Dog Sitting Wakefield

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

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Over 52
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%.

1 / 1
Sitter Profile Image: Carol L.
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Carol L.
Star Sitter
$28
total per visit
5.0 out of 5 stars
99 reviews
54 repeat clients
30 years of experience
Stoneham, MA, 02180

We recently moved to a new apt and needed a new sitter for our 10 year old kitty. Carol did a great job with her in all ways. Carol kept her routine and spoiled her the way we do. Our cat was relaxed and well taken care of by Carol. Highly recommend her pet services.

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Linda K.
Sitter Profile Image: Katherine R.
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Katherine R.
$23
total per visit
5 years of experience
Reading, MA, 01867

About: Hi! I’m an animal husbandry trainer for seals and sea lions. However, I grew up with dogs, cats, rabbits, and goats! I can’t wait to meet your furry friend. I can also take care of fish and do water quality and system maintenance. I am available all day and night Sunday, Monday, Tuesday, and Wednesday! I also have availability after 6:00pm Thursday, Friday, and Saturday. I work from Thursday-Saturday at an aquarium (7am-4:30). I will make sure that your pet is treated with proper care and attention. If you have a shy animal, I will be happy to be patient, soft voiced, and gentle. If you have a energetic animal I will gladly match their energy!

Sitter Profile Image: Jenny T.
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Jenny T.
$23
total per visit
10 years of experience
Wakefield, MA, 01880

About: Since I was a kid, I was obsessed with dogs. I watched a lot of shows and read books about dogs. Rescuing my dog in 2016 changed everything — he showed me how to listen, observe, and understand what dogs are really saying. That's the level of attention and care I bring to every dog I look after. I'm a mostly remote full-time employee, so I can be pretty flexible if your pet needs a check in for attention or a walk and a potty break! When caring for pets in a client's home, I follow the established routine as closely as possible - feeding times, walk schedules and any specifics that the pet is used to. If a dog is allowed off-leash, I make sure all doors/gates are closed and secured. I pay attention for any changes in appetite, energy, or behavior and report them to the client promptly. I enjoy taking photos of pets, so I will also send photo updates! I also keep the place clean and respect any areas that are off-limits.

Sitter Profile Image: Frances & Julia H.
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Frances & Julia H.
Star Sitter
$42
total per visit
5.0 out of 5 stars
68 reviews
16 repeat clients
53 years of experience
Reading, MA, 01867

Frances & Julia were great. They were responsive to our last minute booking request and communicative throughout the visits we scheduled over a weekend while we were away. The photos and videos they shared with us of our puppy showed how great they cared for him, and our dog was in great spirits when we returned. I would definitely recommend to fellow pet parents and re-book if we need care again.

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Mike F.
Sitter Profile Image: Jax C.
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Jax C.
$23
total per visit
10 years of experience
Reading, MA, 01867

About: I've lived with dogs my entire life and taken care of dogs for the last 10 years. I really enjoy animals and engaging in outdoor activities (long walks, hikes, playing fetch). You can count on me to give your pets all the love and care they need! Available all summer for any of your daily pet needs! I provide regularly scheduled walks and drop-in visits every weekday, all summer long. If your pet is comfortable, I would love to bring them to any walking/hiking trails in the area, transportation included! I always follow the home's instructions, and your pet's comfort is my top priority. I prioritize open communication and am receptive to feedback to ensure your pet's safety and happiness.

Sitter Profile Image: Molly G.
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Molly G.
$34
total per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
29 years of experience
Wakefield, MA, 01880

Molly was amazing with ellie.we had my sons wedding and are new to the cape.she came thru for us and went above and beyond with ellie we felt so comfortable leaving ellie with molly she will definitely be our new doggy caretaker.

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Monica L.
Sitter Profile Image: Jolene G.
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Jolene G.
Star Sitter
$23
total per visit
5.0 out of 5 stars
23 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: Molly L.
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Molly L.
$23
total per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
5 years of experience
Reading, MA, 01867

Molly was super responsive and very helpful! She dropped in on our 2 dogs and they were extremely happy. We will certainly contact her again for future visits!

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Asley B.
Sitter Profile Image: Ana Paula P.
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Ana Paula P.
$36
total per visit
4.9 out of 5 stars
104 reviews
39 repeat clients
25 years of experience
Saugus, MA, 01906

Ana is the best! She’s super responsive and makes sure my kitties are happy and loved while I’m away. So thankful for her for being so caring and attentive.

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Jamielisse G.
Sitter Profile Image: Victoria K.
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Victoria K.
$17
total per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Lynnfield, MA, 01940

About: Hi! I’m Victoria, and I’ve been caring for cats and dogs for the past few years. I’m reliable, attentive, and love getting to know each pet’s unique personality. Whether it’s playtime, walks, or cozy couch cuddles, I make sure your furry friend feels safe and loved. You’ll always get updates while you’re away, so you can relax knowing they’re in good hands. I have a pretty open schedule! I work part time and am in school part time and would like to fill some free time by caring for pets! I am unable to care for pets in my apartment, but can ensure their safety on walks or in your home if needed! I am able to provide updates and to meet you prior to caring for your pets so that you can get to know me!

Sitter Profile Image: Suzie R.
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Suzie R.
$23
total per visit
4.8 out of 5 stars
6 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: Belinda B.
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Belinda B.
Star Sitter
$45
total per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
2 years of experience
Stoneham, MA, 02180

Came last minute and took care of my goof ball no problems! Amazing help!

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Elizabeth J.
Sitter Profile Image: Rosemary D.
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Rosemary D.
$28
total per visit
5.0 out of 5 stars
65 reviews
23 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: Nina F.
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Nina F.
Star Sitter
$34
total per visit
5.0 out of 5 stars
110 reviews
29 repeat clients
13 years of experience
Stoneham, MA, 02180

Nina was great with our cat, Buoy, and always made sure to give us updates during her visits. We had so much peace of mind while we were away for a holiday for a few days that he was well taken care of. I’d recommend her to anyone looking for someone to drop-in and keep an eye on their furry family members.

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James F.
Sitter Profile Image: Adriana Z.
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Adriana Z.
$20
total per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Stoneham, MA, 02180

Adriana was awesome! She spent time with our dogs this week and took good care of them. She was a good communicator and sent lots of pics! We have already requested to rebook her.

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Megan B.
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: Corinne H.
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Corinne H.
$28
total per visit
5.0 out of 5 stars
22 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: Emma S.
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Emma S.
$23
total per visit
2 years of experience
Stoneham, MA, 02180

About: I’ve taken care of others dogs for a few years now, but I have had dogs of my own since I was 4 years old. I am currently living on SDSU campus and do not have a car, so you would need to be within walking distance. I am available all day any day! I will always make sure dogs are secure on leashes and safe with me. I will make sure it’s not too hot for them and they get the care they need

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

Jennifer was beyond amazing with our Annie. We have an anxious dog who fears change and Jennifer was so warm and friendly that Annie immediately loved her. She took great care of her and was accommodating of our last minute request. Would highly recommend!

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Theresa C.
Sitter Profile Image: Jodie N.
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Jodie N.
$23
total per visit
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Reading, MA, 01867

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.
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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 did a great job with our two dogs. It was her first time caring for them and everything went well. Each of our dogs gave her 5 woofs. Thanks, Kerri.

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Gregg E.
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
5.0 out of 5 stars

Rosemary was a last minute Rover sitter we had never used before, and she ended up being a huge lifesaver! Easy communication and never had to worry about a thing. Will definitely add Rosemary's name to our Rover sitter list.

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Gina P.
Drop-In Visits
5.0 out of 5 stars

Thank you Haley ! She took very good care of our senior dog. Eye drops and sprinkles of probiotics on his food and a glucosamine treat daily. Short little walks and diapered him as well. She even fed our frog ♥️.

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Heather P.
Drop-In Visits
5.0 out of 5 stars

10 stars if possible. Jamie jumped in to help when I had a last minute emergency. She was great with my animals and communicating. I stopped worrying after Jamie’s first visit and report as it was clear that the animals were in capable and loving hands. Will ask (beg) her to look after my pets in a heartbeat

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Heather H.
Drop-In Visits
5.0 out of 5 stars

Was so happy with Andrea and how well she took care of Pika! She's so detailed oriented and looks many photos! Definitely will use her again.

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林优雅 L.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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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 $26.64 per visit (as of July 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 July 2026, there are 10,008 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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