Dog Sitting Prospect

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

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Over 19
pet parents in Prospect have booked dog sitting

Prospect, 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: David P.
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David P.
from
$38
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

David was wonderful! He provided great service and care for our dog. He provided regular updates including pictures and also took care of a couple additional things for us while we were away.

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Randy B.
Sitter Profile Image: Adele L.
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Adele L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Hamden, CT, 06518

Adele was an absolute pleasure to work with! She was punctual, dependable, communicative & provides great updates and pictures during the visit! Would definitely recommend if you are searching for a great petsitter!!!

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Kendra B.
Sitter Profile Image: Stephanie F.
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Stephanie F.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
65 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

What a challenging beginning to our trip. It was really a comfort to get the info and pics, and to know that all was well with June. Thank you!

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Amy W.
Sitter Profile Image: Laura S.
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Laura S.
from
$25
per visit
5.0 out of 5 stars
36 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

Laura was awesome! I highly recommend her as she is very conscience and caring towards the needs of all animals. She took great care of our elderly cat while we were away for an 8 day vacation. Laura went above and beyond to vacuum up litter, collect our mail, take out garbage and water plants that family members forgot to attend to. She also made sure the back yard visiting birds had plenty of fresh water. She provides 5 star service and care!

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Carrie O.
Sitter Profile Image: Jordyn K.
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Jordyn K.
from
$20
per visit
5.0 out of 5 stars
4 reviews
21 years of experience
Cheshire, CT, 06410

This was my first time using rover and leaving our cats alone this long but Jordyn was honestly so great. During the meet and greet the cats immediately liked her. And for each drop-in Jordyn sent us multiple pictures and a description of the visit which made being away so much easier. I would highly recommend her to anyone needing cat care.

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Kelli H.
Sitter Profile Image: Emily R.
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Emily R.
from
$25
per visit
7 years of experience
Naugatuck, CT, 06770

About: I’ve had dogs as pets my whole life and I currently have three. My responsibility’s with my dogs are to take them out and on walks, feed them, give them water, play with them, and give them lots of love! I’m looking for a job opportunity to help me pay college expenses and to get work experience. I just graduated high school so I have a lot more free time. A few days during the week I go over to my dads to take the dogs out in the afternoons, to give them water, and to let them out and to play as well. I’m available for walks and for drop in visits starting in the late morning and also afternoons. I can stay for as long as you need me to stay so that your dog has enough time to play and be properly cared for. In my home, I provide and encourage dog safe toys and put away things that could cause harm or get damaged. I provide time for play and also rest. I also provide fresh water and to take them out when needed. If your dog goes in a crate then I am more than capable of handling that as I have done that with my dogs in the past and currently.

Sitter Profile Image: Hunter D.
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Hunter D.
from
$18
per visit
4 years of experience
Cheshire, CT, 06410

About: I've taken care of dogs since I was a freshmen in high school. My jobs consisted of walking, feeding, playing, and occasionally staying overnight with the dog. I love animals and genuinely care for them, making my service just a bit more special. Currently I only work after 3:45 on weekdays, so I have plenty of time to hangout with your pups! I have enough time for attentive care and multiple visits per day! I do not intend to board any dogs in my home, but I can crate a dog, I am comfortable with fenced in backyards for unleashed pups, and when no fence is available the dog will be leashed/harnessed.

Sitter Profile Image: Lucy G.
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Lucy G.
from
$25
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Waterbury, CT, 06708

Lucy is awesome! Always punctual and takes great care of Zeus. Super reliable!

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Keith W.
Sitter Profile Image: Alaina & Jake C.
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Alaina & Jake C.
from
$25
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Cheshire, CT, 06410

I used Alaina and Jake for daily drop in visits for my two cats while I was away for several days. My cats can be anxious and hide from people they are not used to but I received daily pictures of them being out of hiding and eating, so I knew they were happy. Upon returning home they were there cuddly, happy selves. It is a relief to have caring, responsible pet sitters when you are away and Alaina and Jake will be my first choice for future trips when they are available

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Lori M.
Sitter Profile Image: Jourdyn B.
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Jourdyn B.
from
$30
per visit
4.9 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Downtown, Naugatuck, CT, 06770

About: Hello! My name is Jourdyn and i am a certified canine coach and have worked with animals for over 6 years. I plan on Spending quality time with your pet, maintaining cleanliness, and being prepared for emergencies. I will adapt to your care routines to the specific needs of your pet, and always prioritize their well-being, and always strive for Providing the best care for you and your pet! I'm available around the clock, 24/7, making me a convenient resource for any of your pet care needs! Same day booking for boarding or daycare are accepted! I always Offer pets 24/7 access to fresh drinking water to keep them hydrated and thriving. i will Also Provide a safe and cozy environment to offer them comfort and protection. Last but not least i will make sure your furry friends get the exercise they require to stay active and maintain their physical and mental health. These simple yet essential steps can ensure that my care will be most fulfilling and best stay for your pets.

Sitter Profile Image: Rachael R.
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Rachael R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Middlebury, CT, 06762

Rachael is fantastic. She took wonderful care of my dog Riggs and kept me in the loop the entire time. Professional, trustworthy, and a true animal lover. I highly recommend her!

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Nicole B.
Sitter Profile Image: Melony S.
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Melony S.
from
$25
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
15 years of experience
Naugatuck, CT, 06770

Melony was perhaps the best sitter I have hired. She was super responsive anytime I contacted her. She went above and beyond in her duties, even taking out the trash and ensuring everything was tidy before we returned. She was patient and kind to our less than friendly cat and never lost hope that they will eventually become friends, while also respecting her boundaries. I will absolutely be a return customer.

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Brenda D.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$25
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
17 years of experience
New Haven, CT, 06770

Sydney was excellent! She took great care of our cat while we were away. She sent lots of pictures and communication was on point. Not once were we worried about the care provided, Sydney went above and beyond. We will be rebooking with her next time we are out of town.

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Cassie R.
Sitter Profile Image: Hailey T.
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Hailey T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
74 reviews
23 repeat clients
10 years of experience
Meriden, CT, 06451

Hailey is fantastic! She’s reliable dependable and simply loves scooter! I know I can count on her when she says she’s gonna be there and I know my guy is gonna be treated exceptionally well! Cannot recommend her highly enough

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Jason K.
Sitter Profile Image: Rosa D.
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Rosa D.
from
$20
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Prospect, CT, 06712

The best!

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Nathan M.
Sitter Profile Image: Kailah J.
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Kailah J.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
3 years of experience
Waterbury, CT, 06706

Kailah has been great with my dogs! I have 2 rescues who are super nervous around new people. This was our 3rd time booking with Kailah, she has been super patient and they are starting to warm up to her. I would recommend Kailah and will definitely be using her services again.

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Molly R.
Sitter Profile Image: Lyla A.
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Lyla A.
from
$14
per visit
5.0 out of 5 stars
1 review
1 repeat client
5 years of experience
Naugatuck, CT, 06770

Lyla was very personable and did a great job with our cats while we were gone for a few days.

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Doug M.
Sitter Profile Image: Tabitha-Danielle R.
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Tabitha-Danielle R.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Waterbury, CT, 06705

About: I have been care for my family dog's since 5 years old, I have walked and bath dogs and perivously own cats and taken care of them before. I work part time and also currently in college, I am available after 5 pm on the weekends and I am available all summer as I am back from school. I would care up on the pets frequently and note any unusual behavior to ask the client if that should help a concern or not. I would also walk and provide the meals for pet as needed during my free time. I personally don't have a residence in my area to house pets, but in a client home I would make sure they have the required meal and walk them as requested by the client. If the service is available I'm will the perform the same duties I would in client house and make changes based on client's request

Sitter Profile Image: Zachary C.
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Zachary C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 year of experience
Naugatuck, CT, 06770

About: I’ve been around animals my entire life, growing up with pets and continuing that today with animals of my own. That experience has helped me understand different personalities, energy levels, and the importance of consistency and routine—especially when it comes to dogs and their daily walks. As a full-time art teacher, I’m used to being dependable, attentive, and organized, and I bring that same level of responsibility to every walk. Whether your dog needs a quick outing or a longer walk to burn off energy, I’ll treat them with the same care, patience, and respect that I give my own pets, making sure they’re safe, happy, and well cared for. As a full time teacher, I am usually home by 3pm and off on the weekends. I am available for afternoon and evening care as well as weekends. During July and August my schedule is far more flexible and would be available at all times of the day, 7 days a week. When caring for pets in a client’s home, the goal is to keep their routine as normal, calm, and stress-free as possible. I follow all instructions closely, including feeding schedules, walk times, medication needs, and any specific habits or preferences the pet is used to. I treat every home with respect by keeping things clean, secure, and exactly as I found them. As a full-time art teacher, being responsible, organized, and trustworthy is a big part of my daily life, and I bring that same mindset into every pet sitting visit.

Sitter Profile Image: Karen M.
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Karen M.
from
$35
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
25 years of experience
Cheshire, CT, 06410

About: Hi, I have been taking care of animals for over 25 years now. I also use to breed German Shepherds for eight years. I am a stay at home mom and Rover, is my full time job now that my kids are teens. I use to foster dogs and other animals before I had a family and worked on two farms, So I have a lot of experience with different types of breeds, temperaments, past abuse, and very skittish animals. I have much confidence when it comes to taking care of special case dogs, senior dogs, newborn/Whelping puppies and more. We live in a house with over two acres of land, with lots of lovely areas to walk, including a cemetery that is located over the fence in our yard. It has lots of roads that are quiet and safe. I find this great because they gets lots and lots of exercise, and its great for dogs that may be frightened of loud, busy streets, or leash reactive dogs. We also have doggie pools ,( when it's hot) if your pup loves water play! My German Shepherd and Papilions are highly trained and socialized . They are extremely well behaved, as well as amazing house dogs and companions to my autistic son. HOWEVER, your dog/s and my dogs will NEVER come in physical contact with each other. . We are highly active family, so lots of play and exercise fits in our schedule everyday. While hosting your pets at my house, they will receive the same attention and affection as if they were my own dogs. I always sleep in the same room as the pups ( unless told otherwise) to keep they company and comfortable during their stay. We will have lots of potty breaks, keep right on track with feeding schedule. Everyday we will have lots of play time, down relax time, and brain stimulating fun as well. I will take them on long walks at the cemetery that is behind the fence of our home. I ONLY do family boardings, I do not mix other family dog/s. I find no matter how socialized they are, being away from home on top of being with unfamiliar dogs can always have a possibility of disaster. My goal is to keep everyone safe! I will take up to 2 dogs from the same family. Thank you for understanding. I absolutely am an animal lover, and it's the only job that makes me feel happy, confident and I have such a passion for this work So your pets will become my family when they are with me. I will always protect them and care for them like they are my own. I will always send pictures and videos of your furbaby while they are in my care. I am very good at keeping in contact with of my clients via their choice of email, text message or phone/video calls. Please ask me as many questions as you like, I am eager to learn about your fur babies! My dogs are on strict, daily routine that doesn't interfere with my work schedule. However my dogs and your dog/s will not come in physical contact with each other. We have two wings of our home and the main house where are dogs are. Down the hall we have the ..... Huge Doggie Suite!! Equipped with a mini fridge for meds and wet food, with lots of toys, beds,blankets, a big doggie couch, Sink, Raincoats and snow jackets, AC AND HEAT. Lots of windows and sky lights, screen windows to slide open to get that fresh crisp air in the morning and gentle breeze at night. Spring and Fall are best for those times. But we will have fun all year round because I am a huge outdoors person. I also have doggie Tv playing everyday!!😊 My schedule most of the time will be wide open, which only a few days here and there that I won't be available. I will follow all your directions to a T, and you will never be disappointed by my services! I look forward to all my new pup and "hooman" clients.

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

Dog parents share their Rover experiences - Prospect

1 / 1
5.0 out of 5 stars

Ty was great with my apprehensive dog. She was shaking because she gets so scared. Ty took the time and gave her space until she felt comfortable to approach on her own. Was able to walk the puppy with ease and also offered to meet the dogs before the appointment so that they would feel comfortable. Very nice guy and I feel very comfortable with having him in my home. Thank you Ty the rover guy!

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Kyle
Drop-In Visits
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Sitters in Prospect average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Prospect

Frequently asked questions about Rover

The average cost for Dog Sitting in Prospect on Rover is $26.18 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 2,887 sitters on Rover offering Dog Sitting across Prospect. 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 Prospect 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 Prospect 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 Prospect 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 Prospect. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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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