House Sitting in Sheffield

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
This weekend
1. Danielle Verified Background Check

Large Property- Loving Family

Hillsdale, NY, 12529

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

"Danielle was very flexible with timing and availability. Our dog enjoyed his stay with her overnight. He came home very relaxed and happy. I will definitely ... (more)"

Calendar Recently Updated
2. Kathleen Verified Background CheckRover 101

Responsible + friendly pet sitter!

Becket, MA, 01223

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

"I don't know where to start in reviewing Katherine's phenomenal services! Katherine's profile and her reviews were amazing, so with trepidation, we went ahe... (more)"

Calendar Recently Updated
3. Laura Verified Background Check

Experienced Animal Professional

Pine plains, NY, 12567

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

About: I have an array of experience with caged pets to large exotic and domestic hoof stock. My family has a small farm with 8 horses, a herd of goats, c... (more)

Confirmed availability
Thanksgiving
4. Stephanie Verified Background Check

Come to my happy place

Great Barrington, MA, 01230

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

About: Hello..i have been a dog owner for many years. I have had a range of small to large dogs in my house. I care for each dog as my own. I enjoy nature... (more)

Calendar Recently Updated
5. 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)

Calendar Recently Updated
6. Alessandra Verified Background Check

Acres of doggie paradise

Ancramdale, NY, 12503

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

About: When I got my dog 3 years ago, my life changed completely. I never realized it was possible to love something this much. More recently, I moved in... (more)

Confirmed availability
Thanksgiving
7. Rachel Verified Background Check

Here to give you pup(s) love!

Stanfordville, NY, 12581

House Sitting

"Rachel was so great to work with! She stayed at our home and was very respectful. It was spotless upon returning and our animals seemed very happy. (more)"

8. Rebecca Verified Background Check

Let Me Console Your Pet

Falls Village, CT, 06031

House Sitting, Drop-In Visits, Dog Walking

About: I've lived with pets almost my entire life, and I know that there is absolutely nothing like the love for and of an animal. The relationship betwe... (more)

9. Amanda Verified Background Check

I’ll be your dog’s best friend.

Winsted, CT, 06098

House Sitting, Drop-In Visits, Dog Walking

About: I have dog sat for many families. I have stayed at their house and also done drop ins. I have dogs of my own that I love as if they’re my children.... (more)

10. Amanda Verified Background Check

I love dogs more than people.

Falls Village, CT, 06031

House Sitting, Drop-In Visits, Dog Walking

About: Hi, I'm Amanda! I've had a love for all animals since I was a kid. But my love and admiration for dogs started when I entered the grooming world. I... (more)

11. Kathryn Verified Background Check

Mature, loving, compassionate care

Canaan , CT, 06018

House Sitting, Drop-In Visits, Dog Walking

"Kathryn Fisher has grown up in a dog loving household. She has had a dog at home every year of her life, most years 2 at a time. Kathryn has shown responsibi... (more)"

12. Ava Verified Background Check

I'll run/walk/play with your dog!

Otis, MA, 01253

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

"Ava is probably the biggest dog lover I know. she consistently gives my dog the love, care, and play she needs. She is extremely dependable and I always know... (more)"

13. Marley Verified Background Check

I’ll give your pets the best care

Dalton, MA, 01226

House Sitting, Drop-In Visits

"Marley is always super helpful with our dog Mason. She goes above a beyond just a pet sitter. She cut his nails for us when we first adopted him and were too... (more)"

14. John Verified Background Check

Berkshire dog-loving local

Sheffield, MA, 01257

House Sitting, Drop-In Visits, Dog Walking

About: Dog-parent of a golden retriever and black lab who are pretty much the center of everything I do. I generally walk 3-7 miles daily for fun/exercise... (more)

15. Brian Verified Background Check

Any doggie need you need i'm here

winchester, CT, 06098

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

About: I've grown up all my life with animals. Some cats some dogs and even some bunnies! But i love animals so much. My mission is to save money to go be... (more)

Confirmed availability
Thanksgiving
16. Loren Verified Background Check

Fun loving dog mom!

Lee, MA, 01238

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

"Loren is an avid dog lover and truly believes in happy, healthy pups! Always my first choice for safe, affordable and worry free pet care. (more)"

17. Barbara Verified Background Check

Have Leash Will Travel!

Winsted, CT, 06098

House Sitting, Drop-In Visits, Dog Walking

"Barbara was great with our little dog Eddie. She took him for walks and snuggled with him while we were gone. He didn’t even miss us!! We will definitely ... (more)"

18. Stacey Verified Background Check

Love and care for all puppers

Winsted, CT, 06098

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

About: I grew up with always having dogs around and have had a lifelong passion and love for all animals. I’ve been dog sitting for over 10 years now and... (more)

19. Abbie Verified Background Check

Your Best Friend’s New Best Friend.

Winsted, CT, 06098

House Sitting, Drop-In Visits, Dog Walking

"Abbie is a wonderful dog sitter who is always on time and dependable. She is by far my first choice when I need a pet sitter at any time. She has proven he... (more)"

20. Emma Verified Background Check

Big heart and a lot of free time!

Ashley Falls, MA, 01222

House Sitting, Drop-In Visits

About: I am a recent college graduated who just moved back home. While searching for some ways to generate extra income, a friend who uses Rover recommend... (more)


Rover.com is the simple, savvy way to find and book Sheffield house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Sheffield on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Sheffield house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.