$28
30-minute solo dog walk
Exercise, sniffing time, a potty break, and a fresh-water refill, plus a photo update after every walk.
North Shore, Massachusetts
Reliable, loving pet care across the North Shore
Dependable, loving, and personalized care for your dogs when you can't be there, across five towns north of Boston.
Free meet & greet. No obligation, no booking required.
Flexible scheduling
Photo after every visit
Insured, bonded & CPR-certified
What we offer
Services
Personalized care for every pet, from quick check-ins to overnight stays.
$15
15-minute drop-in visit
A potty break, fresh water, food check, and plenty of cuddles, plus a photo update so you know your pup is happy.
- Letting your dog outside for a potty break
- Refreshing water bowls
- Feeding meals or treats
- Administering medications (if needed)
$100/night
Overnight pet sitting
In-home overnight care so pets stay in their own routine.
Overnights longer than 1 night include 2 to 3 drop-in visits in the price
$15
Cat drop-in visit
Loving care for your cat in their own home: feeding, litter, play, and affection.
- Feeding and refreshing water
- Cleaning and scooping the litter box
- Administering medications (if needed)
- Playtime and enrichment
Getting started
How it works
- Step 1
Free meet & greet
We come meet you and your pet to learn their routine, needs, and personality.
- Step 2
Schedule services
Pick walks, drop-in visits, or overnights that fit your schedule.
- Step 3
Photo & update after every visit
You hear from us every time, with a photo and a quick note.
Online booking coming soon. For now, schedule by phone or the meet & greet form below.
Service area
Proudly serving five North Shore towns.
Based in Middleton, MA. If you're nearby and don't see your town listed, send us a note. We may still be able to help.
- Middleton
- Topsfield
- Boxford
- West Peabody
- North Andover
North Shore, MA · 5 towns
Pricing
Pricing & packages
Professional, reliable, and compassionate pet care tailored to your pet's individual needs. All services are personalized to ensure your pets receive the highest level of care and attention.
Individual services
Weekday rates, 9 AM to 5 PM, one dog.
30 min solo walk
$28
Additional dog (30 min walk)
(same household)
+$10 per walk
15 min drop-in visit
Includes potty break, treats, and fresh water
$15
Additional dog (drop-in)
(same household)
+$5 per visit
Overnight sitting
$100 per night
Additional dog (overnight)
(same household)
+$25 per night
Most popular
Walk package
Ten 30-minute walks, bought up front. Weekdays only.
10 walks (30 min)
Monday to Friday
$230
Save $50
Additional dog
(same household, charged on every walk in the pack)
+$10 per walk
Scheduling and surcharges
Monday to Friday, 9 AM to 5 PM. Saturday, 10 AM to 3 PM.
Weekend
+$10
Short notice
Weekend bookings made less than 48 hours ahead
+$5
Off-hours
Before 9 AM or after 5 PM
+$10
Holiday rate
+50%
Thanksgiving, Christmas Eve, Christmas Day
No bookings are taken on these days
Closed
Initial meet & greet
Before beginning services, we offer a free meet and greet so we can get to know you, your pet, and your routine.
About
Hi, I'm Jenny
Welcome to Jenny's Dog Service! I live right here in Middleton, MA, and chances are I've probably seen you and your pup around the neighborhood.
I started this business because I know what it's like to worry about your dog while you're at work or away. That's why I'm insured, bonded, and certified in Pet CPR & First Aid. I take your trust seriously. But more than that, I'm just a huge dog person who believes every walk should end with a tired, happy pup and a calmer day for you.
I'll learn your dog's quirks, favorite routes, and whether they're a 'sniff every mailbox' type or a 'let's run' type. No cookie-cutter walks here.
Jenny's Dog Service is a small team of myself and two trained team members. We're all insured, background-checked, and trained in the same safety and care protocols. Certifications and proof of insurance are available to view at our complimentary meet & greet.
Jenny
Who walks your dog
Our Walkers
Cassidy
Dog Walker
Hi, I'm Cassidy! I am a reliable, trustworthy animal lover with years of hands-on experience. I'm a former MSPCA volunteer at Nevins, an owner of three pets (one dog, two cats), and have spent five years caring for the same client pup. I also have three years of experience nannying for families with dogs alongside my son. I comfortably care for dogs day or night of all ages and sizes. I cannot wait to meet your dog and keep their tail wagging!
Scheduling
Available time windows
Regular hours are Monday to Friday, 9 AM to 5 PM, and Saturday, 10 AM to 3 PM. Within those hours we offer flexible arrival windows for walks and drop-in visits, so we can give every client reliable service while still tailoring each visit to your dog.
Morning
9:00 AM to 11:00 AM
Late morning
11:00 AM to 1:00 PM
Midday
1:00 PM to 3:00 PM
Afternoon
3:00 PM to 5:00 PM
Need a specific time? Let us know, and we'll do our best to accommodate your request. Clients specify the walk service they want during these time blocks.
Saturdays: 10 AM to 3 PM, bookable on the site at the weekend surcharge. Booking less than 48 hours ahead adds a short-notice fee.
Before 9 AM or after 5 PM: available at the off-hours surcharge. Just ask when you book.
Meet & greets: scheduled by appointment in the evenings, Monday to Friday. Pick a time when you get started.
For overnights, please call to book.
SundaysTo give our team (and our own pups!) time to rest, we are generally closed on Sundays. Limited walks may be available by advance request - please message us at least 48 hours ahead and we'll do our best to accommodate.
Safety first
Weather policy
Your dog's safety is our top priority. When conditions are unsafe (extreme heat, severe cold, thunderstorms, heavy rain, ice, or poor air quality), we may shorten walks, substitute a potty break with indoor playtime, or reschedule. We always communicate any changes with you.
We always communicate any changes with you.
Hot weather
Dogs can overheat quickly, especially breeds with thick coats, short noses, or underlying health conditions. We use extra caution when temperatures are above 80°F, humidity is high, or pavement is too hot to touch comfortably for 7 seconds. Walks may be shortened or modified when temperatures reach 85°F or higher, or the heat index exceeds 90°F. During hot weather, we focus on shaded routes, slower-paced walks, and frequent water breaks.
Cold weather
Some dogs tolerate cold temperatures well, others are more sensitive. We monitor for temperatures below 20°F, wind chills below 10°F, and ice or hazardous footing. Walks may be shortened for small breeds, short-haired dogs, puppies, and senior dogs.
Thunderstorms and lightning
For safety reasons, we do not walk dogs during active thunderstorms, lightning, or severe weather warnings. Instead, we provide a potty break as conditions allow and offer indoor play and companionship.
Heavy rain
Light rain is usually fine, but walks may be shortened or modified during heavy downpours, flooding conditions, or reduced visibility.
Snow and ice
Snow can be enjoyable for many dogs, but walks may be shortened if sidewalks are icy, salt or chemicals are heavily applied, or snow accumulation makes walking difficult.
Poor air quality
On days with wildfire smoke or unhealthy air quality, outdoor time may be limited, especially for senior dogs and dogs with respiratory issues.
Common questions
Frequently asked
Anything we missed? Mention it on the meet & greet form below. We'll cover it when we meet.
What is a meet and greet?
It is a free, no-pressure visit before any walks begin. I come to your home to meet you and your dog, learn their routine and quirks, and answer your questions. If it feels like a good fit, you can book from there.
How much does a dog walk cost?
A 30-minute solo walk is $28, a 15-minute drop-in visit is $15, and overnight sitting is $100 a night, all at the weekday rate. A second dog in the same household adds $10 a walk, $5 a drop-in, or $25 a night, and a 10-walk package brings the walk rate down to $23 on Monday to Friday walks. Weekend, off-hours, and holiday bookings carry a surcharge, listed in full on the pricing section.
What areas do you serve?
I cover five North Shore towns: Middleton, Topsfield, Boxford, West Peabody, and North Andover. Middleton is home base. If you are just outside these towns, ask and I will let you know.
Are you insured?
Yes. I am fully insured, bonded, and certified in Pet CPR and First Aid. You are welcome to see proof of insurance and my certifications at the meet and greet.
Do you walk dogs one at a time or in a group?
Every walk is one on one. I do not run pack walks, so your dog gets my full attention the entire time. If you have more than one dog in the same household, I am happy to walk them together.
Can you give my dog medication?
Yes. Giving medication is part of drop-in visits, overnight stays, and cat care at no extra charge. Just walk me through what your dog needs at the meet and greet.
What time do walks happen?
Regular hours are Monday to Friday, 9 AM to 5 PM, in four arrival windows: 9 to 11 AM, 11 AM to 1 PM, 1 to 3 PM, and 3 to 5 PM. Saturdays run 10 AM to 3 PM at the weekend surcharge, with a small short-notice fee if you book less than 48 hours ahead, and visits outside those hours carry an off-hours surcharge. Sundays are generally a rest day and are not bookable online, and I am closed on Thanksgiving, Christmas Eve, and Christmas Day.
What if I need to cancel?
I just ask for at least 24 hours notice. Cancellations inside 24 hours are charged the full cost of the visit, since that time was set aside for your dog. True emergencies are handled case by case.
What if my dog is elderly, anxious, or reactive?
That is exactly what one-on-one walks are for. Because it is just me and your dog, I can go at their pace and steer clear of whatever stresses them out. Tell me everything at the meet and greet so I can plan the right kind of walk.
Do you offer overnight care?
Yes. I offer in-home overnight pet sitting at $100 a night so your pet can stay in their own space and routine. Stays longer than one night include two to three drop-in visits, and overnights are booked by phone.
What happens if the weather is bad?
Your dog's safety comes first. In extreme heat, severe cold, thunderstorms, ice, or poor air quality, I may shorten the walk, swap it for a potty break and indoor play, or reschedule. You will always hear from me about any change.
How do I get started?
Start with the get-started form on this site and I will reach out within one business day to set up your free meet and greet. Walks begin once the meet and greet is done and I know your dog.
Ready to meet your pet's new best friend?
The meet & greet is always free.