Dog Sitting Wenham

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

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Over 3
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: 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: Marissa V.
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Marissa V.
$23
total per visit
1 year of experience
Wenham, MA, 01984

About: I’ve been walking dogs for a year and love keeping them happy, active, and safe. Playtime and long walks are some of my favorite parts of pet care! I also enjoy spending time with cats, whether that’s play, cuddles, or just keeping them company. I’ll treat your pets like family and make sure they feel loved while you’re away. I’m a full-time student, so I’m not able to be in the home all day, but I make plenty of time for pets in the evenings and overnight. On weekdays, I can arrive around 5pm and stay through the night, though I’ll be away between 8am–5pm. Even with a busy schedule, caring for animals is something I truly love, and I do my best to make sure they feel safe, comfortable, and loved while you’re away. I provide a safe, clean, and loving environment for all pets in my care. Dogs get secure walks on leashes, supervised playtime, and plenty of attention, while cats have a calm, comfortable space to relax or play. I pay close attention to each pet’s needs and temperament, and follow any special instructions you provide to ensure pets are safe, happy, and stress-free while you’re away.

Sitter Profile Image: Kayla C.
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Kayla C.
$50
total per visit
5.0 out of 5 stars
• 92 reviews
34 repeat clients
8 years of experience
Danvers, MA, 01923

“Thank you so very much Kayla for your patience, excellent communication, and flexibility with this latest session with Atlas!! Words simply cannot fully describe my gratitude!”

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Rachel W.
Sitter Profile Image: Taylor E.
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Taylor E.
$28
total per visit
10 years of experience
Wenham, MA, 01984

About: I’ve taken care of my family's dogs over the past 15 years. A 70 pound Airedale Terrior named Jake, and a 20 pound Welsh terrior named Riley! Most recently a hound mix named Libby I’ve also cared for friends and family pets while they are away. Both cats and dogs. I’m currently in between jobs at the moment and have a fairly open schedule. I am flexible so please just ask and I’ll do my best to fit you in! I have a fenced in yard, but I am not willing to bring pets to my house as my dog can be aggressive around other dogs.

Sitter Profile Image: Vivian V.
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Vivian V.
$28
total per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Salem, MA, 01970

About: I am an experienced and passionate animal care professional, striving to build positive, trusting, and flexible relationships with each unique animal and person I work with. I have over a decade of experience working in animal shelters, in zoos, with wildlife, and with pets! I especially love to work with animals that have more involved behavioral/training/medical needs. Please ask if you would like to check out my professional website for more information! My schedule is flexible! I am open to daytime and overnight care on weekdays, weekends and holidays, including walks, drop-in visits (once or multiple times per day), and grooming/medical/behavioral assistance. I can only accommodate one furry family at a time for overnights so book early! I prefer to meet and care for pets in their own homes and neighborhoods, as this ensures they are most comfortable and reduces stress. I employ positive reinforcement strategies with all of the animals I work with, and allow the pet to take the lead in what they are comfortable with and ready for. Occasionally I will watch pets in my own home (especially smaller animals with enclosures).

Sitter Profile Image: Lisa B.
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Lisa B.
$50
total per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
40 years of experience
Wenham, MA, 01984

About: I've owned and taken care of animals all my life. It truly is my first and only passion. I have been complimented on my animal energy and ability to connect with them by family, friends and acquaintances. I just have a natural knack, and love connecting and understanding all kinds of animals, especially dogs and cats. I am currently a stay at home mom with teenagers that only need me for rides and money! lol I have a very flexible schedule and I can make pet care easily available any time of the day. I have 2 acres of land, with a barn and fenced in area for dogs to roam. I abut 17 acres of land and trails for walking and exploring.

Sitter Profile Image: Asia A.
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Asia A.
$25
total per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
5 years of experience
Wilmington, MA, 01887

“Always so great and helpful!!! Repeat customer and will continue to be! Always available and so comfortable using her as a pet sitter. Also sat for our cat! A+++”

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Creighton M.
Sitter Profile Image: Merrily L.
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Merrily L.
$34
total per visit
5 years of experience
Jamaica Plain, Salem, MA, 01970

About: Hi! I’m a lifelong animal lover and dog parent who understands how important it is to know your pup is safe, comfortable, and genuinely cared for while you’re away. I have experience with daily walks, enrichment, feeding routines, medication, and caring for dogs with different personalities and needs. I’m patient, attentive, and very tuned in to canine behavior and body language. I’m happy to follow your dog’s established routine, whether that means an energetic adventure, plenty of sniffing and enrichment, or simply some company and affection at home. I’ll treat your dog with the same care and attention I’d want for my own and I’m always happy to provide plenty of updates and photos along the way! I have a flexible schedule that allows me to make pet care a consistent part of my day. I’m available for regular weekly walks as well as occasional or last-minute visits, and I’m happy to work with your dog’s established routine. I genuinely enjoy being outside and walking, so giving pups the exercise, enrichment, and attention they need fits naturally into my day. Safety and trust are my top priorities. I take time to learn each dog’s personality, routine, comfort level, and any specific needs before heading out. I pay close attention to body language and surroundings on walks and am mindful of other dogs, traffic, weather, and potential stressors. In a client’s home, I respect their space and follow instructions carefully, including feeding, medications, harnesses, gates, and any safety routines. I treat every dog with the same patience, attentiveness, and care I expect for my own.

Sitter Profile Image: Mandi H.
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Mandi H.
$34
total per visit
5.0 out of 5 stars
• 33 reviews
8 repeat clients
26 years of experience
Revere, MA, 02151

About: Hello, My name is Mandi and I live in Revere with my young son. I was a dog mom to an 11 year old English Bulldog named Bailey, whom we lost sadly a few years ago. I've had dogs my whole life and since I work from home I'm able to pet sit any days of the week! We have a dog friendly home with a yard and a private dog friendly beach. Your dog with get lots of hugs and snuggles throughout the day, many bathroom breaks, a few walks, exercise and playtime and will be in a very loving and caring home! I do have an SUV incase of emergencies and I am home 7 days a week! **** Dogs MUST be great with kids please as I have a son and they cannot bark a lot when they are left home alone since I have tenants above and below me. Thank you Why I love dog sitting I have owned dogs since I was little and I love animals especially dogs! My son loves when I dog sit, he's so good with the doggies. About my yard We do have a yard and since I'm home all day they will be let out a lot. I'm a personal trainer so they will get a lot of good walks in.

Sitter Profile Image: Kristen L.
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Kristen L.
$28
total per visit
4 years of experience
Beverly, MA, 01915

About: I’ve taken care of many types of dogs throughout my life as friends and family members have trusted me with their dogs. My own dog has some behavior issues since she is a rescue so I have skills in how to handle those types of situations. I’m patient, attentive, and dedicated to ensuring every pet feels safe, happy, and loved while in my care. Whether it’s energetic playtime, long walks, or quiet companionship, I adapt to suit your pet’s personality and routine. I’m currently a student at Endicott College, so I have time throughout my day in between class to walk or check in on your dog! I do not plan on bringing your pet into my home since I am living at school; however, in my clients home I follow the owner’s instructions to maintain routines, such as feeding schedules, exercise needs, and any special care requirements. I take extra precautions to ensure their home is treated with respect and kept clean and secure. Building trust with both pets and their owners is my top priority, and I make sure pets feel loved, safe, and happy while under my care.

Sitter Profile Image: Owen S.
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Owen S.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 21 reviews
9 repeat clients
6 years of experience
Haverhill, MA, 01830

“Owen was great to work with. He added an extra visit in with no issues when one of my other sitters dropped out. We will keep him in mind for future visits.”

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Julie C.
Sitter Profile Image: Alyssa O.
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Alyssa O.
$45
total per visit
5.0 out of 5 stars
• 50 reviews
20 repeat clients
20 years of experience
Gloucester, MA, 01930

“Alyssa is fantastic! Took care of my 2 kitties and an African gray parrot for 4 days. They were extremely well cared for and I will definitely be using her again! Thanks Alyssa! 😊❤️”

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Christina R.
Sitter Profile Image: Stiles F.
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Stiles F.
$28
total per visit
5.0 out of 5 stars
• 135 reviews
35 repeat clients
8 years of experience
Saugus, MA, 01906

“Stiles did drop-in visits for our cat and dog for 2 weeks and did an excellent job. It was great getting an actual pet health professional looking after our pets. Our dog can sometimes take a while to get used to a new person in the house, but Stiles was able to get her to be friendly right away. They also sent us daily photos and comments on our pets' day. Highly recommend.”

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Tianxing H.
Sitter Profile Image: Ashley H.
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Ashley H.
$28
total per visit
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Salem, MA, 01970

“Ashley is great with our dogs. She is responsible and reliable. Plus, our dogs love her. Thank you so much for taking care of our puppers.”

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Jacques-A. F.
Sitter Profile Image: Laney L.
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Laney L.
$28
total per visit
5.0 out of 5 stars
• 30 reviews
12 repeat clients
7 years of experience
Newburyport, MA, 01950

“10/10 recommend! Laney dropped in fed and played with my cats she even got my shy cat to play too. She sent photos daily and I felt so comfortable with her as a sitter. I will definitely be booking again! ❤️”

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katie m.
Sitter Profile Image: Metehan Y.
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Metehan Y.
$34
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
19 years of experience
Revere, MA, 02151

“Our cats were well taken care of.”

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Josh B.
Sitter Profile Image: Liz H.
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Liz H.
$23
total per visit
5 years of experience
Georgetown, MA, 01833

About: Hi there! My name is Liz and I’ve been an avid animal lover since I could understand the happiness and warmth animals can bring into your life. I have always watched friends and families dogs and cats, and decided to spread my network on Rover to continue to bring care and love to animals when their humans are away or at work. I have two cats and a dog of my own that I love dearly! Looking forward to working with you and your fur baby. 🙂🐾 I work a hybrid position so I am often available for folks in the area to come say hi to your babies! I am not currently available for boarding. I am happy to provide a safe environment for your babies in your home. Weather it’s just stopping in to say hi and play a little bit, or go for a good walk, I’m your girl!

Sitter Profile Image: Kara W.
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Kara W.
$50
total per visit
4.7 out of 5 stars
• 7 reviews
1 repeat client
11 years of experience
Manchester-by-the-Sea, MA, 01944

“Kara was awesome! Communicated really well and took such good care of my little guy.”

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Brian S.
Sitter Profile Image: Alexandra L.
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Alexandra L.
$34
total per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
15 years of experience
North Andover, MA, 01845

“Alexandra was great! Helped us out a ton with Millie and provided great care. We really appreciate it!”

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Emma & Matthew D.
Sitter Profile Image: Patricia L.
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Patricia L.
$67
total per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Peabody, MA, 01960

About: I have been always a pet lover since my childhood I grow up around many different species of animals. I had rabbits, small birds, big parrots , guinea pigs, and many stray cats and dogs that my family rescued from the streets of Brazil which is my original place of birth. I think the joy, companionship and unconditional love they give to us It’s priceless. Pets are amazing and very special to me because they make my life so much happier. I work most days from home as a dog groomer, which give me the flexibility to play with my puppies and yours during the day and take care of their needs at night. I have two friendly golden retrievers names, Rocky and Skyla they enjoy to play and meet new friends. I currently offer play groups two times per week at my house where they can get to play and run around with other dogs. I also have a huge backyard all fenced and with cameras to make sure our babies are safe and secured all the time. During the summer, they can enjoy themselves playing inside the dog pool with sprinklers and doing other water activities to freshen up but if they prefer they can just relax under the shade of the one many trees in the backyard . They are going to feel that they are in a pet resort where they can run free and happy during their stay. Pick up and drop off are available near my area as well a discount on GROOMING for new guests.. I accept dogs of any age and with any limitations and physical disability If you are looking for someone reliable and trustful to take care of your fur baby I am here to help you . Thank you and I am looking forward to meet you and your pet soon. 🐶🐕🦮🐩🐕‍🦺 I work from home most days which allows me to spend a lot of time with my dogs and play with them outside in the backyard. My backyard is all fenced and we have cameras but even so the dogs are never left alone outside . All plants and flowers are safe for pets so you don’t need to worry about them eating anything dangerous.

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

Dog parents share their Rover experiences - Wenham

1 / 1
5.0 out of 5 stars

Elizabeth did a fantastic job visiting my dachshund three times yesterday. Thanks Elizabeth. It's great having someone I can count on.

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Sally M.
Drop-In Visits
5.0 out of 5 stars

We have a senior chihuahua that we have a hard time leaving. Jennifer has been fantastic and makes us feel like our Lucy is so well cared for! Thank you for helping our special dog Lucy and us feel so safe so once in a blue moon so we can get away!

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

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!

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Jillian C.
Drop-In Visits
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

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
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How to book dog sitting

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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 is $11 per visit as of November 2026. Most bookings cost between $0 and $34 per visit. On Rover, 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 November 2026, there are 9,144 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 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 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 Meet & Greet.

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:

  • 84% 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 cancellation policy, 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.

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