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.

1 / 1
Sitter Profile Image: Adam J.
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Adam J.
from
$13
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
4 years of experience
Middletown, CT, 06457

About: I've had dogs my whole life. They're such a big part of me and I absolutely love meeting them. I'll follow any specifacation you may have for your dog. I love taking walks and playing with them. I will also feed additional pets that you may have or clean yards if needed. I am currently in college in the afternoon for an few hours on monday through thursday. I can stay at the owner's house if needed. However, I can also do visits to feed and let out if that is more comfortable for the owner. I often like to go on walk with dogs I am taking care of, they are always on the leash on these walks. I also enjoy going out in the yard to play with them. I am not opposed to crates.

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

Laura was a perfect fit for our pups! She clearly loves animals and did a great job caring for ours while we were out of town. They got lots of walks and TLC, and we got some great pictures of happy pups to tide us over until we returned. She was always on time, and I would highly recommend her.

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Christine B.
Sitter Profile Image: Kelly G.
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Kelly G.
from
$22
per visit
4.9 out of 5 stars
180 reviews
45 repeat clients
15 years of experience
Portland, CT, 06480

Kelly was fantastic dropping in 3 times a day to pull my geriatric cat and care for my three cats. She is reliable and very capable, engaging my cats in play. She cleaned the cat dishes, the litters and left the area immaculate. I will definitely book her again when we travel.

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Julius 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: Oscar A.
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Oscar A.
from
$25
per visit
15 years of experience
Middlefield, CT, 06455

About: I love dogs and enjoy nothing more than a good walk with them! My experience ranges from caring for my loyal Husky for 14 years to currently training a Giant Schnauzer puppy. I understand that every dog has a different personality, and I’m happy to accommodate puppies, seniors, and active walkers alike. While I'm usually busy during the week I'm pretty open on weekends and Mondays I just need the one day notice to schedule to come help with your best friend I provide a safe and controlled environment for every walk. I double-check all equipment and stay alert to our surroundings to avoid hazards before they happen. I value your trust and treat your pet and property with the highest level of responsibility.

Sitter Profile Image: Emily W.
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Emily W.
Star Sitter
from
$50
per visit
4.8 out of 5 stars
18 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 have experience caring for, amphibians, reptiles, small exotics, chickens/baby chicks, goats, puppies, elderly dogs, high energy and anxious dogs, cats and kittens. I am fully devoted to ensuring your pet is safe, happy and feeling right at home in my care! If you have any inquiries about animals outside of my experience listed feel free to send me a message and we can see if I will be the best fit for you! I am an insured pet sitter full time. My schedule during your sitting will be catered to whatever fits you and your pets needs! Let me know what is needed during an overnight sitting: How often is a potty break? What is your usual routine? How long is your pet family comfortable being alone in the house? Let’s go over their daily schedule and routine and come up with a plan for your pets care! 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: 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: 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's definitely a good guy he's very accommodating with my crazy schedule and Jasper likes him so that's saying a lot.

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Michael P.
Sitter Profile Image: Elizabeth F.
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Elizabeth F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Newington, CT, 06111

About: Hi there! My name is Ellie, and I’m a passionate animal lover with over a decade of hands-on experience caring for dogs of all breeds, sizes, and personalities. I have pups of my own, so I know how much trust it takes to let someone else care for your furry family member — and I treat every pet I meet with the same love, attention, and respect I give my own. Whether your dog needs a fun walk to burn off energy, a drop-in to check on meals and snuggles, or full-on overnight care, I’ve got you covered. I’m reliable, patient, and fully committed to making sure your pet feels safe, happy, and loved while you’re away. I can’t wait to meet your fur baby and give them the care they deserve! I currently work full-time during the day, but pet care is truly a passion of mine and a fulfilling part of my daily routine. I’m available for check-ins and walks in the early mornings before work and in the evenings after I get home. In some cases, I’m also able to swing by during my lunch break for a quick visit, depending on location and timing. I also offer overnight stays, which allows me to spend quality, uninterrupted time with your pet — perfect for dogs who need extra comfort or company while you’re away. While my weekday daytime availability is limited, I’m dependable, communicative, and always make sure your pet gets the attention and care they deserve when I’m with them! When your pet is in my care, their well-being is my top priority. I understand that every animal has their own unique needs, routines, and personalities — and I take the time to get to know them so I can provide care that makes them feel safe, seen, and loved. You can trust that I’ll treat your pet like one of my own, with patience, affection, and respect. I’m mindful, responsible, and always keep safety at the forefront — whether that’s making sure harnesses are secure, sticking to feeding instructions, or giving them their favorite toy at just the right moment. I believe animals know when someone truly cares for them — and I make it my mission to create a peaceful, loving environment where your pet can feel completely at ease while you’re away.

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: 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: 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: 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: Meghan H.
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Meghan H.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
33 years of experience
Durham, CT, 06422

Meghan is amazing! She treats our pet as a family member. She always keeps you updated and takes adorable pics. I wouldn’t know what to do without her loving care.

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Korina D.
Sitter Profile Image: Nes D.
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Nes D.
from
$28
per visit
4.8 out of 5 stars
93 reviews
40 repeat clients
10 years of experience
Cromwell, CT, 06416

About: I provide dogs the love and attention they deserve. I am comfortable with any situation. Animals, especially dogs have always had a special place in my heart. If there is a dog you know you can find me there! I am trustworthy, great at multi tasking and listening to instructions so you know that your pets are safe and taken care of with me. I am flexible with last minute requests and work hard to meet your pet sitting needs. I listen to the instructions given and I make sure to give the best service. if I don't understand or feel uncomfortable about something I always speak up and get the clarification I need. I have done this for years and I still choose this over other jobs I have had. Something about this job makes me feel like it's not a job at all. I enjoy it so much. I make sure your pup/s is safe and happy when you see them again. I check to see what their needs are and can assure you they will be taken care of.

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: Kenzie W.
Verified Background Check
Kenzie W.
from
$30
per visit
4.9 out of 5 stars
27 reviews
13 repeat clients
20 years of experience
Wallingford, CT, 06492

Kenzie did a fantastic job with Poko. She came as scheduled and sent pictures of Poko while we were out. We just got home and Poko seems very happy. Would definitely like to work with Kenzie again.

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Janet K.
Sitter Profile Image: Sowatey L.
Verified Enhanced Background Check
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.

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: 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.
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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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Popular requests for dog sitting - Middlefield

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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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