Doggy Day Care in Pittsfield

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Top rated Pittsfield doggy day care sitters

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Sitter Profile Image: Kevin & Inez W.
Kevin & Inez W.
Star Sitter
from
$45
per day
5 out of 5.0 stars
42 reviews
12 repeat clients
40 years of experience
Woodstock, VT, 05091

Kevin watched our pug for two days while we attended the Quechee Balloon Festival. He was incredibly flexible with our plans and let us stay out much longer than originally planned. Our pup had a good time, evidenced by the 2nd day when we dropped him off and he ran right to Kevin! The other dogs were a bit noisy and inquisitive but settled right down so it wasn’t a problem. Kevin sent a few photos and video which we much appreciated. If we were in the area again, I wouldn’t hesitate to leave our dog with Kevin once again.

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Carol R.
Sitter Profile Image: Sam & Thomas L.
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Sam & Thomas L.
Star Sitter
from
$45
per day
5 out of 5.0 stars
31 reviews
9 repeat clients
18 years of experience
Hartford, VT, 05001

Sam & Thomas took excellent care of our dogs. They kept us updated with lovely photos and detailed information, which made us feel very comfortable and reassured. I believe our dogs had a wonderful time playing with their dogs, as they were happily exhausted and slept almost the entire time after coming home. Highly recommend their service!

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Ziqing Y.
Sitter Profile Image: Tom D.
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Tom D.
from
$65
per day
5 out of 5.0 stars
71 reviews
29 repeat clients
25 years of experience
Reading, VT, 05062

Tom, Ember, and pack were great as always! We have been sending Callie a few times a week now for about a month and she comes home happy and tired every time. Callie and Ember have become best friends and will continue to send Callie to Tom’s as often as possible! The best!

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Bobby A.
Sitter Profile Image: Gwynn Z.
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Gwynn Z.
Star Sitter
from
$45
per day
5 out of 5.0 stars
40 reviews
13 repeat clients
20 years of experience
Brookfield, VT, 05036

Gwynn was great with our dog, Friday! She successfully administered her medication as needed and sent us plenty of pictures and videos during her stay. It was clear at the end of her stay that Friday was well cared for and very comfortable with Gwynn. We will absolutely be bringing her back as needed in the future!

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Kyle & Lexi B.
Sitter Profile Image: Sarah & Ben A.
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Sarah & Ben A.
from
$50
per day
5 out of 5.0 stars
31 reviews
3 repeat clients
3 years of experience
Woodstock, VT, 05091

We could not have imagine a better place for Cooper to hang out while we ski. Bean welcomed him right away, and Sara kept us updated all day. I don’t think Cooper really wanted to leave. Great yard. We’ll be back!

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Julie P.
Sitter Profile Image: Alyssa B.
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Alyssa B.
Star Sitter
from
$50
per day
5 out of 5.0 stars
15 reviews
4 repeat clients
5 years of experience
Rutland, VT, 05701

Alyssa is above and beyond my expectation! We don’t live near the area so we were worried about leaving them in an unfamiliar area however she conducted very thorough communications with me beforehand and made sure that we get updates regularly throughout our dog’s day care session. I highly recommend her! She also has the cutest golden retriever who is super friendly with dogs! :) i’ll definitely get back to her when we have another trip around the area.

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Sungmin R.
Sitter Profile Image: Sean D.
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Sean D.
Star Sitter
from
$50
per day
5 out of 5.0 stars
31 reviews
7 repeat clients
40 years of experience
rutland, VT, 05701

Sean and his wonderful family are so kind. My dog loves to visit with them and their dogs! I feel very comfortable that my girl is well loved when I’m absent.

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Heather B.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$80
per day
5 out of 5.0 stars
8 reviews
3 repeat clients
6 years of experience
Lebanon, NH, 03766

Katherine did an amazing job watching our two dogs for daycare while we were on vacation. She kept in constant communication, sent adorable videos of the dogs playing and was very accommodating. I would definitely recommend Katherine and would use her again!

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Shelby N.
Sitter Profile Image: Nancy H.
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Nancy H.
from
$50
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
2 years of experience
Wells, VT, 05774

About: I have 100 acres of land for your pet to run on a long lead!! Exercise is included with playtime fun!! Provide bath time too I am retired and have 100% free time to provide to your Pet!! Mon thru Sunday, any time!! Playtime , bath time and exercise !! I will be adding a fence to my yard and have a dog already! Your furry friend can socialize and be safe in Fenced yard!!

Sitter Profile Image: Lorrie L.
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Lorrie L.
Star Sitter
from
$40
per day
5 out of 5.0 stars
61 reviews
19 repeat clients
29 years of experience
Middlebury, VT, 05753

Lorrie was fantastic! Jiminy had a great time and I he really loved her immediately! It was wonderful to have time to take a college tour and not worry about him. Definitely would use her again!

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Shannon E.
Sitter Profile Image: Jaimi L.
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Jaimi L.
from
$100
per day
5 out of 4.6 stars
9 reviews
1 repeat client
15 years of experience
ludlow, VT, 05149

We left our dog with Jaimi while skiing for the day at Okemo and it went great. Our dog was a little nervous to go in, but Jaimi sent tons of photos of her relaxed and happy so we knew she was having a good time and being well cared for. Our dog came out happy at the end of the day!

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Adam P.
Sitter Profile Image: Abbey G.
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Abbey G.
from
$30
per day
5 out of 5.0 stars
12 reviews
5 repeat clients
30 years of experience
Northfield, VT, 05663

Abbey was great! She was flexible and accommodating of our schedule. She sent many photos of our dog having a wonderful time.

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Selena J.
Sitter Profile Image: Zachary B.
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Zachary B.
from
$45
per day
5 out of 5.0 stars
16 reviews
3 repeat clients
7 years of experience
Leicester, VT, 05733

Zach is incredible!! A true dog whisperer. I have left my 4 month old puppy, Goose, with Zach a few times and he takes such wonderful care of him. My pup is a little nervous around people and other dogs but seems to absolutely thrive with Zach and Alfie. I received frequent updates, pictures and videos which made me feel so at ease. I’m so grateful for the care and affection that he gives Goose! Looking forward to more visits in the future! 🐶💕

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Caitlyn M.
Sitter Profile Image: Kasey B.
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Kasey B.
from
$45
per day
5 out of 4.9 stars
97 reviews
30 repeat clients
25 years of experience
Bethel, VT, 05032

Where to begin? Everything was amazing from start to finish. It’s the most comforting feeling to have someone you love (our pup) being left in safe hands. Kasey truly loves what she does and absolutely loves taking care of our little furry ones. It truly shows. We most definitely will be back since we frequent Vermont bi-annually. Thank you for everything. HIGHLY RECOMMEND!!!

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Ryan C.
Sitter Profile Image: Grace M.
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Grace M.
from
$100
per day
5 out of 4.8 stars
20 reviews
5 repeat clients
20 years of experience
Woodstock, VT, 05091

Grace was great! Fast communication and super friendly. My dog was instantly comfortable around her, and I appreciated the pictures I got during her stay with Grace. My dog was definitely tired when I picked her up after a day with Grace!

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Caitlin B.
Sitter Profile Image: Laura R.
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Laura R.
from
$40
per day
5 out of 5.0 stars
6 reviews
2 repeat clients
15 years of experience
Royalton, VT, 05068

About: I work remotely for an international development organization based in DC. My schedule is flexible, leaving me plenty of time to spend outdoors with some new furry friends! I have always loved taking care of dogs and come from a large, dog-owning family. I have extensive experience dog walking and sitting both small and large breeds, from Cavalier King Charles Spaniels to Labs to Bernese Mountain Dogs! I currently own a 4 year old white shepherd named Storm who loves to walk and play with other dogs. I am open to taking our pups on walks together, on trail hikes, or to the dog park. Available for daily walks, drop in visits, and dog sitting. I look forward to meeting you! Also open to discussing boarding in our home, pending meet and greet with my dog Storm. I work remotely from home, so I am flexible when taking care of dogs. Happy to work with you on a recurring schedule, or for one-time walks/visits! I work remotely full-time from home and my schedule is flexible. I take my dog, Storm, out for short (less than 30 min) and longer walks (over 1 hour) 2-3 times a day. We also enjoy using nearby trails, as well as the trails on our property. I currently live in a farmhouse in Royalton. There is no fenced in area, but we have trails on our property for dogs to walk (on leash) or run (depending on your comfort and their recall).

Sitter Profile Image: Kennedy W.
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Kennedy W.
from
$70
per day
5 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Hanover, NH, 03755

About: Growing up, I have never been without a pet to come home to. I truly believe dogs have the ability to alter someone’s life, and thus deserve the best care! I can assure you I will treat your pets with utmost care and love. I ran my own pet sitting business in high school, and am very comfortable with new dogs (and cats)! I am currently an M1 at Dartmouth med school. My schedule is quite flexible, just reach out for specific quests about your pet sitting needs. I live in a house with 5 other medical students. However, I am only willing to care for smaller dogs in my home. I am happy to stay with your dog for multiple hours in the day in your home!

Sitter Profile Image: Laura P.
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Laura P.
from
$60
per day
5 out of 5.0 stars
10 reviews
3 repeat clients
30 years of experience
Fair Haven, VT, 05743

About: I have owned and taken care of dogs for my entire life. Currently, I own a small 9lb rescue, who is 11 yrs old. In the past, I have owned medium and large dogs as well, including beagles, labs, retrievers. I have professionally and personally walked and fed dogs for neighbors and friends, our furry ones are the very best!! I am a self-employed yoga instructor, with a flexible schedule. With this flexibility, I can accommodate most days and times, both weekdays and weekends. I am organized, punctual, reliable, trustworthy, and communicative. I really enjoy walking every day and it's always better with a dog! My dog, Bodhi, fetches sticks in our backyard and stills plays like a puppy, even at 11yrs old! I take him hiking regularly, as well as to the surrounding parks, which are numerous and all within walking distance from where I live.

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Sitter Profile Image: Kevin & Inez W.
Sitter Profile Image: Kevin & Inez W.

Kevin & Inez W.
Star Sitter

Obsessed with Dogs Since 1980
Woodstock, VT, 05091
20.2 mi. away
Boarding, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
42 reviews
12 repeat clients
Profile image

Kevin watched our pug for two days while we attended the Quechee Balloon Festival. He was incredibly flexible with our plans and let us stay out much longer than originally planned. Our pup had a good time, evidenced by the 2nd day when we dropped him off and he ran right to Kevin! The other dogs were a bit noisy and inquisitive but settled right down so it wasn’t a problem. Kevin sent a few photos and video which we much appreciated. If we were in the area again, I wouldn’t hesitate to leave our dog with Kevin once again.

Availability updated 4 days ago
Sitter Profile Image: Sam & Thomas L.
Verified Enhanced Background Check
Sitter Profile Image: Sam & Thomas L.
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Sam & Thomas L.
Rover 101
Star Sitter

Dog loving couple with 2 dogs
Hartford, VT, 05001
25.7 mi. away
Boarding, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
31 reviews
9 repeat clients
Profile image

Sam & Thomas took excellent care of our dogs. They kept us updated with lovely photos and detailed information, which made us feel very comfortable and reassured. I believe our dogs had a wonderful time playing with their dogs, as they were happily exhausted and slept almost the entire time after coming home. Highly recommend their service!

Availability updated yesterday
Sitter Profile Image: Tom D.
Verified Background Check
Sitter Profile Image: Tom D.
Verified Background Check

Tom D.
Rover 101

Reliable first responder for pets.
Reading, VT, 05062
22.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per day
5 out of 5.0 stars
71 reviews
29 repeat clients
Profile image

Tom, Ember, and pack were great as always! We have been sending Callie a few times a week now for about a month and she comes home happy and tired every time. Callie and Ember have become best friends and will continue to send Callie to Tom’s as often as possible! The best!

Availability updated today
Sitter Profile Image: Gwynn Z.
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Sitter Profile Image: Gwynn Z.
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Gwynn Z.
Star Sitter

Camp Tail-Wag
Brookfield, VT, 05036
21.1 mi. away
Boarding, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
40 reviews
13 repeat clients
Profile image

Gwynn was great with our dog, Friday! She successfully administered her medication as needed and sent us plenty of pictures and videos during her stay. It was clear at the end of her stay that Friday was well cared for and very comfortable with Gwynn. We will absolutely be bringing her back as needed in the future!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah & Ben A.
Verified Enhanced Background Check
Sitter Profile Image: Sarah & Ben A.
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Sarah & Ben A.

Happy Walks for Your Furry Friend!
Woodstock, VT, 05091
16.5 mi. away
Boarding, Doggy Day Care
from
$50
per day
5 out of 5.0 stars
31 reviews
3 repeat clients
Profile image

We could not have imagine a better place for Cooper to hang out while we ski. Bean welcomed him right away, and Sara kept us updated all day. I don’t think Cooper really wanted to leave. Great yard. We’ll be back!

Availability updated 2 days ago
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa B.
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Alyssa B.
Star Sitter

Hello!
Rutland, VT, 05701
12.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
15 reviews
4 repeat clients
Profile image

Alyssa is above and beyond my expectation! We don’t live near the area so we were worried about leaving them in an unfamiliar area however she conducted very thorough communications with me beforehand and made sure that we get updates regularly throughout our dog’s day care session. I highly recommend her! She also has the cutest golden retriever who is super friendly with dogs! :) i’ll definitely get back to her when we have another trip around the area.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sean D.
Verified Enhanced Background Check
Sitter Profile Image: Sean D.
Verified Enhanced Background Check

Sean D.
Star Sitter

We will love your pets like our own
rutland, VT, 05701
12.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
31 reviews
7 repeat clients
Profile image

Sean and his wonderful family are so kind. My dog loves to visit with them and their dogs! I feel very comfortable that my girl is well loved when I’m absent.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katherine C.
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Sitter Profile Image: Katherine C.
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Katherine C.

A happy place for your fur-baby!
Lebanon, NH, 03766
28.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per day
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Katherine did an amazing job watching our two dogs for daycare while we were on vacation. She kept in constant communication, sent adorable videos of the dogs playing and was very accommodating. I would definitely recommend Katherine and would use her again!

Availability updated 28 days ago
Sitter Profile Image: Nancy H.
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Sitter Profile Image: Nancy H.
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Nancy H.

Who let the dogs out to play, Ruf,
Wells, VT, 05774
29.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per day
5 out of 5.0 stars
11 reviews
3 repeat clients

About: I have 100 acres of land for your pet to run on a long lead!! Exercise is included with playtime fun!! Provide bath time too I am retired and have 100% free time to provide to your Pet!! Mon thru Sunday, any time!! Playtime , bath time and exercise !! I will be adding a fence to my yard and have a dog already! Your furry friend can socialize and be safe in Fenced yard!!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lorrie L.
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Sitter Profile Image: Lorrie L.
Verified Enhanced Background Check

Lorrie L.
Star Sitter

SAVE A LIFE, SAVE A STRAY!
Middlebury, VT, 05753
20.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
61 reviews
19 repeat clients
Profile image

Lorrie was fantastic! Jiminy had a great time and I he really loved her immediately! It was wonderful to have time to take a college tour and not worry about him. Definitely would use her again!

Availability updated 27 days ago
Sitter Profile Image: Jaimi L.
Verified Background Check
Sitter Profile Image: Jaimi L.
Verified Background Check

Jaimi L.

Where The Furry Paws Stay & Play
ludlow, VT, 05149
26.0 mi. away
Boarding, Doggy Day Care
from
$100
per day
5 out of 4.6 stars
9 reviews
1 repeat client
Profile image

We left our dog with Jaimi while skiing for the day at Okemo and it went great. Our dog was a little nervous to go in, but Jaimi sent tons of photos of her relaxed and happy so we knew she was having a good time and being well cared for. Our dog came out happy at the end of the day!

Availability updated 85 days ago
Sitter Profile Image: Abbey G.
Verified Enhanced Background Check
Sitter Profile Image: Abbey G.
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Abbey G.

🐾❤️🌳
Northfield, VT, 05663
25.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
12 reviews
5 repeat clients
Profile image

Abbey was great! She was flexible and accommodating of our schedule. She sent many photos of our dog having a wonderful time.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Zachary B.
Verified Enhanced Background Check
Sitter Profile Image: Zachary B.
Verified Enhanced Background Check

Zachary B.
Rover 101

Dog Lover - Work from home dog dad
Leicester, VT, 05733
14.4 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
16 reviews
3 repeat clients
Profile image

Zach is incredible!! A true dog whisperer. I have left my 4 month old puppy, Goose, with Zach a few times and he takes such wonderful care of him. My pup is a little nervous around people and other dogs but seems to absolutely thrive with Zach and Alfie. I received frequent updates, pictures and videos which made me feel so at ease. I’m so grateful for the care and affection that he gives Goose! Looking forward to more visits in the future! 🐶💕

Availability updated 2 days ago
Sitter Profile Image: Kasey B.
Verified Enhanced Background Check
Sitter Profile Image: Kasey B.
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Kasey B.

Experienced & Attentive Pet Lover
Bethel, VT, 05032
9.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 4.9 stars
97 reviews
30 repeat clients
Profile image

Where to begin? Everything was amazing from start to finish. It’s the most comforting feeling to have someone you love (our pup) being left in safe hands. Kasey truly loves what she does and absolutely loves taking care of our little furry ones. It truly shows. We most definitely will be back since we frequent Vermont bi-annually. Thank you for everything. HIGHLY RECOMMEND!!!

Availability updated 10 days ago
Sitter Profile Image: Grace M.
Verified Enhanced Background Check
Sitter Profile Image: Grace M.
Verified Enhanced Background Check

Grace M.

Never leave your pet lonely 💕
Woodstock, VT, 05091
18.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$100
per day
5 out of 4.8 stars
20 reviews
5 repeat clients
Profile image

Grace was great! Fast communication and super friendly. My dog was instantly comfortable around her, and I appreciated the pictures I got during her stay with Grace. My dog was definitely tired when I picked her up after a day with Grace!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laura R.
Verified Background Check
Sitter Profile Image: Laura R.
Verified Background Check

Laura R.
Rover 101

Ready for hikes, walks, and cuddles
Royalton, VT, 05068
11.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
6 reviews
2 repeat clients

Laura is hands down the best dog walker I have ever had. JJ's favorite part of the day is walk time with Laura! She not only is amazing with JJ and other dogs - you can tell she is a dog lover - but she also is responsible, punctual, and attentive to JJ's needs. I know her schedule is pretty full, but if you can, try to get Laura for your Portland dog walking needs, your dog will thank you. 4 out of 4 paws!!

Availability updated 50 days ago
Sitter Profile Image: Kennedy W.
Verified Background Check
Sitter Profile Image: Kennedy W.
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Kennedy W.

Dartmouth med student
Hanover, NH, 03755
27.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per day
5 out of 5.0 stars
3 reviews
1 repeat client

My dogs are obsessed with Kennedy . She has taken care of them on and off for the last 2years. Very dependable and caring .Highly recommend.

Availability updated 73 days ago
Sitter Profile Image: Laura P.
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Sitter Profile Image: Laura P.
Verified Enhanced Background Check

Laura P.

Dog Walker! Walk,Fetch,Run, & Play!
Fair Haven, VT, 05743
25.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per day
5 out of 5.0 stars
10 reviews
3 repeat clients

Oh my gosh ! I feel like not only me but my dog has won the lottery . Laura is so great with my dog . She is always upbeat, kind and always on time . My dog get so so excited when she shows up at the door . Austin and I are very happy clients 🐕☺️

Availability updated 11 months ago

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