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%.
“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 !”
About: I have 5 years of experience with caring for dogs, cats, and rabbits. Whether it is for over night stays, walking, and cleaning cages; I am a trustworthy individual that takes great responsibility with your space and pet. I work full-time (M-F) so I would be available to assist in tasks after 5pm during those particular days. On Saturdays and Sundays I am available from 8am-8pm so I would be able to house and pet sit over night those days. My schedule can be flexible so please do not hesitate to reach out to inquire! I will not be able to have your pet in my apartment, but I will always maintain a clean and safe environment in your home.
About: Experienced former pet owner and outdoorsy athlete available to walk, jog, sit, and/or board your furry family member. I’m a regular volunteer at our local pet adoption center, Sweet Paws. I feel comfortable with pets of all sizes and energy levels, and can tailor my care to your pet's personality. I am good at engaging dogs and making them happy or just helping your cat or dog relax.. I have experience with Obedience and some Utility training, I even taught my dogs to play hide and seek, which they loved! I am available most weekends and weekdays for exercising and/or boarding. I've been pet sitting for my neighbors for years, and am known as the pet lover on our street. I have a very clean driving record and own a roomy vehicle to help transport your pet(s) safely. I'm happy to help with your short term needs, but ideally look forward to a longer relationship with your pet and you. I currently work from home at a computer so I have some flexibility built into my schedule. I can work from your home if necessary while caring for your pets. I have a pet safe home with separate private rooms if your pet needs time to relax and adjust. I’m a non smoker with no pets currently and I’m sensitive to your pets routine and comfort. I’m able to walk your pet in a quiet area away from other dogs and crate your pet if you wish.
About: I was a full time nanny for 6 years, caring for 3 children and 3 dogs (and a cat). Since my career change into the corporate world I’ve dog sat for friends and family. I have my own pup as well who loves other dogs. We live in a multi family on the first floor with our own large, private fully fenced yard. I work full time, but I am primarily remote which leaves me plenty of flexibility during the week. I’m also available most weekends and some holiday weekends. We have a fully fenced in yard and outdoor space that is only for our unit. We live in on the first floor of a multi family.
“Jessica was great! We had to leave our dog for part of the day so Jessica stopped by to check on Lola and take her for a walk. She was right on time and sent a couple photos. Super nice and super reliable!”

About: Animals have always been a huge part of my heart. I was lucky enough to share 20 beautiful years with my two pups, who have since crossed the rainbow bridge. Loving and caring for them shaped the way I show up for every animal I meet. I have a naturally calm, grounded energy, and animals seem to feel that right away. Most pets warm up to me quickly, whether they’re playful and energetic or a little shy and need gentle patience. I understand how important it is to feel confident that your pet is safe, loved, and truly cared for while you’re away—and that’s exactly what I provide. Your pet won’t just be watched… they’ll be cared for with presence, respect, and lots of love. Hugs- Auntie Trie Hi, I’m Trie – a traveling artist with a heart full of love for furry companions! While I spend most of my time creating intuitive art and sharing it at music festivals and events, I also cherish the quiet, grounding joy that comes from the company of pets. Pet sitting is my way of adding a little extra income while also getting some much-loved snuggles and tail wags in return. I understand how important it is to know your pet is safe, happy, and loved while you're away. That’s why I offer more than just feeding and walking — I provide companionship, comfort, and care. Plus, as an artist with a keen eye, I’ll send you professional-quality photo updates so you don’t miss a beat (or a bark). Whether your pup needs a playmate, your cat needs some chill company, or your plants just need a good watering — I’m here to help make your time away stress-free. Let’s chat and make sure your pets (and peace of mind) are in good hands I will take care and love of your pet in your home just as I would it was my pet or home. I will make sure that they stay safe and protect your belongings.

“Alyssa took care of my two kitties and was so kind and easy to work with! She always responded quickly and made sure she had clear instructions before I left for my trip. She checked in with me often and send frequent updates and photos of my pets, which I really appreciated. I would highly recommend her and will definitely rebook with her in the future. Thank you Alyssa!”

About: Hi! I’m a huge animal lover and have grown up around dogs and cats my whole life. I currently have two dogs of my own and am very comfortable with all types of personalities—from energetic pups to shy or reactive dogs who need a little extra patience and understanding. I have hands-on experience with reactive dogs and am very mindful of their body language, boundaries, and routines to help them feel safe and secure. I also cared for my senior dog Toni for 17 years, so I’m experienced with medication administration and providing attentive, gentle care for older pets. I truly enjoy building trust with animals and creating a calm, positive environment for them. I’m reliable, detail-oriented, and will always follow your pet’s routine closely so you can feel confident they’re in good hands. I’d love to help with walks, drop-ins, or sitting and treat your pets like part of my own family! I’m a stay-at-home mom, which gives me a very flexible and consistent schedule throughout the day. I’m available for walks, drop-ins, and pet sitting during both weekdays and weekends, and I can often accommodate last-minute requests. Because I’m home-based, I’m able to be very attentive and stick closely to your pet’s routine, making sure they get timely walks, meals, and attention. I provide care in your home so your pet can stay comfortable in their own environment and routine. I’m very respectful of both your pet and your space, and I always aim to keep things calm, clean, and consistent while you’re away. I pay close attention to behavior, body language, and individual needs, whether your pet is energetic, shy, or reactive. I follow all instructions carefully, including feeding schedules, walks, medications, and any specific routines, so your pet feels safe and secure. My goal is to provide reliable, attentive care and give you peace of mind knowing your pet is in good hands.
About: I have loved dogs my whole life but have never had one of my own. Because of this, I’ve become the go-to guy for all my friends’ dogsitting needs. I spent 2020 as a professional dog walker in Boston and fine tuned my skills at handling multiple dogs at a time. I have picked up training skills and also enjoy taking photos of my furry friends! Additionally, I have cared for dogs of all shapes and sizes. Every dog is different in how much attention or exercise they need and I’m always ready to adapt to best take care of them. I love getting to know dogs and their unique personalities and I hope I can get to know yours too! While I may be a dog person, I love all animals and have met my share of cool cats so please consider me to care for all kinds of fur babies. I’m currently caring for two golden doodles, Muffin & Brandy, for the summer. If you ask them, we have a great routine of food, sleep and play! I know every pet has specific needs and I am always looking to meet those so they can live their best lives. I’m capable of handling dogs with high energy levels or chill out with kitties that just want to snooze. I’m always vigilant as well since I know our pals can sometimes be sneaky.
About: Having dogs my entire life has granted me the luxury of being comfortable with dogs of all ages, sizes and breeds. Currently, my mother and I are sharing custody of a rescue mutt. I'm also the go to dog sitter for my brother's pit bull terroir & lab. Just like us, our dogs need food, water, exercise and lots of love! I am happy to assist you with all of this and more. Including giving pet medications from pills to insulin. Open to discussing other needs not listed here! I currently work Monday through Thursday 8-5pm & Fridays 8-3pm in a dog friendly office. I do have an hour lunch break and am willing to use that time to stop by. My after work activities are extremely flexible! Weekends are also flexible and am happy to discuss overnight stays/boarding needs. If you're looking to board, please note that my condo association does not allow for 'large' dogs. There is also a 2 dog max. However, being comfortable with dogs of all sizes, I am sure we can work with my condo limits to meet your needs. If you have a fenced in yard I'm happy to throw a ball around or if your dog loves to destroy plush toys, happy to clean that up too! Hiking is also a personal love of mine and great for high energy pups.
About: I grew up with dogs and animals around me so would love to continue being around them. Life is boring without them, in our world. I work full time and go to school during the week would love to help people out during the weekend and maybe even weekdays if there is that relationship. I currently am not offering pet sitting at my house because my Roomate is allergic but I can come to the dogs home and care for them.
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!

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.
How to book dog sitting

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 Dog Sitting - Wenham
Frequently asked questions about Rover
The average cost of Dog Sitting in Wenham on Rover is $6 per visit as of October 2026. Most bookings cost between $0 and $27 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 9,155 sitters on Rover offering Dog Sitting across Wenham. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
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:
- 85% of sitters can help with special care needs
- 89% can help with giving oral medications or injections
- 94% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.













