Pet Sitting Lakeside

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 3
pet parents in Lakeside have booked pet sitting

Lakeside, Find top rated pet 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: Robin L.
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Robin L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
338 reviews
108 repeat clients
30 years of experience
TOMASTON, CT, 06787

It's like all 4 of my dogs already knew her for years from day 1. They think she's the coolest playmate ever! Doesn't just "supervise" but joins in and gives each pup special 1 on 1 attention from petting to brushing. They really look happy in the pictures too! Will be plenty more visits when needed. Thanks!

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Adam R.
Sitter Profile Image: Anna G.
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Anna G.
from
$12
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Litchfield, CT, 06759

So glad that Anna was available for drop in visits. She did a very good job of taking care of the needs of my two cats over a span of several weeks. Anna is pleasant and conscientious. and the kittens miss her. I look forward to calling on her again when needed.

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Diane F.
Sitter Profile Image: Aliya T.
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Aliya T.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
2 years of experience
New Milford, CT, 06776

Aliya was very conscientious and attentive to the kitties. She was here every day, checked on the cats, fed them and checked their litter boxes. We would definitely have Aliya cat sit for our babies again in the future.

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Joanne S.
Sitter Profile Image: Eva D.
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Eva D.
from
$20
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Bethlehem, CT, 06751

About: I have both professional and personal pet care experience as I have worked at a kennel in the past and have owned pets my entire life. I can confidently care for pets of all ages, training levels and health conditions and love doing so! I am currently working part time leaving my weekdays free! However my weekend availability is flexible and varies weekly so I will always be able to make time for your pet! I can happily care for your pet in any way they require wether that is on leash walks, supervise exercise off leash, crating or anything else necessary to ensure you and your pet are happy.

Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
New Milford, CT, 06776

Emily is sweet and loving. She clearly loves animals and our two pups love her. Emily is dependable and prompt and quickly responds. We are planning to have her back on regular schedule.

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Patti T.
Sitter Profile Image: Erin N.
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Erin N.
from
$18
per visit
5.0 out of 5 stars
71 reviews
7 repeat clients
15 years of experience
Woodbury, CT, 06798

Erin was great with Axel and Ursa. Ursa is a new rescue and still working on staying in the yard and house training. I felt very comfortable with Erin caring for them. I loved getting the pictures and updates on how they were doing.

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Michele W.
Sitter Profile Image: Priscilla W.
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Priscilla W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
30 repeat clients
45 years of experience
Plymouth, CT, 06782

Priscilla is the best! Excellent communication, prompt and very professional. My dog loved her the minute they met. She took care of my dog like it was her own. I will have her take care of my dog in the future.

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Pete R.
Sitter Profile Image: Camilla S.
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Camilla S.
from
$30
per visit
4 years of experience
Bethlehem, CT, 06759

About: I have over 4 years of experience pet sitting for dogs, cats, and small animals. I currently house sit regularly for a family in South Kent, which has helped me build strong routines and trust with both pets and owners. I currently work in the Washington/Kent area pet sitting monthly for a family in Kent and babysitting in Washington. I am looking for additional work whether that be walking/feeding or overnight stays. I’m very respectful of my clients’ homes and keep everything clean and organized, just as it was left. I also prioritize safety by making sure pets are secure and monitoring for any changes in behavior or health.

Sitter Profile Image: Giovanna D.
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Giovanna D.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 year of experience
New Milford, CT, 06776

Giovanna is absolutely wonderful! She took great care of our two dogs and communicated with us the whole time we were away. We will definitely be using her again!

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Katie G.
Sitter Profile Image: Jillian P.
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Jillian P.
from
$16
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
New Milford, CT, 06776

About: Growing up, I had a Lab and then a Boxer and two cats. I've also helped my aunt at the doggie daycare she runs out of her home where she often has more than 10 dogs at a time. Everything from a Great Pyrenees to German Shepherds to Doodles to Yorkies. And it's always so much fun! The care I'll give your pets will really depend on them and their needs. There's a very large unfenced grass area behind my apartment building that would be perfect for walks or play. And there are multiple parks in the area too we could explore. At yours, I'd keep whatever their normal routine is. Whether that's taking walks, throwing the ball or just sitting and chilling and scratching butts. Their butts of course! There's a very large unfenced grass area behind my apartment building that would be perfect for walks or for play. And there are multiple parks in the area too. At yours, it depends what you need. We could take walks, throw the ball or just sit and chill and scratch butts. Their butts of course!

Sitter Profile Image: Kaelan M.
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Kaelan M.
from
$25
per visit
5.0 out of 5 stars
3 reviews
12 years of experience
Washington depot, CT, 06794

About: I have taken care of my many pets young to old and personally to passing I am confident in my ability to understand behavior and tendency I am in and out though out the day as I am a college student and for the longer times I am out my mother will also assist me if needed I am adaptable to any request / requirement, my foundation for all dogs is to make sure the whole house is assessable to them to free roam as they must

Sitter Profile Image: Clare K.
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Clare K.
from
$75
per visit
4.8 out of 5 stars
4 reviews
2 repeat clients
8 years of experience
Bantam, CT, 06750

About: I’ve been taking care of dogs for the past 8 years. Friends, family, and neighbors can rely on me to take care of their pets I am currently available any day and time during the week that works best for your busy schedule. I have plenty of time to play. I have a decent sized yard with two friendly dogs to help keep your pup company. I can crate and leash if needed for safety

Sitter Profile Image: Jill D.
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Jill D.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
86 reviews
30 repeat clients
20 years of experience
Watertown, CT, 06795

Jill was amazing. I contacted her at the last minute and hired her sight unseen based on her reviews. My puppy Charli is everything to us and I am SO excited as I feel we hit the jackpot having found her!!! I have peace of mind knowing if I need to be away from Charli, Jill is the perfect fill in for Mommie?

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Terri S.
Sitter Profile Image: Laina W.
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Laina W.
from
$25
per visit
4.7 out of 5 stars
11 reviews
1 repeat client
18 years of experience
Central East Denver, Harwinton, CT, 06791

She was awesome taking care of our cats! She’s very good at giving oral medication so I felt comfortable with her giving meds to our boy. Thank you so much!!

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Felicity F.
Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$30
per visit
4.8 out of 5 stars
20 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

Madeleine has been caring for my dogs since high school. She is attentive, kind and wonderful with my dogs. It shows on how excited they are to see her when she drops in. She provides the best care and from the beginning asked for instruction to make sure she does exactly what is needed to be done each time she visits. I have cameras outside the house and she’ll often bring toys out to play with them during her drop ins. I can’t say enough good things about the care she provides for my dogs. They love her and we do too!

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Joanne D.
Sitter Profile Image: Lynsey M.
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Lynsey M.
from
$30
per visit
5.0 out of 5 stars
27 reviews
11 repeat clients
8 years of experience
Torrington, CT, 06790

Lynsey is an excellent choice for any pet owner who wants their pet to be well loved while they're away. She takes the time to make your pet comfortable, gives all the pets and even took care of our crested gecko! Lynsey is a true lifesaver and we were able to rest easy knowing our cat Lynx was in her responsible and knowledgeable care. Thank you Lynsey!

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Lauren C.
Sitter Profile Image: Laura L.
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Laura L.
from
$60
per visit
4.9 out of 5 stars
80 reviews
49 repeat clients
30 years of experience
Bethlehem, CT, 06751

Wonderful experience every time!!!

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John and Deb F.
Sitter Profile Image: Sagely B.
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Sagely B.
from
$30
per visit
1 repeat client
16 years of experience
Washington, CT, 06794

About: I’ve cared for dogs since I was young, dog-sitting for neighbors and people I know, and I’ve trained my own dogs as well, including my German Shepherd/Doberman rescue. I adore both big and small dogs and love taking high-energy pups on scenic hikes or runs. I prioritize safety, enrichment, and happiness, and I focus on building trust—dogs naturally seem to fall in love with our time together. I’m available most days for walks, hikes, and runs with your dog (rain or shine).I keep my clients local (within about 20 minutes) so I can stay flexible, dependable, and truly attentive. I provide care exclusively in my clients’ homes so dogs can stay comfortable in their familiar environment. I stick closely to each dog’s routine and prioritize safety, calm, and trust. I’m very mindful of both your dog and your home, and I focus on creating a relaxed, happy experience that dogs settle into easily.

Sitter Profile Image: Gretchen O.
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Gretchen O.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Litchfield, CT, 06750

About: Hello, my name is Gretchen, And I am experienced with dogs , formally worked with drs in veterinary hospitals also worked and owned horses most of my life, have over 40 years experience, I do pet walks and visits, and will keep your pet happy and safe, And my clients would not have it any other way, I can also help with alittle training during visits if needed , your pup will be in the best hands with me, I treat all dogs as my own! And will give that extra care and patience that is needed for the elderly. I have a deep love for animals! And I Have excellent references and extremely reliable! Looking forward to meeting my new best friend 🧡 I am currently only taking clients in bantam , litchfield. Thank you This is all is do so i am available for your pooch. I do daily visits and we can work out a perfect time for you and your bestie I do not take dogs in my home. I only go out and do daily visits ..and your bestie will be one of my besties to

Sitter Profile Image: Sophia A.
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Sophia A.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Woodbury, CT, 06798

About: I’ve been around dogs my whole life! I have a special place in my heart for all of them! They’re aren’t just a man’s best friend hahah I’m currently staying in Austin with family for a while! I love going on walks around the neighborhood and enjoying the warm weather and would love to go on a walk with your pup! I watch my sisters dog all the time while she works etc. I love taking him out for walks or to play fetch! Sometimes he gets a little dirty so that means bath time!

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The median cost per visit for pet sitting in Lakeside is $25

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for pet sitting - Lakeside

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Lakeside average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Lakeside

Frequently asked questions about Rover

The average cost for Pet Sitting in Lakeside on Rover is $40.66 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 2,742 sitters on Rover offering Pet Sitting across Lakeside. 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 Lakeside 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience with handling special pet needs in Lakeside. On Rover:

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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