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

Over 17 pet parents in Oakham have booked pet sitting
Oakham, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Kayla took care of our cat CeCe while we were away. She followed all instructions and was able to send us a picture of our shy cat. I would recommend her to anyone looking for a sitter!”


“Kalliah was wonderful! She took the time to get to know our cats well, providing playtime as well as feeding and cleaning. The pictures and updates were wonderful, letting us know everything was going well. She went out of her way to charm our shy little girl, and we came home to two happy and well adjusted kitties. ❤️”

“Becca is absolutely wonderful! She was so incredibly sweet with our puppy and gave her the best care. She is detailed, professional, and thoughtful — the perfect combination for us, as new puppy owners and first-time Rover users. We can’t recommend her highly enough!”

“This was my 2nd time booking with Alison, I was so happy to know she was available for the time I was away again. She’s great to communicate with and always sends tons of photos during her visits 😊”


“Michelle was OUTSTANDING! We had a dog sitter we have been using for the past few years and recently she had to stop due to life changes. Michelle came to meet us and instantly we knew she would take great care of our boys. I have 2 dogs (12 and 9), my eldest is a rescue and very anxious around new people. Michelle was patient and worked with him. After one drop in visit they were buds. The younger dog is a St Bernard and Michelle had no issues with caring for him and his size. He forgets he is a giant at times ? Michelle took very good care of our boys as well as our home. We have SEVERAL indoor plants and Michelle was attentive to all. She cleaned and took in the mail. It was wonderful coming home to happy pups, healthy plants, and a clean home. We would recommend Michelle to anyone! Can’t wait to have her hang with our boys again. Thank you Michelle!”

“Amber was very professional and communicative. I really appreciated her daily updates about my cat. Additionally, Amber was extremely personable. I highly recommend.”


About: Animals have always been part of my life. I’ve raised five dogs from puppyhood and have worked with many breeds, ages, and personalities. I also have experience caring for cats, reptiles, and small mammals, making me a reliable choice for families with diverse pets who need patient, knowledgeable support. I offer fully open availability, providing flexible, reliable care whenever your pets need support. My schedule is built around consistency and convenience for pet parents, and every visit reflects my commitment to animal welfare. As I grow my business, I’m also working toward my long‑term dream of opening a multi‑species rescue to help even more animals thrive. I care for pets in the way that keeps them happiest and most comfortable. In your home, I follow your routines exactly—feeding, walks, playtime, enrichment, medication, and any house rules your pet already knows—so their day feels familiar and stress‑free. In my home, pets enjoy a safe, supervised environment with structured potty breaks, cozy rest areas, and plenty of attention. Whether it’s walks, drop‑ins, boarding, or overnights, I make sure every pet gets individualized care, consistent communication, and a calm, loving experience.
About: I've been caring for dogs for over 25 years and truly believe every pet deserves to feel safe, loved, and understood. I have experience with dogs of all sizes, from tiny Chihuahuas to large breeds, as well as puppies, energetic adults, and senior dogs who require extra patience, medication, or special care. I'm naturally calm, dependable, and attentive to each pet's individual personality and routine. Whether your dog loves long walks, playtime, cuddles, or simply quiet companionship, I adapt my care to what makes them happiest. My goal is to keep their routine as consistent as possible so they feel comfortable while you're away. As someone who works for myself, I have the flexibility to provide reliable daytime care and give each visit my full attention. I'll also keep you updated with photos and messages so you can relax knowing your pet is in caring hands. I treat every pet as if they were one of my own. I work for myself, which gives me a flexible schedule and allows me to provide dependable, personalized care for your pets. I'm available Monday through Friday from 9:00 AM to 6:00 PM for walks, drop-in visits, playtime, feeding, medication, and companionship. I always do my best to be punctual, reliable, and accommodate your pet's routine. Your pet's comfort, safety, and happiness are always my top priorities. I believe pets feel most secure when their normal routine is maintained, so I take the time to learn their habits, preferences, and any special needs. I'll care for your home with the same respect I would my own, provide regular updates with photos, and treat every pet like a member of my own family.
“Shea & Damien were extremely attentive to the dogs needs & very accommodating to our schedule last minute! The dogs loved them! They noticed things we didn’t mention and did everything needed to keep dogs comfortable & more! Great communication and up front with what they could do with schedule. Highly recommend these two! We are so grateful for their help! We will definitely use again!”

About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.
“I would leave a 10 star review if I could for Lindsey. She exceeded our expectations in every way. Great service, great communication, and a genuine dog person. Thank you Lindsey! Us (Andy and Thais), Daisy, and Zinnia appreciate you!”

About: Being a dog owner for 15 years, I know how hard it is to find good care for your pet when you are away. I am happy to fill that void. I'm available to watch your dogs or cats in your home for one day/night or an extended period of time. I am dependable and clean. I will treat your pet as if they were my own. Walking, playing, feeding, giving oral medications. I can also transport your dog(s) to a dog park if there is one near your home.
“Zachary helped take care of my kitty Zeus while I was away for an extended period of time. Zachary sent me updates with each visit to keep my mind at ease. He is a dependable sitter and I recommend him for your pet care needs.”

About: I have worked with pets for over 17 years in Veterinary Medicine, animal rescue and digital marketing. I have a friendly rescue golden named Eleanor, who gets along with others but a meet and greet will be helpful to ensure that it's a good fit. I live on a farm in NH and am happy to do house stays as I work remote and can dedicate my day to spending time with your pets and keeping them active. I have a senior rescue Golden named Eleanor and we are very active on the farm we live on and around the Seacoast area. She is very friendly and quiet and enjoys the company of other pets.
About: We love all the doggies!!We have had dogs most of our adult life ❤️ We have experience giving insulin and a special diet if needed. I am available to drop in at your house to feed, walk or play with your loved one while you are away or working! Update~ 12/14 I’m retired and looking forward to helping fellow animal lovers, as animals are my true passion ❤️ Retiring soon from corporate America looking to help out fellow dog lovers while they are away ! I am available daily to drop in while you are away or working for walks, playing fetch or feeding/medicine. Whatever your fur baby needs :)
The median cost per visit for pet sitting in Oakham 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. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Oakham
Select a filter and find qualifying sitters offering pet sitting.Sitters in Oakham average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Oakham
Frequently asked questions about Rover
The average cost for Pet Sitting in Oakham on Rover is $26.64 per visit (as of September 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 September 2026, there are 2,109 sitters on Rover offering Pet Sitting across Oakham. 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 Oakham 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 Oakham. On Rover:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 92% 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.




