House Sitting in Oakham

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
1. Melissa Verified Background Check

Animal lover; outdoor enthusiast

Barre, MA, 01005

House Sitting

"Melissa is the best! She was incredibly patient with my back and forth regarding schedule and she's SO good with the dogs! She understands their different p... (more)"

Calendar Recently Updated
2. Christy Verified Background Check

Trustworthy, Dependable, & Flexible

West Brookfield, MA, 01585

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

"Christie is much more than a pet sitter; she is more like a co-caretaker of my cat. She is beyond kind and caring to her and takes excellent care when I am ... (more)"

Confirmed availability
Thanksgiving
3. Victoria Verified Background Check

Excited to meet you and your pets!

Barre, MA, 01005

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

"Victoria has always been my go to person for dog care! She is reliable, professional and friendly! While Victoria is caring for my pup, she checks in through... (more)"

4. Sheyanne Verified Background Check

I'll take your dog on nature hikes.

West Brookfield, MA, 01585

House Sitting, Drop-In Visits, Dog Walking

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)

5. Elizabeth Verified Enhanced Background Check

Student of Veterinary Assistance

Holden, MA, 01520

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is amazing with my dogs. I have two rowdy goldendoodles, a 2 and 3 year old. She takes them on walks, feeds them if needed, and the moment they see... (more)"

Confirmed availability
Thanksgiving
6. Kathryn Verified Enhanced Background Check

Your dog always comes first

Spencer, MA, 01562

House Sitting, Drop-In Visits, Dog Walking

About: I'll care for your pet like they're my family. I have 20 years of experience caring for large and small breed dogs of all ages, stages, and temperm... (more)

Confirmed availability
Thanksgiving
7. Leighann Verified Background Check

missin pups from home

Paxton, MA, 01612

House Sitting, Drop-In Visits, Dog Walking

"Leighann watched our two fur babies for the long weekend! During our time away we were in constant contact and received tons of super cute photos of our pup... (more)"

Confirmed availability
Thanksgiving
8. Eve- Marie Verified Enhanced Background Check

Veternary Science Major, pup lover

North Brookfield, MA, 01535

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

About: I am a dog lover that is currently enrolled in college for Veterinary Sciences and work at a boarding facility! I was previously a Dog Trainer in B... (more)

9. Teddie Verified Enhanced Background Check

Hi my name is Teddie F!

Leicester, MA, 01524

House Sitting, Drop-In Visits, Dog Walking

About: I’m going to college for pre vet at Becker College, I’m hoping to work at a small animal clinic with dogs and cats but move up to exotic animals su... (more)

10. Drew Verified Background Check

Shelter volunteer & dog lover

North Brookfield, MA, 01535

House Sitting, Drop-In Visits, Dog Walking

"Thanks for visiting with Winston and getting to know each other before caring for him. It is wonderful to come home to a calm relaxed and happy pet whose rou... (more)"

Calendar Recently Updated
11. Briana Verified Background Check

Animals are my passion!

Leicester, MA, 01524

House Sitting, Drop-In Visits, Dog Walking

"Briana has lived on a farm for 8 years and has been exceptional in taking care of all the animals including Dogs, Cats,Cows,Pigs,Goats and Chickens. She is ... (more)"

Confirmed availability
Thanksgiving
12. Brittany Verified Background Check

Flexible and fun pet sitter

Barre, MA, 01005

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

"I couldn't be happier with Brittany! I felt extremely comfortable leaving my 3 puppies in her care. She was very caring, patient and my dogs loved being ther... (more)"

13. Anastasia Verified Background Check

Busy schedule? Allow me to help!

Spencer, MA, 01562

House Sitting, Drop-In Visits, Dog Walking

"I have know Ana a very long time, she has always had that animal attraction and love for pets, hers or other peoples. She is a responsible young woman that h... (more)"

14. Jason Verified Background Check

Home full time

Hubbardston, MA, 01452

House Sitting, Drop-In Visits, Dog Walking

"Guaranteed the best care!!! I really hate to leave my dog behind for a long day when I have to go to work so it is great to have a sitter stop by. I can tell... (more)"

15. Paula Verified Enhanced Background Check

Beyond cats and dogs

Rutland, MA, 01543

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

About: I would love to watch your pets for you. Anything from cuddling up with your Kitty to taking Fido around the neighborhood or even out on a trail. I... (more)

16. Rebekha Verified Background Check

Please Read My full Profile!!

Paxton, MA, 01612

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

About: I'm a middle aged healthy woman and a part time assistant manager of a Salon and Spa. I have had dogs and cats my entire life! Currently I have a 4... (more)

17. Alexis Verified Background Check

Home day time-near parks-will run

spencer, MA, 01562

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

About: I’m a huge dog/animal lover. Im very responsible when it comes to caring for others. I had three dogs before and took care of all of them at a very... (more)

18. Helen Verified Background Check

I'm dedicated to my work

Leicester, MA, 01524

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

About: The reason I would be a great sitter or walker is because I love what I'm doing and I wouldn't want it any other way. My daily routine for taking c... (more)

19. Pauline Verified Background Check

Genuine love and respect for all

Spencer, MA, 01562

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

About: Hello and thank you for reading. I am a 50-year-old woman that is semi-retired. I have well over 40 years of experience working with all types of... (more)

20. Maura Verified Background Check

Being Active with You're Dog!!

Spencer, MA, 01562

House Sitting, Drop-In Visits, Dog Walking

About: The care I provide is passionate. I believe in dogs the way others don't. Dogs have the ability to connect humans with ourselves. They need attenti... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Oakham house sitting needs. On Rover, it's easy to find a loving dog sitter in Oakham who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Oakham house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Oakham for your dog — people who'll treat him like family.