House Sitting in Winthrop

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

Calendar Recently Updated
1. Mandy

Active and friendly dog enthusiast

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

"Mandy took great care of Kipper! She was very easy to coordinate with and was very responsive. She sent pictures of Kipper throughout the weekend and kept me... (more)"

Calendar Recently Updated
2. Marilyn

Weekend Warrior!

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

"Marilyn was such a find for my ailing Sun Tzu! She understood what was needed, could handle the out of the ordinary care required and inspired confidence in ... (more)"

Calendar Recently Updated
3. Jennifer

Long walks on the beach with ur dog

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Jennifer is a huge dog lover, she treats every dog with love and nurture and is extremely responsible. Jennifer has great patience and enthusiasm for every d... (more)"

4. Jennie

Jennie's North End Puppy/Dogsitting

North End, Boston, MA, 02113

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

"This was our third time working with Jennie and she was great as always. She's really sweet and patient with our bulldog, and was able to administer her medi... (more)"

Calendar Recently Updated
5. Kristina

I'll treat your pup like my own!

Everett, MA, 02149

House Sitting, Drop-In Visits, Dog Walking

"Kristina is just terrific!! Holy cow! I can't say enough about how pleased I was with her attentiveness and care of my 4-legged babies. I most certainly w... (more)"

6. Keyla

Open Availability & Love Outdoors

Everett, MA, 02149

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

"Keyla is a definite dog lover! Keyla was gentle and kind to our two “girls”. It was a very long dog sitting, about 3 weeks, so it wasn’t easy, I’m sure, but... (more)"

Calendar Recently Updated
7. Sydney

Colorado Animal Lover new to Boston

South Boston, Boston, MA, 02210

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

"Sydney was great with my 11 month old big, strong lab. Great communication, especially while I was away. I will hire you again if you’re available. Thanks! (more)"

Calendar Recently Updated
8. Chelsea

I ❤️ taking doggy pics for you!

East Boston, Boston, MA, 02128

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

"Chelsea is great friend and reliable coworker who loves animals. She is very responsible and timely and would a great dog walker or dog sitter. (more)"

Calendar Recently Updated
9. Stefan

I love dogs and love walking them

East Boston, Boston , MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Stefan is one of my co-volunteers at a local animal shelter. Since he began working there, over two years ago, he has demonstrated tremendous skill caring fo... (more)"

10. Sarah

Doggy B&B

Revere, MA, 02151

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

"Sarah did a terrific job caring for our senior dog, Clyde on July 4th. We will definitely use her services again. Thank you Sarah! (more)"

11. Nicole

Fun, Active and Loving Dog Sitter!!

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

"Nicole did an awesome job taking care of my dog shortly after some surgery. She was so helpful and took care of all the things he needed. She was super easy ... (more)"

12. Ariana

Experienced, Caring Petsitter

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Ariana is an extoridonary person and dog lover. With first hand experience of seeing her around her own dog she would be perfect for the job. Ariana has expe... (more)"

Calendar Recently Updated
13. Kristina

I'll run and snuggle with your dog

East Boston, Boston, MA, 02128

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

"I highly recommend Kristina! She was willing to come over to meet us and our dog before we booked her, which was great since this was our first time away fro... (more)"

Calendar Recently Updated
14. Krystin

Compassionate animal lover

revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"My Wife, Daughter and I always would take our beloved Black Lab Mix Fenway on Family trips, but sometimes Hotels just would not allow Dogs. This was a hug... (more)"

Calendar Recently Updated
15. Kristina

Your Fur Baby is Safe with me!

East Boston, Boston, MA, 02128

Dog Boarding, House Sitting

"Will be using Kristina again! She has great communication during the stay, sends photos, and has great knowledge/understanding of different types of dogs and... (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)"

Calendar Recently Updated
17. Jenna

Responsible and Caring Dogsitter

Revere, MA, 02151

House Sitting, Drop-In Visits

"Jenna was fantastic and I'd recommend her wholeheartedly. She was very accomodating to my hectic schedule for the meet and greet. She watched our 2 cats for ... (more)"

18. Laura

Every dog is my dog haha

Revere , MA, 02151

House Sitting, Drop-In Visits, Dog Walking

About: My fur pups and their owners will love all the fun long walks we will have together! I have delt with all sizes and breeds of dogs and have two of ... (more)

19. 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)

Calendar Recently Updated
20. Elizabeth

POOCH SITTER

Winthrop, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

About: Hello, My name is Liz, I am interested in dog sitting to make some extra money because we are saving for a home. I work at a college in town and ... (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.