Dog Sitting Wenham

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

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Over 14
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%.

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Sitter Profile Image: Maria M.
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Maria M.
$43
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
35 years of experience
Danvers, MA, 01923

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.

Sitter Profile Image: Katelyn N.
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Katelyn N.
$19
total per visit
25 years of experience
Danvers, MA, 01923

About: I have been pet-sitting since I was about 11 or 12 years old. Friends, family, and neighbors have relied on me to feed, water, play with, pet, medicate, scoop, cuddle, brush, walk, and generally love their pets for decades, and I have enjoyed every moment of it! I have two cats and one dog myself, and would have many more pets if my property manager and my square footage allowed for it. I am a librarian by day, and a pet-sitter by night! My regular work schedule is Monday through Friday from 9-5, so I am available before and after work hours. I am also available anytime of the day or evening most weekends. I currently offer pet care in my clients' homes. I try to be very flexible with my clients and the needs of their pets. When I go away and rely on a pet-sitter to look after my fur babies, I always miss them terribly, which is why I send my clients and update on how their pets are doing during and/or after each visit, and I always take lots of pics and videos to share.

Sitter Profile Image: Leah C.
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Leah C.
$19
total per visit
5.0 out of 5 stars
2 reviews
7 years of experience
Wenham, MA, 01984

About: I have taken care of neighbors and friends dogs since I was 13. I have been doing overnight stays since then as well. I have done single nights as well as multiple weeks! I am able to give medication and ensure your puppy will be safe and loved! I have also dealt with senior dogs, puppies, high energy, and anxious dogs. I also have experience working at a doggy day care taking care of both big and small dogs! I am available during the week. I am available most weekends for boarding and I can do drop ins before 12:00 and after 6:30 pm! I have an unfenced backyard but have a long leash outside in case your dog needs that! I have one dog of my own who loves to play! I allow dogs on the couch and bed!

Sitter Profile Image: Virginia S.
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Virginia S.
$19
total per visit
20 years of experience
Danvers, MA, 01923

About: I love and have cared for dogs for over 20 years. I recently retired and have lots of spare time now. Would love to work with dogs in retirement. I have recently retired and have much more time on my hands. I love dogs and have 1 of my own. I walk mine twice daily and we go to dog park weekly. I also bath my dog Bridgett weekly too. I will care for pet in client's home following specific guidance from client for their fur baby. I will be extra attentive in following directions given by client and will communicate with client as desired with pictures or verbal recap of interactive sessions with dog.

Sitter Profile Image: Natali S.
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Natali S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
28 years of experience
Lynn, MA, 01902

Natalie was great!! She’s super responsive, took amazing care of my cats and they were well cared for and happy when I got home!

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Samantha K.
Sitter Profile Image: Naciye B.
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Naciye B.
$23
total per visit
30 years of experience
Peabody, MA, 01960

About: Welcome! I go by “Nancy!” 🐾🐈🦮 I’ve been around animals for as long as I can remember and have had pets for over 25 years. Caring for animals has always been a part of my daily life, not just a hobby. Over the years I’ve had different kinds of pets, and I currently have two budgies and a betta fish. I enjoy getting to know each animal’s personality and earning their trust at their own pace. I’m naturally attentive and tend to notice when something seems off or when a pet needs a little extra patience and care. I understand how much pets mean to their families, and I would care for yours the same way I care for my own. Animals have always been a part of my life. I’m currently a student chaplain, a full-time mom to two girls, and a pet mom to two budgies and a betta fish. Caring for animals is already part of my daily routine, and in my free time, I’d love the opportunity to spend time with and care for other pets. While I’m new to this platform offering dog walking services, I’m dependable, patient, and genuinely enjoy being around animals. 🐾 I treat every pet as if they were my own. I focus on safe, enjoyable walks, follow the owner’s instructions carefully, and make sure each pet receives the attention, exercise, and care they need. I also provide updates so owners know how their pet is doing.

Sitter Profile Image: Brandie V.
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Brandie V.
$29
total per visit
14 years of experience
Hamilton, MA, 01982

About: What sets me apart is my firsthand experience caring for a senior dog with special needs. My beloved dog lived to be 14 years old and required daily insulin injections, medications, and extra care as he became blind and developed canine dementia. Through it all, I learned patience, attentiveness, and the importance of understanding each pet's unique needs. I know how much trust it takes to leave your pet in someone else's care, and I will treat your pet with the same love, compassion, and attention that I gave my own. Whether your pet is young and energetic or a senior needing a little extra support, they will be cared for like family. Pet care fits naturally into my life because I work from home, which allows me to provide plenty of attention, companionship, and supervision throughout the day. I also love being outdoors and enjoy taking walks, so your pet will get plenty of fresh air, exercise, and one-on-one time. After caring for my own beloved dog for 14 years, I understand how important it is to know your pet is safe, comfortable, and loved while you're away. Whether your pet enjoys playtime, walks, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. I understand that every pet has their own routine, personality, and needs. Whether caring for pets in my home or a client's home, I follow the owner's instructions closely to help pets feel comfortable and maintain their normal schedule. This includes feeding, walks, playtime, administering medications if needed, and providing plenty of attention and affection. Having cared for a senior dog with diabetes, blindness, and canine dementia, I am comfortable providing extra patience and care for pets with special needs. My goal is to make sure every pet feels safe, loved, and well cared for while their owner is away.

Sitter Profile Image: Julia C.
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Julia C.
$20
total per visit
4.9 out of 5 stars
81 reviews
27 repeat clients
7 years of experience
Peabody, MA, 01960

Julia was great! She sent the best pics of my kitty while I was away and he seemed to really enjoy her company during the drop-ins. No issues what so ever and will definitely be using her again!

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Kelly R.
Sitter Profile Image: Molly C.
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Molly C.
$19
total per visit
22 years of experience
Ipswich, MA, 01938

About: I worked at the Ipswich Animal Shelter for 6 years and have extensive experience caring for animals of all ages. I’ve always owned cats, from kittens to seniors, and am very comfortable caring for cats of all ages and temperaments! I’ve also lived with dogs throughout my life and have cared for friends’ and relatives’ pets while they were away. My experience includes walking, feeding, bathing, and administering medications for both dogs and cats when needed. I’m a huge animal lover and treat every pet like they’re my own. My goal is always to make pets feel safe, comfortable, and well cared for while you’re away. I currently have open availability Monday through Friday, which gives me the flexibility to prioritize pet care throughout the week, including walks, visits, and in-home sitting. I’m also able to accommodate weekends when needed with advanced notice. I always care for pets as if they were my own and consistently follow their established routines as closely as possible! In a client’s home, I make sure feeding, walks, litter boxes, playtime, and any medications are handled on schedule, while also keeping their environment clean, calm, and comfortable. I pay close attention to each pet’s personality and needs, whether that means giving dogs plenty of exercise and enrichment or providing cats with patience, quiet time, and space to adjust at their own pace. I also prioritize communication with pet parents and provide updates so they feel confident their pets are happy, safe, and well cared for while they’re away.

Sitter Profile Image: Collette P.
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Collette P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
56 reviews
21 repeat clients
10 years of experience
IPSWICH, MA, 01938

Collette is the best. She responds quickly to requests and is always willing to help. She has taken such great care of our french bulldog and we would never hesitate to hire her again! She leaves great notes and pictures, especially when she thinks our pup is having an “off” day. You can tell she really enjoys working with pets.

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Jennifer M.
Sitter Profile Image: Kendra C.
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Kendra C.
$19
total per visit
32 years of experience
Ipswich, MA, 01938

About: I have experience caring for all animals from their younger years to very senior. I’m comfortable handling an emergency situation if needed. Your pet will always be in safe, loving hands with me. The only day I can’t work is on tuesdays as I go into the office that day. Every other day is fair game! I’m available days or nights as needed. I spent two summers working as a vet tech assistant and learning how to handle emergency situations. Your pet would be in safe loving hands with me.

Sitter Profile Image: Caden T.
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Caden T.
$23
total per visit
5.0 out of 5 stars
2 reviews
7 years of experience
Danvers, MA, 01923

About: I’ve cared for pets for my whole life, including cats, dogs, and exotic pets such as frogs, lizards and birds. I’ve also been trusted as a dog walker and cat-sitter by family friends, coworkers, and teachers. I hope to get the chance to meet your beloved pets! I’m a college student free for the summer, so I will have very open availability during the entire week! I am glad to make multiple visits if needed. I can easily handle your pet’s food, bathroom and comfort needs. This includes feeding and administering medications, taking your pet out for walks/bathroom breaks, litter box cleanings, keeping their surroundings tidy and returning them to a crate if needed.

Sitter Profile Image: David C.
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David C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
54 reviews
12 repeat clients
25 years of experience
Salem, MA, 01970

David is great with dogs and an excellent caregiver. He is reliable, professional and communicative.

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Darlene T.
Sitter Profile Image: Anna A.
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Anna A.
$25
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Beverly, MA, 01915

Did a great job checking in on our pup and cat while we were away, so nice and easy to communicate with. Would definitely recommend and use her again :)

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Taylor L.
Sitter Profile Image: Michael P.
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Michael P.
$17
total per visit
12 years of experience
Wenham, MA, 01984

About: I have over a decade of experience with high energy dogs. I have trained puppies. I provide indoor and outdoor playtime. I also administer medications. I am available weekday mornings and afternoons, and can work within the hours your dog needs their favorite walk or a check in at home. I enjoy walking dogs along trails, letting them play at dog parks, and engaging them with playtime to fill their day with fun outside .

Sitter Profile Image: Alexis H.
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Alexis H.
$20
total per visit
2 repeat clients
16 years of experience
Beverly, MA, 01915

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.

Sitter Profile Image: Danielle F.
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Danielle F.
$28
total per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Danvers, MA, 01923

Danielle provided attentive care to my cats who allowed it. She provided great photos and communication

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Lorraine D.
Sitter Profile Image: Victoria S.
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Victoria S.
Star Sitter
$30
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
15 years of experience
Salem, MA, 01970

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!

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Kathleen M.
Sitter Profile Image: Julia P.
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Julia P.
$25
total per visit
5.0 out of 5 stars
1 review
4 years of experience
Beverly, MA, 01915

About: I have worked as a veterinary technician for the past three years and am comfortable working with pets of all ages, temperaments, and pets with medical needs. I have two dogs and one cat and know how to handle reactive dogs as I have one of my own. I am currently focusing on online classes, which gives me flexibility in my schedule and plenty of time to dedicate to your pets. Whether your pets need long walks, playtime, frequent potty breaks, or lots of attention throughout the day, I am able provide consistent care and quality time. I am known to spoil my pets and provide them with lots of love, playtime, cuddles, toys, mental stimulation, and yes, lots of treats. I will make sure I follow the routine and structure of pets to allow them to feel at ease while their owners are away. I will treat pets as my own and promise to send regular updates and pictures to ensure clients that their pets are being well taken care of while they are gone.

Sitter Profile Image: Aldonna K.
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Aldonna K.
$28
total per visit
10 years of experience
Beverly, MA, 01915

About: 10 years of hands-on animal care experience I provide reliable compassionate care for dogs all breeds and sizes. Creating a loving environment while you’re away. I currently work driving a doggy daycare bus, which leaves me plenty of time in between to take care of any furry friends. I am available early morning, between the hours of 11 and 130 and then available for late afternoon after 3:30 for evening walks, feedings, etc.. I will come to your home and if you’re comfortable, I can spend the night. Making sure everybody gets fed. I have no problem with giving medication. I was a vet tech at one point so very adapt with all animals no matter what their situation is or their dietary restrictions. i’ll even water your plants if necessary.

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

Dog parents share their Rover experiences - Wenham

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5.0 out of 5 stars

Sam was great with Ollie! I could tell Ollie immediately clicked with Sam! It was so easy to book with Sam. Great communication and she paid attention to the small details! I look forward to booking again with Sam!

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Janet G.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was excellent with Penny. She was flexible and responsive and we really enjoy her working with Penny.

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

We were so nervous to leave our senior dogs and Jennifer did a superb job taking care of them. We got reports on all that she did which was so reassuring and they had a wonderful weekend with her. We highly recommend Jennifer!

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Colleen A.
Drop-In Visits
5.0 out of 5 stars

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!!!

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Amanda R.
Drop-In Visits
5.0 out of 5 stars

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!

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Jessica G.
Drop-In Visits
5.0 out of 5 stars

Lauren was great with my senior pup! Wasn’t overwhelmed by my information overload and was very attentive and flexible. Absolutely trust her with my dog.

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Stephanie C.
Drop-In Visits
5.0 out of 5 stars

Jessica was super! She was so on top of the schedule and did a great job w both of the pups! She went and above and beyond and provided super sweet photos. Highly recommend.

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July A.
Drop-In Visits
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  • 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?

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  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 $27.75 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 9,302 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.

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