House Sitting in Pittsfield

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.
Confirmed availability
Thanksgiving
1. Amanda Verified Background Check

I'll run with your dog and play!

Lenox, MA, 01240

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

"Amanda watched our 5 yr old male Labrador for a long weekend in our home and we can not be more thrilled with her excellent service. She kept in touch with u... (more)"

Confirmed availability
Thanksgiving
2. Gabrielle Verified Background Check

Home away from home!

Pittsfield, MA, 01201

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

"Gabrielle stepped in on short notice to care for my 3 month old large mix breed puppy and 2 year old high energy Jack Russel/ShihTzu/Chi while I was away for... (more)"

Confirmed availability
Thanksgiving
3. Jacob Verified Background Check

Excited to care for your pets!

Lanesborough, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Jake. I am a very outgoing guy with lots of energy which makes me the perfect candidate to play with and care for your pets. I’ve... (more)

Calendar Recently Updated
4. Hannah Verified Background Check

Let's Play!

Housatonic, MA, 01236

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

About: I'm an animal lover who grew up on a horse farm. I love animals which is why I work with them, and will take care of your dog(s) as if they were my... (more)

Confirmed availability
Thanksgiving
5. kendra Verified Enhanced Background Check

For the love of animal's

Pittsfield, MA, 01201

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

About: Hello, To all animal parents. You will have not to worry as your animal will be having a blast while in my care. Wheather it's walks overnight s... (more)

Confirmed availability
Thanksgiving
6. Megan Verified Background Check

Super caring, loving, animal lover

Pittsfield, MA, 01201

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

"Megan was great with our 4 month old puppy. They immediately made friends and we came back 4 hours later to a very happy puppy. (more)"

Confirmed availability
Thanksgiving
7. Sarah Verified Background Check

Dogs think I’m a rockstar.

Lenox, MA, 01240

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

"I have known Sarah for at least 10 years. She is a true dog lover. She has two dogs of her own and two "granddogs". She is always taking the four of them ... (more)"

Confirmed availability
Thanksgiving
8. Lauren Verified Background Check

"My children have paws"

Cheshire, MA, 01225

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

"Lauren is a wonderful person and truly knows dogs and their behavior! She has a vast knowledge of dog breeds from small to big and is a very responsible pers... (more)"

Calendar Recently Updated
9. Theresa Verified Background Check

Active,Playful,Animal Loving Family

East Chatham, NY, 12060

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

About: Hello! We are an animal loving family that would have so much fun caring for your dog! We live on 64 acres of woods and fields to explore. We al... (more)

Confirmed availability
Thanksgiving
10. Bryce Verified Background Check

Friendly flexible pet sitter

pittsfield, MA, 01201

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

About: My mom is a vet and has been my whole life. I’ve helped her at her job caring for the animals in the resort. I’ve also watched her work friends ani... (more)

Confirmed availability
Thanksgiving
11. Briana Verified Background Check

I love all pets big or little!

Cheshire, MA, 01225

House Sitting, Drop-In Visits, Dog Walking

"Briana is highly motivated and very caring individual. She is amazing at caring for her own 2 dogs a lab and a Chihuahua. She is organized, dedicated and am... (more)"

12. Hannah Verified Background Check

Dog boarding, house sitting, and pe

Pittsfield, MA, 01201

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

About: I grew up with animals and miss having them around! At this point in my life it doesn't make sense for me to adopt any animals, so I'd love to han... (more)

13. Jenna Verified Background Check

Your fur-baby will be in good hands

Adams, MA, 01220

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

About: Hi, I’m Jenna! I specialize in all forms of fur-baby; kitties and doggos alike. I currently have my own little fur-baby (an orange short-haired fel... (more)

Confirmed availability
Thanksgiving
14. Ashley Verified Enhanced Background Check

I've had animals my whole life

pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"Ashley is responsible, loving and kind. I have no doubt that my animals are in great hands with her. Thank goodness Ashley will take care of my animals! (more)"

15. Marley Verified Background Check

I’ll give your pets the best care

Dalton, MA, 01226

House Sitting, Drop-In Visits

"When called to travel for an unexpected trip I contacted Marley to check her availability or get any recommendations and she took the job short notice . She ... (more)"

16. Kelly Verified Background Check

Ready to help you worry less!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I’m a love to keep busy kinda gal and always looking for something to keep me busy! I’ve always had animals and understand they’re family! I’ve had... (more)

Confirmed availability
Thanksgiving
17. Stephanie Verified Background Check

I love all fur babies as my own!

Berlin, NY, 12022

House Sitting, Drop-In Visits, Dog Walking

About: I have been surrounded by dogs, cats, chickens, all sorts of pets/animals my entire life. As a young girl I grew a deep passion for dogs and cats o... (more)

18. Ava-Lena Verified Background Check

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"We were so happy that Ava-Lena could help us out! She came over immediately following her daytime job, with little downtime in between. And Our golden retr... (more)"

19. Joel Verified Background Check

All my favorite people are dogs.

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"Joel is great with our dogs, and our dogs love him. He always interacts well with them, and they respond in kind. Joel is definitely a "Dog Person". (more)"

20. Bianca Verified Background Check

I wipe eye boogers

Pittsfield, MA, 01201

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

About: Hi! I would love to help care for the furry members of your family! I work part time with a varied schedule so please reach out to me for avail... (more)


As dog 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 house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter 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 training 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 pet. Rover is proud to be the nation's largest network of pet lovers for hire.