Dog Sitting Wenham
Book a Wenham dog sitter to watch your dog in your sitter’s home or yours.

Over 2 pet parents in Wenham have booked dog sitting
Wenham, 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%.
“Jordyn was GREAT!! This was the first time we left him since he adopted us, so it was a tough time with leaving him. I knew when she came & left, got updates & pictures, which is tremendously helpful. When I asked about anything, I immediately got an answer. I have not heard the end of it since we got back. (I didn't bring any lobsters for him) Thanks Jordyn, we will see you again!”

About: My name is Meryn DeSimone, I am 22 and recently graduated from Elon University. I've taken care of a variety of different of animals and truly love spending time with pets! I currently have a chinchilla, Frank and a leopard gecko, Sally. My parents have two dogs also, Kip and Hammy and I have grown up with having dogs and cats around so they are second nature to me. I consider myself to be an organized and dedicated person with a big heart for animals. I would be more than happy to assist with any local pet care needs. I have plenty of time in the afternoon after my classes and I would love to spend that time going on a walk or taking care of pets! I can walk the dogs for long enough to make sure they are tired, feed them, clean up after them and even give medications or special requests that the animals would need!
About: I’ve been a pet lover all my life. I was lucky enough to work in an Animal Hospital while I was in college and learned basic pet First Aid, and how to spot health issues with animals before they become a problem. I currently walk and pet sit dogs as small as 7lbs to my biggest client who is 135lbs. I’m semi retired and love spending time with animals, so walking and pet sitting has been great! I am flexible and have a good car that is reliable in all weather. I have two large pups at home ( Beau and Casey Jones), who stay home when I pet sit and walk dogs so that I can give my client’s pets my undivided attention.

About: I have cared for pets for almost 6 years, ranging from pet sitting to caring for dogs while working at my local grooming facility. I also frequently volunteer at Cape Ann Animal Aid in their cat wing caring for the shelter cats. I have fed, cleaned, and walked dogs. I am also experienced in veterinary care including administering medications and being certified in FearFree, Pet first aid, Pet CPR, and more. I fully dedicate my time to your pets, and I am able to take them to dog parks, beaches, anything that’ll allow them to socialize and get proper exercise! When you are gone I would do anything and everything to make your pet feel as comfortable as they can, as well as keeping up with their current routine. I am experienced in dogs/cats that are very anxious, whether that means shy towards humans/dogs, afraid of loud noises, reactivity, etc. Due to my veterinary background and personal experience, I am fully capable of administering medications including daily or preventatives. (Oral, topical, etc) I am currently working part-time, but I am fully free on days that I am not working. I am available after 11am and before 8pm. I am available on weekdays and weekends, as well as some holidays. I am a college student, so I am only available over the summer, winter, and spring when I am home for breaks. I am currently unable to care for pets in my own home at this time due to the temperament of my pets, however I can care for pets in clients homes. I am familiar with using crates, basic obedience training, and petsitting dogs and cats including feeding, cleaning, playing, and walking the dog.
About: I am attentive, patient, kind, and empathetic toward all animals. I’ve spent my whole life around pets, grew up with four huskies, and have always wanted more pets in my life. I currently have two cats, a senior named Gatsby and a kitten named Pippin. I look forward to meeting and caring for your pets! I work from home full time and set my own schedule, so I can be flexible with timing of walks and drop in home visits. I have a car and easy access to all forms of transportation. I can visit your home and stick to your and your pets’ routines, or pop by in the middle of the day for walks and trips to the dog park.
“Jessica was pleasant, punctual and great with our Bella! Our dog has anxiety and is not the friendliest around people she doesn’t know. But Jessica did what I suggested and was able to have our dog feel comfortable with her and even alerted us about a situation in our house ! I definitely highly recommend her !”
“Victoria took excellent care of my shy boy Ron! She made sure all of his needs were met while also making friends with him! I will be using her for care of my car in the future! Thank you!”

“Laura was great. She cleaned some unfortunate litter box issues. Bless her. More importantly than that, though. I returned home to cats that were not stressed. This is a first for them and I’m so grateful.”

“Henry is so amazing! My dog is fearful and tends to growl and look scary and he was confident, calm, and able to help get my dog to go outside. I appreciate him jumping in in short notice to take care of my two dogs. He did a great job. I plan to use him anytime in the future that I need a dog sitter.”


About: I’ve take care of both cats and dogs since I was around 10 years old. I have experience with puppies all the way up to senior dogs. Either energetic or chill, I have taken care of dogs of all sorts. I am a freelance artist and have plenty of time throughout the day for walks and visits as I chose my own hours. Any time 7am-4pm I am available. I’m have the upmost respect for the pets and owners. Rules, medication, walk distance, or any instructions will be done with care. The pets safety and care are the most important.
About: Hi there! My name is Sam and I am a dog lover looking for more dogs to love on. My husband Eric and I have a very sleepy Pyrenees who we are always looking to introduce to more friends! I love getting to hang with all types of dogs whether it’s walking, playing, or having them stay with us. I’ve cared for elderly dogs, puppies, and everything in between for the last 10 years. Can’t wait to meet you soon! Since covid, I am work from home most of the day and would love an extra furry friend or two to get me out of the house. Because I am work from home, I’m very flexible on walks, day cares, and much more! I love going to the dog parks around town and would be more than happy to take your baby there as well. We have a large fenced in yard to keep your fur baby busy. Not the athletic type? Great! We have a big couch and lots of comfy spots for them to laze around in.

“Diane was amazing! I’m a super anxious helicopter pet mom and I felt very relieved with Diane taking care of my fur babies. Reliable and has great communication - plus gave me lots of pictures!”

The median cost per visit for dog sitting in Wenham is $25
Dog parents share their Rover experiences - Wenham
Brooke was great! She was on time (with treats in hand) and did a great job with walking, playing with and taking care of my golden retriever puppy so I could take a work call. Charlie was pooped and went right down for a nap after. So helpful for those that work from home!

Perla kept nervous and super sweet bully breed for several nights, She treated him like one of the family, gave him lots of cuddles, and had him calm and snuggled up in no time. Her home is very peaceful, loving and quiet, and she has lots of nice outdoor areas for walks. She also had great communication and sent me lots of updates. Highly recommended!!! My boy will be back soon!!!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Wenham
Select a filter and find qualifying sitters offering dog sitting.Sitters in Wenham average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Wenham
Frequently asked questions about Rover
The average cost for Dog Sitting in Wenham on Rover is $5.55 per visit (as of September 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 September 2026, there are 9,190 sitters on Rover offering Dog Sitting across Wenham. 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 Wenham 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 Wenham 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 Wenham 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 Wenham. 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.











