House Sitting in Winthrop

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

1. Donna

Love, and Attention Guaranteed !

Boston, Boston, MA, 02116

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

3 repeat clients

"We left our small Havanese with Donna for 13 days while we vacationed. Our dog is very playful with other dogs but is wary around strangers. Naturally we wer... (more)"

Confirmed Memorial day Availability
2. Jeffrey

Big Heart even bigger yard:)

Revere, MA, 02151

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

"Jeffrey would be a wonderful dog sitter on Rover. He's a very caring and empathetic person, especially towards animals. I have a dog of my own and he plays w... (more)"

3. Marilyn

Weekend Warrior!

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

About: Taking a long weekend and your pup can't tag a long? Or maybe a day trip and you have to leave your best friend behind? Need someone who you know... (more)

4. Jenna

Responsible and Caring Dogsitter

Revere, MA, 02151

House Sitting, Drop-In Visits

1 repeat client

"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)"

5. Krystin

Compassionate animal lover

revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Krystin has watched my 2 year old boxer overnight on several occasions. I have also had her for just walks on days that I was stuck at work. She is by far th... (more)"

6. Elizabeth

Dogless DogLover

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Amazing dog sitter. Very responsible and great with our dog! She sends picture updates. Can meet all your dogs needs. Will definitely re book in the future! (more)"

7. Lauren

❤️Home full time pet lover!!! ❤️

South Boston, Boston, MA, 02110

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

"Lauren was absolutely amazing. She watched my go to retriever Toby several times. The last time was for 2 weeks at her house. She’s a dog whisper and has so ... (more)"

Available this weekend
8. Kristin

home full-time, will run your dog

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"As long as I've known Kristin, which has been about 15 years now, she has always had a passion for caring for animals. I was never able to get a dog in my ho... (more)"

9. Brittany

Can take any size dog on long walks

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

"Brittany is a very reliable dog sitter and has exceeded my expectations several times. She has watched my large Border Collie in the past and went above and... (more)"

10. Nicole

Pet lover at your service!

South Boston, Boston, MA, 02127

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

"Nicole E. is a spectacular dog sitter! Due to work, I am often out of town for multiple days and I need someone to care for my Siberian Husky, Obi. I found... (more)"

11. Chelsea

I ❤️ taking doggy pics for you!

East Boston, Boston, MA, 02128

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

1 repeat client

"I have 4 dogs that all adore Chelsea. She has even helped me see 2 of them through puppyhood. She is attentive and caring with them and always willing to acc... (more)"

12. 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)"

13. Lisa

My home is your pets home .

Revere, MA, 02151

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

About: Hello my name is known as the doglady. My profession is animal care, my passion is rescue. No dog left behind, underdog to wonderdog. I have experi... (more)

14. Kristina

I'll run and snuggle with your dog

East Boston, Boston, MA, 02128

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

3 repeat clients

"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)"

15. Felicia

A dog's best friend

East Boston, East Boston, MA, 02128

House Sitting, Dog Walking

"I am writing to recommend Felicia to be a dog walker. She has had dogs since she was a little girl and has always taken care of them. That is why I believe ... (more)"

16. 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)

17. Hannah

Lifetime dog lover and runner!

East Boston, Boston, MA, 02128

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

3 repeat clients

"Hannah is great! She took care of our large dog at our house for 4 days. She sent pictures of them going for walks/hanging out. Great sitter! (more)"

18. Melissa

Near city pet sitter!

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"Melissa is so good with dogs of all ages. I have a senior dog who can be a "grumpy old man" and is very lame, Melissa is so kind and patient with him. His ... (more)"

19. Ellie

Home full-time, frequent walks

Winthrop, MA, 02152

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

About: My active lifestyle and open schedule will allow for plenty of playtime for your dog. My personal dog is very pet friendly and would love a friend ... (more)

20. Sabrina

Belly Rubs and Beach Access

Winthrop, MA, 02152

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

"Sabrina is fantastic!! She has watched my dog multiple occasions and Murphy loves her. Sabrina is always attentive and goes on long walks/runs if Murphy is n... (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.