Dog Sitting Wenham

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

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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%.

1 / 1
Sitter Profile Image: Sarah R.
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Sarah R.
$28
total per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
35 years of experience
Salem, MA, 01915

Sarah did an excellent job of taking care of our cat. Very reliable and great communication!

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

Collette took great care of Percy. Her check-in summaries were thoughtful and detailed, as well as her punctuality. Would definitely book her again.

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Joseph S.
Sitter Profile Image: Anna M.
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Anna M.
$32
total per visit
4.9 out of 5 stars
98 reviews
43 repeat clients
20 years of experience
Danvers, MA, 01923

Anna was great! She took care of our cat Charlotte over the holidays and sent pictures every visit. This was our first time using a pet sitting service, and we will definitely book with Rover and Anna again!

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Melissa S.
Sitter Profile Image: Henry G.
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Henry G.
Star Sitter
$20
total per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Wenham, MA, 01984

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.

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Kristin C.
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: Keelyn W.
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Keelyn W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
93 reviews
32 repeat clients
40 years of experience
Marblehead, MA, 01945

My two cats and my fish were very well taken care of! The litter boxes were super clean when we came home. They seemed very happy in the pictures:)

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Emma L.
Sitter Profile Image: Matthew V.
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Matthew V.
Star Sitter
$36
total per visit
5.0 out of 5 stars
73 reviews
10 repeat clients
25 years of experience
Salem, MA, 01970

Was able to fit me in within a week and took care of my dogs well when I was out. Was communicative especially when I was working a large event and couldn’t get back to him.

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Mike N.
Sitter Profile Image: Victoria S.
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Victoria S.
Star Sitter
$30
total per visit
5.0 out of 5 stars
10 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: 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: Shawna M.
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Shawna M.
$28
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Essex, MA, 01929

Shawna has been a great help to me! She is caring, conscientious, and trustworthy. I can wholeheartedly recommend her.

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Colette C.
Sitter Profile Image: Laura J.
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Laura J.
$39
total per visit
5.0 out of 5 stars
88 reviews
29 repeat clients
30 years of experience
Rowley, MA, 01969

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.

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Carolyn Briggs S.
Sitter Profile Image: Tatum P.
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Tatum P.
$28
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Beverly, MA, 01915

Tatum was great! I would definitely recommend her and hope she can help me again soon.

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Brian S.
Sitter Profile Image: Lindsay B.
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Lindsay B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
94 reviews
27 repeat clients
8 years of experience
Boxford, MA, 01921

Lindsay was great!! I didn’t worry about a thing all weekend and knew that our dogs were in great hands. She updated us after every visit and sent the cutest pictures! Highly recommended!

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Heather Q.
Sitter Profile Image: Jeanne W.
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Jeanne W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
20 years of experience
Haverhill, MA, 01835

Communication was great with Jeanne! She came for two visits and Lola warmed up to her, easy and happy to recommend her and have her come back again.

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Taylor G.
Sitter Profile Image: Meredith C.
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Meredith C.
Star Sitter
$32
total per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
9 years of experience
Marblehead, MA, 01945

Meredith did a great job checking in on our cats and making sure they felt cared for while we were away. We are so excited to find a reliable local sitter.

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Ashley T.
Sitter Profile Image: Natali S.
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Natali S.
$28
total per visit
5.0 out of 5 stars
37 reviews
5 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: Rebecca G.
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Rebecca G.
$45
total per visit
5.0 out of 5 stars
28 reviews
11 repeat clients
15 years of experience
Salem, MA, 01970

Great communication, great sitter!

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Bitty C.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
$19
total per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
16 years of experience
Gloucester, MA, 01930

We’re always a but worried leaving our furry friends behind when we travel. But Jessica kept our worries at bay, and did an excellent job looking after our kitties! She provided updates each day and was even able to get our shy kitties to open up to her! We’ll definitely book again and are so grateful for all of her help!

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Hayden L.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
218 reviews
80 repeat clients
25 years of experience
Danvers, MA, 01923

Thank you for checking in on Chiki while I was gone!

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Angel Z.
Sitter Profile Image: Susana K.
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Susana K.
$20
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
salem, MA, 01970

Susana was great with our dog and cat! She was friendly, very responsive and provided lots of details during the drop-in. Would definitely recommend her.

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Jennifer F.
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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 has been so helpful to us multiple times! We so appreciate her help and updates while we’re gone.

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Tara 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

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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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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    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

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 August 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 August 2026, there are 9,263 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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