Pet Sitting & Drop In Visits in Oakham, MA

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

1. Dani

I can be your dogs work out buddy!

Holden, MA, 01520

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Dani is super friendly and gets back to you ASAP. I have used her a couple of times for drop in visits to take care of my 6 month old pup and older lab while... (more)"

Confirmed Memorial day Availability
2. Christine

I'll treat your pup like my own!

Rutland, MA, 01543

Drop-In Visits, Dog Walking

"Christine was amazing with my three shih tzus! She wrote a long description of her drop in with them with lots of photos! She took really good care of each o... (more)"

3. John

Dogs love me! Dog time is the best

Paxton, MA, 01612

House Sitting, Drop-In Visits, Dog Walking

"John has been pet sitting my dog for several years! John will also house sit so my dog is comfortable in his own home. My dog loves John! John will send me p... (more)"

4. Jessica

I enjoy long walks

Leiecster, MA, 01524

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jess has so much love for all dogs and all animals for that matter. Her compassion for rescued or disabled dogs is particularly inspiring to me. She is punct... (more)"

5. Olivia

Dogs are not pets there family

worcester, MA, 01609

House Sitting, Drop-In Visits, Dog Walking

"I hired Olivia to watch my three large dogs. 47 pounds, 70 pounds, and 77 pounds. She is great with them they love when she visits. She was very good about s... (more)"

6. Alexandra

Flexible hours & can do overnights

Hubbardston, MA, 01452

House Sitting, Drop-In Visits, Dog Walking

"Alexandra is a true lover of animals. She treats each and every one as if it was her own. She is reliable and most important, the animals love her! (more)"

7. Kristal

I will pamper your pet.

Paxton, MA, 01612

House Sitting, Drop-In Visits, Dog Walking

About: I will respond quickly, usually within a day. I am a good communicator, as I Text or leave messages for my clients, so they know what I did with t... (more)

8. Tonya

I enjoy and love dogs!

Paxton, MA, 01612

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Tonya's passion for animals is unsurpassed. She is a loving, caring person and enjoys the company of dogs. She has a dog and she feed and loves her dog mo... (more)"

9. Cory

I can run circles with your dog!

West Brookfield, MA, 01585

House Sitting, Drop-In Visits, Dog Walking

About: I am a long time animal lover. I grew up with pets of my own and caring for neighborhood pets as well. I currently own a chocolate lab and dachshun... (more)

10. Sheyanne

I'll take your dog on nature hikes.

West Brookfield, MA, 01585

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Dog is truly humans best friend. They would do anything for you and I believe you should do the same. Afterall, your dog is you; they share your pe... (more)

11. Joe

Dogs who love soccer are a plus!!?

North Brookfield , MA, 02455

House Sitting, Drop-In Visits, Dog Walking

About: I've been helping my sister with her pet care business, Cait's Pet Care since I can remember. She is the main reason I love animals so much. Now th... (more)

12. Kaitlin

Kate's Kennel

East Brookfield, MA, 01515

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kaitlin is very responsible and loves dogs and is great with animals. She takes care of our dog whenever we go away and I know he is well taken care of an... (more)"

13. Mia

providing doggie care est. 2012

Rutland, MA, 01543

House Sitting, Drop-In Visits, Dog Walking

About: Looking for a dog walker or dog sitter? I'm a proud owner of a german shepard, and have had dogs (and other animals) all my life. Trained a service... (more)

14. Rebekha

Please Read My full Profile!!

Paxton, MA, 01612

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I'm a 50 year old woman and a stay at home Homemaker. I have had dogs and cats my entire life! Currently I have a 3 year old rescue from Puerto Ric... (more)

15. Jourdyn

Large fenced yard on dead end road

spencer, MA, 01562

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jordyn took care of our little toy poodle while we were away on vacation. The house and the beautiful back yard were very clean and safe. Our dog played with... (more)"

16. Nancy

Animal lover seeking new clients.

Hubbardston, MA, 01452

Drop-In Visits, Dog Walking

3 repeat clients

"Nancy is a dog whisperer. My dogs lover her the minute they met her. (more)"

17. Sarah

Reliable and cares for all dogs

East Brookfieldi, MA, 01515

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is by far the best dog walker and pet sitter I have ever met. She takes such great care of all animals and loves them so much. She is so caring and kin... (more)"

18. Jason

Open minded, creative, animal frien

Rutland, MA, 01543

House Sitting, Drop-In Visits, Dog Walking

About: I have been working with dogs/pets since 2003 when I turned 18. Just out of high school my famuly was fortunate enough to inherit a pet sitting b... (more)

19. Paola

Fun, responsible, vet tech student

Spencer, MA, 01562

Drop-In Visits, Dog Walking

1 repeat client

"My cats and I were super pleased with Paola's care for the kitties while I was on vacation. Paola is very nice and considerate to both the animals and their ... (more)"

20. Mary

Caring pet sitter

spencer, MA, 01562

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've had dogs for most of my life and would be willing to walk your dogs and fill other needs you may have. Along with taking care of your animals ... (more)


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.