House Sitting in Winthrop

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

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1. Jennifer

Provide best care for your pets

Nahant, MA, 01908

House Sitting, Drop-In Visits, Dog Walking

"Jennifer B. went over and above our expectations. We look forward to her taking care of our dog Jake anytime. Thanks Jennifer B. (more)"

Confirmed availability
Thanksgiving
2. Julia

Large Fenced-In Yard by Logan!

East Boston, East Boston, MA, 02128

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

"Julia was really attentive to our pup and sent lots of great pictures! Would definitely book her again!! (more)"

Confirmed availability
Thanksgiving
3. Lexi

Huge fenced yard in wonderful city!

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

About: I grew up cuddling with my first dog, a chubby Britney Spaniel with the cutest curls on her ears, named Vixen. My family does still has dogs but no... (more)

4. Kristina

I'll treat your pup like my own!

Everett, MA, 02149

House Sitting, Drop-In Visits, Dog Walking

"Kristina was a wonderful dog sitter! She dealt with my fragile pug and his over-anxious Mom (me!) with great patience and attention to detail. I will, with c... (more)"

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5. Sarah

Doggy B&B

Revere, MA, 02151

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

"Sarah & Preston house sat out two dogs in August 2018. We were flying out last minute and they were extremely accommodating on their arrival and departure ti... (more)"

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6. Jenny

I’ll run with your pup!

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

"If you are looking for someone you can trust fully with your pooch, Jenny is your girl. She is the person that will go out of her way to say hello to a dog ... (more)"

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7. Kevin

4 K9s in my life, small thru large

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits

"Kevin is phenomenal at what he does. He is caring, respectful, and very patient with his clients. I was very skeptical of hiring somebody I didn’t know to ta... (more)"

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8. Kristina

I'll run and snuggle with your dog

East Boston, Boston, MA, 02128

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

"Kristina is fantastic! We had her stay over with our two dogs for a couple of nights in Southie. She was very accommodating and responsive. We look forward t... (more)"

9. Dayana

Love to Love Dogs

Charlestown, Charlestown, MA, 02129

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

"Dayana has dog sat for our us and our pup multiple times and he is always a happy camper after spending time with her. She's very responsive over text too! (more)"

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10. Meghan

Dog Lover Paying Off Student Loans

East Boston, Boston, MA, 02128

Dog Boarding, House Sitting, Dog Walking

"Meghan is wonderful! She has a couple fur babies of her own that she treats like royalty and will no doubt be the same way when it comes to caring for your p... (more)"

Confirmed availability
Thanksgiving
11. Janine

Responsible in-home care!

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

About: I will take care of your precious pup(s) as lovingly as my own - In his own home so he will be as comfy as if you were there. As a responsible adu... (more)

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12. Sandra

Active dog lover good to play & run

Winthrop, MA, 02152

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: Hi everybody! I’m Sandra - Originally from Maine, I love dogs of all ages and sizes who love outdoor activity and indoor play and cuddles! I am a f... (more)

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13. Zoe

Lots of experience and love to give

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Zoe was great! She took amazing care of our pup and we came back to a very happy and loved dog. She was respectful of our house and even cleaned up after our... (more)"

Confirmed availability
Thanksgiving
14. Destiny

I’ll run and play with your dogs

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Destiny used to watch my dog and my dog never wanted her to leave. She loved spending time with him. I think shes awesome for this. (more)"

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15. Danielle

Energetic dog enthusiast!

East Boston, East Boston, MA, 02128

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

About: I love all animals! My dog loves having other canines to play and run with! We like to walk outside in the grass around our apartment, hang outside... (more)

16. Jasline

Dog will be treated like my own

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Jasline has always been an animal person. She has a great vibe to her which dogs seem to really love. In the past Jasline has taken great care of my dog whil... (more)"

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17. Meredith

I love all breeds

East Boston, Boston, MA, 02125

House Sitting, Drop-In Visits, Dog Walking

"Meredith has stayed at my house multiple times to take care of my beasties. They were both rescues & I appreciate not having to put them into kennels, I love... (more)"

Confirmed availability
This weekend
18. Melissa

Near city pet sitter!

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"For as long as I have known Melissa, she has always been amazing with animals! Every request I had while she took care of my 3 month old Siberian husky puppy... (more)"

19. Kim

Fully available Mom & Dog lover <3

East Boston, boston, MA, 02128

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

About: I have grown up with dogs of all sizes and shapes since my Dad was a Veterinarian we always got the left-overs that were left at his practice :( I... (more)

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20. Anthony

Large Yard - Will Run and Play

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

About: I have owned more than 3 dogs in my lifetime and been exposed to many others dogs in my life by house/dog sitting. I have the knowledge, care and p... (more)

Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and pet sitting, and 95% of reviewed stays have received a perfect five-star rating. 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 pet sitter on Rover has the option to complete a free background check, so look for their badge that says they've had the check done. Pet and house sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.