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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patricia O.
Verified Enhanced Background Check
Sitter Profile Image: Patricia O.
Verified Enhanced Background Check

1. 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
6 reviews
3 repeat clients
from
$20
per visit

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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth N.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth N.
Verified Enhanced Background Check

2. 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

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shea & Damien T.
Verified Enhanced Background Check
Sitter Profile Image: Shea & Damien T.
Verified Enhanced Background Check

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
3 reviews
1 repeat client
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: Olivia R.
Verified Background Check
Sitter Profile Image: Olivia R.
Verified Background Check

4. 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

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kayla C.
Verified Enhanced Background Check
Sitter Profile Image: Kayla C.
Verified Enhanced Background Check

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
15 reviews
6 repeat clients
from
$25
per visit

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: Faith M.
Verified Enhanced Background Check
Sitter Profile Image: Faith M.
Verified Enhanced Background Check

6. Faith M.

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

Faith is a go- to resource for me anytime I need help with my two rambunctious puppies, she is a reliable and very capable pet sitter and dog walker. She is also very familiar with administration of meds including injections and fussy eaters. She is affectionate and loving to all animals and I wouldn't hesitate to hire her again!

Calendar Recently Updated
Sitter Profile Image: Julie D.
Verified Enhanced Background Check
Sitter Profile Image: Julie D.
Verified Enhanced Background Check

7. 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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check

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

Amanda was great! She responded quickly when I had questions, and was careful to keep me updated while I was on vacation. Highly recommended!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Aimee J.
Verified Enhanced Background Check
Sitter Profile Image: Aimee J.
Verified Enhanced Background Check

9. 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: Maria G.
Verified Background Check
Sitter Profile Image: Maria G.
Verified Background Check

10. 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
76 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.

Calendar Recently Updated
Sitter Profile Image: Joshua S.
Verified Enhanced Background Check
Sitter Profile Image: Joshua S.
Verified Enhanced Background Check

11. Joshua S.

Loving Dog Sitter, Flexible
Leicester, MA, 01524
10.0 mi. away
House Sitting, Drop-In Visits
7 years of experience
from
$16
per visit

About: I have a great deal of patience and have always taken my time building a bond and trust with dogs. My approach is gentle confidence, subtle love and attention. I’ve been able to get close and train simple commands to dogs whose owners thought were unteachable or “don’t like people”. I work a full time job Mon-Fri with some work-from-home flexibility. I also attend school part -time but have my most availability during the weekends. I’m flexible and open to working around schedules. Following and having a full understanding of a clients home rules go hand in hand with caring for their pets in the best way possible. Next would be understandable the do’s and dont’s for their pets. Once both of those are known, it becomes more comfortable taking care of their pet properly while respecting the clients rules.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Olivia P.
Verified Enhanced Background Check
Sitter Profile Image: Olivia P.
Verified Enhanced Background Check

12. Olivia P.

Prepared for pretty much anything!
Hubbardston, MA, 01452
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$25
per visit

Olivia is fantastic ! I didn't have any worries while I was away .

Sitter Profile Image: Debbie G.
Verified Background Check
Sitter Profile Image: Debbie G.
Verified Background Check

13. 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
3 reviews
1 repeat client
from
$20
per visit

First experience with Debbie was great. Will book again.

Sitter Profile Image: Kalliah B.
Verified Background Check
Sitter Profile Image: Kalliah B.
Verified Background Check

14. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patty & LeeAnn S.
Verified Background Check
Sitter Profile Image: Patty & LeeAnn S.
Verified Background Check

15. Patty & LeeAnn S.

Happy to help when you need it
Rutland, MA, 01543
7.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$25
per visit

Patty and Leigh Ann did an amazing job with our dogs! When we pick them up from the kennel it takes a few days for the pups to get back to normal. We arrived home last night and our pups were relaxed and happy. I am not sure they missed us ?.. we would most certainly use Patty and Leigh Ann again.. A+ experience!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

16. 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

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: Vicki K.
Verified Enhanced Background Check
Sitter Profile Image: Vicki K.
Verified Enhanced Background Check

17. Vicki K.

Pets of all kinds are safe with me!
Barre, MA, 01005
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$12
per visit

Vicki has always taken examplary care of all animals she has come in contact with. She especially loves dogs, walking with them, playing with them and caring for them. She is very patient and loving. Has found minor health concerns such as a slight limp and found the tiniest of cuts on her foster dog and noticed a cyst on a cats mouth the owner had not yet noticed. Her observation skills are incredible.

Calendar Recently Updated
Sitter Profile Image: Abby B.
Verified Enhanced Background Check
Sitter Profile Image: Abby B.
Verified Enhanced Background Check

18. 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.
Verified Background Check
Sitter Profile Image: Nora W.
Verified Background Check

19. 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

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.

Sitter Profile Image: Jon D.
Verified Enhanced Background Check
Sitter Profile Image: Jon D.
Verified Enhanced Background Check

20. 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
4.5 out of 5 stars
8 reviews
from
$15
per visit

Jon loves animals and is very reliable. He’s great with our large, high energy 16 -month-old Lab mix.

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