babies and keep them safe. I reciprocate this communication when caring for your fur babies and try my best to stay in regular contact with owners.

Sitter Profile Image: Rosalie K.
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Rosalie K.
$45
total per visit
10 years of experience
Ashfield, MA, 01330

About: I have grown up surrounded by all sorts of animals and have been an adoring playmate for them all, except for one of my ferrets who only liked my mother! At an early age I began to provide animal care for people in my communities and have continued to gain experience ever since. From cats and dogs to horses and geckos, I've loved interacting with so many different personalities! I am a UMASS Student who is currently figuring out her summer work schedule. As of now weekdays are when I am most available but might still have availability on some weekends! Whenever I house/pet sit for a household, I take the instructions left for me very seriously and make sure to always return to them. I like to be in touch with the family of the pets I take care of so any anxieties or questions can be communicated effectively. I also like to inquire about the animal's demeanor and personality so I know what to expect. Overall, I try my absolute best to provide a comfy and fun environment!

Sitter Profile Image: Carol D.
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Carol D.
$28
total per visit
4.9 out of 5 stars
40 reviews
9 repeat clients
30 years of experience
Sunderland, MA, MA, 01375

Carol has been a wonderful friend to my dog so far. Carol is super sweet and clearly loves dogs a lot. She is experienced enough to make proper decisions without calling but thoughtful enough to give detailed updates. I look forward to continuing to use Carols services.

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Jalens M.
Sitter Profile Image: Rose L.
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Rose L.
$39
total per visit
5 years of experience
Williamsburg, MA, 01096

About: I’ve spent the last 5 years working in professional dog kennels in Berlin, MA, and I currently work at a local kennel here in western MA. During that time, I’ve cared for dogs of every size, age, and personality. From shy seniors who need gentle patience to high energy wiggle butts who never slow down. As a kennel supervisor, I’ve handled dogs with medical needs, administered medications safely and on schedule, and monitored behavior to keep every pup calm and comfortable. I’ve also been trusted to run the kennel independently, managing feeding routines, cleaning, enrichment, and safety from open to close. Now, I’m excited to bring that same level of professional, loving care into your home. Whether your dog needs a simple walk, extra patience, medication support, or someone who treats them like family, I’m here to make sure they feel safe, happy, and loved one walk, one wag, one kiss at a time. I just graduated from college and I’m working hard to save for my first home! This means I’m going to spend my days doing something I genuinely love, which is caring for pups. My schedule is flexible and I’m available almost every day of the week. I offer plenty of walking and drop‑in options throughout the week, and I’m always happy to work with you to find times that fit your dog’s routine. Whether your pup needs a quick potty break, a long walk, or some extra love while you’re away, I’m here to help. Availability: • Most weekdays: mornings, evenings, and some mid‑day slots depending on my kennel shifts • Weekends: flexible around my kennel shifts • Nearly every day available with advance request! Now that school is behind me, I’m able to take on more walks, drop‑ins, and extended care. I love what I do, and I’m committed to giving your pets reliable, loving, stress free care every single visit. <3 When I’m caring for pets in your home, my goal is to keep their routine as normal, comforting, and stress‑free as possible. I follow your instructions closely and make sure your pet feels safe, loved, and understood while you’re away. Here’s what you can expect: Routine‑Focused Care: I stick to your pet’s usual feeding, walking, play, and medication schedule so everything feels familiar and calm. Clear Instructions Welcomed: Written instructions, whether on paper or by text, are always helpful. I’m happy to follow detailed routines, special notes, or anything that keeps your pet comfortable. Open Communication: I keep communication easy and consistent. If anything comes up or you’d like updates, I’m always reachable and responsive. Photos Included: I send pictures and check ins so you can see how your furry family member is doing and feel connected while you’re away. Walks & Outdoor Time: I tailor every walk to what your dog enjoys, whether it’s relaxed neighborhood strolls, peaceful nature walks, or extra sniff‑time to burn off energy. Medication & Special Care: In my personal and professional experience, I am very comfortable with pets (cats or dogs!) who have medical conditions, including administering medications safely and on time (even insulin). Clean & Comfortable Spaces: I keep litter boxes clean, fluff up dog beds, refresh water bowls, tidy feeding areas, and make sure your pet’s space stays cozy and stress‑free. Behavior Awareness: With my kennel background, I’m trained to read body language and keep pets comfortable, especially shy, senior, or anxious animals. My goal is simple to make sure your pet feels safe, happy, and loved until you’re home again.

Sitter Profile Image: Emily W.
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Emily W.
$39
total per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
27 years of experience
South Deerfield, MA, 01373

Emily did a great job of watching over all of our pets while we were gone. She sent lots of photos and was very responsive. We'd definitely book her again.

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Stephen C.
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The median cost per visit for pet sitting in Ashfield is $23

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How Rover works

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Sitters in Ashfield average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Ashfield

Frequently asked questions about Rover

As of July 2026, there are 752 sitters on Rover offering Pet Sitting across Ashfield. 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 Ashfield 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 Ashfield. On Rover:

  • 89% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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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