Pet Sitting Oakham

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 15
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%.

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Sitter Profile Image: Kayla S.
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Kayla S.
$30
total per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
20 years of experience
Spencer, MA, 01562

Kayla was great! Very attentive and punctual. Our dogs loved her and we were very happy to have her help take care of them. We will definitely be using her services again!

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Matt C.
Sitter Profile Image: Kalliah B.
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Kalliah B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
51 reviews
15 repeat clients
12 years of experience
South barre, MA, 01074

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. ❤️

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Kate S.
Sitter Profile Image: April G.
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April G.
$23
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
North Brookfield, MA, 01535

April has been excellent. Easy to work with, very conscientious and fantastic with the animals!! Highly recommend!

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Tom W.
Sitter Profile Image: Patricia H.
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Patricia H.
$28
total per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Spencer, MA, 01562

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.

Sitter Profile Image: Sarah M.
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Sarah M.
$22
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Rutland, MA, 01543

Sarah did a great job with our two rescues even though one was anxious. Communication was great and she was caring and kind. We will definitely have her again.

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Lisa D.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
$23
total per visit
4.9 out of 5 stars
50 reviews
27 repeat clients
7 years of experience
Barre, MA, 01005

She is very sweet and great with my furry pups. Very convenient to go online and book with no confusion She is coming again in August for house sitting as well.

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Becky L.
Sitter Profile Image: Melanie C.
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Melanie C.
$28
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Hubbardston, MA, 01452

About: Hello, my name is Melanie! I recently quit my job to focus on school and am looking to get back into pet care! I've grown up with a bunch of pets from dogs, and cats to more exotic animals like reptiles, ferrets, and birds. I've also worked at a pet store for 5 years, as well as my fair share of family and friends pet sitter. I currently go to school full time, and spend the rest of the time studying with my pets! In our house we have a schedule and take turns when it comes to feedings, bathroom needs, and everything in between! Personally, I own one dog myself, Kira and she likes to spend all of her time outdoors, and is a snuggle bug. Kira also eats a very specific diet as she has allergies and takes supplements. I live in a house everyone is extremely welcoming to all pets and offers a vast fenced space for playing, although I prefer to not host, pets myself. I also have training experience and focus on positive reinforcement and leash training! I'm currently in school, so I'll have plenty of time to care for your pups. I'm available weekdays. Weekends are usually open. Mondays- Anytime Tuesdays- Before 10am and After 5pm Wednesdays- Before 1:30pm and After 5pm Thursdays- before 10am and After 2pm Fridays- Before 10am and After 5pm (This will change middle of May 2026) I'm very good at following instructions and asking for clarification if needed. I always use single ingredient treats that are usually allergy friendly (lamb liver). I pride myself on being safe and respectful to everyone!

Sitter Profile Image: Jacquie A.
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Jacquie A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Holden, MA, 01520

About: My whole life as long as I remember I was the biggest pet lover. I had my own pets and I’ve taken care and walked the dogs of my neighborhood. I just love them. I work part time, which gives me a lot of time to do my favorite thing: pet sitting!!! I work part time and have a lot of time for my favorite hobby which is caring for these lovely creatures. I have a fenced in yard and I love walking in the woods with the doggies. I have a fenced in yard and I walk the dogs three times a day. My 2 lovely dogs will keep your dogs company. I will make sure they are spoiled.

Sitter Profile Image: Joseph P.
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Joseph P.
$18
total per visit
5 years of experience
Rutland, MA, 01543

About: I grew up with dogs and cats and I love animals in general. I am patient, experienced, caring and gentle, Rocky Kanaka is someone I look up to. My top priority is making sure your baby feels safe and cared for as though I am family too. I would love to get to know your baby I am available on weekends primarily. I can be available for visits and care from 12-2 Monday thru Friday provided there's no scheduling conflicts. I can take extra time or increase my availability during the week with advanced notice. I carefully follow any instructions left for me, and having had experience caring for my boy, I know keeping your baby safe is the most important part of care that I provide. I am careful to keep an eye on any animal I care for to make sure they don't have the opportunity to run outside off leash

Sitter Profile Image: Kayla C.
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Kayla C.
$28
total per visit
5.0 out of 5 stars
47 reviews
12 repeat clients
3 years of experience
Spencer, MA, 01562

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!

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Claire D.
Sitter Profile Image: Rae D.
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Rae D.
$28
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
HUBBARDSTON, MA, 01452

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.

Sitter Profile Image: Cordelia C.
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Cordelia C.
$32
total per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
11 years of experience
spencer, MA, 01562

Cordelia was great! She worked well with Astro, our 4 year old Golden. Can't recommend her enough. Will definitely be reaching out to her in the future.

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Michael B.
Sitter Profile Image: Melissa & Craig H.
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Melissa & Craig H.
$25
total per visit
5.0 out of 5 stars
12 reviews
1 repeat client
40 years of experience
Rutland, MA, 01543

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 :)

Sitter Profile Image: Megan L.
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Megan L.
$28
total per visit
10 years of experience
Paxton, MA, 01612

About: Hi! I'm excited to be offering pet sitting and walking services. I’ve always had a passion for dogs and animals of all kinds, and I understand how important it is to know your pet is safe, happy, and loved while you're away. I’m patient, attentive, and comfortable with high-energy dogs, walks, playtime, feeding routines, and lots of cuddles. Whether your pet needs exercise, companionship, or just someone to keep them company, I’m happy to help. I’ll treat your pets like they’re my own and make sure you feel comfortable and updated while you're away! With two dogs of my own, I know how important it is to find the right care. I will work my schedule around yours to provide the best care and normal routine for your furry friend! When caring for pets in their own home, I focus on keeping their routine as normal and comfortable as possible. I carefully follow your instructions for feeding, walks, playtime, medications, and any special care your pet needs. I make sure pets receive plenty of attention, exercise, and affection so they feel safe and relaxed while you’re away. I will also provide updates and photos so you can have peace of mind knowing your pet is doing well. My goal is for your pet to feel comfortable in their familiar environment while receiving reliable and loving care.

Sitter Profile Image: Jenna Cathryn D.
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Jenna Cathryn D.
$34
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
15 years of experience
North Brookfield, MA, 01535

Thank you so much Jenna….first time leaving these guys with anyone but family. They loved you!!!! I will definitely be calling you again!!!

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Pam F.
Sitter Profile Image: Julie D.
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Julie D.
$23
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Rutland, MA, 01543

Extremely prompt. Lots of photos. Very detailed and thorough updates. I could not have been happier with the services. Highly recommend.

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Brian F.
Sitter Profile Image: Sydney L.
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Sydney L.
$34
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Rutland, MA, 01543

About: I’ve been taking care of dogs for 6 years now! I have a medium size dog of my own named Remi. I have experience walking dogs, feeding, taking outside, and playing with dogs! I am currently working Part-time. I would love for the opportunity to play with and walk your pups! I’m so excited to meet them all! Unfortunately, I live on the main road so I am unable to do visits in my home, but I am willing to do what is needed to meet your dogs needs on our walk on in home visit!

Sitter Profile Image: Lila P.
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Lila P.
$17
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Brookfield, MA, 01506

I highly recommend Lila. She did an amazing job with my three cats. She is very diligent and honest. Gustav needs a pill and she was able to give him that. Betty is very timid but she went to Lila. Lila kept me updated with texts and photos everyday. She went above and beyond. I look forward to having Lila take care of my fur babies whenever I travel!

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Lisa D.
Sitter Profile Image: Will T.
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Will T.
$25
total per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
3 years of experience
Leicester, MA, 01524

Will was absolutely amazing with my cat Monkey. He checked in each day and took pictures to send me. My cat felt very comfortable with Will. I could tell monkey enjoyed his company so much that I’ve already booked Will for another appt in a few weeks. Thanks Will!

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Joseph J.
Sitter Profile Image: Bethany C.
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Bethany C.
$34
total per visit
5.0 out of 5 stars
3 reviews
32 years of experience
Oakham, MA, 01068

About: I am a lifelong animal lover, and have owned dogs, birds, bunnies, guinea pigs, hamsters and mice. Currently I own 2 cats with my partner named Rebel and Scout. Growing up my family dogs have included lhasa apsos, dandie dinmont terriers, a german shepherd, and a golden lab. I have experience sitting all types of dogs so whether you have a small medium or large dog, i am comfortable with all sizes. I also was an American Kennel Club junior handler for five years and during that time I showed my lhasa apsos. I have assisted with 4 four litters of lhasa puppies and am experienced with house training, puppy training, care etc. If you have any other questions I would be happy to answer them and look forward to the opportunity to become a friend to your precious pets! :) I am currently a homemaker, and am fortunate to have some flexibility! Just let me know the times/days you need. M-F preferred weekends are negotiable! My preference is to take care of pets at clients home. It is difficult to have other animals inside with the cats however I do have a fenced in area in my yard I can offer for them to be in!

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

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  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    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

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Popular requests for pet sitting - Oakham

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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 $21.09 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 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 July 2026, there are 2,161 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.

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