Dog Sitting Medfield

Book a Medfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 75
pet parents in Medfield have booked dog sitting

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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: Madeleine F.
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Madeleine F.
$28
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Wellesley, MA, 02482

About: I have worked as a vet tech for 4 years, and am well versed in caring for dogs and cats of all ages and degrees of health. I have also worked in shelters, and have 4 dogs of my own including 2 German Shepards, a pit-bull, and a golden, so I am comfortable about dogs of all temperaments. I am currently working with flexible hours, mostly from home. I am available most hours and can work around your schedule. I am more than happy to plan my day around the needs of your pet! I am familiar with how to introduce myself to a pet in their own environment in order to build their trust and leave them at ease. I am happy to follow any instruction on crating or other requests to ensure your pet is safe.

Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
18 years of experience
Natick, MA, 01760

About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I’m off from mid June to late August. During this time I’m available to care for your pets anytime on weekdays and weekends. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!

Sitter Profile Image: Christine L.
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Christine L.
$28
total per visit
1 repeat client
10 years of experience
Medway, MA, 02053

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.

Sitter Profile Image: Jenie J.
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Jenie J.
Star Sitter
$27
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
7 years of experience
Norwood, MA, 02062

Jenie was so wonderful to work with! She was attentive, very quick to respond, and clearly treated our anxious pup with gentleness and care. We will definitely be booking again in the future!

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Elise C.
Sitter Profile Image: Nicole H.
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Nicole H.
$23
total per visit
10 years of experience
Natick, MA, 01760

About: Animals have always been a huge part of my life, and I love getting to know each pet’s unique personality. I also volunteer at a local animal shelter in my free time, which has given me even more experience caring for and spending time with animals. I’m excited to meet your pets and make sure they feel happy, comfortable, and cared for while you’re away! 🐾 I am a young professional with a highly flexible and hybrid work schedule. I can work from home if needed and will have ample time to attend to your pets needs. My home has a quiet indoor space for pets to relax, along with a first-floor patio with direct outdoor access, making it easy to get dogs outside for potty breaks and walks. I’m happy to follow each pet’s usual routine, including feeding, walks, playtime, and downtime.

Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
399 reviews
153 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy was all you could want in a sitter for your fur baby when you’re away - she was communicative, understanding of my dogs needs, and respectful of my helicopter mom concerns. I will definitely book with her again 🩷

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Masen S.
Sitter Profile Image: Danya E.
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Danya E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
117 reviews
40 repeat clients
10 years of experience
Framingham, MA, 01702

Danya is amazing and took such incredible care of Mando these last few days. She was very patient with him while he was moody and was attentive to his needs.

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Jess G.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay was incredible with Sunny. She was very thorough during the meet and greet. She gives detailed updates with great pictures. Overall she goes above and beyond. I would definitely recommend.

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Marissa & Christopher F.
Sitter Profile Image: Alexander K.
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Alexander K.
$40
total per visit
5.0 out of 5 stars
32 reviews
12 repeat clients
17 years of experience
Dover, MA, 02030

About: Hi, I’m Alex, and I run Dover Doggy Hotel & Daycare LLC! I cater to residents in the Needham, Wellesley, Dover, Medfield, Sherborn and Walpole areas. Your dogs, are my medicine. I don’t feel complete without one. Dogs have been a part of my life for as long as I can remember. I’ve always believed that every pup deserves love, safety, and a cozy place to call home. I started out working for PETCO in aquatics in high school and fell in love with animals From 2012–2014, I served in the U.S. Peace Corps in Ukraine, where I taught English at the high school level in Dnipro, where I also co-managed an animal shelter caring for more than 150 dogs. During that time, I fostered Staffordshire Terriers, Pit Bulls, and other large breeds, gaining hands-on experience with everything from playful puppies to strong, large, high-energy dogs. Since then, I’ve continued caring for dogs of all sizes through fostering, boarding, and walking and daycare. Today, I mainly host small and medium sized dogs. I have a safe, fenced-in yard to play in, and plenty of cozy spots inside where pups are welcome on the couch (and yes, even in the bed if that’s what they’re used to!). I’m also happy to do drop-in visits for larger dogs at their own homes and walking. I also run a flexible,, multi option daycare program. I treat every dog like family, tailoring care to their needs—whether that’s long walks, lots of playtime, or just snuggles and companionship. I also have multiple client references available upon request. Your pup’s comfort, safety, and happiness are always my top priorities, and I’d love the chance to give them the care and attention they deserve! Right now, pet care is my top priority! I have a very open and flexible schedule that allows me to dedicate full-time attention to the dogs I care for. While I do have the occasional online doctor’s appointment or small obligations, my days are wide open for walks, playtime, and socialization. I can comfortably care for up to 4* dogs in my home at a time, giving them lots of one-on-one attention. For walks and drop-in visits, I’m available for up to 4 dogs* (depending on size). My flexible routine means your pup will never feel rushed; just relaxed, loved, and cared for like family. Daily routine is up for first bathroom break out back at 8:30, walks and or dog park every day and another bathroom break at 9 -9:30. In bed by 10-10:30. Your dog’s safety and comfort are always my #1 priority. I live on a 1 acre property with a gigantic fenced-in backyard where pups can play securely and safely. Inside, dogs are welcome to relax wherever they feel most comfortable….on the couch, in bed, or by my side. Trust is very important to me. I know how much pets mean to their families, so I treat every dog like my own, with patience, kindness, and consistency. I keep owners updated with photos and messages, so you’ll always know your pup is happy, safe, and cared for. There’s no other animals* (possibly other dogs boarding) or children in the home to distract or to become an issue. When caring for a clients home, I treat it as if it were my own and offer extra services like bringing in mail & feeding fish & basic general tasks etc. If you would like to see the property you can take a virtual tour here and see where your dog will be staying and to get a sense of the size of the property upon request.

Sitter Profile Image: Anna K.
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Anna K.
$39
total per visit
5.0 out of 5 stars
49 reviews
18 repeat clients
15 years of experience
Norwood, MA, 02062

Anna was extremely attentive and took very good care of both of my cats. My cats were so happy and she played with both of them which they enjoyed so much!

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Mirella V.
Sitter Profile Image: Isabell M.
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Isabell M.
$34
total per visit
5.0 out of 5 stars
49 reviews
22 repeat clients
10 years of experience
Norfolk, MA, 02056

Isabell is so reliable and communicative! She is great with our spicy guard cat 🌶️ 😼 and she really cares about animals. Thank you for being the best!

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Bethany M.
Sitter Profile Image: Amruta K.
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Amruta K.
$23
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Framingham, MA, 01702

About: I have been a Retriever mom (Golden & Labrador) all my life. I love them with all my heart, but I also understand they need discipline. I will make sure they will be well cared for. I work from home with flexible timings. I would have to make sure the dogs are ok with children(we have a 4-year-old) and our golden. We have a pretty big yard and live a block away from a park. I can take them for longer walks if needed. We usually do walks no matter the weather!

Sitter Profile Image: Tricia R.
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Tricia R.
$28
total per visit
5.0 out of 5 stars
82 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Auntie Trish has been a life saver for our family! She is accommodating, responsive and always happy to spend time with our pups. One of our dogs is reactive and can be super slow to take to new people and she was his best friend by the end of our first meeting. Highly recommend Tricia!!

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Kelsey C.
Sitter Profile Image: Margaret A.
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Margaret A.
$28
total per visit
5.0 out of 5 stars
9 reviews
1 repeat client
5 years of experience
Norwood, MA, 02062

Margaret took such great care of our cats, she is wonderful. She is so sweet, very caring and I hope she will take care of Olive and Otis again next time we go away! I highly recommend her!

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Jill K.
Sitter Profile Image: Isabela S.
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Isabela S.
$28
total per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
8 years of experience
Walpole, MA, 02081

Isabela took excellent care of our two cats while we were away! They were cared for exactly as requested and I’m pretty sure the house was cleaner than we left it. She was communicative and on time and we were thrilled that she was taking care of everything perfectly. Thanks again, Isabela!

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Alisha B.
Sitter Profile Image: Alexa F.
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Alexa F.
$34
total per visit
20 years of experience
Norwood, MA, 02062

About: I love all pups and will treat your fur babies as my own 🐾 I have been caring for big dogs since I was a child and have always had a love for them. I also have previous experience working at a doggie daycare, with dogs all breeds, ages, and sizes. I have a somewhat flexible schedule and will be home with your pups to follow their bathroom and feeding schedule and get lots of play time and cuddles while they’re in my care! I wake up around 7 am, feeding and bathroom routine, play time and walks throughout the day. I can also stick to any routine needed. There is currently one dog in my home, so I will only be caring for one additional dog at a time. My apartment complex has grassy areas for bathroom time, and I have plenty of room for your dog to play and rest. Neighborhood walks are also available.

Sitter Profile Image: Alison M.
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Alison M.
$28
total per visit
25 years of experience
Needham, MA, 02492

About: I’ve grown up with dogs and have owned cats as well. I’ve cared for sick pets, both dogs and cats. Experienced with seniors and puppies! Adore all animals. I am currently the owner of two Newfoundlands so I also understand the needs of large/giant breed dogs. I’m available for weekly visits and overnight care. Responsible pet owner who wants to help others in need of pet care. I understand how challenging it can be working full time while also giving love and attention to your pets. My schedule is very flexible and I can work with you on customized times to pet sit. I have a large yard with lots of space for roaming, leashed. I have two gentle and loving Newfies who enjoy time with other pet friends

Sitter Profile Image: Alicia K.
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Alicia K.
$19
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

About: My mother does dog rescue and I have helped her care for all kinds of dogs over the past 6 years and while I was growing up. We currently have 5 dogs of our own and they get along with other dogs. We have a large fenced in yard with plenty of area to play. We also have an indoor mini Kennel so we can keep your dogs safe if they don't do well with others. You furbaby will be safe to Rome in the big fenced in yard with our playful dogs or alone if preferred. I have a flexible schedule and can exercise them multiple times throughout the day. Can also administer meds if needed. We also have other dogs in the house who could play with your dog, or if your dog wouldn't want to play, we can keep separate. For walks I am available from 1030am-630pm. TUE.FRI.SAT.and SUN. 330pm.-630pm. MON. WED. and THUR. my daughter would be most likely to join weekdays after 230. And weekends. She will join during the day on weekdays during school breaks. Your dog would sleep in my room and would play with me in our large fenced back yard. I have an 8 yr old daughter who loves dogs and will also love to play with your dog. She knows how to be around all types of dogs as she grew up with countless fosters, any where from having extreme separation anxiety, to very jumpy and playful. She will always be supervised with your furbaby!

Sitter Profile Image: Eryn C.
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Eryn C.
$28
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Westwood, MA, 02090

About: When I was 13, my family and I adopted our first dog who came with a rife set of challenges from biting to aggression to anti-social behavior. Over 10 years later, our problematic puppy has become the grumpy yet lovable old dog that he is through intensive training, love, and (lots of) patience. Having taken care of such a pet, I can handle anything. Since then, I have dog-sat and puppy-sat for family members and friends and have loved it! I love dogs, whether they are bouncing puppies or low-key seniors, I love them all. I work part time at the Wellesley Free Library and work from home a few hours a week as a tutor. With the beautiful weather we get, I am always looking for a good excuse to get outside! I have a flexible schedule which can vary slightly week-to-week. I live with two other adults, my boyfriend and roommate. We have a two-story house with a basement. All three of us our dog lovers, with my roommate and I having owned and cared for dogs for over 10 years. We don't have a fenced yard, but we do have a lead that we can hook up a dog too. The lead is suited for dogs over 100 pounds, and pups can explore the backyard while being safe. As for care, we follow the owners' instructions in terms of walks, potty breaks, food, and sleep schedules. All three of us having varying work schedules, making it easy to accommodate early risers and night owls.

Sitter Profile Image: Lori K.
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Lori K.
$34
total per visit
5.0 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Medfield, MA, 02052

About: I’ve been an animal lover my whole life. I’m responsible, loving & confident in my animal care style. I’m the go-to dog sitter for my friends & family. Times get ruff being a dog-parent so I’d be happy to step in and help! I work from home in the digital marketing industry. I have had experience with in home potty messes and have cleaned them up with ease as well as teaching my friend’s dog tricks! I’m diligent and safety is first. I have successfully trained and taken care of my sisters dog, a high energy and extremely smart 2 year old Australian Shepherd named Coco! I love all dogs and am excited to meet yours! I live in Medfield but I am often in Boston as well as the North Shore, happy to travel! I don’t board dogs at my home but am comfortable staying at yours or dropping by. I’m very calm and handle stressful situations with ease. I’ve walked multiple dogs at once and have successfully removed dogs from fighting or humping each other. 🙂‍↔️🫣 I also have experience with resource guarded dogs and follow instructions well.

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The median cost per visit for dog sitting in Medfield is $25

Dog parents share their Rover experiences - Medfield

1 / 1
5.0 out of 5 stars

Elizabeth was great and helped me out caring for some pups last minute. She followed instructions well, and provided great communication. Would definitely book again!

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

Rose is absolutely fantastic with our pups! She is incredibly reliable, always showing up on time and consistently coming for all of the days we have scheduled. She takes great pictures of them during each visit so I know how they are doing. We feel extremely fortunate to work with Rose.

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John B.
Drop-In Visits
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Sitters in Medfield average 6
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FAQs for Drop-In Visits - Medfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Medfield on Rover is $24.42 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 10,900 sitters on Rover offering Dog Sitting across Medfield. 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 Medfield 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Medfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Medfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Medfield. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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.

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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