Pet Boarding in Windsor

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Top rated Windsor pet boarders

1 / 1
Sitter Profile Image: Tiffani S.
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Tiffani S.
from
$45
per night
5 out of 5.0 stars
118 reviews
51 repeat clients
20 years of experience
Wethersfield, CT, 06109

Tiffani took great care of my dog while I was away for a week. She made sure his medication was given twice a day, even setting an alarm so it wouldn’t be missed. She sent regular pictures and videos, which was reassuring, and my dog seemed to enjoy spending time with her dog. He can be very clingy, but she handled it without any issue. I’d be happy to have her watch him again and hope she’s available in the future! I’d highly recommend her to anyone looking for a reliable sitter.

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Felicia R.
Sitter Profile Image: Kristina E.
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Kristina E.
from
$50
per night
5 out of 4.7 stars
68 reviews
30 repeat clients
20 years of experience
east Hartford, CT, 06118

Kristina was very accommodating on short notice and made sure to send photos throughout Luka’s stay with her. Her three dogs made him feel comfortable and the large fenced in backyard was a great outlet to help him forget all about being boarded!

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Travis F.
Sitter Profile Image: Sophia O.
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Sophia O.
from
$55
per night
5 out of 4.9 stars
19 reviews
10 repeat clients
10 years of experience
Frog Hollow, Hartford, CT, 06106

Ah man, where do I even begin!? Sophia was incredible!! We arranged a meet & greet where our pup Oz got to meet her and the lovely Darla. It was a perfect fit. Our other sitter who was familiar with the parents of Oz (DOOM & Space) unfortunately had to cancel the day before and as crazy as it seemed to watch 3 Cane Corso’s at once, she did that! We are eternally grateful for Sophia for being so accommodating so last minute and really make our babies feel comfortable and loved. She sent detailed updates throughout our time away and awesome pictures. Highly recommend Sophia and Darla! We can’t thank you enough 🫶🏽

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Chelsea G.
Sitter Profile Image: Carmina C.
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Carmina C.
from
$65
per night
5 out of 5.0 stars
9 reviews
5 repeat clients
20 years of experience
Windsor, CT, 06095

Nikita had a great time on her first sleepover at Carmina’s, with lots of outside walks, and the bonus of being allowed to sniff around for as long as she wanted. Carmina was very attentive and made sure Nikita felt safe and comfortable. Carmina is true dog lover??

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Denise H.
Sitter Profile Image: Kristin T.
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Kristin T.
Star Sitter
from
$45
per night
5 out of 5.0 stars
101 reviews
38 repeat clients
30 years of experience
Coventry, CT, 06238

Kristin was an excellent sitter for our pup, Franklin. From the very first message through the end of the boarding, she was responsive, communicative, and reassuring. She kept us updated with pictures, videos, and thoughtful messages, which helped us feel confident that Franklin was in good hands. It was clear he had a blast playing with the other dogs—he came home happy and totally tuckered out. We’ll definitely be booking with Kristin again!

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Kency G.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
29 years of experience
Windsor, CT, 06095

Firstly, Ashley is very responsive to my messages which as a customer I greatly appreciate. We needed boarding which is a service she provides. We have an older pup with some joint and anxiety issues. Ashley was receptive to my dog's needs and was accommodating. Throughout the stay, Ashley sent regular updates through to ensure us our pup was doing well. I definitely would board with her again.

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Joshua D.
Sitter Profile Image: Trenton M.
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Trenton M.
from
$50
per night
5 out of 4.9 stars
44 reviews
17 repeat clients
5 years of experience
Blue Hills, Hartford, CT, 06112

Trenton was phenomenal. I was put in a tight spot and had nowhere for my dog to go last minute and he was there in an instant. Zeus was extremely happy being with him. Updated me very often and always kept in touch. I’d use him a million times again ☺️

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Josalin D.
Sitter Profile Image: Vanessa W.
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Vanessa W.
from
$45
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
10 years of experience
Manchester, CT, 06040

Leia loves going to stay with Vanessa. Vanessa is great with her! She sends cute photo updates when Leia boards with her, so I always appreciate that. She always follows lele schedule and is very pleasant. I have booked with her twice and will again.

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Shardae T.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
from
$39
per night
5 out of 5.0 stars
141 reviews
62 repeat clients
10 years of experience
ENFIELD, CT, 06082

Brittany was great! We felt really good about our dog's stay, she provided updates and pictures, and she responded immediately anytime we reached out.

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Doug L.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$40
per night
5 out of 5.0 stars
10 reviews
1 repeat client
7 years of experience
Enfield, CT, 06082

Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly

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Elizabeth R.
Sitter Profile Image: Cruz Maria D.
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Cruz Maria D.
Star Sitter
from
$50
per night
5 out of 4.9 stars
386 reviews
238 repeat clients
30 years of experience
Simsbury/Avon/Canton/Hartford County, CT, 06070

Maria and her family are great. You can tell they love animals so much. Awesome, huge fenced in yard dogs can play in. She is so accommodating with your schedule, especially when travel plans go awry. She is willing to do whatever you need if it means she can help you out. Just the best! :0)

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Caroline C.
Sitter Profile Image: Gloriya M.
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Gloriya M.
from
$50
per night
5 out of 5.0 stars
1 review
3 years of experience
Windsor, CT, 06095

About: Current dog mom to a staffy and happy to work with all dogs and even a cat or two. I enjoy play time and walks and will be happy to cater to your pets needs (no matter the weather!) If your dog is in more of a relaxed state of mind, we can happily cuddle in front of the TV as well! I do currently work full time in a hybrid job, so would prefer to focus on weekend jobs. But if your pooch is well potty trained I could do weekday walks in between my work hours! Don't be afraid to reach out and we can see if I am a good match for your pets needs! If our dogs are good matches I would also consider at home sitting but am not comfortable providing that without meet ups first. I work full time. So any services provided will be for mid day walks or for weekend overnighters. I prefer not doing weekday overnighters unless it is a client I already work with and they really need it. I am happy to do daily visits but due to life and making lots of plans, I can’t commit to being a consistent Mon-Fri walker and would be better for someone that just needs me a couple of days out of the week. I do not have a fenced yard but I am already used to taking my dog on two long walks a day with additional bathroom breaks if needed. My dog is crate trained but also allowed on furniture so not a very strict household. I will follow your rules that you set for your pet in your house and can be stricter if needed.

Sitter Profile Image: Shannia C.
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Shannia C.
from
$35
per night
5 out of 5.0 stars
1 review
1 repeat client
1 year of experience
Downtown, Hartford, CT, 06103

We couldn’t have asked for a better sitter than Shannia! She took amazing care of our pet Nani over the 4th of July weekend. Despite the fireworks, she made sure Nani felt safe and comfortable by spending lots of time playing and cuddling with her. Shannia kept us updated throughout with plenty of adorable pictures and videos, which we really appreciated. We highly recommend Shannia for dog sitting — she is kind, attentive, and truly wonderful with pets. We will absolutely reach out to her again whenever Nani needs boarding. Thank you, Shannia, for being so amazing! ☺️

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Abhijit v.
Sitter Profile Image: NeemaElie J.
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NeemaElie J.
from
$100
per night
5 out of 4.3 stars
6 reviews
1 repeat client
1 year of experience
Vernon, CT, 06606

She truly goes above and beyond for my dog.

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Fay
Sitter Profile Image: Nemesis S.
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Nemesis S.
from
$45
per night
5 out of 5.0 stars
2 reviews
10 years of experience
East Hartford, CT, 06108

Couldn’t have asked for a better sitter - great communication, super kind and caring. You can trust Nemesis with your dog!

Profile image
Alec M.
Sitter Profile Image: Katrini L.
Verified Enhanced Background Check
Katrini L.
Star Sitter
from
$70
per night
5 out of 5.0 stars
65 reviews
35 repeat clients
25 years of experience
Simsbury, CT, 06002

Katrini and her family are absolutely one of a kind. They take in your furry family member as their own. My little boy always enjoys his time with everyone. Truly a home away from home!

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Kimberly N.
Sitter Profile Image: Karen F.
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Karen F.
from
$45
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
10 years of experience
Simsbury, CT, 06070

Karen is amazing! We can tell she loves our dog as much as we do and he has the most amazing time with her! When we're on vacation, he's on vacation at Karen's!

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Elizabeth G.
Sitter Profile Image: Beshoy A.
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Beshoy A.
from
$55
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
10 years of experience
Manchester, CT, 06042

This was Tucker’s first time away and he had a great stay! We got daily updates and know he was so well taken care of! Thank you for a successful first weekend away!!

Profile image
Molly R.
Sitter Profile Image: Mylinda G.
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Mylinda G.
from
$35
per night
5 out of 4.7 stars
14 reviews
3 repeat clients
10 years of experience
Farmington, CT, 06032

Mylinda is FANTASTIC!!! I immediately felt comfortable leaving my dog in her hands. She sent me lots of photos of their walks together. When I picked him up after a weekend away he was super happy. I'll most definitely have Mylinda watch my dog when I'm away in a couple of months. I would give her more 🌟 🌟🌟🌟🌟

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Nancy M.
Sitter Profile Image: Ayesha R.
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Ayesha R.
from
$45
per night
5 out of 5.0 stars
4 reviews
15 years of experience
Bloomfield, CT, 06002

From the moment we met, Ayesha was extremely friendly and made me feel completely at ease about boarding my puppy for the first time. Her warm demeanor and genuine love for animals was evident right away. I appreciate her attention to detail, particularly when she asked for permission before giving my puppy any treats, as my pup has a sensitive stomach. It was clear that my fur baby was happy, comfortable and well cared for during her stay with Ayesha. I will definitely be using her services again in the future and highly recommend her to anyone in need of a reliable and caring dog sitter.

Profile image
Esther S.
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Sitter Profile Image: Tiffani S.
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Sitter Profile Image: Tiffani S.
Verified Enhanced Background Check

Tiffani S.

Pets are in good paws with me! 🐾
Wethersfield, CT, 06109
10.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
118 reviews
51 repeat clients
Profile image

Tiffani took great care of my dog while I was away for a week. She made sure his medication was given twice a day, even setting an alarm so it wouldn’t be missed. She sent regular pictures and videos, which was reassuring, and my dog seemed to enjoy spending time with her dog. He can be very clingy, but she handled it without any issue. I’d be happy to have her watch him again and hope she’s available in the future! I’d highly recommend her to anyone looking for a reliable sitter.

Availability updated 8 days ago
Sitter Profile Image: Kristina E.
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Sitter Profile Image: Kristina E.
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Kristina E.
Rover 101

I love animals and very flexable!
east Hartford, CT, 06118
6.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.7 stars
68 reviews
30 repeat clients
Profile image

Kristina was very accommodating on short notice and made sure to send photos throughout Luka’s stay with her. Her three dogs made him feel comfortable and the large fenced in backyard was a great outlet to help him forget all about being boarded!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sophia O.
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Sitter Profile Image: Sophia O.
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Sophia O.

Lots of outdoor adventures!
Frog Hollow, Hartford, CT, 06106
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 4.9 stars
19 reviews
10 repeat clients
Profile image

Ah man, where do I even begin!? Sophia was incredible!! We arranged a meet & greet where our pup Oz got to meet her and the lovely Darla. It was a perfect fit. Our other sitter who was familiar with the parents of Oz (DOOM & Space) unfortunately had to cancel the day before and as crazy as it seemed to watch 3 Cane Corso’s at once, she did that! We are eternally grateful for Sophia for being so accommodating so last minute and really make our babies feel comfortable and loved. She sent detailed updates throughout our time away and awesome pictures. Highly recommend Sophia and Darla! We can’t thank you enough 🫶🏽

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Carmina C.
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Sitter Profile Image: Carmina C.
Verified Enhanced Background Check

Carmina C.
Rover 101

Everything You Need Under One Woof
Windsor, CT, 06095
0.1 mi. away
Boarding, House Sitting
from
$65
per night
5 out of 5.0 stars
9 reviews
5 repeat clients
Profile image

Nikita had a great time on her first sleepover at Carmina’s, with lots of outside walks, and the bonus of being allowed to sniff around for as long as she wanted. Carmina was very attentive and made sure Nikita felt safe and comfortable. Carmina is true dog lover??

Availability updated 61 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kristin T.
Verified Enhanced Background Check
Sitter Profile Image: Kristin T.
Verified Enhanced Background Check

Kristin T.
Star Sitter

Loving care provided in a safe home
Coventry, CT, 06238
13.9 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
101 reviews
38 repeat clients
Profile image

Kristin was an excellent sitter for our pup, Franklin. From the very first message through the end of the boarding, she was responsive, communicative, and reassuring. She kept us updated with pictures, videos, and thoughtful messages, which helped us feel confident that Franklin was in good hands. It was clear he had a blast playing with the other dogs—he came home happy and totally tuckered out. We’ll definitely be booking with Kristin again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check

Ashley S.

Homecooked meals & toy galore here
Windsor, CT, 06095
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
Profile image

Firstly, Ashley is very responsive to my messages which as a customer I greatly appreciate. We needed boarding which is a service she provides. We have an older pup with some joint and anxiety issues. Ashley was receptive to my dog's needs and was accommodating. Throughout the stay, Ashley sent regular updates through to ensure us our pup was doing well. I definitely would board with her again.

Availability updated 42 days ago
Sitter Profile Image: Trenton M.
Verified Enhanced Background Check
Sitter Profile Image: Trenton M.
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Trenton M.

Happy Pets, Happy Hearts.
Blue Hills, Hartford, CT, 06112
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
44 reviews
17 repeat clients
Profile image

Trenton was phenomenal. I was put in a tight spot and had nowhere for my dog to go last minute and he was there in an instant. Zeus was extremely happy being with him. Updated me very often and always kept in touch. I’d use him a million times again ☺️

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Vanessa W.
Verified Enhanced Background Check
Sitter Profile Image: Vanessa W.
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Vanessa W.

Experienced Pet Caretaker
Manchester, CT, 06040
7.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Leia loves going to stay with Vanessa. Vanessa is great with her! She sends cute photo updates when Leia boards with her, so I always appreciate that. She always follows lele schedule and is very pleasant. I have booked with her twice and will again.

Availability updated 16 days ago
Sitter Profile Image: Brittany R.
Verified Background Check
Sitter Profile Image: Brittany R.
Verified Background Check

Brittany R.
Star Sitter

My home is your pets home :)
ENFIELD, CT, 06082
10.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
141 reviews
62 repeat clients
Profile image

Brittany was great! We felt really good about our dog's stay, she provided updates and pictures, and she responded immediately anytime we reached out.

Availability updated 22 days ago
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check

Morgan S.

If it has fur, I’m your girl!
Enfield, CT, 06082
10.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly

Availability updated 8 days ago
Sitter Profile Image: Cruz Maria D.
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Sitter Profile Image: Cruz Maria D.
Verified Background Check

Cruz Maria D.
Star Sitter

PICK ME, HAPPY TAILS, HAPPY CHERUBS
Simsbury/Avon/Canton/Hartford County, CT, 06070
10.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
386 reviews
238 repeat clients
Profile image

Maria and her family are great. You can tell they love animals so much. Awesome, huge fenced in yard dogs can play in. She is so accommodating with your schedule, especially when travel plans go awry. She is willing to do whatever you need if it means she can help you out. Just the best! :0)

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

Gloriya M.

Walk, cuddle, play, you name it!
Windsor, CT, 06095
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
1 review

About: Current dog mom to a staffy and happy to work with all dogs and even a cat or two. I enjoy play time and walks and will be happy to cater to your pets needs (no matter the weather!) If your dog is in more of a relaxed state of mind, we can happily cuddle in front of the TV as well! I do currently work full time in a hybrid job, so would prefer to focus on weekend jobs. But if your pooch is well potty trained I could do weekday walks in between my work hours! Don't be afraid to reach out and we can see if I am a good match for your pets needs! If our dogs are good matches I would also consider at home sitting but am not comfortable providing that without meet ups first. I work full time. So any services provided will be for mid day walks or for weekend overnighters. I prefer not doing weekday overnighters unless it is a client I already work with and they really need it. I am happy to do daily visits but due to life and making lots of plans, I can’t commit to being a consistent Mon-Fri walker and would be better for someone that just needs me a couple of days out of the week. I do not have a fenced yard but I am already used to taking my dog on two long walks a day with additional bathroom breaks if needed. My dog is crate trained but also allowed on furniture so not a very strict household. I will follow your rules that you set for your pet in your house and can be stricter if needed.

Availability updated over 1 year ago
Sitter Profile Image: Shannia C.
Verified Enhanced Background Check
Sitter Profile Image: Shannia C.
Verified Enhanced Background Check

Shannia C.

careful and relaxed
Downtown, Hartford, CT, 06103
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
1 review
1 repeat client
Profile image

We couldn’t have asked for a better sitter than Shannia! She took amazing care of our pet Nani over the 4th of July weekend. Despite the fireworks, she made sure Nani felt safe and comfortable by spending lots of time playing and cuddling with her. Shannia kept us updated throughout with plenty of adorable pictures and videos, which we really appreciated. We highly recommend Shannia for dog sitting — she is kind, attentive, and truly wonderful with pets. We will absolutely reach out to her again whenever Nani needs boarding. Thank you, Shannia, for being so amazing! ☺️

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: NeemaElie J.
Verified Enhanced Background Check
Sitter Profile Image: NeemaElie J.
Verified Enhanced Background Check

NeemaElie J.

A Dog’s Eyes Make Me Melt…
Vernon, CT, 06606
7.8 mi. away
Boarding, Doggy Day Care
from
$100
per night
5 out of 4.3 stars
6 reviews
1 repeat client
Profile image

She truly goes above and beyond for my dog.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nemesis S.
Verified Enhanced Background Check
Sitter Profile Image: Nemesis S.
Verified Enhanced Background Check

Nemesis S.

The pet whisperer
East Hartford, CT, 06108
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
2 reviews
Profile image

Couldn’t have asked for a better sitter - great communication, super kind and caring. You can trust Nemesis with your dog!

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katrini L.
Verified Enhanced Background Check
Sitter Profile Image: Katrini L.
Verified Enhanced Background Check

Katrini L.
Star Sitter

Experienced pet care.
Simsbury, CT, 06002
11.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$70
per night
5 out of 5.0 stars
65 reviews
35 repeat clients
Profile image

Katrini and her family are absolutely one of a kind. They take in your furry family member as their own. My little boy always enjoys his time with everyone. Truly a home away from home!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Karen F.
Verified Enhanced Background Check
Sitter Profile Image: Karen F.
Verified Enhanced Background Check

Karen F.

A Former Dog Momma
Simsbury, CT, 06070
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

Karen is amazing! We can tell she loves our dog as much as we do and he has the most amazing time with her! When we're on vacation, he's on vacation at Karen's!

Availability updated 7 days ago
Sitter Profile Image: Beshoy A.
Verified Enhanced Background Check
Sitter Profile Image: Beshoy A.
Verified Enhanced Background Check

Beshoy A.

The second friend your pet needs!
Manchester, CT, 06042
6.8 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

This was Tucker’s first time away and he had a great stay! We got daily updates and know he was so well taken care of! Thank you for a successful first weekend away!!

Availability updated 27 days ago
Sitter Profile Image: Mylinda G.
Verified Enhanced Background Check
Sitter Profile Image: Mylinda G.
Verified Enhanced Background Check

Mylinda G.

Fun, energetic and chill vibes
Farmington, CT, 06032
11.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 4.7 stars
14 reviews
3 repeat clients
Profile image

Mylinda is FANTASTIC!!! I immediately felt comfortable leaving my dog in her hands. She sent me lots of photos of their walks together. When I picked him up after a weekend away he was super happy. I'll most definitely have Mylinda watch my dog when I'm away in a couple of months. I would give her more 🌟 🌟🌟🌟🌟

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

Ayesha R.

Pups are my favorite!
Bloomfield, CT, 06002
5.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
Profile image

From the moment we met, Ayesha was extremely friendly and made me feel completely at ease about boarding my puppy for the first time. Her warm demeanor and genuine love for animals was evident right away. I appreciate her attention to detail, particularly when she asked for permission before giving my puppy any treats, as my pup has a sensitive stomach. It was clear that my fur baby was happy, comfortable and well cared for during her stay with Ayesha. I will definitely be using her services again in the future and highly recommend her to anyone in need of a reliable and caring dog sitter.

Availability updated 37 days ago

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