Dog Sitting Middlefield

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

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Over 8
pet parents in Middlefield have booked dog sitting

Middlefield, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brooke I.
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Brooke I.
from
$25
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
6 years of experience
Cromwell, CT, 06416

Brooke was so kind and attentive to my kitties. My babies were well cared for. It was nice to get daily updates and photos. Brooke is reliable, accommodating and flexible.

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Laurie R.
Sitter Profile Image: KELLY G.
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KELLY G.
from
$25
per visit
5.0 out of 5 stars
1 review
1 repeat client
30 years of experience
Meriden, CT, 06450

About: I try to take parts of Cesar Milan's strategy with dogs specifically. Trying to not reward bad behavior. Making sure a pet can respect my boundaries. Currently have a dog walking client at Winding Brook Condominiums in Meriden. I’m there twice a day for 30 minute walks and play. I bought some balls for her so she can play. Have videos and lots of photos. I work flexible hours as an independent contractor so I make my own schedule. I am building my pet care business so I am signing up for a drone pilots license for pet recovery. I am also working on upgrading my vehicle to a minivan. I am offering pet sitting in your home until that can change to my home. I am needing different things done to my home before I can bring pets to my house.

Sitter Profile Image: Alex K.
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Alex K.
from
$25
per visit
5.0 out of 5 stars
45 reviews
18 repeat clients
10 years of experience
Berlin, CT, 06037

Alex watched my dogs for several days while I was out of town and took fantastic care of them. She played fetch every time she went by, sent several pictures, and let me know anything out of the ordinary. I would highly recommend letting Alex take care of your fur babies!

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Emily R.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$20
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Middletown, CT, 06457

Michelle was fantastic. We had a frantic schedule and Michelle helped us out in a pinch. My husband and I highly recommend her!! Our dogs love her as well.

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Linda H.
Sitter Profile Image: Michelle J.
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Michelle J.
from
$20
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
East Rock, Meriden, CT, 06450

About: I have been caring for dogs and cats since I was 12 years old. For over 10 years, neighbors, friends, and family have trusted me to walk, feed, play with, and administer medication to their pets. I have a 12-pound Jack Russell mix named Luna, who is almost 4 years old and loves both people and other animals. I’ve had her for the past 3 and a half years, which has given me plenty of hands-on experience with puppies and young dogs. I also have experience caring for senior dogs and understand the patience and attention they may need. In addition, I have volunteered at animal shelters, where I cared for a wide variety of dogs and cats by feeding them, cleaning cages, walking them, and providing enrichment and playtime. I truly love working with animals and would be excited to meet your pet and build a trusting connection through exercise, play, and attentive care. I am currently in college for social work. I take my classes online and I have open availability to care for my clients and their animals. Trust and safety are two of my top priorities when it comes to taking care of your fur baby. I have an extensive amount of experience when it comes to caring for animals. I always treat them as if they were my own. I will frequently keep you updated when I walk your dog.

Sitter Profile Image: Cole T.
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Cole T.
from
$24
per visit
5.0 out of 5 stars
43 reviews
15 repeat clients
5 years of experience
Middletown, CT, 06457

Cole was great! He was very accommodating and took care of my many pets and kept me updated on how everyone was doing. I’m looking forward to booking him again!

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Cyle H.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$25
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Middletown, CT, 06457

Amazing responses! Booked super last minute and able to accommodate my work schedule! Will absolutely book again!

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Melissa K.
Sitter Profile Image: Justin H.
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Justin H.
from
$22
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Meriden, CT, 06450

About: Had a dog since I was a child, and have continued to have dogs my whole life. My current dog is 6 and great around children/other dogs (when she isn’t sunbathing). Currently job hunting so until that changes availability is relatively open. Early riser and love taking my dog on early morning walks in nice weather. A crate and in house fence are available, as well as sectioning off into separate rooms if needed. Plenty of beds and sleep/play space available.

Sitter Profile Image: Katharine S.
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Katharine S.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Middletown, CT, 06457

About: I have grown up around animals and have had both dogs and cats my whole life, as well as various types of small animals. I spent the last year working as an attendant at a Dog Daycare and Boarding center where I learned a lot more about caring for dogs in addition to my previous dog sitting experience. I have experience working with and handling dogs of all sizes and energy levels, specifically large dogs with lots of energy. I have a lot of patience for dogs who get anxious while their families are away and can help them feel as comfortable as possible. I rode horses for 10 years and For several years I worked leading pony rides and handling farm animals for a traveling petting zoo which has given me a well rounded understanding for taking care of animals in general. I am a college graduate and in college I would often take care of my friend’s animals when they were in class or away. At the moment I only have a cat and would love to get to spend more time with dogs again. I work in theatre as a prop and paint artist and a lot of jobs in the field are for a couple weeks at a time and are not always the most consistent. I have full availability on the weekends and have a very flexible schedule during the week, specifically in the morning and evenings but also can likely do mid day. I have helped my sister train her dog and can help continue any training and/or rules you have for your dog while walking and taking care of them. I can keep a close eye on them if they are likely to get into trouble or things they’re not supposed to. I will give your pets lot of love and attention while you’re away. I can also play with your dogs and help get their energy out during the day. My dog is very playful and I often have to run around with him in the yard and play with him in the house to help him calm down.

Sitter Profile Image: Angela P.
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Angela P.
from
$25
per visit
20 years of experience
Middletown, CT, 06457

About: I’ve had dogs since I was six and started helping take care of them around age ten. I genuinely love having a dog around, and there’s nothing better than the companionship and snuggles. I’m attentive, patient, and happy to stick to your dog’s routine so they feel right at home. I’m a hybrid worker with a flexible schedule, so I’m home a lot and able to give pets plenty of attention throughout the day. I love having animals around! They really fit naturally into my routine. Whether it’s walks, playtime, or just hanging out, your pet will have lots of company and won’t be left alone for long periods of time. In my home, your pet will have a calm, comfortable space and lots of attention. I only have a caged rabbit, so they’ll pretty much have the house to themselves. I also have a large yard for walks and fresh air. I promise to stick to your pet’s routine as much as possible and adjust based on their personality, whether they want to play or just relax and snuggle.

Sitter Profile Image: Douglas G.
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Douglas G.
from
$15
per visit
6 years of experience
Cromwell, CT, 06416

About: Hi! My name is Douglas, Doug for short. Currently a proud papa to a golden lab named Sunny, and a grey longhair cat named Remy. My best friend is a pug/chihuahua mix named Taz. I also had an old man chihuahua named Finn, and I’ll forever miss him. I feel like I speak dog, I know how to tailor my personality to meet the needs of any dog. Cliche to say but I am better with animals than with people. I am responsible, gentle, caring, and a big rule follower. I have pretty open availability throughout the week so I have lots of time to hang out with your dogs! Let me know what you need and I should be able to make it work! I have experience with crate training my dog so I am comfortable playing with your dog in the house or yard, and switching them to their crate if needed.

Sitter Profile Image: Nickimmy H.
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Nickimmy H.
from
$28
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Meriden, CT, 06450

About: Many years experience of potty and crate training puppies. I have raised a St. Bernard, Husky, 2 Pomeranians, and currently have a BichaPoo. I even was able to assist my Pom Coco when she gave birth to her son. It was a beautiful moment. My schedule is very flexible and most days I work from home. Plenty of time to spend with your pet. If I do have to go into the office I will be gone no longer than 5 hours. In the evenings my husband and 4 kids (ages 15,12,7 & 7) are home as well. I have a fenced backyard and a lovable BishaPoo to play with your fur baby. Pets in our home are free to roam around our home. They are one of the family.

Sitter Profile Image: GISELLE V.
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GISELLE V.
from
$18
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
4 years of experience
Portland, CT, 06480

Giselle was amazing!! I highly recommend. She was very attentive and took great care of Ben. She also sent a ton of pictures which make my time away easier.

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Lydia J.
Sitter Profile Image: Charline C.
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Charline C.
from
$20
per visit
20 years of experience
Middletown, CT, 06457

About: I’ve cared for dogs and cats for over 10 years and truly enjoy spending time with animals. Friends, family, and neighbors have trusted me to walk, feed, play with, and care for their pets while they’re away. I’m patient, dependable, attentive to routines, and comfortable caring for puppies, senior pets, and energetic dogs.” I currently work part-time and have a flexible schedule for pet care. I’m available for walks, drop-ins, and pet sitting during weekdays and weekends. I always make time to give pets attention, playtime, exercise, and lots of care so they feel comfortable and loved.” “Your pet’s safety and comfort are my top priorities. I provide a calm, loving, and clean environment and always follow feeding schedules, walking routines, and any special instructions carefully. I’ll make sure your pet feels safe, cared for, and treated like family while you’re away.”

Sitter Profile Image: Emily W.
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Emily W.
Star Sitter
from
$50
per visit
4.7 out of 5 stars
16 reviews
5 repeat clients
5 years of experience
Middletown, CT, 06457

About: I am dedicated to providing a loving, comfortable and peaceful environment for every animal under my care. I am professionally insured for pet sitting services beyond Rover’s coverage. I have experience in pet sitting for friends and family since I was 12 years old. I have had animals for most of my life, with experience owning rats, Guinea pigs, bunnies, fish, lizards, frogs, cats and dogs! I am comfortable with pets that may require some extra TLC as well as all breeds, ages, and sizes. I am fully devoted to ensuring your pet is safe, happy and feeling right at home in my care! New Service offered: “Doggy’s day out” - let your dog unleash their wild side, now offering an hour long outing filled with enrichment and fun! I will pick up your pup and bring them on a hike, picnic, beach trip or adventure of your choosing. Interested in this excursion ? Request to book for a walk and I will modify the booking, only $40 for the hour long experience. I am happy to accommodate any and all of your pets needs. I know each individual has their own requirements for care and special quirks. I treat all pets under my care as if they are my own. I would be happy to use specific leashes, bowls, food, etc. Please let me know what I can do to make your pet have the most positive experience!

Sitter Profile Image: Bill I.
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Bill I.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
25 years of experience
Cromwell, CT, 06416

Bill goes above and beyond his job description

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Michael P.
Sitter Profile Image: Chaslynn S.
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Chaslynn S.
from
$15
per visit
10 years of experience
Meriden, CT, 06450

About: My name is Chase. I am a track and field athlete with a bunch of energy. I am also experienced in dog training. I can go on runs with your dogs and take on as much play time as they can dish out. What sets me apart from other sitters is my deep love and respect for animals. I have always been a pet owner and animal lover, and I treat every pet under my care as if they were my own. I understand that pets are more than just animals, they are beloved members of the family, and they deserve the best care possible. I take the time to get to know each pet's unique personality, preferences, and needs, and I tailor my care accordingly. I am patient, compassionate, and attentive, and I make sure to give each pet the individualized care and attention they deserve. I am also reliable, professional, and responsive, and I communicate regularly with pet owners to provide updates and answer any questions or concerns they may have. Above all, I am committed to providing the highest quality pet care possible, and I take pride in making sure both pets and owners are happy and satisfied with my service. Pet care is an integral part of my daily and weekly routine. As a passionate pet lover, I prioritize the well-being and happiness of my furry friends. I start my day by feeding and walking my own pets, and then I head out to provide pet care services to my clients. During my visits, I make sure to give each pet the attention and care they need, whether it's feeding, walking, playing, or simply cuddling. I also keep track of any specific needs or instructions from the pet owner, and I communicate regularly with them to provide updates and ensure their peace of mind. After my visits, I make sure to leave the pet's environment clean and tidy, and I follow up with the owner to make sure they are satisfied with my service. Pet care is not just a job for me, it's a passion, and I take pride in providing the best care possible to every pet in my care. When caring for pets in the client's home, I follow any specific instructions or guidelines provided by the owner. I make sure to keep the pet's environment clean and tidy, and I provide the same level of love and attention that I would give to my own pets. I make sure to stick to the pet's regular feeding and exercise schedule and provide any special care or medications as needed. I also communicate regularly with the owner to provide updates and ensure their peace of mind. My priority is always the pet's comfort, safety, and happiness. I am committed to providing top-quality pet care that meets both the pet's and the owner's needs.

Sitter Profile Image: Maria I.
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Maria I.
from
$20
per visit
4.4 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Wallingford, CT, 06492

About: Hello Rover customers, I have taken care of pets since I was a child and have taken care of my family’s fur babies since my kids were small. I am currently left with my senior cat at home but would love to take great care of your beloved fur babies. I am currently self employed and work part time during the weekdays. I have a very flexible schedule and can accommodate as needed with enough notice! I have a fenced in yard for my animals if needed but I am very careful in customer’s homes and make sure to not leave without checking my surroundings first so no animals gets out the door.

Sitter Profile Image: Jenna M.
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Jenna M.
from
$25
per visit
5.0 out of 5 stars
28 reviews
4 repeat clients
10 years of experience
Wallingford, CT, 06492

Jenna is reliable and my dog loves her!

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Andrea N.
Sitter Profile Image: Sowatey L.
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Sowatey L.
Star Sitter
from
$37
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
16 years of experience
Middletown, CT, 06457

About: Growing up dogs have been a huge part of my lifestyle and household. Having owned 8 furry friends in my lifetime, and 1 being a cat, it’s hard not to pick up on their language 😂. Especially with the energetic Pomeranians my mom’s side loved. Aside from this experience, family, friends, and neighbors have regularly relied on me to take care of their pets while they’ve been away. Approaching every dog I see in public has become a mission of mine and it makes my day interacting with high energy animals! Trust when I say the pleasure is mine! I currently work part time, Sunday-Wednesday. On Sundays I’m out of work at noon, and on the weekdays I work I’m out by 2pm. Thursday-Saturday my schedule is most flexible. I do like to stay busy so I prefer advance notice, earlier the better. Last second bookings are possible, just less guaranteed. I have a few packs of treats that I keep for dogs. The brands I’ve purchased include Old Mother Hubbard, WholeHearted, Zuke’s, Good Lovin’, etc. I usually mix it up because some dogs are surprisingly picky. Let me know of any medical problems or dietary needs. I’ve dealt with many unique medical concerns. Some examples include pets requiring doses of medicine each day, restrictions on physical activity, and ones with anxiety. Let me know any accommodations or special needs, I will follow! I also have a couple toys just in case.

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The median cost per visit for dog sitting in Middlefield is $23

Dog parents share their Rover experiences - Middlefield

1 / 1
5.0 out of 5 stars

Briona did a great job watching after our dog and two cats! They were well looked after and she spent ample time with them while we were away.

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James V.
Drop-In Visits
5.0 out of 5 stars

It’s so nice to have someone who loves your pet as much as you do! Kim did a visit today and took her for a walk. They cuddled together before she left. No worries while being away from your pet.

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Anne H.
Drop-In Visits
5.0 out of 5 stars

Renee has been great with my buddy. Highly look forward to her watching him it makes me feel happy for him.

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Alex N.
Drop-In Visits
5.0 out of 5 stars

Always a great experience with Christine. I've done both drop in visits at my home and doggy day care at her home. I completely trust her with my dog and my dog loves her. Highly recommend

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Michela S.
Drop-In Visits
5.0 out of 5 stars

Aly is the best. So caring and so reliable. Great at communicating. Loves my dog like her own while she’s with her.

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Haley W.
Drop-In Visits
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  • 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?

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  • 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

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Sitters in Middlefield average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Middlefield

Frequently asked questions about Rover

The average cost for Dog Sitting in Middlefield on Rover is $16.65 per visit (as of July 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 July 2026, there are 2,718 sitters on Rover offering Dog Sitting across Middlefield. 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 Middlefield 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 Middlefield 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 Middlefield 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 Middlefield. On Rover:

  • 96% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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