Dog Sitting Milford

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

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Over 176
pet parents in Milford have booked dog sitting

Milford, 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: Samantha G.
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Samantha G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
143 reviews
55 repeat clients
13 years of experience
Milford, CT, 06460

This was our first time leaving our cat with someone we didn't know. Our usually shy cat warmed right up and I immediately felt better after the first visit. Not having to worry the rest of the trip was amazing :) Will definitely rebook :)

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Megan T.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
30 reviews
14 repeat clients
40 years of experience
Milford, CT, 06460

Tina was great with Parker! Went above and beyond and even walked Parker around town.

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Matt G.
Sitter Profile Image: Lindsay O.
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Lindsay O.
from
$20
per visit
5.0 out of 5 stars
3 reviews
30 years of experience
Stratford, CT, 06614

Lindsay was great with communication and doing fun things with my dog

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Laura C.
Sitter Profile Image: Joshua L.
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Joshua L.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Stratford, CT, 06614

Josh was a fantastic sitter, and we had a great experience with him. He did drop-in visit and then house sat for us and took excellent care of our cat. What really stood out was how quickly he bonded with our cat who is shy and usually hides from people. Josh was reliable, communicative, and clearly very comfortable around animals. We came home to a happy, well-cared-for cat and a house that was just as we left it. Overall, Josh did a wonderful job, and we would definitely hire him again in the future!

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Jen L.
Sitter Profile Image: Heather G.
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Heather G.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Milford, CT, 06460

About: I have taken care of animals all my life. Growing up we had Great Danes, German shepherds, hamsters, birds and currently my fiancé and I have an all black cat named Jake. We rescued him as a baby and love him so much. I love animals, they never let you down. When I take care of pets I treat them like my own. I enjoy walking dogs and getting them out of the house as much as possible. I believe a lot of behavioral issues such as chewing, anxiety, restlessness all can be solved with a long walk. I am a very compassionate person and you can rest easy knowing your fur babies are well taken care of when they are with me. I am almost always off on Mondays, Tuesdays, and Thursdays. Wednesday, Friday, Saturday I start work at 3 and Sunday I work from 10:30-3:30. I can always work around my schedule. I have a 6yr old black cat named Jake. He is an indoor cat only and I take him on walks. Jake has a enclosed pet stroller that he loves to ride around in. We walk all around my neighborhood and down to the beach. I am working on getting him used to a harness but right now he is too scared to walk out of the house unless he is in the stroller. I cannot have any clients pets at my house because of my cat and also bc I rent.

Sitter Profile Image: David W.
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David W.
from
$30
per visit
5.0 out of 5 stars
146 reviews
45 repeat clients
14 years of experience
Milford, CT, 06461

About: My name is David. I've been around dogs much of my life. Until recently, we had a wonderful Yellow Lab named Woody. My entire family loves dogs and we have dog visitors in our house for both short and long term stays. Rest assured that your pup will receive so much love and attention during their visit with us. I'm home most of the day, so your dog will have that all important companionship while your not at home. My wife Kelly is a dog lover as well and is here in the evenings for our overnight guests. Also I should mention my daughter Jenna will give your furry friend lots of hugs and playtime as well. I'm happy to provide references from our happy clients who can communicate our love for dogs and the special care we've given their dogs. We welcome the opportunity to provide a happy and safe haven for your dog.

Sitter Profile Image: Sarah P.
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Sarah P.
from
$15
per visit
5.0 out of 5 stars
2 reviews
16 years of experience
Orange, CT, 06477

About: I’ve had dogs since I was 5, did an internship at a doggy daycare, and am always the go-to when friends and family need a pet sitter. I work part time with no long hours, so I’ll be able to hang out with pups nearly all day and feed them/take them outside at appropriate times. I have three dogs that are allowed free roam around the house but are sometimes kept in a big room downstairs with lots of windows and a sliding glass door. They love other dogs — my family and I will often take them to the dog park where they have lots of friends.

Sitter Profile Image: Marney T.
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Marney T.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Milford, CT, 06460

About: Animals are my heart, purpose, and passion. I promise to love your pets as my very own. I work full time as a dog groomer-so I see a lot of dogs and am very good with monitoring their behaviors etc. I’ve had experience as a veterinary assistant and doggy daycare facility. I work 5 days a week (full time), some days i get out early. Im off Mondays and Tuesday. I hope this works for your pup! I give them all the boops and kisses and cuddles and walks! I try to follow their routine as closely as possible. So just let me know what you want me to do and I’ll do it!

Sitter Profile Image: Caitlyn T.
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Caitlyn T.
from
$21
per visit
29 years of experience
Milford, CT, 06460

About: I've always had dogs in my life, primarily large breeds, and currently own three dogs and three cats. I helped raise a litter of seven puppies from birth to 12 weeks, giving me extensive experience with puppy care and development. I've also dog-sat for family friends many times and am comfortable with dogs of all sizes, personalities, and energy levels. My goal is to provide dependable, loving care so both you and your pet can feel at ease. 🐾 Pet care fits naturally into my daily routine. I currently work freelance for a marketing agency from home, which gives me a flexible schedule and plenty of time to provide attentive care, walks, playtime, and companionship. I also stream online and bartend one evening per week, but my schedule allows me to be available throughout the day and accommodate most pet care needs. I prioritize keeping pets on their normal routines and making sure they receive the attention and care they deserve. Since I only offer care in clients' homes, my goal is to keep your pets comfortable by maintaining their normal routine in a familiar environment. I follow all instructions closely, including feeding schedules, walks, medication administration (if needed), playtime, and any special care requirements. I understand that every pet is different, so I take the time to learn their personality, preferences, and routine. Whether your pet enjoys long walks, active play, cuddles, or simply having someone nearby, I make sure they receive the attention and care they need while you're away. I also respect and care for your home as if it were my own, keeping things clean, secure, and providing regular updates and photos so you can have peace of mind while you're gone.

Sitter Profile Image: Sabrina S.
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Sabrina S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
87 reviews
21 repeat clients
20 years of experience
Bridgeport, CT, 06606

Sabrina is the best dog walker and sitter. Always carries about my baby and has her best in mind.

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Milena W.
Sitter Profile Image: Marley C.
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Marley C.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
77 reviews
23 repeat clients
20 years of experience
Bridgeport, CT, 06604

Marley came through in a pinch for me and my little guy when I needed a relatively last-minute booking and performed beyond my expectations. She is professional, personable, communicative, and flexible. And more than that she takes very good care of her precious charges. Thanks again, Marley!

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Kyle P.
Sitter Profile Image: Mckenzee (Moe) J.
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Mckenzee (Moe) J.
from
$25
per visit
5.0 out of 5 stars
47 reviews
10 repeat clients
7 years of experience
Shelton, CT, 06484

I cannot stress enough how wonderful, caring, and kind Moe is. We trust her 100% with our dog and wouldn't use anyone else to take care of Ruby. We truly appreciate you Moe!

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Lauren R.
Sitter Profile Image: Heather M.
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Heather M.
from
$30
per visit
5.0 out of 5 stars
104 reviews
20 repeat clients
6 years of experience
Orange, CT, 06477

Heather was awesome and someone who is trustworthy kind and has a great attitude and love for animals. My cat was very well taken care of and i will forever be so grateful. This is the first time i had a cat sitter and i am so so thankful i found heather in time. Cannot recommend her enough

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Nadeera
Sitter Profile Image: Audrey L.
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Audrey L.
from
$25
per visit
2 years of experience
Milford, CT, 06460

About: I’ve taken care of an array of dogs growing up and have a pup of my own now! From taking care of neighbors to family to coworkers dogs I find that each one is special in their own way. I’m currently working part-time from home and have plenty of time for drop-ins/walks throughout the day and evenings as well as on weekends! Happy to accommodate to your dogs needs and gain their trust with each visit. Ready to provide a loving and safe environment for your fur babies like I do my own!

Sitter Profile Image: Robin D.
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Robin D.
from
$35
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
23 years of experience
Milford, CT, 06460

About: I took on the responsibility of our family's two English Setter dogs at around the age of 5 years old and later a Calico cat, because I truly loved all animals. Throughout my life I have helped neighbors beginning at 10 years old and into adulthood as well as roommates (5 years) and friends with their pets while away or on vacation. I am a very easy-going person and I can easily calm down dogs and cats so they relax, remain comfortable and sleep while an owner or family are away. I don't have formal obedience training but I do find that time, patience, and positive reinforcement often achieves good behavior and the ability to understand common commands. I have spent time and become very familiar with the temperament and conditions of Golden Retrievers, Labradors, Yorkshire Terrier, Bichon, Cavalier King Charles Spaniels, Pug, Dachshund, English Setters, Boxer, Huskies, and Sheltie dog breeds. I have also had a lot of experience with Maine Coon, Calico, Tabby, Standard Black/white, Persian, and Siamese cats. I work full-time weekdays in Fairfield but available after 4:30 PM. On weekends I can be available days or nights, but each weekend varies depending on personal plans. I have plenty of experience throughout my life caring for many friends and neighbors pets while away for a day, weekend or week as I know they prefer to avoid either pet stress or cost of a kennel. I am open to pet sit and/or house sit in the right situation. I respect and follow directions without deviate because I know owner's have their reasons for all instructions. Walks are a win/win because we all need time outside and some actual fresh air. I love all animals but don't have one of my own any more so they will feel adored with lov'in and attention if they are the type of personality that likes attention, but if they are not affectionate I also give all the space/respect they need so it is on their terms. If I were to care for a small dog or cat in my own apartment, I would need to consider their habits (not a barker & bathroom trained) and personality out of consideration for my neighbors. Visiting pets would have plenty of room since my apartment is on the large size with one-bedroom. They would have all of my attention because I live alone and don't have pets. My apartment is above average nice and clean and in a safe section and town located within 1 block to 2 parks with sidewalks along yards and grass strips/areas.

Sitter Profile Image: Lauren H.
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Lauren H.
from
$15
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Milford, CT, 06460

Lauren took really good care of our dog Buddy and our two cats, Sylvia and Pepper, (drop-in visits) it was the first time leave them home, I would highly recommend Lauren!

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Diana S.
Sitter Profile Image: Ryan R.
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Ryan R.
from
$22
per visit
5.0 out of 5 stars
86 reviews
23 repeat clients
28 years of experience
Stratford, CT, 06614

Ryan went above and beyond to take care of my two dogs. I highly recommend him! He sends pictures and updates each time and they are so well taken care of!

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Caitlin k.
Sitter Profile Image: Cameron P.
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Cameron P.
from
$25
per visit
5.0 out of 5 stars
14 reviews
7 repeat clients
7 years of experience
Stratford, CT, 06614

About: I love my family Tibetan terrier Bentley and walk and pet sit him regularly when my family is away. We've had him for 7 years. I started walking dogs as a job in 2018 to present. Special skills include jogging and dedication to picking up that business. I always enjoy seeing other dogs being walked and more often then not stop to pet them if they're friendly. I currently walk two golden retrievers. I'm able to sit them at your home as I only have a small apartment rented out of someone's house. I'm currently working part time, so I'll have plenty of time to play with your pups! I'm available during the week to walk and am currently looking to take on another dog. I'm currently not able to bring dogs to my residence as I rent. I am available Monday through friday to give a nice relaxing walk!

Sitter Profile Image: Madalys B.
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Madalys B.
from
$25
per visit
4.9 out of 5 stars
108 reviews
37 repeat clients
10 years of experience
Fairfield, CT, 06825

Maly was just phenomenal! She uses the Rover App, which is super helpful and reassuring. Maly is kind, attentive, and very communicative. Don’t ever hesitate to have her watch you pets! Thank you Maly ❤️🐾❤️

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Jennifer T.
Sitter Profile Image: Spencer B.
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Spencer B.
from
$15
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
West Haven, CT, 06516

Spencer exhibits exceptional kindness and compassion. From their initial meeting, Atlas has held a deep admiration for Spencer. He thoughtfully provided treats to enhance her experience and demonstrates remarkable gentleness and care in his interactions. Furthermore, Spencer consistently shares photographs and maintains communication both during and after each visit. I highly encourage potential clients to consider his services, as he is truly outstanding in his role.

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Ashley A.
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The median cost per visit for dog sitting in Milford is $25

Dog parents share their Rover experiences - Milford

1 / 1
5.0 out of 5 stars

Bella is so kind and easy to get a long with! One of our dogs has medical needs and the other requires some patience and she took such care of our girls. So communicative and friendly, felt so comfortable having her stay and will continue to work with her!

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

Jae is wonderful and truly cares for our pet. Love how she treats Max. Even puts music on to soothe him while we are away.

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

I had a great experience with Jordan caring for my two Golden Retrievers while I was away. Leaving your dogs with someone else can be stressful, but I felt completely comfortable knowing they were in good hands. Throughout my time away, communication was excellent, and I appreciated the updates and photos. It was clear that my dogs were well cared for, getting plenty of attention and affection. When I returned home, they were happy, relaxed, and clearly had been treated very well. I would absolutely recommend Jordan to anyone looking for a reliable, caring, and trustworthy pet sitter, and I would not hesitate to use their services again.

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Jason D.
Drop-In Visits
5.0 out of 5 stars

Madelyn was great with my dog Addie. She made sure Addie was comfortable and was timely in her visit!

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Brittany C.
Drop-In Visits
5.0 out of 5 stars

My first experience with this service and meeting Katie was great! I was able to meet her prior to the first drop-in. She took the time to meet Liam and get familiar with our home. Very good communication and I felt comfortable that he was in good hands. Will book again.

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Stephen B.
Drop-In Visits
5.0 out of 5 stars

Rivers new favorite dog sitter! Amanda took amazing care of our pup and we absolutely loved seeing the photos she sent with each visit! Will definitely book again and recommend to our friends 😊

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Audrey L.
Drop-In Visits
5.0 out of 5 stars

Katherine is fantastic. She is so patient.with my girls . They are rescues and are very guarded . They warmed up to her very quickly. She arrived on time and communicated with us about the girls. I couldn’t be happier.

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Ellen K.
Drop-In Visits
5.0 out of 5 stars

Georgina was wonderful! She is everything I could’ve asked for in a sitter. She was able to help when our other sitter cancelled short notice, so Bugsy still had someone to do her drop-ins. She was super careful and cautious with Bugsy and made sure to check-in if she had concerns. She wrote great visit reports afterwards so I knew how Bugsy did while I was gone. I’m so appreciative of the great care she took of Bugsy during her visits and would absolutely book again.

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Lizzy G.
Drop-In Visits
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Sitters in Milford average 5
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FAQs for Drop-In Visits - Milford

Frequently asked questions about Rover

The average cost for Dog Sitting in Milford on Rover is $22.2 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 3,405 sitters on Rover offering Dog Sitting across Milford. 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 Milford 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 Milford 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 Milford 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 Milford. On Rover:

  • 91% 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.

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