Dog Boarding in Bennington

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Top rated Bennington dog boarders

1 / 1
Sitter Profile Image: Elli S.
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Elli S.
from
$40
per night
5 out of 5.0 stars
153 reviews
59 repeat clients
10 years of experience
Bennington, VT, 05201

As always, Jesse had a wonderful time with Elli and her gang. We are always happy to know he will be well cared for and in good company. We were away for a bit longer than usual, and Elli made sure to keep us posted on Jesse's mood (he gets blue after a couple of days without us). It was great she cared enough to let us know, and we were able to reassure her that it was normal for him. We've booked with Elli a bunch of times (I don't leave a review every time). We highly recommend her!

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Jane D.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
from
$63
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
35 years of experience
Bennington, VT, 05201

Ericca was quick to respond and helped us for doggy day care with 1 days notice. She was friendly and sent updates throughout the day on our dog. We’d love to use her again in the future!

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Becca C.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
30 years of experience
Bennington, VT, 05255

About: My love of dogs has taken me so many places! For over a decade, I worked as a guide dog instructor at an internationally recognized guide dog school, learning and putting into practice everything about dog behavior, training, and the human-animal bond. That time is long past, but I still just love dogs: their personalities, their quirks, and their people. I'm experienced with pups to seniors, the tiny to the giant, the healthy to the ailing. I try to help each dog feel comfortable and happy, and help their people feel the same way. 😊 I also have plenty of experience caring for other animals: cats, horses, goats, chickens... I work remotely on Mondays and Fridays, so from Thursday night through Tuesday morning, dogs have a lot of human company all day long. Mid-week (Tues, Wed, Thurs), dogs are exercised in the morning, spend the work day relaxing at home, and the human fun begins again the evening. In my home: I have a large unfenced yard; boarding dogs are on long line to exercise outdoors and are not left unattended outdoors(!). I have one medium-sized, friendly dog, and one cat. I can crate your dog if you or they like, or give them a crate as an option. In your home: I am not the most straightforward or cheapest option for house-sitting; I have a dog of my own (can be accommodated elsewhere temporarily) and sometimes teenagers. However, I might be what you're looking for if you have special circumstances: multiple pets that need experienced management, pets with special medical or behavioral needs, or reliable care for a small farm.

Sitter Profile Image: Awoo H.
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Awoo H.
Star Sitter
from
$42
per night
5 out of 5.0 stars
102 reviews
42 repeat clients
20 years of experience
Johnsonville, NY, 12094

I highly recommend leaving your dog(s) here. He was great with the dogs, very flexible with his schedule and very accommodating. Great communication and he had a great place for the dogs to play outside.

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Susan M.
Sitter Profile Image: Kaylea N.
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Kaylea N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
10 years of experience
Shaftsbury, VT, 05262

Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.

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Bob M.
Sitter Profile Image: Mara K.
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Mara K.
from
$40
per night
5 out of 5.0 stars
40 reviews
16 repeat clients
13 years of experience
Bennington, VT, 05201

Mara was amazing! She took great care of Buddy. He looked really comfortable!

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Holly L.
Sitter Profile Image: Mahayla G.
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Mahayla G.
Star Sitter
from
$65
per night
5 out of 5.0 stars
41 reviews
18 repeat clients
15 years of experience
Adams, MA, 01220

I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!

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Nancy McCabe B.
Sitter Profile Image: Pauline W.
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Pauline W.
from
$40
per night
7 years of experience
Buskirk, NY, 12028

About: I have been taking care of animals for nearly a decade. I love the tiniest to the largest, indoor to outdoor. I will happily follow your routines and requests and care for your animals as if they were my own. I am the proud owners of four cats, two dogs, a lizard, and caged invertebrates. No animal too big or too small, I love them all. I build each day's routine around the jobs at hand, flexibility is my main attribute. I will go out of my way to follow your routine to keep your pet on schedule. I have one job that takes me away from the house that is a per diem, the full duration of which is only two and a half hours. I will do my best to make sure that if boarding your animal at my house I do not have that job coincide but if it does I have a safe spot to separate animals for that short period. I have a fenced in backyard and a large open concept house. I have the ability to separate your animal from my animals if that is requested. My personal animals are used to visitors, furry and human.

Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
109 reviews
30 repeat clients
25 years of experience
Pittsfield, MA, 01201

Our dog seemed like he had a great time with Brooke! She let me know once he settled down and I was able to put my mind at ease. We would definitely leave Cooper with her and her family again

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Harman K.
Sitter Profile Image: Chrissy J.
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Chrissy J.
Star Sitter
from
$30
per night
5 out of 5.0 stars
25 reviews
2 repeat clients
20 years of experience
Clifton Park, NY, 12065

Chrissy is a friendly, reliable, considerate, and caring pet sitter who goes above and beyond to make sure a pet is well cared for! I could not have asked for better. Chrissy watched our almost 2 year old rescue whippet mix Honey, and Honey had a great time over at Chrissy’s home. Stellar!!!

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Diane K.
Sitter Profile Image: Sylva & Mark M.
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Sylva & Mark M.
from
$50
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
8 years of experience
Troy, NY, 12180

Sylva & Mark were absolutely perfect. They took such good care of my boys and kept me updated daily on how they were doing. I couldn't have asked for a better couple to watch my boys. If you ever need a sitter I would 1000% recommend them. I don't trust many people to watch my pups but I would send my Buddy & Connor to them anytime. Thank you again from the bottom of my heart for taking care of them.

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Chanel S.
Sitter Profile Image: Larry F.
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Larry F.
from
$36
per night
5 out of 5.0 stars
40 reviews
9 repeat clients
15 years of experience
TROY, NY, 12182

Larry took excellent care of our dog while we were away for the weekend. He was extremely professional and made sure to ask questions to ensure our dog was as comfortable as possible. We received updates during our time away on how our little guy was doing. We were extremely satisfied with our experience and will definitely keep Larry in mind for our next trip!

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Emily D.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$55
per night
5 out of 5.0 stars
60 reviews
15 repeat clients
43 years of experience
Wilmington, VT, 05363

We cannot say enough nice things about Laura. She took our two medium sized dogs in for over a week when we were in a pinch. She took all of our instructions to make sure our dogs were well taken care of and kept us updated with pictures the entire time…which helped us enjoy our vacation free of worry!

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Julie T.
Sitter Profile Image: Iris F.
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Iris F.
Star Sitter
from
$40
per night
5 out of 4.9 stars
46 reviews
9 repeat clients
10 years of experience
North Adams, MA, 01247

About: I have taken care of animals since I was 10. I am a vet student who has experience dog walking and working in a doggie daycare. I also walked dogs at the Berkshire Humane Society I am looking forward to having more dogs in my everyday life As for pet sitting, I will drop in 3 times a day for a few hours at a time. I do not stay overnight in your home. So, if that’s something your dog needs I may not be the best fit. I also know how to take care of other animals such as cats, birds, rodents, reptiles, and some livestock. I always make sure to follow the owners instructions and communicate with them! Communication is important when taking care of someone else’s animals! I make sure to send lots of pictures as well

Sitter Profile Image: Kyle W.
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Kyle W.
Star Sitter
from
$50
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
40 years of experience
Cohoes, NY, 12047

This was our first time booking with Kyle, and she was great! Our pup can be rather anxious initially when going somewhere new, but she relaxed very quickly with Kyle. Kyle was always responsive and reassuring, and sent lots of photo updates. Traveling is hard for me because I hate being away from my "kids", but I was able to relax and enjoy my scheduled time away because of Kyle. Ripley can't wait to book again!

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Casey R.
Sitter Profile Image: Richelle I.
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Richelle I.
from
$45
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
9 years of experience
Cohoes, NY, 12047

Richelle was so sweet and took good care of my boy! Kona loved playing with her tow little dogs. Received updates and communication was fast! Would book with her again

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Bailey C.
Sitter Profile Image: Cheryle W.
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Cheryle W.
from
$40
per night
5 out of 5.0 stars
23 reviews
10 repeat clients
30 years of experience
WATERVLIET, NY, 12189

I felt very comfortable knowing my fur baby was in capable and caring hands with Cheryle! Poppy absolutely loves visiting and hanging out with Jester and Cheryle was very understanding about delays that came up in my travel plans and was very flexible. Definitely my go to sitter!

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Gayathri N.
Sitter Profile Image: Anastasia & Robert P.
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Anastasia & Robert P.
from
$55
per night
5 out of 4.9 stars
208 reviews
106 repeat clients
23 years of experience
Argyle, NY, 12809

Anastasia is fantastic. Our GSD Leo had an amazing stay. I was incredibly comfortable leaving Leo with her. She sent pictures each day. I recommend her highly.

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Alexandra T.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$50
per night
5 out of 5.0 stars
82 reviews
24 repeat clients
30 years of experience
Averill Park, NY, 12018

Jenn was a magnificent sitter for our pup, Mac. She made our trip much more enjoyable by constantly communicating with us and sending us pictures and videos. I could not recommend her enough for your pet needs!

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Eliana C.
Sitter Profile Image: Brianna S.
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Brianna S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
200 reviews
83 repeat clients
20 years of experience
Cohoes, NY, 12047

Brianna was fantastic! She was attentive and responsive and took great care of Cooper. He was happy and healthy when I got home. I would absolutely recommend her and I intend on working with her again when I leave town in the future.

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Sam D.
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Sitter Profile Image: Elli S.
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Sitter Profile Image: Elli S.
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1. Elli S.

Rover 101
I Want To Watch Your Darlings!
Bennington, VT, 05201
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
153 reviews
59 repeat clients
Profile image

As always, Jesse had a wonderful time with Elli and her gang. We are always happy to know he will be well cared for and in good company. We were away for a bit longer than usual, and Elli made sure to keep us posted on Jesse's mood (he gets blue after a couple of days without us). It was great she cared enough to let us know, and we were able to reassure her that it was normal for him. We've booked with Elli a bunch of times (I don't leave a review every time). We highly recommend her!

Availability updated 69 days ago
Sitter Profile Image: Ericca B.
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Sitter Profile Image: Ericca B.
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2. Ericca B.

Star Sitter
Ultimutt Dawg Sitter
Bennington, VT, 05201
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$63
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
Profile image

Ericca was quick to respond and helped us for doggy day care with 1 days notice. She was friendly and sent updates throughout the day on our dog. We’d love to use her again in the future!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kate B.
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Sitter Profile Image: Kate B.
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3. Kate B.

Former Trainer, Forever Pet Lover
Bennington, VT, 05255
2.8 mi. away
Boarding, House Sitting
from
$50
per night
3 reviews

Kate knows dogs! The second our dog met her; I knew we had the best person for the job! Kate is attentive and kind. She took notes as I explained our dog’s routines. Come to find out, she trained seeing eye dogs for several years! Kate put our minds at ease while we traveled and sent us photos and updates of our dog. While we were away, our dog stayed on her routine, got plenty of exercise, and was loved. I couldn’t recommend a better person.

Availability updated 10 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Awoo H.
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Sitter Profile Image: Awoo H.
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4. Awoo H.

Star Sitter
Friends can ask for me by name!😜
Johnsonville, NY, 12094
16.6 mi. away
Boarding, Doggy Day Care
from
$42
per night
5 out of 5.0 stars
102 reviews
42 repeat clients
Profile image

I highly recommend leaving your dog(s) here. He was great with the dogs, very flexible with his schedule and very accommodating. Great communication and he had a great place for the dogs to play outside.

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kaylea N.
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Sitter Profile Image: Kaylea N.
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5. Kaylea N.

Star Sitter
Providing love to your pet!
Shaftsbury, VT, 05262
7.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.

Availability updated 6 days ago
Sitter Profile Image: Mara K.
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Sitter Profile Image: Mara K.
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6. Mara K.

Certified Veterinary Assistant
Bennington, VT, 05201
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
40 reviews
16 repeat clients
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Mara was amazing! She took great care of Buddy. He looked really comfortable!

Availability updated 13 days ago
Sitter Profile Image: Mahayla G.
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Sitter Profile Image: Mahayla G.
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7. Mahayla G.

Star Sitter
Exercise, training, and wellness!
Adams, MA, 01220
17.7 mi. away
Boarding
from
$65
per night
5 out of 5.0 stars
41 reviews
18 repeat clients
Profile image

I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!

Availability updated 58 days ago
Sitter Profile Image: Pauline W.
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Sitter Profile Image: Pauline W.
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8. Pauline W.

Love and care for all your animals.
Buskirk, NY, 12028
12.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
4 reviews

Polly has been caring for our large and very rambunctious poodle for a couple of years. Stella can be difficult to control at times, but Polly manages her well and we never need to be concerned for her when we are working or away. She is 100% dependable and contientiouss to make sure that our dog is safe and secure and that all her needs are met. Dog are usually good judges of character, and it is clear that Stella loves Polly and her daughter by the way she responds to them!

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
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9. Brooke B.

Rover 101
Star Sitter
CRAZY DOG FAMILY
Pittsfield, MA, 01201
28.8 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
109 reviews
30 repeat clients
Profile image

Our dog seemed like he had a great time with Brooke! She let me know once he settled down and I was able to put my mind at ease. We would definitely leave Cooper with her and her family again

Availability updated yesterday
Sitter Profile Image: Chrissy J.
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Sitter Profile Image: Chrissy J.
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10. Chrissy J.

Star Sitter
Dedicated animal lover!
Clifton Park, NY, 12065
28.4 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
25 reviews
2 repeat clients
Profile image

Chrissy is a friendly, reliable, considerate, and caring pet sitter who goes above and beyond to make sure a pet is well cared for! I could not have asked for better. Chrissy watched our almost 2 year old rescue whippet mix Honey, and Honey had a great time over at Chrissy’s home. Stellar!!!

Availability updated 10 days ago
Sitter Profile Image: Sylva & Mark M.
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Sitter Profile Image: Sylva & Mark M.
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11. Sylva & Mark M.

Our whole family loves dogs
Troy, NY, 12180
26.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

Sylva & Mark were absolutely perfect. They took such good care of my boys and kept me updated daily on how they were doing. I couldn't have asked for a better couple to watch my boys. If you ever need a sitter I would 1000% recommend them. I don't trust many people to watch my pups but I would send my Buddy & Connor to them anytime. Thank you again from the bottom of my heart for taking care of them.

Availability updated 6 days ago
Sitter Profile Image: Larry F.
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Sitter Profile Image: Larry F.
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12. Larry F.

Is your dog looking for fun?!
TROY, NY, 12182
24.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$36
per night
5 out of 5.0 stars
40 reviews
9 repeat clients
Profile image

Larry took excellent care of our dog while we were away for the weekend. He was extremely professional and made sure to ask questions to ensure our dog was as comfortable as possible. We received updates during our time away on how our little guy was doing. We were extremely satisfied with our experience and will definitely keep Larry in mind for our next trip!

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Laura P.
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Sitter Profile Image: Laura P.
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13. Laura P.

Rover 101
Star Sitter
Tails Tales & Trails
Wilmington, VT, 05363
14.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
60 reviews
15 repeat clients
Profile image

We cannot say enough nice things about Laura. She took our two medium sized dogs in for over a week when we were in a pinch. She took all of our instructions to make sure our dogs were well taken care of and kept us updated with pictures the entire time…which helped us enjoy our vacation free of worry!

Availability updated 15 days ago
Sitter Profile Image: Iris F.
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Sitter Profile Image: Iris F.
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14. Iris F.

Star Sitter
Vet Tech student who loves Animals
North Adams, MA, 01247
13.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
46 reviews
9 repeat clients

Iris is the most animal loving and caring person I have ever met. She’s majoring college in pre vet and her dream is to be a vet. If she could she would save every animal that’s ever walked this planet she loves interacting with animals and is so good with them.

Availability updated 27 days ago
Sitter Profile Image: Kyle W.
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Sitter Profile Image: Kyle W.
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15. Kyle W.

Star Sitter
DOGS DAY AFTERNOON
Cohoes, NY, 12047
29.1 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

This was our first time booking with Kyle, and she was great! Our pup can be rather anxious initially when going somewhere new, but she relaxed very quickly with Kyle. Kyle was always responsive and reassuring, and sent lots of photo updates. Traveling is hard for me because I hate being away from my "kids", but I was able to relax and enjoy my scheduled time away because of Kyle. Ripley can't wait to book again!

Availability updated 3 days ago
Sitter Profile Image: Richelle I.
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Sitter Profile Image: Richelle I.
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16. Richelle I.

Rover 101
I’ll love them like my own🐾❤️
Cohoes, NY, 12047
25.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Richelle was so sweet and took good care of my boy! Kona loved playing with her tow little dogs. Received updates and communication was fast! Would book with her again

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Cheryle W.
Verified Enhanced Background Check
Sitter Profile Image: Cheryle W.
Verified Enhanced Background Check

17. Cheryle W.

Rover 101
Small dogs spoiled here
WATERVLIET, NY, 12189
28.5 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
23 reviews
10 repeat clients
Profile image

I felt very comfortable knowing my fur baby was in capable and caring hands with Cheryle! Poppy absolutely loves visiting and hanging out with Jester and Cheryle was very understanding about delays that came up in my travel plans and was very flexible. Definitely my go to sitter!

Availability updated 21 days ago
Sitter Profile Image: Anastasia & Robert P.
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Sitter Profile Image: Anastasia & Robert P.
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18. Anastasia & Robert P.

Rover 101
Every Dog's Paradise!
Argyle, NY, 12809
25.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 4.9 stars
208 reviews
106 repeat clients
Profile image

Anastasia is fantastic. Our GSD Leo had an amazing stay. I was incredibly comfortable leaving Leo with her. She sent pictures each day. I recommend her highly.

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
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19. Jennifer C.

Star Sitter
Smile, your pet is safe and happy!
Averill Park, NY, 12018
24.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
82 reviews
24 repeat clients
Profile image

Jenn was a magnificent sitter for our pup, Mac. She made our trip much more enjoyable by constantly communicating with us and sending us pictures and videos. I could not recommend her enough for your pet needs!

Availability updated 39 days ago
Sitter Profile Image: Brianna S.
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Sitter Profile Image: Brianna S.
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20. Brianna S.

Rover 101
Star Sitter
See for yourself @purrfectpuparazzi
Cohoes, NY, 12047
29.1 mi. away
Boarding, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
200 reviews
83 repeat clients
Profile image

Brianna was fantastic! She was attentive and responsive and took great care of Cooper. He was happy and healthy when I got home. I would absolutely recommend her and I intend on working with her again when I leave town in the future.

Availability updated 47 days ago

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