Pet Boarding in Jamaica Plain

Find a loving Jamaica Plain pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Jamaica Plain pet boarders

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Sitter Profile Image: Lace G.
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Lace G.
Star Sitter
from
$55
per night
5 out of 5.0 stars
211 reviews
92 repeat clients
14 years of experience
West Roxbury, West Roxbury, MA, 02132

Our first Rover experience was last weekend with Lace and we couldn’t have been more pleased. Auggie was a little nervous at drop off and she was so calm and patient with him. He warmed up quickly after I left, and she sent a photo to show him getting cozy with her pup, Tynan. Throughout the weekend, Lace was extremely responsive to any messages we sent and shared lots of photos and updates. When we were running late for pick-up due to traffic, Lace was so accommodating and brought Auggie to our house just before we arrived. If we could give her more than 5 stars, we would!

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Kelli M.
Sitter Profile Image: Winn C.
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Winn C.
Star Sitter
from
$88
per night
5 out of 5.0 stars
31 reviews
6 repeat clients
8 years of experience
Brookline, MA, 02446

Winn was the best to work with! He was extremely responsive to messages, met us for a meet and greet with our pup to get her comfortable with his space. He was attentive to our pup paying close attention to her temperament and making sure she felt comfortable in his space. She is wary of new people but warmed up to him nicely. Highly recommend Winn and we will be returning clients for sure.

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Shruti S.
Sitter Profile Image: Kwangwoo K.
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Kwangwoo K.
from
$45
per night
5 out of 5.0 stars
5 reviews
10 years of experience
South End, Boston, MA, 02118

Kwangwoo was great with Bentley! Super communicative, easy to find times for pick up and drop off. He also sent some fun pictures and kept us updated of Bentley's day. Everything was packed up and ready to go when we came to pick up Bentley! Would definitely recommend and work with Kwangwoo again

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Cathryn H.
Sitter Profile Image: Anh H.
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Anh H.
Star Sitter
from
$70
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
3 years of experience
Jamaica Plain, Boston, MA, 02115

Anh was awesome! She kept Barkley active, long walks, trips to the park etc. and send lots of pictures and videos throughout his stay. Great experience!

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Greg A.
Sitter Profile Image: Barbara S.
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Barbara S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
40 reviews
17 repeat clients
25 years of experience
Watertown, MA, 02472

We went on vacation for a week and Obi had a wonderful stay with Barbara and Jen. He stayed active and played with other dogs. Obi is sometimes a picky eater and they managed really well.

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David C.
Sitter Profile Image: Lyv N.
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Lyv N.
Star Sitter
from
$75
per night
5 out of 5.0 stars
31 reviews
8 repeat clients
10 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Lyv and Alieu were amazing! It was Monty's first Rover experience/first time staying overnight with new people, and he's still adapting to life outside the shelter, so naturally, we were a bit nervous. Lyv was very communicative the entire weekend, and it was very apparent that they have a ton of experience with all types of dogs. Monty is very finicky, and we know he can be a difficult house guest at times, but it was clear that Lyv adapted quickly to his needs and read his emotions very well. Monty had a bit of a tough time one night, but Lyv communicated with me immediately and was so kind and understanding about his less-than-ideal behavior. As a first-time dog mom with an anxious dog who is still exhibiting new behaviors randomly, I really appreciated Lyv's kindness, care, and compassion.

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Maddie H.
Sitter Profile Image: Tyler S.
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Tyler S.
Star Sitter
from
$55
per night
5 out of 5.0 stars
75 reviews
28 repeat clients
10 years of experience
South Boston, South Boston, MA, 02210

Tyler and his fiancé were amazing with my dog ! They took well care of him for a week and sent me daily news with pictures. My dog missed them when he came back home ! I highly recommand Tyler and I will work with him again the next time we go away.

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Elodie D.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$120
per night
5 out of 5.0 stars
31 reviews
6 repeat clients
20 years of experience
South End, Boston, MA, 02118

We are so lucky we found Laura! She was wonderful with Biscuit. She was flexible, communicative, helpful, and great with our pup! We would absolutely recommend her to anyone.

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Susan W.
Sitter Profile Image: Ikenna E.
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Ikenna E.
from
$45
per night
5 out of 5.0 stars
2 reviews
1 repeat client
8 years of experience
North Dorchester, Dorchester, MA, 02125

Great! Took good care of Churchill and updated me with pictures.

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Abdullah K.
Sitter Profile Image: Casey C.
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Casey C.
Star Sitter
from
$65
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02136

We’re so grateful for the amazing care our dogs, Cloe and Luna, received! They were clearly happy and comfortable, and we really appreciated all the photos and videos Casey sent us while we were away. It was really reassuring to know they were in good hands. We'd definitely leave them with her again!

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Ashley T.
Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
Star Sitter
from
$60
per night
5 out of 5.0 stars
26 reviews
5 repeat clients
12 years of experience
Allston-Brighton, Boston, MA, 02134

Kaitlyn was so responsive and made me feel at ease watching Winston three nights. Winston was so calm and happy with I arrived! Thank you Kaitlyn I highly recommend! 💗

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Molly H.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
51 reviews
20 repeat clients
22 years of experience
South End, Boston, MA, 02118

Anastasia did an amazing job caring for our dog, Bella. She asked the right questions, communicated effectively and we could tell Bella had a great time :) Thank you again!

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Jason H.
Sitter Profile Image: Mariah M.
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Mariah M.
from
$89
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
25 years of experience
Jamaica Plain, Boston, MA, 02130

Mariah was awesome with my dog Callie! Super easy to communicate with, gave great updates, and I could tell Callie was in good hands the whole time. Would definitely book again

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Lindsey D.
Sitter Profile Image: Lyn H.
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Lyn H.
Star Sitter
from
$40
per night
5 out of 5.0 stars
150 reviews
53 repeat clients
3 years of experience
Cambridgeport, Cambridge, MA, 02139

Best ever!!!!! We just came back from our first trip away from Stella. It was traumatic for us and we were worried before we left. But Lyn made everything ok! We got regular picture and videos. Lyn loved Stella and took care of her like she was her own puppy. Not only that. The day before we left, we had a trip to the animal ER, so Lyn got a dog with bandaged paws. Lyn was gentle and kind and in spite of the surprise, was ready to care for Stella. We came home to a happy and healthy puppy! I can’t say enough about how grateful we are.

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Jason S.
Sitter Profile Image: Sophia S.
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Sophia S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02186

I cannot say enough great things about Sophia her family and Rex! Communication was always excellent and my dog had a blast, with them. He went on nature walks and got plenty of love and playtime. Also, their dog Rex is the BEST boy with an amazing, temperament. He’s a sweetheart, who loves belly rubs and is my dog’s new, best friend. Highly recommended!

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Kathy W.
Sitter Profile Image: Megan P.
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Megan P.
from
$75
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
15 years of experience
Central, Boston, MA, 02114

Megan was wonderful throughout the entire process. We got picture updates every day and he was absolutely loving all the walks and cuddles. Absolutely would recommend.

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Dr D.
Sitter Profile Image: Rebecca Y.
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Rebecca Y.
Star Sitter
from
$55
per night
5 out of 5.0 stars
19 reviews
10 repeat clients
15 years of experience
South End, Boston, MA, 02118

Rebecca took great care of my dog during a weekend trip. I know he got plenty of exercise and love because he came home tired in the best way possible. Thank you!

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Gualberto M.
Sitter Profile Image: Jess M.
Verified Background Check
Jess M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
55 reviews
32 repeat clients
10 years of experience
Milton, MA, 02186

Jess is amazing. She is so patient and kind with our overly energetic husky puppy. She is flexible and able to work with you on your schedule. Highly recommend. Will use her services again!

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Josh M.
Sitter Profile Image: Yick-hong L.
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Yick-hong L.
Star Sitter
from
$65
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
1 year of experience
Waltham, MA, 02453

Yick-hong was FANTASTIC with Fiona! From the start, he was very communicative and thorough with the intake before the actual boarding. While Fiona stayed with Yick-hong, we could see that she was very comfortable and happy from her body language. He took great care of her, took her on scenic walks, played with her, pampered her - and even taught her new tricks! We are very happy that Fiona made a new friend, and would happily leave her with Yick-hong again. Fantastic sitter and companion

Profile image
Esther F.
Sitter Profile Image: Emma L.
Verified Enhanced Background Check
Emma L.
Star Sitter
from
$75
per night
5 out of 5.0 stars
59 reviews
18 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Emma was amazing!! Her and her boyfriend took incredible care of Parker. I was terrified because Parker has never been to the city but Emma made me feel so much better and sent me so many pictures and updates. I am so grateful my puppy was in such wonderful hands. Thank you again Emma!!!!

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Ariele A.
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Loving pet boarding sitters in your neighborhood

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Sitter Profile Image: Lace G.
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Sitter Profile Image: Lace G.
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Lace G.
Rover 101
Star Sitter

Reliable Sitter 4 Quirky Critters
West Roxbury, West Roxbury, MA, 02132
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
211 reviews
92 repeat clients
Profile image

Our first Rover experience was last weekend with Lace and we couldn’t have been more pleased. Auggie was a little nervous at drop off and she was so calm and patient with him. He warmed up quickly after I left, and she sent a photo to show him getting cozy with her pup, Tynan. Throughout the weekend, Lace was extremely responsive to any messages we sent and shared lots of photos and updates. When we were running late for pick-up due to traffic, Lace was so accommodating and brought Auggie to our house just before we arrived. If we could give her more than 5 stars, we would!

Availability updated 29 days ago
Sitter Profile Image: Winn C.
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Sitter Profile Image: Winn C.
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Winn C.
Star Sitter

World's Best Dog Funcle
Brookline, MA, 02446
2.2 mi. away
Boarding
from
$88
per night
5 out of 5.0 stars
31 reviews
6 repeat clients
Profile image

Winn was the best to work with! He was extremely responsive to messages, met us for a meet and greet with our pup to get her comfortable with his space. He was attentive to our pup paying close attention to her temperament and making sure she felt comfortable in his space. She is wary of new people but warmed up to him nicely. Highly recommend Winn and we will be returning clients for sure.

Availability updated today
Sitter Profile Image: Kwangwoo K.
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Sitter Profile Image: Kwangwoo K.
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Kwangwoo K.

Loving, Reliable Dog Sitter
South End, Boston, MA, 02118
3.7 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
5 reviews
Profile image

Kwangwoo was great with Bentley! Super communicative, easy to find times for pick up and drop off. He also sent some fun pictures and kept us updated of Bentley's day. Everything was packed up and ready to go when we came to pick up Bentley! Would definitely recommend and work with Kwangwoo again

Availability updated 2 days ago
Sitter Profile Image: Anh H.
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Sitter Profile Image: Anh H.
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Anh H.
Star Sitter

Full time pet sitter and lover!
Jamaica Plain, Boston, MA, 02115
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
Profile image

Anh was awesome! She kept Barkley active, long walks, trips to the park etc. and send lots of pictures and videos throughout his stay. Great experience!

Availability updated yesterday
Sitter Profile Image: Barbara S.
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Sitter Profile Image: Barbara S.
Verified Enhanced Background Check

Barbara S.
Star Sitter

Safe, Loving Home Away From Home
Watertown, MA, 02472
5.6 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
40 reviews
17 repeat clients
Profile image

We went on vacation for a week and Obi had a wonderful stay with Barbara and Jen. He stayed active and played with other dogs. Obi is sometimes a picky eater and they managed really well.

Availability updated 7 days ago
Sitter Profile Image: Lyv N.
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Sitter Profile Image: Lyv N.
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Lyv N.
Star Sitter

A purrr-fessional pet lover
Jamaica Plain, Jamaica Plain, MA, 02130
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
31 reviews
8 repeat clients
Profile image

Lyv and Alieu were amazing! It was Monty's first Rover experience/first time staying overnight with new people, and he's still adapting to life outside the shelter, so naturally, we were a bit nervous. Lyv was very communicative the entire weekend, and it was very apparent that they have a ton of experience with all types of dogs. Monty is very finicky, and we know he can be a difficult house guest at times, but it was clear that Lyv adapted quickly to his needs and read his emotions very well. Monty had a bit of a tough time one night, but Lyv communicated with me immediately and was so kind and understanding about his less-than-ideal behavior. As a first-time dog mom with an anxious dog who is still exhibiting new behaviors randomly, I really appreciated Lyv's kindness, care, and compassion.

Availability updated 7 days ago
Sitter Profile Image: Tyler S.
Verified Enhanced Background Check
Sitter Profile Image: Tyler S.
Verified Enhanced Background Check

Tyler S.
Star Sitter

Can someone tell me what is updog?
South Boston, South Boston, MA, 02210
4.5 mi. away
Boarding
from
$55
per night
5 out of 5.0 stars
75 reviews
28 repeat clients
Profile image

Tyler and his fiancé were amazing with my dog ! They took well care of him for a week and sent me daily news with pictures. My dog missed them when he came back home ! I highly recommand Tyler and I will work with him again the next time we go away.

Availability updated today
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Sitter Profile Image: Laura S.
Verified Enhanced Background Check

Laura S.
Star Sitter

Trusted dog lover and caregiver
South End, Boston, MA, 02118
3.6 mi. away
Boarding
from
$120
per night
5 out of 5.0 stars
31 reviews
6 repeat clients
Profile image

We are so lucky we found Laura! She was wonderful with Biscuit. She was flexible, communicative, helpful, and great with our pup! We would absolutely recommend her to anyone.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ikenna E.
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Sitter Profile Image: Ikenna E.
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Ikenna E.

8+ year sitter. Grew up with 2 dogs
North Dorchester, Dorchester, MA, 02125
4.1 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Great! Took good care of Churchill and updated me with pictures.

Availability updated 65 days ago
Sitter Profile Image: Casey C.
Verified Enhanced Background Check
Sitter Profile Image: Casey C.
Verified Enhanced Background Check

Casey C.
Star Sitter

Caring, Reliable, Professional!
Hyde Park, Boston, MA, 02136
4.3 mi. away
Boarding, House Sitting
from
$65
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

We’re so grateful for the amazing care our dogs, Cloe and Luna, received! They were clearly happy and comfortable, and we really appreciated all the photos and videos Casey sent us while we were away. It was really reassuring to know they were in good hands. We'd definitely leave them with her again!

Availability updated yesterday
Sitter Profile Image: Kaitlyn D.
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Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
Star Sitter

College student who loves dogs ❤️
Allston-Brighton, Boston, MA, 02134
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
26 reviews
5 repeat clients
Profile image

Kaitlyn was so responsive and made me feel at ease watching Winston three nights. Winston was so calm and happy with I arrived! Thank you Kaitlyn I highly recommend! 💗

Availability updated 86 days ago
Sitter Profile Image: Anastasia S.
Verified Enhanced Background Check
Sitter Profile Image: Anastasia S.
Verified Enhanced Background Check

Anastasia S.
Star Sitter

Paws and Smiles Here! 🐾❤️
South End, Boston, MA, 02118
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
51 reviews
20 repeat clients
Profile image

Anastasia did an amazing job caring for our dog, Bella. She asked the right questions, communicated effectively and we could tell Bella had a great time :) Thank you again!

Availability updated 18 days ago
Sitter Profile Image: Mariah M.
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Sitter Profile Image: Mariah M.
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Mariah M.

Sweetest pet sitter 🐩🐱
Jamaica Plain, Boston, MA, 02130
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$89
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Mariah was awesome with my dog Callie! Super easy to communicate with, gave great updates, and I could tell Callie was in good hands the whole time. Would definitely book again

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lyn H.
Verified Background Check
Sitter Profile Image: Lyn H.
Verified Background Check

Lyn H.
Star Sitter

Pup Life Cambridge
Cambridgeport, Cambridge, MA, 02139
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
150 reviews
53 repeat clients
Profile image

Best ever!!!!! We just came back from our first trip away from Stella. It was traumatic for us and we were worried before we left. But Lyn made everything ok! We got regular picture and videos. Lyn loved Stella and took care of her like she was her own puppy. Not only that. The day before we left, we had a trip to the animal ER, so Lyn got a dog with bandaged paws. Lyn was gentle and kind and in spite of the surprise, was ready to care for Stella. We came home to a happy and healthy puppy! I can’t say enough about how grateful we are.

Availability updated 13 days ago
Sitter Profile Image: Sophia S.
Verified Enhanced Background Check
Sitter Profile Image: Sophia S.
Verified Enhanced Background Check

Sophia S.
Star Sitter

Teacher, parent, dog owner
Hyde Park, Boston, MA, 02186
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

I cannot say enough great things about Sophia her family and Rex! Communication was always excellent and my dog had a blast, with them. He went on nature walks and got plenty of love and playtime. Also, their dog Rex is the BEST boy with an amazing, temperament. He’s a sweetheart, who loves belly rubs and is my dog’s new, best friend. Highly recommended!

Availability updated 64 days ago
Sitter Profile Image: Megan P.
Verified Enhanced Background Check
Sitter Profile Image: Megan P.
Verified Enhanced Background Check

Megan P.

Dependable care for your dog needs!
Central, Boston, MA, 02114
4.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Megan was wonderful throughout the entire process. We got picture updates every day and he was absolutely loving all the walks and cuddles. Absolutely would recommend.

Availability updated today
Sitter Profile Image: Rebecca Y.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca Y.
Verified Enhanced Background Check

Rebecca Y.
Star Sitter

South End Animal Lover!
South End, Boston, MA, 02118
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
19 reviews
10 repeat clients
Profile image

Rebecca took great care of my dog during a weekend trip. I know he got plenty of exercise and love because he came home tired in the best way possible. Thank you!

Availability updated 4 days ago
Sitter Profile Image: Jess M.
Verified Background Check
Sitter Profile Image: Jess M.
Verified Background Check

Jess M.
Rover 101
Star Sitter

Woof Local
Milton, MA, 02186
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
55 reviews
32 repeat clients
Profile image

Jess is amazing. She is so patient and kind with our overly energetic husky puppy. She is flexible and able to work with you on your schedule. Highly recommend. Will use her services again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Yick-hong L.
Verified Enhanced Background Check
Sitter Profile Image: Yick-hong L.
Verified Enhanced Background Check

Yick-hong L.
Star Sitter

Snuggles or adventures for your pup
Waltham, MA, 02453
8.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Yick-hong was FANTASTIC with Fiona! From the start, he was very communicative and thorough with the intake before the actual boarding. While Fiona stayed with Yick-hong, we could see that she was very comfortable and happy from her body language. He took great care of her, took her on scenic walks, played with her, pampered her - and even taught her new tricks! We are very happy that Fiona made a new friend, and would happily leave her with Yick-hong again. Fantastic sitter and companion

Availability updated today
Sitter Profile Image: Emma L.
Verified Enhanced Background Check
Sitter Profile Image: Emma L.
Verified Enhanced Background Check

Emma L.
Star Sitter

Loving your fur babies like my own
Allston-Brighton, Allston, MA, 02134
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
59 reviews
18 repeat clients
Profile image

Emma was amazing!! Her and her boyfriend took incredible care of Parker. I was terrified because Parker has never been to the city but Emma made me feel so much better and sent me so many pictures and updates. I am so grateful my puppy was in such wonderful hands. Thank you again Emma!!!!

Availability updated 4 days ago

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