Dog Sitting Wakefield

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

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Over 56
pet parents in Wakefield have booked dog sitting

Wakefield, Find top rated dog 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: Katiana M.
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Katiana M.
$28
total per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Winchester, MA, 01890

Katiana did a fabulous job and went above and beyond during a week of drop-in visits including taking care of a fire alarm situation. Took great care of the cat too.

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David D.
Sitter Profile Image: Rosemary D.
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Rosemary D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
69 reviews
24 repeat clients
11 years of experience
Reading, MA, 01867

Rosemary is THE BEST. She gives great updates (and the cutest pictures!) while watching our cats and I feel at ease leaving town knowing she is taking amazing care of them. She truly goes above and beyond!

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Taylor T.
Sitter Profile Image: Jennifer B.
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Jennifer B.
$28
total per visit
5.0 out of 5 stars
125 reviews
41 repeat clients
12 years of experience
Melrose, MA, 02176

Jennifer was an extremely caring sitter for our cat and took great care of him. She was very respectful of our home and went the extra mile. I heartily recommend her!

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K G.
Sitter Profile Image: Suzie R.
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Suzie R.
$23
total per visit
4.8 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Reading, MA, 01867

About: My name is Suzie and I am 30 years old. I have owned a dog all my life and currently have one dog named Moose. I have interacted with many different types of dogs and personalities. I am confident I can make you dog happy. I currently work at a Hospital 3 days a week, so I am home majority of the week. I have just moved to the North Andover area and would love to explore the area with your dog. I also live with my boyfriend who is usually around when I am at work. He owns a female Husky who is at my condo occasionally. I do not have rules about pets being on furniture or in the bed. I have dog beds and large crate for them, whatever the prefer. Please reach out to me if you have any questions. I am home 4 days a week from work. I am able to be home with your dog to feed it and take it out in a timely manner. I work 15 minutes up the road, so if necessary I can leave work to let the dogs out. I live in a dog friendly condo complex that I can take your dog on a walk and live near trails to walk also. I have an open door crate dogs can go into if they are feeling overwhelmed or need a safe place to sleep.

Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
162 reviews
60 repeat clients
15 years of experience
Malden, MA, 02148

Heather was such a big help while we were out of town this week. She sent pictures and updates to reassure us that our cat was doing well, and our cat loved seeing her! She made sure the house air conditioner was a comfortable temperature for a pet during a big heat wave which was very reassuring for us. She went the extra mile in many ways, it is a big comfort to know our pet was in very good hands while we were away. We can’t thank her enough, and we are looking forward to booking with Heather again 😊

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Michelle B.
Sitter Profile Image: Natalie J.
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Natalie J.
Star Sitter
$36
total per visit
5.0 out of 5 stars
173 reviews
61 repeat clients
14 years of experience
Medford, MA, 02155

Natalie is very nice and communicative. Gave me lots of pictures after visits and detailed exactly what she did. Went above and beyond. 100% recommend!

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Aaliyah L.
Sitter Profile Image: Asia A.
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Asia A.
Star Sitter
$25
total per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Wilmington, MA, 01887

Have rebooked multiple times! Such a nice dog sitter and always good at communicating. Always the first sitter I book!!! A+++

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Creighton M.
Sitter Profile Image: Tom S.
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Tom S.
Star Sitter
$18
total per visit
5.0 out of 5 stars
319 reviews
94 repeat clients
1 year of experience
Tewksbury, MA, 01876

Tom was super responsive and took great care of Mr Tibbs last weekend. Tibbsy took a little while to warm up, but Tom was able to use his charms and cat treats to make him comfortable during this first interaction.

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Akim L.
Sitter Profile Image: Jolene G.
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Jolene G.
Star Sitter
$23
total per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
5 years of experience
Winchester, MA, 01890

Thank you, Jolene, for checking in on my two cats over a holiday weekend with a last minute booking! Jolene’s communication and timing was excellent. While checking on the cats, she filled their bowls, gave them treats, and brushed them. I appreciated her time and attention!

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Emily G.
Sitter Profile Image: Corinne H.
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Corinne H.
$28
total per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
20 years of experience
Burlington, MA, 01803

About: I adopted my first dog in second grade. He was my responsibility and as I got older, I learned that I loved going for walks outside as much as my dog. Now that I'm older, I love taking friends' dogs for hikes in new locations. I have even managed to train one of my friend's reactive dog so she pulls on the leash less. I also briefly fostered animals when I was in graduate school. I am a teacher on summer break, so I have plenty of hours to devote to your pet and look forward to enjoying plenty of summer outside time with your dog. I have walked a wide range of dogs, including a couple of reactive pit bull mixes. I have experienced triggering situations with dogs and know how to either handle them or avoid them.

Sitter Profile Image: Ailish T.
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Ailish T.
$39
total per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
15 years of experience
Melrose, MA, 02176

About: From neighborhood animal care to volunteering at local animal rescues, my passion lies in animal welfare and caregiving! I'm looking to reconnect with a local animal advocacy scene and provide my services to anyone who may need help with their four-legged loved ones. I'm a remote employee, so I'm able to work from anywhere that has WiFi! Based in Melrose, MA, I look forward to reconnecting with my roots as a Boston native and help assist with your fluffy friends! ☺️ I have reliable (and pet friendly) transportation for anything your pet may need: a walk in the park, a trip to the lake or emergency vet care. I highly encourage pet owners to provide me with the names of their vets and emergency contacts for the duration of the animal's care.

Sitter Profile Image: Ming L.
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Ming L.
$16
total per visit
10 years of experience
Wakefield, MA, 01880

About: I’ve had cats for over 10 years, and I’ve taken care of a friend’s dog for several months. I’m comfortable caring for small and medium-sized dogs and cats, and I make sure every pet gets plenty of attention and potty breaks. I look forward to meeting your furry friends and providing them a safe, fun, and caring environment! I take care of small and medium dogs in my apartment. Dogs get potty breaks 2–3 times per day, plus daily walks and playtime to keep them happy and healthy. I provide a safe, clean, and loving environment for your pet. I have experience caring for cats for over 10 years and a friend’s dog for several months. I make sure every pet gets attention, playtime, and plenty of potty breaks.

Sitter Profile Image: Catherine M.
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Catherine M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
43 reviews
21 repeat clients
1 year of experience
North Reading, MA, 01864

Cat was fantastic with our shy Greyson! I am amazed that she was able to get him comfortable enough to come out from hiding! Also her communication while we were away was great!

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Allie E.
Sitter Profile Image: Emily S.
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Emily S.
$20
total per visit
20 years of experience
Stoneham, MA, 02180

About: Ive taken care of dogs most of my life and owned one for 6 years. I’ve walked dogs big and small and my own has given me great experience with reactive dogs. I once worked as a kennel attendant for a local animal hospital which gave me experience with lots of different breeds and special feeding needs. I work full time so I am available evenings during the week, and anytime on the weekends when I’m not with my own furry friend I wont be offering any in home pet care services at this time. I live in a small apartment unit with a medium size dog

Sitter Profile Image: Janelle C.
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Janelle C.
$34
total per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
North reading, MA, 01864

Janelle was wonderful taking care of my two cats Olivia and Toby! She sent lots of pictures of the kitties during meal time, playing, and getting treats. I knew my babies were well taken care of left with Janelle!

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Casey W.
Sitter Profile Image: Amber H.
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Amber H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
4 years of experience
Malden, MA, 02148

Amber has only spent two days with my pup and I can already tell they are going to be friends! He’s happy and lively when I come home so I know he is getting a lot out of her visits!

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Chris H.
Sitter Profile Image: Amore J.
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Amore J.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Reading, MA, 01867

About: I have been a pet lover all my life! Because I live in a condo with no yard, my family and I agreed it is not fair to have any pets. As a compromise, we offer to pet sit for our family and friends every chance we get. I have taken care of new born kittens, cats of all ages, small and medium sized dogs as well as blind dogs. I am very comfortable with dogs and truly love them! I love to play, walk and snuggle! As a graduate student I have free time during the day to care for your pets and I live in a pet friendly home for your overnight needs. It would bring me great joy to take care of your pets!

Sitter Profile Image: Lori W.
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Lori W.
$28
total per visit
5.0 out of 5 stars
24 reviews
9 repeat clients
30 years of experience
Reading, MA, 01867

Lori did a great job. She was very communicative and prompt. We’ll reach out to her again.

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Gregg E.
Sitter Profile Image: Nicole A.
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Nicole A.
$28
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
3 years of experience
Wakefield, MA, 01880

About: I’ve been a dog owner for over 3 years. I would take as much care for my puppy as I could. Every morning - every evening my dog was part of my every day routine. I would make sure my pet was all set fed, and had water, and brought outside before I went on with my day! my dog was my best friend. Every where I went my dog would follow. She was like another family member! I couldn’t go on a walk without her outside. I love walking the lake, or walking around the neighborhood. The dog is like another family member! I treated my dog with care and like she was one of us. Always making sure she was well fed, cleaned, groomed, and walked!

Sitter Profile Image: Christine C.
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Christine C.
$37
total per visit
5.0 out of 5 stars
10 reviews
30 years of experience
Stoneham, MA, 02180

About: Growing up, I always loved caring for animals in our house. I now have 2 cats & 1 deaf dog of my own I am deaf, however, my family and friends have always told me that I have a special sense with animals. I can understand them and they can understand me. I connect with animals very easily. I would love the opportunity to care for your pet when you are not able to be home for them. Neighbors and friends always rely on me to sitting their animals. I’m very flexible. (: Weekdays / weekends - 8 am to 5/6pm. Can talk and discuss about time schedules I am very flexible. Don’t hesitate to reach out to me. I live on a dead end street, friendly neighborhood but don’t feel comfortable having dogs over my house because I have an open yard with no fences.

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

Dog parents share their Rover experiences - Wakefield

1 / 1
5.0 out of 5 stars

Kerri took care of my two pups like they were her own. She was flexible and accommodating! I will be using her again, thank you Kerri

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David E.
Drop-In Visits
5.0 out of 5 stars

Abigail was great! They were extremely communicative and followed our instructions. We would book again!

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

Nina was great. She cared for him while we were away. She sent updates, photos and videos. Thank you!!

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Allison D.
Drop-In Visits
5.0 out of 5 stars

Grace has been amazing to work with! She has been incredibly flexible and accommodating, which has made everything so easy. Finn is reactive, so we were naturally nervous about leaving him with someone new, but he absolutely loves Grace. It gives us so much peace of mind knowing he’s so comfortable with her. Grace is kind, patient, and truly cares about Finn. She communicates with us so well, always keeps us updated, and goes above and beyond to make sure he’s happy and well cared for. We are so grateful we found her and couldn’t recommend her more highly. Thank you, Grace, for taking such wonderful care of our boy!

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Chad W.
Drop-In Visits
5.0 out of 5 stars

Madison did a great job making sure my dog was safe. She followed instructions and when I came back Archie looked so happy and taken cared of. I would definitely rebook Madison for her service again!

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Precious X.
Drop-In Visits
5.0 out of 5 stars

Courtney is great!! She spent 1:1 time with my dog for an hour and I got lots of cute pictures of my dog afterwards. Looking forward to her help in the future!

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Matt & Tatum E.
Drop-In Visits
5.0 out of 5 stars

Joshua was great, responsible, proactive, attentive and respectful. We really appreciate him watching Riley on such short notice. Would love to have him watch Riley again in the future. Thank you!

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Gabriela B.
Drop-In Visits
5.0 out of 5 stars

Justin was great with my dog while I was out of town. Very reliable and communicated updates frequently

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Keith D.
Drop-In Visits
5.0 out of 5 stars

Molly was a big help when we needed last-minute help with our 2 dogs and she took excellent care of them! She was very responsive to messages and patient with our still-a-menace puppy! Would not hesitate to book again.

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Kira S.
Drop-In Visits
5.0 out of 5 stars

Sarah was easy to communicate with, timely, and sent clear updates! our girl Penny had a blast on her walk with her! absolutely would use her again!

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Brenda S.
Drop-In Visits
5.0 out of 5 stars

We have used Annmarie many times now. She is very reliable, trustworthy, communicative, and goes the extra mile in making sure your pets and you are cared for. We will continue to use Annmarie!

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Danielle F.
Drop-In Visits
5.0 out of 5 stars

Jodie’s flexibility is unmatched! Recently I had a family situation where I needed to change the schedule last minute and she was so compassionate and accommodating. Having her help during this trying time is such a relief!

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Chris H.
Drop-In Visits
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Sitters in Wakefield average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Wakefield

Frequently asked questions about Rover

The average cost for Dog Sitting in Wakefield on Rover is $27.75 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 9,952 sitters on Rover offering Dog Sitting across Wakefield. 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 Wakefield 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 Wakefield 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 Wakefield 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 Wakefield. On Rover:

  • 90% of sitters can help with special care needs
  • 95% 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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