House Sitting in Chelsea

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Top rated Chelsea house sitters

1 / 1
Sitter Profile Image: Amy A.
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Amy A.
from
$67
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
5 years of experience
Cambridge, MA, 02139

Amy watched my Pomeranian, Peaches, for a couple of days last week, and I can’t recommend her enough. From the start, she was an excellent communicator and brought such a calm, grounding energy—exactly what both I and my dog needed. She even came early the day I was leaving and gently soothed Peaches while I packed. Peaches didn’t even realize I was heading out! Amy is truly a dog whisperer and gave me complete peace of mind. She’s the kind of sitter every dog owner hopes to find.

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Amy F.
Sitter Profile Image: Natalie J.
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Natalie J.
Star Sitter
from
$40
per night
5 out of 5.0 stars
98 reviews
36 repeat clients
12 years of experience
Medford, MA, 02155

Natalie house sat my 2 dogs and 3 birds for a long weekend. Natalie is responsible and easy to reach. She responded promptly to any messages. One of my dogs requires special care as a senior and Natalie cared for him well. I would book Natalie again!

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Rita D.
Sitter Profile Image: Rachael B.
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Rachael B.
Star Sitter
from
$63
per night
5 out of 5.0 stars
30 reviews
7 repeat clients
5 years of experience
Aggasiz-Harvard, Cambridge, MA, 01240

It being our first time using a sitter for our two catahoulas we were understandably nervous. Rachael made the whole process easy, stress-free and an overall great experience. The dogs had a great time and really got along well. Highly recommend!

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Sean & Erin H.
Sitter Profile Image: Solaima A.
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Solaima A.
Star Sitter
from
$32
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
9 years of experience
East Boston, East Boston, MA, 02128

Soli was awesome and we will absolutely be requesting her services again. She was kind/friendly, treated our home like her own, and most importantly she was great with our dog. I got regular updates from Soli that gave me peace of mind and confidence that Murray was in good hands. I highly recommend Soli for dog sitting!

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Nick P.
Sitter Profile Image: Andrew T.
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Andrew T.
Star Sitter
from
$75
per night
5 out of 5.0 stars
109 reviews
37 repeat clients
15 years of experience
Medford, MA, 02155

Andrew went above and beyond taking care of Wagner who was very sick a few days before we left . He gave him all his meds and had to deal with reintroducing his food . Kept us up to date twice a day at least . Thank you Andrew !!!!

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Susan S.
Sitter Profile Image: Angie L.
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Angie L.
Star Sitter
from
$55
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
10 years of experience
Boston, MA, 02110

Angie is the best ever!! Not only is she amazing with my puppy, but she also takes the best care of my space and I come home to a well taken care of pup and a spotless apartment! She also constantly keeps me updated throughout her stay which is amazing :)

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Julia H.
Sitter Profile Image: Jocelyn C.
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Jocelyn C.
from
$60
per night
5 out of 5.0 stars
12 reviews
1 repeat client
15 years of experience
Everett, MA, 02149

About: Hello my name is Jocelyn. I am a huge dog lover and I am unable to currently own any because I live in an apartment. I grew up with dogs and cats. In my pictures ( blonde husky/labs and Weimaraner) are my family pets at parents home. I have experience walking large breeds or handling smaller breeds. Also, I can work with a younger pup and teach it commands. I have volunteered at the Humane Society dog walking.I love dogs and kitties will give my full attention on your fur baby. Making sure your dog stays busy and happy while you are away. Please consider me as your dog walker or dog sitter so your pup stays happy while your away! I love forward to meeting your fur babies!! :) I would be available M-F, mornings earliest 9am, lunch hour flexible, afternoons and evenings. Available occasionally on weekends so please ask if needed those days. Keeping full attention on the pet to make sure they are safe and being cared. Always making sure doors and gates are shut. My parents have a part husky and he likes to be an escape artist.

Sitter Profile Image: Caleigh I.
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Caleigh I.
from
$100
per night
5 out of 5.0 stars
58 reviews
27 repeat clients
20 years of experience
Somerville, MA, 02145

Caleigh took amazing care of my pup Rylo He is a rescue that I’ve had for about 3 months and she was great with him, giving him space and he took to her quickly I loved getting the photos and updates each day I feel very lucky finding Caleigh!

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Jean D.
Sitter Profile Image: Paul R.
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Paul R.
Star Sitter
from
$115
per night
5 out of 4.9 stars
40 reviews
12 repeat clients
5 years of experience
Boston, MA

We worked with Paul for the first time when we needed someone to housesit for our two corgis for 9 days. He was wonderful to work with from the time we booked him; he was the first to reach out to coordinate and confirm visits and was always on time. Paul took a lot of time to ask really thoughtful questions about the dogs' needs, their routine, and even took the dogs on a practice walk before our trip to familiarize himself with them and the neighborhood. We also really appreciated that he does not book multiple clients at a time (e.g. a drop-in client while housesitting), and being fully remote, he dedicated 100% of his time to our dogs and home. He sent daily updates with photos and videos, and answered any questions we had while we were away immediately. Our house was in great shape, he had laundered and cleaned everything before leaving, and the dogs were happy and healthy when we returned home. I would work with Paul again without hesitation and highly recommend him for anyone who is looking for a trustworthy and reliable caretaker for their pet and home.

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Lucy S.
Sitter Profile Image: tatiana w.
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tatiana w.
from
$60
per night
5 out of 4.9 stars
48 reviews
16 repeat clients
6 years of experience
everett, MA, 02149

Tatiana was a total professional! Regular updates, great communication, and the house was honestly probably neater than it was left. Would 100% recommend for pet care and safe house sitting. Thank you, Tatiana! Woody and the girls send their best.

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Catherine H.
Sitter Profile Image: Rachael V.
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Rachael V.
from
$80
per night
5 out of 4.9 stars
40 reviews
16 repeat clients
1 year of experience
Chelsea, MA, 02150

Rachael has always been great with our dogs! Very patient, hands on and respectful of our needs especially with our senior dog! We will definitely continue to request her for house sitting stays :)

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Taylor M.
Sitter Profile Image: Arshneel K.
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Arshneel K.
from
$70
per night
5 out of 4.9 stars
26 reviews
3 repeat clients
6 years of experience
Boston, MA, 02110

Arshneel has been a wonderful sitter for my two dachshunds! She has watched them twice for a day each and has been very kind and flexible to work with

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Mj K.
Sitter Profile Image: Koralis A.
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Koralis A.
from
$63
per night
5 out of 4.3 stars
6 reviews
1 repeat client
1 year of experience
Chelsea, MA, 02150

Koralis and Danny are fantastic sitters for my pets and home. They are always very nice, respectful of my home, and send photos of my pets when I'm away. Recommend them highly!

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Aurelio D.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$80
per night
5 out of 5.0 stars
87 reviews
33 repeat clients
5 years of experience
Winthrop, MA, 02152

Kayla was so amazing with Latke, our sweet cavapoo! Kayla stayed with her during our wedding and gave us so much peace of mind! Latke was happy, entertained, given so much love and attention, and loved her so much she didn’t want her to leave!! I will be hiring Kayla again in the future, and I am so excited to have found a doggy sitter that really makes the experience of being away so much easier!

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Sarah F.
Sitter Profile Image: Iain M.
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Iain M.
Star Sitter
from
$120
per night
5 out of 5.0 stars
36 reviews
14 repeat clients
15 years of experience
CHELSEA, MA, 02150

Second time having Iain over and everything went swimmingly! We would recommend Iain to anyone who loves their pet and wants to see them well taken care of!

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Terry N.
Sitter Profile Image: Diana P.
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Diana P.
from
$90
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
8 years of experience
Everett, MA, 02149

Diana has experience with both puppies and senior dogs and she was great with my dog with separation anxiety. Good communication and lots of photos. I would definitely hire her again.

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Cate F.
Sitter Profile Image: Joey F.
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Joey F.
from
$45
per night
5 out of 5.0 stars
4 reviews
14 years of experience
East Boston, East Boston, MA, 02128

I’d highly recommend Joey - they kept us updated with pictures, kept the house tidy, and took good care of my cat!

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Emily S.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$40
per night
5 out of 5.0 stars
4 reviews
8 years of experience
Chelsea, MA, 02150

Hannah Was Amazing! Clover and Pickle were in such good hands! Hannah made sure to send us photos which when you’re away on vacation that’s a must when you’re missing your fur kids! Our pups love her which is the most important thing! We will absolutely be re-booking in the future with Hannah!

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Alex C.
Sitter Profile Image: Carmen P.
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Carmen P.
Star Sitter
from
$85
per night
5 out of 5.0 stars
36 reviews
13 repeat clients
2 years of experience
East Boston, East Boston, MA, 02128

Carmen was amazing! She treated our baby like her own and provided lots of photos during her time with Kira! I will definitely hire her again in the future Thank you again

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Felicia M.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$80
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
8 years of experience
East Boston, MA, 02128

Jennifer was great! She communicated very efficiently, loved on my pups well, and sent great pictures! I will book her again 10/10! I wish I could give her more than 5 stars!

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Rebecca C.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Amy A.
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Sitter Profile Image: Amy A.
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Amy A.
Rover 101

Happy to give your pet loving care!
Cambridge, MA, 02139
4.0 mi. away
House Sitting, Drop-In Visits
from
$67
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
Profile image

Amy watched my Pomeranian, Peaches, for a couple of days last week, and I can’t recommend her enough. From the start, she was an excellent communicator and brought such a calm, grounding energy—exactly what both I and my dog needed. She even came early the day I was leaving and gently soothed Peaches while I packed. Peaches didn’t even realize I was heading out! Amy is truly a dog whisperer and gave me complete peace of mind. She’s the kind of sitter every dog owner hopes to find.

Availability updated 2 days ago
Sitter Profile Image: Natalie J.
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Sitter Profile Image: Natalie J.
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Natalie J.
Star Sitter

Here to keep the happy tails waggin
Medford, MA, 02155
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
98 reviews
36 repeat clients
Profile image

Natalie house sat my 2 dogs and 3 birds for a long weekend. Natalie is responsible and easy to reach. She responded promptly to any messages. One of my dogs requires special care as a senior and Natalie cared for him well. I would book Natalie again!

Availability updated 8 days ago
Sitter Profile Image: Rachael B.
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Sitter Profile Image: Rachael B.
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Rachael B.
Star Sitter

Pet lover with flexible hours!
Aggasiz-Harvard, Cambridge, MA, 01240
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
30 reviews
7 repeat clients
Profile image

It being our first time using a sitter for our two catahoulas we were understandably nervous. Rachael made the whole process easy, stress-free and an overall great experience. The dogs had a great time and really got along well. Highly recommend!

Availability updated 11 days ago
Sitter Profile Image: Solaima A.
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Sitter Profile Image: Solaima A.
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Solaima A.
Star Sitter

Nothing but the best for your pets.
East Boston, East Boston, MA, 02128
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
Profile image

Soli was awesome and we will absolutely be requesting her services again. She was kind/friendly, treated our home like her own, and most importantly she was great with our dog. I got regular updates from Soli that gave me peace of mind and confidence that Murray was in good hands. I highly recommend Soli for dog sitting!

Availability updated yesterday
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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Andrew T.
Star Sitter

Friendly, convenient sitter/walker
Medford, MA, 02155
3.3 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
109 reviews
37 repeat clients
Profile image

Andrew went above and beyond taking care of Wagner who was very sick a few days before we left . He gave him all his meds and had to deal with reintroducing his food . Kept us up to date twice a day at least . Thank you Andrew !!!!

Availability updated yesterday
Sitter Profile Image: Angie L.
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Sitter Profile Image: Angie L.
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Angie L.
Star Sitter

Your dogs & cats are my new bffs!
Boston, MA, 02110
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

Angie is the best ever!! Not only is she amazing with my puppy, but she also takes the best care of my space and I come home to a well taken care of pup and a spotless apartment! She also constantly keeps me updated throughout her stay which is amazing :)

Availability updated 2 days ago
Sitter Profile Image: Jocelyn C.
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Sitter Profile Image: Jocelyn C.
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Jocelyn C.

Care for your pup like it's my own
Everett, MA, 02149
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
12 reviews
1 repeat client

I highly recommend Jocelyn! She loves all animals but has a deep love and connection with dogs. She is a very attentive, trustworthy, caring and compassionate dogsitter. She looks forward to her dog walks. If you want a true dog Lover then you want Jocelyn!

Availability updated 6 days ago
Sitter Profile Image: Caleigh I.
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Sitter Profile Image: Caleigh I.
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Caleigh I.

I love all animals like family.
Somerville, MA, 02145
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
58 reviews
27 repeat clients
Profile image

Caleigh took amazing care of my pup Rylo He is a rescue that I’ve had for about 3 months and she was great with him, giving him space and he took to her quickly I loved getting the photos and updates each day I feel very lucky finding Caleigh!

Availability updated 9 days ago
Sitter Profile Image: Paul R.
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Sitter Profile Image: Paul R.
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Paul R.
Star Sitter

Flexible Schedule, Former Pet Dad
Boston, MA
2.6 mi. away
House Sitting
from
$115
per night
5 out of 4.9 stars
40 reviews
12 repeat clients
Profile image

We worked with Paul for the first time when we needed someone to housesit for our two corgis for 9 days. He was wonderful to work with from the time we booked him; he was the first to reach out to coordinate and confirm visits and was always on time. Paul took a lot of time to ask really thoughtful questions about the dogs' needs, their routine, and even took the dogs on a practice walk before our trip to familiarize himself with them and the neighborhood. We also really appreciated that he does not book multiple clients at a time (e.g. a drop-in client while housesitting), and being fully remote, he dedicated 100% of his time to our dogs and home. He sent daily updates with photos and videos, and answered any questions we had while we were away immediately. Our house was in great shape, he had laundered and cleaned everything before leaving, and the dogs were happy and healthy when we returned home. I would work with Paul again without hesitation and highly recommend him for anyone who is looking for a trustworthy and reliable caretaker for their pet and home.

Availability updated today
Sitter Profile Image: tatiana w.
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Sitter Profile Image: tatiana w.
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tatiana w.

pet lover
everett, MA, 02149
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
48 reviews
16 repeat clients
Profile image

Tatiana was a total professional! Regular updates, great communication, and the house was honestly probably neater than it was left. Would 100% recommend for pet care and safe house sitting. Thank you, Tatiana! Woody and the girls send their best.

Availability updated today
Sitter Profile Image: Rachael V.
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Sitter Profile Image: Rachael V.
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Rachael V.

Experienced Pet Lover & Caregiver
Chelsea, MA, 02150
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 4.9 stars
40 reviews
16 repeat clients
Profile image

Rachael has always been great with our dogs! Very patient, hands on and respectful of our needs especially with our senior dog! We will definitely continue to request her for house sitting stays :)

Availability updated 10 days ago
Sitter Profile Image: Arshneel K.
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Sitter Profile Image: Arshneel K.
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Arshneel K.

Your pet’s new best friend!
Boston, MA, 02110
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 4.9 stars
26 reviews
3 repeat clients
Profile image

Arshneel has been a wonderful sitter for my two dachshunds! She has watched them twice for a day each and has been very kind and flexible to work with

Availability updated today
Sitter Profile Image: Koralis A.
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Sitter Profile Image: Koralis A.
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Koralis A.

Pet hiker looking for extra work
Chelsea, MA, 02150
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 4.3 stars
6 reviews
1 repeat client
Profile image

Koralis and Danny are fantastic sitters for my pets and home. They are always very nice, respectful of my home, and send photos of my pets when I'm away. Recommend them highly!

Availability updated yesterday
Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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Kayla C.

Stay at Home Dog Mom
Winthrop, MA, 02152
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$80
per night
5 out of 5.0 stars
87 reviews
33 repeat clients
Profile image

Kayla was so amazing with Latke, our sweet cavapoo! Kayla stayed with her during our wedding and gave us so much peace of mind! Latke was happy, entertained, given so much love and attention, and loved her so much she didn’t want her to leave!! I will be hiring Kayla again in the future, and I am so excited to have found a doggy sitter that really makes the experience of being away so much easier!

Availability updated 7 days ago
Sitter Profile Image: Iain M.
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Sitter Profile Image: Iain M.
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Iain M.
Star Sitter

Radiate Peace Pet Care
CHELSEA, MA, 02150
0.6 mi. away
House Sitting, Dog Walking
from
$120
per night
5 out of 5.0 stars
36 reviews
14 repeat clients
Profile image

Second time having Iain over and everything went swimmingly! We would recommend Iain to anyone who loves their pet and wants to see them well taken care of!

Availability updated 2 days ago
Sitter Profile Image: Diana P.
Verified Enhanced Background Check
Sitter Profile Image: Diana P.
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Diana P.

Walks, Wags, and Worry-free stays!
Everett, MA, 02149
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Diana has experience with both puppies and senior dogs and she was great with my dog with separation anxiety. Good communication and lots of photos. I would definitely hire her again.

Availability updated 4 days ago
Sitter Profile Image: Joey F.
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Sitter Profile Image: Joey F.
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Joey F.

I would love to watch your pets! :)
East Boston, East Boston, MA, 02128
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
Profile image

I’d highly recommend Joey - they kept us updated with pictures, kept the house tidy, and took good care of my cat!

Availability updated 8 days ago
Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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Hannah B.

Trustworthy, reliable & experienced
Chelsea, MA, 02150
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
Profile image

Hannah Was Amazing! Clover and Pickle were in such good hands! Hannah made sure to send us photos which when you’re away on vacation that’s a must when you’re missing your fur kids! Our pups love her which is the most important thing! We will absolutely be re-booking in the future with Hannah!

Availability updated 3 days ago
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
Verified Enhanced Background Check

Carmen P.
Star Sitter

Attentive and loving dog-sitter!
East Boston, East Boston, MA, 02128
0.9 mi. away
House Sitting
from
$85
per night
5 out of 5.0 stars
36 reviews
13 repeat clients
Profile image

Carmen was amazing! She treated our baby like her own and provided lots of photos during her time with Kira! I will definitely hire her again in the future Thank you again

Availability updated 43 days ago
Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
Verified Background Check

Jennifer M.

long walks on the beach with ur dog
East Boston, MA, 02128
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
Profile image

Jennifer was great! She communicated very efficiently, loved on my pups well, and sent great pictures! I will book her again 10/10! I wish I could give her more than 5 stars!

Availability updated 3 days ago

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