Dog Sitting in Middlefield

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

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Top rated Middlefield dog sitters

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

Brooke has taken care of our pets multiple times and she is always kind, consistent, and caring as well as a clear communicator. We are grateful we can trust someone with our pets. Thank you!

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Jennifer B.
Sitter Profile Image: Laura D.
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Laura D.
from
$22
per visit
5.0 out of 5 stars
106 reviews
22 repeat clients
14 years of experience
Middletown, CT, 06457

Laura is great with our puppy! Laura is ontime for visits, she provided detailed updates and pictures! My puppy was so happy with Laura!! Recommend!! ❤️

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Kate L.
Sitter Profile Image: Shannon C.
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Shannon C.
from
$20
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Rockfall, CT, 06481

Shannon was excellent! I could tell she adored my cats and genuinely cared about their well-being while I was away. Absolutely would use again!

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Jeannine T.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$17
per visit
5.0 out of 5 stars
2 reviews
2 years of experience
Cromwell, CT, 06416

About: I have owned dogs and cats my whole life. At one point we had 4 dogs in the house! I am a dog-lover above all, but I also LOVE cats and understand them and their boundaries. I look forward to making new furry friends :) I currently work part-time on Saturdays and am a grad student during the Fall and Spring. Pet care is an AWESOME addition to my open schedule! I have overnight “cat-sat” on and off for the last two years. I do not leave any messes and am respectful of others’ spaces. I keep to myself and read books or do homework online when I stay the night somewhere—as well as hanging with critters!! I am professional and respectful about the work I do🩷

Sitter Profile Image: Kate H.
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Kate H.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Wallingford, CT, 06492

Kate was absolutely amazing and really professional. I did not have any issues, even with my dog being a bit crazy at times. I would 100% recommend

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Andrew M.
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: Sowatey L.
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Sowatey L.
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.

Sitter Profile Image: Taju B.
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Taju B.
from
$25
per visit
2 years of experience
Middletown, CT, 06457

About: I have taken care of dogs all my life with family members to neighbors to my own dogs. I have fed , taken to dogs to vet , long walks or hikes , given medication and or supplements. I work from 3:50pm to 12:20 am Monday through Friday but have a availability from 11:00 am to 2:30 pm momday through Friday and then i have availability all through The Weekend. I will always leave your hosue the way you left it and make sure your dog or cat is safe at all times and make sure that it’s having fun and or relaxing

Sitter Profile Image: Ariel V.
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Ariel V.
from
$25
per visit
20 years of experience
Meriden, CT, 06450

About: I’ve had animals of all kinds all my life, Cat & Dog lover of all breeds, ages, and temperament. Looking to make some extra money while in college! available for pet care 24/7, I do online schooling so I have plenty of time to care for the babies and give them the proper attention I have a cat of my own 7 yrs old named Loki! The most chill boy ever and loves everyone. Will prioritize cleaning up after the babies, then loving them after. :)

Sitter Profile Image: Margaret R.
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Margaret R.
from
$20
per visit
5.0 out of 5 stars
27 reviews
5 repeat clients
7 years of experience
Middletown, CT, 06457

I booked Margaret at the last minute to watch my cat for the weekend. She was very descriptive in each of her visits to what she encountered, my cat’s behavior, photos. I would highly recommend Margaret!

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Jonathan G.
Sitter Profile Image: Christina S.
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Christina S.
from
$20
per visit
5.0 out of 5 stars
1 review
8 years of experience
Middlefield, CT, 06455

About: I have been living with dogs for my entire life and, since moving to Connecticut 6 months ago, I have been missing these furry friends! I have had the pleasure of working with 2 older dogs who had various age-related health conditions until the end of their lives and, in the last 4 years, have been able to raise and train 2 (very playful and mischievous) puppies. I work 9-5 in North Haven, CT and am available for early morning care and anytime after 6 pm during the work week. I am usually free all weekend and enjoy going on early morning walks and hikes! I find that with each dog, their preferences tend to guide my behavior around them. I have always been around dogs and puppies who required a lot of exercise and have bountiful amounts of personality and energy, but I also know that many pets, especially around new people, may require more time to warm up and may need extra care and attention. Ensuring the the owner's and dog's needs are met are my highest priority and I take extra care to note what a dog's daily and nightly routine is so to make sure I do not throw them off off from their daily life!

Sitter Profile Image: Maja  T.
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Maja T.
from
$25
per visit
4.9 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Middletown, CT, 06457

About: As a mom myself (both a dog-mom and human-mom!), I know how hard it is to leave your little fur baby behind to enjoy a fun vacation or business trip but I can assure you that with lots of photos and text updates that your little pup or kitty will be so happy in our animal-loving home! We are a vegan household so needless to say, we do not discriminate against any little or big creature (well, maybe just spiders!). Your pup will have the best care, all the couch snuggles, nice walks on grassy Pehlam Parkway dirt paths, fetch games and timely food/drink care! My 6 year old will endlessly read to him/her and my 3 year old will give them all the scratches! They are VERY good with all dogs big or small and understand the limits, they will never be left unattended with your pup! We lost our Golden Retriever and Coonhound this year and just looking to fill the small void in our home <3! So go on your trip and let us go on some fun exploring walks! Please message me with any questions! I currently work from home full time and am very active and willing to walk dog at any time in any weather... and weekends consist of some sort of activity with our children that would require us to be out of the house for 2-4 hours, no more. We have a 2 bedroom apartment with a very large living room and very large windows that dogs love to look out of! You are welcome to bring your dog bed, we have plenty of space, and a nice dark hallway if they want some peace and quiet :)

Sitter Profile Image: Jenna M.
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Jenna M.
from
$25
per visit
5.0 out of 5 stars
27 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: KELLY G.
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KELLY G.
from
$25
per visit
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. 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: 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: 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: 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: Christopher N.
Verified Enhanced Background Check
Christopher N.
from
$15
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Middletown, CT, 06457

About: I’ve lived with dogs and cats my whole life! I grew up with a senior dog and cats in their late teens, and then got puppies and kittens that I’ve taken care of for over a decade. I’ve watched pets for friends and family, and while I’m new to professional pet care, I’ll treat yours with the same care I’d treat mine. I can fit pet care into virtually any time of most days. I’m a college student home for the summer, so I’m not very busy! I’m very gentle with my pets, and I like to treat them like a friend rather than another type of entity. I respect their boundaries and comfort, and like to see what would be best for them in any given moment. I’m always respectful of other people’s homes, always respect house rules, and am super careful of others’ property.

Sitter Profile Image: Katherine A.
Verified Enhanced Background Check
Katherine A.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
06422

Kate was a great sitter and very well qualified, appreciated our Sammy, went above and beyond

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Paul G.
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Middlefield dog parents share their Rover experiences

1 / 1
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

Briona did a great job with a drop in visit for our dog! She sent a bunch of pictures and remembered our dog care instructions from her prior visit. We came home to a happy dog :)

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Kim C.
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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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for dog sitting in Middlefield is $22

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Sitters in Middlefield average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Middlefield on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Middlefield dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,761 dog sitters in Middlefield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 88% of Middlefield dog sitters respond in under an hour.

Dog sitters in Middlefield have an average of 16 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Middlefield.

Rover makes it easy to find Middlefield dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,761 dog sitters in Middlefield on Rover, so you’re sure to find the perfect match for your dog! In Middlefield, 97% of dog sitters offer daily exercise, 96% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.