Pet Sitting in Oakham

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Olivia R.
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Sitter Profile Image: Olivia R.
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1. Olivia R.

Dogs are not pets there family
Leicester, MA, 01524
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$22
per visit
Profile image

Olivia has been beyond great with our girl! She sends pictures and updates after every visit and always lets me know if she needs anything else. If I have a special request she ensures me that she will do it. I completely trust Olivia with my pup (and I’m a nervous dog mom) and highly recommend her!

Sitter Profile Image: Patricia O.
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Sitter Profile Image: Patricia O.
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2. Patricia O.

Let me take care of your pet.
East Brookfield, MA, 01515
8.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$20
per visit
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Patty was very professional and great to work with right from the beginning. I was new to Rover but she patiently helped me get the bookings right for what I needed. She took great care of our three cats and left the house neat and tidy. We appreciated the photos and messages while on our trip. Thank you Patty!!

Sitter Profile Image: Shea & Damien T.
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Sitter Profile Image: Shea & Damien T.
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3. Shea & Damien T.

Experienced Doggie Parents
Worcester, MA, 01605
11.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$20
per visit

Oh my word. I cannot thank Shea enough for her amazing care of my sweet little fur babies. I have two dogs and two cats, and being gone from home for an entire month, out of the country and so far away, I knew I needed to put my pets in the best care. With Shea, I did. Knowing Shea has lifelong experiences with dogs of all breeds and seeing her with Pancakes & Waffles (my Saint Bernard and Rottweiler) truly put my mind at ease. She sent me photo and video updates every day multiple times a day, and progress reports on Pancakes’ redirection (upon darting across roads to catch squirrels.) I truly cannot thank her enough for being such a loving step-in-pet-parent to my two babies. She will be the one I call every time I need to know my honeys are taken care of.

Sitter Profile Image: Elizabeth N.
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Sitter Profile Image: Elizabeth N.
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4. Elizabeth N.

Animal Lover
Rutland, MA, 01543
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
18 repeat clients
from
$15
per visit
Profile image

Elizabeth did great with both of our energetic dogs and was a very good communicator! She was very kind and knew a lot about how to handle dogs and had a very gentle personality. She is very trustworthy and we definitely hire her again!

Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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5. Kayla C.

The greatest care for your pets 💕
Spencer, MA, 01562
7.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$25
per visit
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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!

Sitter Profile Image: Maria G.
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Sitter Profile Image: Maria G.
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6. Maria G.

Backyard Lake/Trails + Chill Home
Jefferson, MA, 01522
8.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
29 repeat clients
from
$25
per visit

About: Absolutely in love with my own dog, a Boston Terrier named Frankie, who passed away earlier this year, I miss having a dog to walk around Eagle Lake with. Do you worry about your dog while it's alone at home? Do you want me to remix Disney songs to include your dogs name? Because I'll do it. I'll happily become a "Part of your (dogs) World". Happy to walk around till your pup is tired out, or just to catch up on all the latest doggo gossip, leaving your furry son/daughter relaxed while you're gone. I enjoy walking around seeing all the sights and smelling all the smells, and am an expert in picking up poop - which is a strange claim to make outside of Rover. I love dogs, and am an active sort of person. Let me entertain your pet while you're working/away, and both of you will be less stressed for it. Lucky enough to have a flexible job that allows me to set my own hours, the passing of my dog Frankie has made it so pet care seamlessly fits into my routine. With a dog friendly lake and walking trails quite literally in my backyard, and several very comfy couches to choose from, it all depends on your pets needs and personality. VCA Abbott Animal Hospital is a 14 minute drive from my home.

Sitter Profile Image: Faith M.
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Sitter Profile Image: Faith M.
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7. Faith M.

Caring animal lover
Jefferson, MA, 01522
10.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
1 repeat client
from
$16
per visit

Our family was hesitant to leave our beloved pets behind while we went on vacation, but hiring Faith was the best decision we made! Their attention to detail and genuine love for animals put our minds at ease. Throughout our trip, we received regular updates and photos, which reassured us that our furry friends were in good hands. We returned home to happy, well-cared-for pets, and we'll definitely be booking Faith again for our future trips. Thank you for providing exceptional care and peace of mind!

Sitter Profile Image: Amanda P.
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Sitter Profile Image: Amanda P.
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8. Amanda P.

Will treat your pets like my own
Princeton, MA, 01541
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$15
per visit
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Amanda was great! She responded quickly when I had questions, and was careful to keep me updated while I was on vacation. Highly recommended!

Sitter Profile Image: Julie D.
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Sitter Profile Image: Julie D.
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9. Julie D.

Loving Pet Sitter, Retired
Rutland, MA, 01543
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$20
per visit
Profile image

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

Sitter Profile Image: Jon D.
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Sitter Profile Image: Jon D.
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10. Jon D.

Responsible and Caring Pet Lover..
Rutland, MA, 01543
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$15
per visit
Profile image

SO lucky to have picked him! He took great care of my puppy and they had so much fun together. I would book him again in a heartbeat!

Sitter Profile Image: Sydney L.
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Sitter Profile Image: Sydney L.
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11. Sydney L.

What can I say, I love Animals!
Rutland, MA, 01543
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$20
per visit

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: Kaitlyn D.
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Sitter Profile Image: Kaitlyn D.
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12. Kaitlyn D.

I love all animals!
Rutland, MA, 01543
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$25
per visit
Profile image

Kaitlyn was fantastic with Cassie! She took her to the park for a hike on very short notice since I was sick. Cassie responded to her very well. I will definitely look forward to using Kaitlyn again!

Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
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13. Emily B.

Rover 101
Tell your cat I said pspspsps 🐱🐶
Barre, MA, 01074
3.5 mi. away
Drop-In Visits
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$30
per visit
Profile image

Wow, I have never had a more attentive pet sitter! My cat seems soooo happy after 6 days with Emily. She is a great communicator and also an amazing photographer who has given us daily gifts of pictures of our kitty. :) We highly recommend Emily with no reservations!!!!

Sitter Profile Image: Debbie G.
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Sitter Profile Image: Debbie G.
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14. Debbie G.

Pawsitivitly happy at home
Spencer, MA, 01562
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit
Profile image

First experience with Debbie was great. Will book again.

Sitter Profile Image: Kalliah B.
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Sitter Profile Image: Kalliah B.
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15. Kalliah B.

Walks, Dog Parks, or Stay Home Fun!
Barre, MA, 01005
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$22
per visit
Profile image

Kalliah is so kind,responsible, and reliable. We’ve used her twice now and she goes above and beyond to communicate and takes the best care of our beloved fur babies.

Sitter Profile Image: Aimee J.
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Sitter Profile Image: Aimee J.
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16. Aimee J.

Reliable and caring pitbull mom.
Spencer, MA, 01562
6.7 mi. away
Drop-In Visits
1 review
from
$13
per visit

Aimee has looked after our cat many times while we’ve been on vacation and always does an excellent job! She sends daily updates including photos so we are never wondering how he is doing. Our cat can be a bit sassy/difficult at times but Aimee has handled everything so well. We come home to a clean house/litter boxes and a happy cat. We have a pitbull who is always happy to see her as well and I would definitely trust her if we ever needed anyone to watch our dog. You can tell she really cares about the animals, would highly recommend :)

Sitter Profile Image: Morgan W.
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Sitter Profile Image: Morgan W.
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17. Morgan W.

Hi there I am friendly& dependable!
Spencer, MA, 01562
5.8 mi. away
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

She’s is amazing and reliable she spends countless hours watching dogs as well as walking them. She helps our family as well as others to provide pet care

Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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18. Erin H.

Mother and Pet Lover
Rutland, MA, 01543
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

Erin is amazing with animals! She is so caring and knowledgeable. I remember when she drove for days through different states to help transport a rescue dog. She is extremely responsible and loving. She’s one of the only people I would trust with my two energetic dogs.

Sitter Profile Image: Abby B.
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Sitter Profile Image: Abby B.
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19. Abby B.

Looking to pamper your pets
Barre, MA, 01005
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$20
per visit

Abby has taken care of my four horses and cat. She's read my five pages of notes and followed every detail meticulously. She even sends me pictures of all animals so I can feel secure knowing they are happy and cared for. The best part about Abby is that she takes care of each and every animal like they are her own. It's hard to find someone who can trust with your pets, but Abby is one of those people!

Sitter Profile Image: Nora W.
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Sitter Profile Image: Nora W.
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20. Nora W.

Local, love to walk and groom!
Barre, MA, 01005
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$25
per visit
Profile image

Nora is great! I felt very good at our meet and greet; they have great experience and you can instantly tell they genuinely care for your pet. Our cat Arthur was in great spirits when we returned from our trip! We'll definitely book again.

Search Map

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Oakham:


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Oakham pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Oakham, MA who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits