House Sitting in Wakefield

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Jonny S.
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Sitter Profile Image: Jonny S.
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1. Jonny S.

Home Full-time - Dogs = Family
Stoneham, MA, 02180
2.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
50 reviews
18 repeat clients
from
$60
per night

Jonny is the absolute best! He goes above and beyond and genuinely cares about the dogs he sits. Our two dogs had a wonderful time, and we were not concerned about anything due to Jonny’s consistent updates and photos. My fiancée and I have never left our dogs for an extended period of time, and while we were initially anxious, this completely went away with Jonny taking care of them. He even went above and beyond to work on some of the leash pulling issues our dogs have. We will definitely be using Jonny again. Please book Jonny if he appears on your local sitters list, trust me, you won’t regret it!

Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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2. Andrew T.

Friendly, convenient sitter/walker
Medford, MA, 02155
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
23 repeat clients
from
$75
per night

Andrew did a great job taking care of our two older but rambunctious dogs, and the house was very clean and tidy when we arrived back home! Andrew was friendly and professional from the get-go. He provided pictures as requested and was very responsive. Much appreciated!

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Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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3. Jennifer B.

Can’t help loving all animals :)
Woburn, MA, 01801
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$50
per night

Jennifer went above and beyond! They met Chance's every need, communicated amazingly, and I could tell that Chancellor got PLENTY of cuddles and exercise. They made time to come for a meet and greet the day before, even though I only booked them 2-days out. I feel very safe sharing my home with them and will 10/10 book them and recommend them to friends. Jennifer is great and has such positive energy.

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Sitter Profile Image: Kelcee G.
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Sitter Profile Image: Kelcee G.
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4. Kelcee G.

reliable sitter w/lots of attention
Somerville, MA, 02145
8.1 mi. away
House Sitting
5.0 out of 5 stars
10 reviews
1 repeat client
from
$75
per night

Kelcee was fantastic! She took amazing care of Asya and sent the best pictures and kept me updated on how things were going. She made being away from my fur baby more calming for her momma!

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Sitter Profile Image: Renee R.
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Sitter Profile Image: Renee R.
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5. Renee R.

My Best Friend, Dog sitting
Arlington, MA, 02474
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$70
per night

Renee worked with our family to take care of our two labs (5 mos and 3 years) while we were traveling overseas. She was available for a quick Zoom interview, as well as providing references quickly. While we were away she provided daily or more frequent updates with photos. She gave us great peace of mind and we came home to happy pups!

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Sitter Profile Image: Ana R.
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Sitter Profile Image: Ana R.
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6. Ana R.

Rover 101
Your Dog's New Best Friend
Somerville, MA, 02144
8.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$95
per night

Ana was fantastic! She is an incredible communicator and was really great with my special needs rescue animals! They have some quirky habits and she worked with me the whole time to keep them comfortable. Also, this was a last minute booking which is so incredibly helpful. Will definitely book again!

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Sitter Profile Image: Fahad S.
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Sitter Profile Image: Fahad S.
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7. Fahad S.

Pets are family in my household :)
Malden, MA, 02148
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
113 reviews
34 repeat clients
from
$86
per night

Fahad was wonderful with our two fur babies. He stayed in our home so they would be more comfortable. Fahad clearly has a love for animals and is a very kind person. I would highly recommend him and plan to have him stay with our dogs in the future.

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Sitter Profile Image: Frances & Julia H.
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Sitter Profile Image: Frances & Julia H.
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8. Frances & Julia H.

Kind, Loving & Trustworthy Tag Team
Reading, MA, 01867
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$96
per night

I had an excellent experience with Fran as my dog sitter! She provided top-notch care for my dog, Randy, while I was on vacation. Fran's friendly and welcoming approach made Randy feel right at home. I truly appreciated the regular photo updates and communication throughout the day. It gave me peace of mind knowing that Randy was in good hands. I highly recommend Fran as a dog sitter and would give her a 5-star rating without hesitation. Thank you, Fran, for your outstanding service!

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Sitter Profile Image: Illeanna G.
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Sitter Profile Image: Illeanna G.
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9. Illeanna G.

Rover 101
Crazy Dog Lady
Medford, MA, 02155
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
23 repeat clients
from
$90
per night

Truly no words for how comfortable I felt leaving my dog with Illeanna. My dog is a senior dog adopted during COVID and is very weary of strangers but Illeanna did a great job making her feel comfortable and sending me updates! Would book with her again!

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Sitter Profile Image: Jasmin L.
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Sitter Profile Image: Jasmin L.
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10. Jasmin L.

If I could I’d do this for free
Woburn, MA, 01801
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$50
per night

Jasmin is fantastic. She took such good care of my lil’ lady Cleo and provided daily updates. When I came home Cleo greeted me and I could tell right away that she had been taken care of and was happy and comfortable with Jasmin. Cleo is an elderly cat that has daily meds and supplements and Jasmin diligently provided these to her through her care. Jasmin will be my go to kitty sitter moving forward.

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Sitter Profile Image: Dania H.
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Sitter Profile Image: Dania H.
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11. Dania H.

Pet Lover
Revere, MA, 02151
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$65
per night

We continue to book with Dania as she is wonderful with our babies. She is always on time and accommodating of time changes . I would definitely recommend Dania!

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Sitter Profile Image: Joseph C.
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Sitter Profile Image: Joseph C.
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12. Joseph C.

Your Pet's VIP Experience
Peabody, MA, 01960
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$75
per night

Joesph did a great job watching our two dogs over a vacation weekend. He was prompt in his responses and checked in with us while watching the dogs. Our larger dog can pull on the leash a bit and Joe did a good job handling him. Would be happy to have Joe over again.

Sitter Profile Image: Raven R.
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Sitter Profile Image: Raven R.
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13. Raven R.

Place your furbabies in my care!!
Malden, MA, 02148
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
177 reviews
56 repeat clients
from
$75
per night

Communicative, friendly, and Milo absolutely loves her! Third time having Raven watch our pup and she continues to be our go-to. So much so that we try pre booking her if we know we have upcoming trips. She’s the absolute best!

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Sitter Profile Image: Grace W.
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Sitter Profile Image: Grace W.
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14. Grace W.

My camera roll is filled with dogs
Wakefield, MA, 01880
1.2 mi. away
House Sitting, Dog Walking
from
$50
per night

Grace is dedicated to taking care of pets. In fact, she even spotted when my dog had a urine infection and took care of it before I came back from my vacation. She walked my dog multiple times throughout the day, and he was very happy with Grace. She is extremely responsible and has strong integrity.

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Sitter Profile Image: Jacob Z.
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Sitter Profile Image: Jacob Z.
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15. Jacob Z.

The dog whisperer.
Winchester, MA, 01890
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$60
per night

Really easy to schedule and communicate with Jacob. Harvey was timid at first but warmed right up to him. He took Harvey on a walk in the cold/rain that would’ve stopped me. Puts the dogs first

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Sitter Profile Image: Bethany H.
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Sitter Profile Image: Bethany H.
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16. Bethany H.

Rover 101
Responsible, caring pet sitter
Malden, MA, 02148
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$85
per night

Because this is the 2nd time we’ve booked with Bethany to take care of our two boys, we were completely at ease leaving for our vacation as Bethany did such a good job taking care of them the first time! Once again, we came home to two happy boyos and a clean apartment :) thanks again Bethany!

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Sitter Profile Image: Shannon S.
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Sitter Profile Image: Shannon S.
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17. Shannon S.

Rover 101
Pet Care Specialist
Malden, MA, 02148
5.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
25 reviews
4 repeat clients
from
$88
per night

Shannon took the time to understand both of our cats and their needs, including medication administration for one of our cats, and provided excellent updates!!

Sitter Profile Image: Kelly S.
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Sitter Profile Image: Kelly S.
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18. Kelly S.

Safe and Fun for your furry one!
Melrose, MA, 02176
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
19 repeat clients
from
$55
per night

Kelly accepted with short notice due to a cancellation. She was flexible to make a greet and meet. She kept Mia safe and happy during a week stay. The house was very clean and gave me great comfort while on vacation. I am used to some updates and a couple of pictures based on my previous experiences. But I did request them either.

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Sitter Profile Image: Baylee D.
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Sitter Profile Image: Baylee D.
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19. Baylee D.

Experienced, friendly, outgoing,
Wakefield, MA, 01880
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$40
per night

To Whom It May Concern, Baylee is a kind & caring your lady. She has alwasy been a pet lover. She garduated from Keene State in 2020 & is currently working in Public Health as a Mental Health Specialist. Baylee is very family oriented, has a good characted & values. She is a special person that has a bright future ahead of her.

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Sitter Profile Image: Alexis C.
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Sitter Profile Image: Alexis C.
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20. Alexis C.

Dog lover here for you
Wakefield, MA, 01880
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$32
per night

About: I helped raise and train my parents pup Luna, a super smart and happy rescue with stomach issues. I’ve also taken care of my sister’s 2 pups on several occasions. I also used to volunteer for a dog rescue org where I watched over dogs at adoption events. Just a genuine dog lover who is here to make your experience seamless and worry-free. I work from home 2-3 days a week and am home most weeknights so I would have plenty of time to give your pet love and attention. I live alone in a big apartment with a balcony. I’m pretty active so lot’s of walks will be had and there are several dog parks by me.

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Wakefield House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Wakefield are rated on average 4.9 out of 5 stars based on 41 reviews.

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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.

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