Dog Sitting Middleton

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

When are you returning?
Search

Over 78
pet parents in Middleton have booked dog sitting

Middleton, 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: Rosemary D.
Verified Background Check
Rosemary D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
70 reviews
24 repeat clients
11 years of experience
Reading, MA, 01867

Rosemary was a last minute Rover sitter we had never used before, and she ended up being a huge lifesaver! Easy communication and never had to worry about a thing. Will definitely add Rosemary's name to our Rover sitter list.

Profile image
Gina P.
Sitter Profile Image: Meryn D.
Verified Enhanced Background Check
Meryn D.
$18
total per visit
5.0 out of 5 stars
1 review
3 repeat clients
8 years of experience
Wenham, MA, 01984

About: My name is Meryn DeSimone, I am 22 and recently graduated from Elon University. I've taken care of a variety of different of animals and truly love spending time with pets! I currently have a chinchilla, Frank and a leopard gecko, Sally. My parents have two dogs also, Kip and Hammy and I have grown up with having dogs and cats around so they are second nature to me. I consider myself to be an organized and dedicated person with a big heart for animals. I would be more than happy to assist with any local pet care needs. I have plenty of time in the afternoon after my classes and I would love to spend that time going on a walk or taking care of pets! I can walk the dogs for long enough to make sure they are tired, feed them, clean up after them and even give medications or special requests that the animals would need!

Sitter Profile Image: jacklyn h.
Verified Enhanced Background Check
jacklyn h.
Star Sitter
$39
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
8 years of experience
Danvers, MA, 01923

About: Hi Pet Parents! 🐾 please read 🐾 Multi-Hour & Constant Care BookingsPlease note that my listed drop-in rates cover standard 30 to 60-minute visits. For extended, continuous care where I am required to stay at your home for multiple consecutive hours, I charge an hourly rate of $25/hour.If you need a multi-hour booking, please message me directly before confirming so I can manually adjust the request to the correct total! This ensures your pet gets my undivided attention for the entire block of time. I bring over 6 years of pet care experience from Wag and have been on Rover for about a year where I built long term relationships with pups (and their humans!) through a ton of walks, drop-ins and sittings! ✨ What sets me apart? - Consistency & reliability: I treat your pets and your home with the same care I’d want for my own. - Experience with all kinds of dogs: from shy rescues to energetic puppies to senior pups or disabled dogs who need gentler attention and care - Communication: I keep you in the loop with updates, photos and videos so you can relax knowing your best friend is happy and safe. I know how much trust it takes to leave your pets with someone and I don’t take that lightly. Whether it’s a quick walk, an overnight stay or daily drop ins, I’m here to make sure your pets feel loved and cared for while you’re away. - I know a lot of you are parents and / or are very busy if you need more assistance such as picking your dog up from doggy day care, grooming appointments or simply just cleaning up the house please let me know and we can discuss further Can’t wait to meet you and your fur babies! 🐶🐾 I have the flexibility to adapt to your pet’s specific routine and needs, so they get consistency and attention just like they would if you were home. When I care for pets in their own home, I focus on keeping their routine as normal and comfortable as possible. - Walks & exercise: I match your dog’s pace and energy level whether that’s a quick potty break, a long walk playtime. - Drop-ins: I handle feeding, fresh water, litter or potty breaks and always make time for playtime and affection so your pet feels loved, not just “checked on.” - Sitting: I provide companionship, stick to your pet’s daily schedule and make sure your home is respected and cared for while you’re away. I completely understand how much trust it takes to let someone into your home. For extra peace of mind, I always encourage pet parents to use cameras if they’d like because that way you can see your pets happy and comfortable while you’re away. I also send regular updates, photos and videos so you can relax knowing your best friend is in loving hands. Just for extra reassurance, I don’t invite people into your home. The only time I ever have was for a family I’d been sitting for over many years, and I made sure to ask first—I only had my dad over for dinner because it was Thanksgiving during that stay. Aside from that, I would never invite friends or anyone else over, as I personally find that disrespectful.

Sitter Profile Image: Anna M.
Verified Background Check
Anna M.
$32
total per visit
4.9 out of 5 stars
101 reviews
44 repeat clients
20 years of experience
Danvers, MA, 01923

Chloe & Sophie had a wonderful time with Anna ! She was on time for their feedings They enjoyed their walks and playtime with her Highly recommend

Profile image
Betsy V.
Sitter Profile Image: Veronica R.
Verified Enhanced Background Check
Veronica R.
$23
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
18 years of experience
Stoneham, MA, 02180

Veronica is such a sweet caretaker. My dog is pretty anxious but Veronica handles her with so much patience and grace. I can tell she’s an awesome dog mom who is understanding and loving towards other dogs. She’s a great communicator as well!

Profile image
Sarah K.
Sitter Profile Image: Michelle M.
Verified Enhanced Background Check
Michelle M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
228 reviews
81 repeat clients
25 years of experience
Danvers, MA, 01923

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

Profile image
Angel Z.
Sitter Profile Image: rylee O.
Verified Enhanced Background Check
rylee O.
$36
total per visit
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Danvers, MA, 01923

Rylee was great to work with - very responsive and flexible! She sent a very detailed Rover card with lots of pictures. I can see that my dog had a great time with her!

Profile image
Michaela D.
Sitter Profile Image: Catherine H.
Verified Enhanced Background Check
Catherine H.
$23
total per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Wenham, MA, 01984

About: Originally from Colorado and with an extended family full of dogs, I love being active with energetic dogs, but am just as happy keeping company with a laid-back pet. I've had dogs my whole life and have also cared for rabbits, cats, and a variety of other animals through pet sitting over the years. I'm dependable, engaging, and will always follow your pet's routine and care instructions carefully. I look forward to meeting you and your special furry friend! I work full-time Monday through Friday from approximately 8:30 AM to 4:30 PM, so I'm best suited for pets that are comfortable being alone during the workday or live close enough to my work for a quick lunch break potty. Before and after work, I'm available for walks, feeding, playtime, and plenty of attention, and I have evenings and weekends to spend quality time with your pet. When caring for pets in your home, my priority is keeping their routine as normal as possible so they feel safe and comfortable. I'll carefully follow your instructions for feeding, walks, simple medications, playtime, and bedtime routines. I'll also make sure your pet gets plenty of attention, affection, and exercise based on their personality and needs. I know it's a privilege to be trusted in both your home and with your pet, so I'll treat each with the same care and respect I would my own. I'm also very happy to provide regular updates and photos so you can have peace of mind while you're away!

Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Elizabeth D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
230 reviews
52 repeat clients
20 years of experience
Beverly, MA, 01915

Elizabeth was a responsible pet sitter. She was right on time for her visits with Luna. She always checked in with a photo and communicated well. We would have her back.

Profile image
Emily G.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
$34
total per visit
5.0 out of 5 stars
7 reviews
10 years of experience
Middleton, MA, 01949

About: I grew up surrounded by dogs and I love all animals! I was a teacher in Soain this past year and I just moved back home to Massachusetts. My schedule is wide open this summer, so your pet will get lots of attention, frequent walks, and great company. I can come to you and take care of dogs in their own home, so they stay comfortable in their own space and routine (feeding times, walks, whatever they’re used to). I’m patient, attentive, and take every dog’s happiness seriously! I just moved back to Massachusetts after teaching English in Spain and I have plenty of time and flexibility to focus on pet care. This summer I eager to give your pet lots of attention, walks, and companionship! I provide a calm, safe, and welcoming presence for pets in the comfort of their own home. I respect each dog’s routine — meals, walks, and special care needs — keeping things as consistent as possible so they feel settled. My priority is that they stay comfortable, safe, and happy, always with plenty of attention and affection

Sitter Profile Image: Natali S.
Verified Enhanced Background Check
Natali S.
$32
total per visit
5.0 out of 5 stars
44 reviews
8 repeat clients
28 years of experience
Lynn, MA, 01902

Natali tok great care of Lola, made us feel very reassured about our pet’s care!

Profile image
Roberta T.
Sitter Profile Image: Lauren M.
Verified Background Check
Lauren M.
$28
total per visit
5.0 out of 5 stars
38 reviews
12 repeat clients
15 years of experience
Salem, MA, 02135

Lauren was so wonderful caring for our two cats, Ozzy and Willis. She was incredibly communicative and attentive to our boys and I would absolutely have her care for them again! Thanks for all that you do, Lauren!

Profile image
Katie G.
Sitter Profile Image: Brianna A.
Verified Enhanced Background Check
Brianna A.
$23
total per visit
10 years of experience
Lynn, MA, 01904

About: I have limited professional experience in animal care but I have nearly a lifetime's worth of practical experience and pure love for all animals. Between having pets of my own and caring for others' fur-friends, I'm always the "DD" or "designated dog-duty" person. Since I've been able to walk to my neighbors houses or drive to friends and family members' homes I've often been relied on to check-in on, walk, feed, bathe, and care for their pets. Along with years of experience caring for pets in the home, I have volunteer experience bathing, blow-drying, and combing dogs of all ages and sizes. I've experience caring for dogs (including senior dogs), cats, puppies, kittens, turtles, hamsters, bearded dragons, and sugar gliders. Caring for others is something that comes naturally to me. I'm currently a graduate student aspiring to work in the mental health field with children and adolescents. However, as much as I love working with humans, I also love working with animals and pet-sitting/walking has become a side-gig that fills my cup and my wallet! I'm a quick-learner and willing to follow any special care instructions to accommodate your pet's needs. I'm currently a part-time graduate student so I have plently of time to walk and/or care for your furry friends! I have a lot of open availability and flexible scheduling during summer months so please reach out with any scheduling or timing questions. Safety is my top priority, for your pets, your home, and myself. I will carefully follow all care instructions, whether they're for routines inside the home, walks, medications, or any special needs. I'm attentive, observant, and adaptable to each pet's unique personality and always allow them to set the pace as we build trust and become comfortable with one another. I'm very patient with shy, fearful, or timid pets and can adapt to ensure introductions are low-stress and with your approval, can incorporate treats, toys, or gentle play to help them feel safe and confident. During walks, I keep dogs securely leashed at all times and remain aware of our surroundings to ensure a safe and fun experience. My goal is to provide dependable, compassionate care so you can feel confident knowing your pet is in safe, caring hands!

Sitter Profile Image: Ashley A.
Verified Enhanced Background Check
Ashley A.
$18
total per visit
3 years of experience
Peabody, MA, 01960

About: I am a dedicated pet lover with experience caring for dogs of different sizes, ages, and personalities. As a dog owner myself, I understand the importance of providing pets with a safe, loving, and reliable environment while their owners are away. I am comfortable with feeding schedules, walks, playtime, administering basic medications, and providing plenty of attention and companionship. My goal is to treat every pet like family and ensure they feel happy, comfortable, and well cared for Pet care fits naturally into my daily routine as I care for my own dog, Ella, and cat, Willow. I have a flexible schedule and can provide feeding, walks, playtime, litter box cleaning, medication administration, and plenty of attention. I am committed to keeping pet owners updated and ensuring their pets feel comfortable, safe, and loved while they are away. I am usually available M-Thursday after 5pm Early mornings if necessary Your pet’s safety and comfort are my top priorities. I follow each pet’s normal routine as closely as possible, including feeding schedules, exercise, medications, and any special care instructions. Whether caring for pets in your home or during visits, I provide a calm, clean, and loving environment. I understand that every pet is unique and will treat your furry family member with the same care and attention I give my own pets, Ella and Willow.

Sitter Profile Image: Keishin Rae S.
Verified Enhanced Background Check
Keishin Rae S.
$19
total per visit
4 years of experience
Beverly, MA, 01915

About: I have my very own rescued golden retriever/hound mix named Goldfish. He’s taught me the importance of patience, slow introductions and the power of treats! I have experience working with large breeds, anxious dogs, reactive dogs and senior dogs with special needs. I’m also a runner so I’d be happy to take your high energy pups on a run! I have a flexible schedule since I work part time. I will be available to hang out with your pups most days of the week! I’m attune to dog body language and make sure to read their cues when approaching them. I’ll be sure that they’re secure when entering and exiting a home. When we’re on walks, I’ll make sure that they don’t get into things when they’re not supposed to and be cautious of other dogs and people.

Sitter Profile Image: Xiaxia M.
Verified Enhanced Background Check
Xiaxia M.
$20
total per visit
10 years of experience
Reading, MA, 01867

About: I have a lifetime of experience caring for pets and a genuine love for animals. I grew up with cats and dogs, which taught me from a young age how to understand their different personalities, respect their boundaries, and provide them with patience, attention, and loving care. I also have hands-on experience caring for dogs of different sizes and energy levels. I currently have a sweet, friendly 6-year-old Pomeranian who is a very important part of our family. In addition, I cared for a Golden Retriever for two years, giving me experience with a larger and more active dog. Through caring for my own pets and the pets in my family, I’m comfortable with everyday pet care such as feeding, fresh water, walks, playtime, potty breaks, companionship, and maintaining their normal routines. I understand that every pet is different, and I take the time to learn each pet’s personality, habits, and individual needs. My goal is to make every pet feel safe, comfortable, happy, and loved while their family is away. I’m also happy to provide regular updates and photos so pet parents can have peace of mind knowing their furry family member is in caring hands. 🐶🐱❤️ I’m a stay-at-home mom, which gives me a flexible schedule and allows me to provide plenty of time, attention, and care to the pets I look after. I’m available for walks, drop-in visits, and pet sitting, and I can be flexible with scheduling depending on your pet’s needs. I’m able to give pets the companionship and attention they need throughout the day while maintaining their regular routines. I’m also happy to provide updates and photos so you can feel comfortable knowing your pet is happy and well cared for while you’re away. 🐾❤️ I live in a comfortable townhouse with a fully fenced yard, providing a safe space for pets to enjoy fresh air and playtime. My home is conveniently located next to a Memorial Park, which provides a great nearby space for safe, enjoyable walks and outdoor time. Dogs can get fresh air, exercise, and plenty of opportunities to explore their surroundings without needing to travel far. I’ll always prioritize your pet’s safety, comfort, and well-being while they’re in my care. 🐾❤️

Sitter Profile Image: Allie Rose K.
Verified Enhanced Background Check
Allie Rose K.
$23
total per visit
4 years of experience
Saugus, MA, 01906

About: As a dog owner myself, I know how hard it can be to leave your pet with someone new. I’ll take the time to learn your dog’s routine, personality, likes, and dislikes so they feel comfortable and cared for. I’m reliable, patient, and happy to provide walks, playtime, cuddles, and regular photo updates for your peace of mind. I currently have a very flexible schedule, which allows me to give pets plenty of time, attention, and care throughout the day. I’m available during the week and on weekends for walks, drop-in visits, and quality time with your pet. Caring for my own dog is already a big part of my daily routine, so providing consistent, loving care comes naturally to me. I follow each pet’s normal routine as closely as possible, including their feeding schedule, walks, potty breaks, playtime, and any specific instructions provided. I keep their environment clean, comfortable, and secure, and I give them plenty of attention based on their individual personality. I also send regular photos and updates so you can feel confident that your pet is safe, happy, and well cared for. I also have a fenced in large backyard great for dogs to run and play.

Sitter Profile Image: Caroline S.
Verified Enhanced Background Check
Caroline S.
$28
total per visit
5.0 out of 5 stars
67 reviews
25 repeat clients
18 years of experience
Wilmington, MA, 01887

Caroline was punctual and sent me a lot of pics! I wasn't there to see how things went but my puppy was tired and had a long nap after so I'm assuming it went very well!

Profile image
Yuko R.
Sitter Profile Image: Molly G.
Verified Background Check
Molly G.
$34
total per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
29 years of experience
Wakefield, MA, 01880

As a first time dog owner it was very difficult to leave my new puppy for 24 hours. From the meet/greet prior to booking, I knew Molly genuinely cared about my pup and was going to make sure he was cared for. She updated me throughout my time away, my home was in terrific condition when I returned (better than it was originally actually) and more importantly cared and loved my dog. Thank you so much Molly.

Profile image
Joseph N.
Sitter Profile Image: Laura D.
Verified Background Check
Laura D.
$23
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
22 years of experience
Wakefield, MA, 01880

Laura is great and my puppy loves her! Shes great with a pup who’s still learning her manners. Knowing she was coming to hang out with Eloise put my mind at ease when I started going back to the office after adopting her. Definitely recommend!

Profile image
Sarah P.
1 / 1
View more

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

Dog parents share their Rover experiences - Middleton

1 / 1
5.0 out of 5 stars

Fantastic! Amanda takes great care of Tally! Keeps us informed and Tally loves her, whether she plays with her at the house or brings her home from doggy day care and gives her a snack!

Profile image
Deb B.
Drop-In Visits
5.0 out of 5 stars

Lauren was kind, friendly, punctual and took wonderful care of our 3 BTs! I look forward to seeing her again.

Profile image
Dee Marie P.
Drop-In Visits
5.0 out of 5 stars

Sophie took care of our dog like it was their own. We did not worry while we were away knowing Sophie was caring and reliable. Highly recommend Sophie!

Profile image
Peggy S.
Drop-In Visits
5.0 out of 5 stars

Jessica was pleasant, punctual and great with our Bella! Our dog has anxiety and is not the friendliest around people she doesn’t know. But Jessica did what I suggested and was able to have our dog feel comfortable with her and even alerted us about a situation in our house ! I definitely highly recommend her !

Profile image
Paula D.
Drop-In Visits
5.0 out of 5 stars

Lauren was fabulous! My dog loved her! She was very responsible and did everything I asked her to do. She sent me pictures everyday which I really appreciated. I’ve already recommended her to some of my friends. I’m trying to think of some other places to go so I can use her again. Even my elderly neighbor loved her because she took the time to talk with him.

Profile image
Nancy F.
Drop-In Visits
5.0 out of 5 stars

Candi was great with our Tessa, a walk and a drop-in for dinner time is exactly what we needed while gone all day. Reliable, communicative, and so perfect for our last minute needs. Thank you!!!

Profile image
JenaAndRyan B.
Drop-In Visits
1 / 1
Find pet care near you

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 - Middleton

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Middleton average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Middleton

Frequently asked questions about Rover

The average cost for Dog Sitting in Middleton on Rover is $24.42 per visit (as of September 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 September 2026, there are 9,557 sitters on Rover offering Dog Sitting across Middleton. 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 Middleton 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 Middleton 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 Middleton 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 Middleton. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge