$25
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 six 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.
$40
60-minute solo dog walk
A full hour for exercise, sniffing, leash manners, and play, plus a photo update so you can see your pup happy and tired.
$18
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)
$75/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
$18
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 six 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 Reading
North Shore, MA · 6 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
A la carte rates.
30 min solo walk
$25
60 min solo walk
$40
15 min drop-in visit
Includes potty break, treats, and fresh water
$18
Overnight sitting
$75
Additional dog (walks)
(same household)
$10 per walk
Additional dog (overnight)
(same household)
$25 per night
Most popular
Weekly package
Monday to Friday, 5 walks per week
30 min walks
$105
Save $20
30 min, 3 days per week
$63
Save $12
60 min walks
$190
Save $10
60 min, 3 days per week
$114
Save $6
Additional dog
(same household)
$10 per walk
Flexible package
Valid for 1 month
10 walks (30 min)
$200
Save $50
10 walks (60 min)
$380
Save $20
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
Scheduling
Available time windows
We offer four 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
8:00 AM to 10:00 AM
Late morning
10:00 AM to 12:00 PM
Midday
12:00 PM to 2:00 PM
Afternoon
2:00 PM to 4:00 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.
Meet & greets: scheduled by appointment in the evenings, Monday to Friday. Pick a time when you get started.
For overnights, please call to book.
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 $25 and a 60-minute solo walk is $40. Drop-in visits are $18. Weekly and monthly packages bring the per-walk price down, and there is a small add-on for a second dog in the same household.
What areas do you serve?
I cover six North Shore towns: Middleton, Topsfield, Boxford, West Peabody, North Andover, and North Reading. 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?
Walks run Monday through Friday in four arrival windows: 8 to 10 AM, 10 AM to 12, 12 to 2 PM, and 2 to 4 PM. You pick a window and your dog gets walked sometime inside it. If you need a specific time, ask and I will do my best.
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 $75 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.