Dog Boarding in Cheshire

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Top rated Cheshire dog boarders

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Sitter Profile Image: Maria D.
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Maria D.
Star Sitter
from
$30
per night
5 out of 5.0 stars
135 reviews
70 repeat clients
28 years of experience
Meriden, CT, 06451

This was my first time using Maria for dog boarding when we went out of town and I was very pleased with her. She took great care of my babies and provided me with daily updates. I’ll definitely be using her again and recommend her to anyone else looking for a dog sitter 😊

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Melissa T.
Sitter Profile Image: Mark B.
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Mark B.
from
$40
per night
5 out of 5.0 stars
649 reviews
319 repeat clients
20 years of experience
Wallingford, CT, 06492

Mark was so flexible and kind! My pup came home happy and clearly enjoyed himself. He stayed with Mark for a week and I was updated frequently and well assured that he was taken care of like a member of the house. 10/10 recommend and will book again!

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Abigail O.
Sitter Profile Image: Carolina & Angel B.
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Carolina & Angel B.
from
$50
per night
5 out of 5.0 stars
3 reviews
20 years of experience
Meriden, CT, 06451

Carolina and Angel were great to deal with and welcomed Bella into their family for the weekend. Quick responses and provide ample updates during the stay. Highly recommended. Thanks again!

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John F.
Sitter Profile Image: Jieun B.
Verified Background Check
Jieun B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
31 reviews
14 repeat clients
2 years of experience
North Haven, CT, 06473

This is our third time to ask Jieun to help take care of Miaomiao. She is very nice and took several pictures and videos to keep us updated. Miaomiao really liked to stay with her. I highly recommend her to take care of your pets

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miaomiao s.
Sitter Profile Image: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5 out of 5.0 stars
107 reviews
58 repeat clients
4 years of experience
Waterbury ct, CT, 06708

We where looking for a Sitter for our two little guys at last minute and Yajaira came to the rescue she is very polite great Communication and flexible with scheduling. We had no worries while out of state for a few days definitely recommend we will continue to use her services in the near future!

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Josh M.
Sitter Profile Image: Kristen P.
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Kristen P.
from
$47
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
35 years of experience
Wallingford, CT, 06492

We had a wonderful experience with Kristen who watched out dog for 10 days. He got lots of love and went for walks and hikes. We appreciated all of the photos and updates! We know he will look forward to returning to his home away from home!

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Tina W.
Sitter Profile Image: Mariana A.
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Mariana A.
Star Sitter
from
$55
per night
5 out of 5.0 stars
82 reviews
19 repeat clients
15 years of experience
Hamden, CT, 06514

This was my first time boarding my puppy. We were not sure how our 4 months old puppy was going to behave but Mariana provided an excellent care to our baby. She knows how to read dogs behavior and our puppy had a wonderful stay. Mariana was really responsive and thoughtful all the time and I’ll totally recommend her! Thank you, Mariana!

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Mert G.
Sitter Profile Image: Makylia W.
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Makylia W.
Star Sitter
from
$33
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
6 years of experience
Waterbury, CT, 06704

Highly recommend. Makylia is great. I’ve contacted her with short notice and she was able to take my pup in for day care and boarding. She was very responsive and gave me a peace of mind with picture and photo updates. You can tell that she really loves taking care of animals.

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Ari T.
Sitter Profile Image: Bruce B.
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Bruce B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
345 reviews
147 repeat clients
50 years of experience
Woodbridge, CT, 06525

Mr Bruce is the best, my big fur baby always seems to have a wonderful time there. He comes back so relaxed and well taken care of. Mr Bruce provides great updates every step if the day along with photos. He communicate very well with me and I feel at ease knowing what is going on with my dog! Don't hesitate to book with him, He is the best!

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Vida I.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
from
$48
per night
5 out of 5.0 stars
145 reviews
38 repeat clients
15 years of experience
Seymour, CT, 06483

Elizabeth was everything I could ask for and more in a sitter :) This was the first time I left my puppy, and the peace of mind I had knowing he was in great hands was priceless. I would highly recommend Elizabeth’s services, she treats every dog with the best care and makes sure to continue on their routines as best as possible to make them feel at home.

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Victoria H.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5 out of 5.0 stars
305 reviews
110 repeat clients
3 years of experience
Naugatuck, CT, 06770

We just hired Erika as a dog sitter for my two dogs, and I couldn't be happier with her service! From the moment we met, she showed genuine care and enthusiasm for my pets. During her time with them, she kept me updated with adorable pictures and messages, which put my mind at ease. My dogs were happy and well-cared for, and it was evident that they were treated like family. Erika's attention to detail and loving approach made all the difference. I highly recommend her to anyone in need of a reliable dog sitter!

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Alfonso A.
Sitter Profile Image: Luci C.
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Luci C.
from
$33
per night
3 years of experience
hamden, CT, 06518

About: extremely careful with small and medium-sized dogs, with a large space prepared for the care of your dog. We have a Shih Tzu that will help entertain your dog. I am available to take care of dogs throughout the week and weekends. At the moment I am only dedicated to taking care of dogs. I prefer to take care of dogs in my residence where I have a lot of space all prepared for the care of your dog.

Sitter Profile Image: Krystal B.
Verified Background Check
Krystal B.
from
$55
per night
5 out of 5.0 stars
15 reviews
7 repeat clients
20 years of experience
Wallingford, CT, 06492

We had a wonderful experience with Krystal while we were on vacation. She was incredibly attentive and caring, providing updates and photos that kept us at ease. Our dog was happy and healthy upon our return, and it was clear she had received plenty of love and attention. Highly recommend for any pet owner seeking peace of mind while traveling!

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kristine e.
Sitter Profile Image: Noemi & David B.
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Noemi & David B.
Star Sitter
from
$50
per night
5 out of 4.9 stars
30 reviews
7 repeat clients
32 years of experience
Woodbridge, CT, 06525

We have been looking for a “go-to” dog sitter since moving to the New Haven area this summer, and we’ve certainly found one in Noemi and David. We reached out on short notice, looking to board our dog for a long weekend, and they were nothing but accommodating. We were able to quickly schedule a meet and greet, visit their home, and socialize our dog with their family (and their dog, Milo). When we dropped him off there for boarding, we were as comfortable as we could be and had no hesitation in trusting Noemi and David to take care of him. We received great updates/videos over the weekend, and communication was consistently clear and prompt. Our dog seems to have settled right in and came home happily exhausted from plenty of play time this weekend. I can’t recommend Noemi and David enough. We won’t be looking to board our pup with anyone else as long as they’re available!

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Tyler M.
Sitter Profile Image: Howard & Kathleen R.
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Howard & Kathleen R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
192 reviews
89 repeat clients
60 years of experience
Westville, New Haven, CT, 06515

Perfect home away from home ! Seems he had great fun and definitely did not seem stressed at any time, given that this was his first time here. Every little thing requested around his food, rest and habits were taken care of by the host. What more can we ask other than this kind, caring and loving care and friendly human company ?! We will definitely look you up when in need of care.

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Charu K.
Sitter Profile Image: Mariela G.
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Mariela G.
from
$35
per night
5 out of 5.0 stars
3 reviews
5 years of experience
Waterbury, CT, 06705

Excelente servicio, muy amable y cordial. Excelente atención y buena comunicación con nosotros durante el tiempo del cuido. La volvería a utilizar sus servicios.

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Wendy C.
Sitter Profile Image: Tom F.
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Tom F.
from
$90
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
30 years of experience
Cheshire, CT, 06410

Tom and his family provided great care of Peanut and took her on many walks.

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Erin B.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5 out of 5.0 stars
5 reviews
10 years of experience
Hamden, CT, 06518

About: I’ve taken care of dogs and cats (and chickens, goats, sheep, and pigs!) since I was a teenager. Neighbors and friends often call upon me when they go out of town. I have experience house training puppies, and administering medicine to elderly pets. I work from home Monday and Friday and I am available on weekends. I work 9-5 in an office Tuesday-Thursday, so I’m available before and after work to care for your pets. I offer a lot of attention to your pets. I love to play and match their energy, as well as administer whatever needs they may have!

Sitter Profile Image: Anjali V.
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Anjali V.
from
$60
per night
5 out of 5.0 stars
7 reviews
1 repeat client
15 years of experience
Meriden, CT, 06451

Anjali was wonderful! She was a great communicator and provided many updates. We could tell Autumn had the best time and that she was made to feel like she was apart of the family. Will definitely use her again in the future.

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Jimmy G.
Sitter Profile Image: Wendy s.
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Wendy s.
from
$48
per night
5 out of 5.0 stars
124 reviews
29 repeat clients
10 years of experience
New britain, CT, 06052

Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house

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Julie H.
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Sitter Profile Image: Maria D.
Verified Background Check
Sitter Profile Image: Maria D.
Verified Background Check

Maria D.
Star Sitter

I love animals, animals love me!!!
Meriden, CT, 06451
4.7 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
135 reviews
70 repeat clients
Profile image

This was my first time using Maria for dog boarding when we went out of town and I was very pleased with her. She took great care of my babies and provided me with daily updates. I’ll definitely be using her again and recommend her to anyone else looking for a dog sitter 😊

Availability updated 51 days ago
Sitter Profile Image: Mark B.
Verified Background Check
Sitter Profile Image: Mark B.
Verified Background Check

Mark B.

Let your pup be part of our family!
Wallingford, CT, 06492
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
649 reviews
319 repeat clients
Profile image

Mark was so flexible and kind! My pup came home happy and clearly enjoyed himself. He stayed with Mark for a week and I was updated frequently and well assured that he was taken care of like a member of the house. 10/10 recommend and will book again!

Availability updated yesterday
Sitter Profile Image: Carolina & Angel B.
Verified Enhanced Background Check
Sitter Profile Image: Carolina & Angel B.
Verified Enhanced Background Check

Carolina & Angel B.

Puppy to Senior – I’ve Got You
Meriden, CT, 06451
3.8 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Carolina and Angel were great to deal with and welcomed Bella into their family for the weekend. Quick responses and provide ample updates during the stay. Highly recommended. Thanks again!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jieun B.
Verified Background Check
Sitter Profile Image: Jieun B.
Verified Background Check

Jieun B.
Star Sitter

I treat your dog as my dog!
North Haven, CT, 06473
8.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
31 reviews
14 repeat clients
Profile image

This is our third time to ask Jieun to help take care of Miaomiao. She is very nice and took several pictures and videos to keep us updated. Miaomiao really liked to stay with her. I highly recommend her to take care of your pets

Availability updated 7 days ago
Sitter Profile Image: Yajaira R.
Verified Enhanced Background Check
Sitter Profile Image: Yajaira R.
Verified Enhanced Background Check

Yajaira R.
Star Sitter

A house with a lot of love for pets
Waterbury ct, CT, 06708
8.6 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
107 reviews
58 repeat clients
Profile image

We where looking for a Sitter for our two little guys at last minute and Yajaira came to the rescue she is very polite great Communication and flexible with scheduling. We had no worries while out of state for a few days definitely recommend we will continue to use her services in the near future!

Availability updated 14 days ago
Sitter Profile Image: Kristen P.
Verified Enhanced Background Check
Sitter Profile Image: Kristen P.
Verified Enhanced Background Check

Kristen P.

WFH animal-lover in Wallingford 🐶
Wallingford, CT, 06492
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$47
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

We had a wonderful experience with Kristen who watched out dog for 10 days. He got lots of love and went for walks and hikes. We appreciated all of the photos and updates! We know he will look forward to returning to his home away from home!

Availability updated 19 days ago
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check

Mariana A.
Star Sitter

Owner away? We’ll sit and stay!
Hamden, CT, 06514
9.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
82 reviews
19 repeat clients
Profile image

This was my first time boarding my puppy. We were not sure how our 4 months old puppy was going to behave but Mariana provided an excellent care to our baby. She knows how to read dogs behavior and our puppy had a wonderful stay. Mariana was really responsive and thoughtful all the time and I’ll totally recommend her! Thank you, Mariana!

Availability updated 3 days ago
Sitter Profile Image: Makylia W.
Verified Enhanced Background Check
Sitter Profile Image: Makylia W.
Verified Enhanced Background Check

Makylia W.
Star Sitter

Pawsitively Reliable Pet Sitting💗
Waterbury, CT, 06704
8.1 mi. away
Boarding, Doggy Day Care
from
$33
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Highly recommend. Makylia is great. I’ve contacted her with short notice and she was able to take my pup in for day care and boarding. She was very responsive and gave me a peace of mind with picture and photo updates. You can tell that she really loves taking care of animals.

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

Bruce B.
Star Sitter

Paw-sitiv I wz born 2care4 ur Pet💛
Woodbridge, CT, 06525
11.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
345 reviews
147 repeat clients
Profile image

Mr Bruce is the best, my big fur baby always seems to have a wonderful time there. He comes back so relaxed and well taken care of. Mr Bruce provides great updates every step if the day along with photos. He communicate very well with me and I feel at ease knowing what is going on with my dog! Don't hesitate to book with him, He is the best!

Availability updated today
Sitter Profile Image: Elizabeth N.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth N.
Verified Enhanced Background Check

Elizabeth N.
Rover 101

The Pawfect Stay!
Seymour, CT, 06483
10.8 mi. away
Boarding, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
145 reviews
38 repeat clients
Profile image

Elizabeth was everything I could ask for and more in a sitter :) This was the first time I left my puppy, and the peace of mind I had knowing he was in great hands was priceless. I would highly recommend Elizabeth’s services, she treats every dog with the best care and makes sure to continue on their routines as best as possible to make them feel at home.

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

Erika P.
Rover 101
Star Sitter

Animal lover at your service ❤️🐕🐈
Naugatuck, CT, 06770
8.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
305 reviews
110 repeat clients
Profile image

We just hired Erika as a dog sitter for my two dogs, and I couldn't be happier with her service! From the moment we met, she showed genuine care and enthusiasm for my pets. During her time with them, she kept me updated with adorable pictures and messages, which put my mind at ease. My dogs were happy and well-cared for, and it was evident that they were treated like family. Erika's attention to detail and loving approach made all the difference. I highly recommend her to anyone in need of a reliable dog sitter!

Availability updated yesterday
Sitter Profile Image: Luci C.
Verified Enhanced Background Check
Sitter Profile Image: Luci C.
Verified Enhanced Background Check

Luci C.

extremely careful with dogs
hamden, CT, 06518
6.8 mi. away
Boarding
from
$33
per night
2 reviews

The house is very prepared and super spacious and the caretaker is very attentive and friendly. Always attentive and available sharing pictures and feedback about it

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

Krystal B.

Animals ARE part of the family!
Wallingford, CT, 06492
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
15 reviews
7 repeat clients
Profile image

We had a wonderful experience with Krystal while we were on vacation. She was incredibly attentive and caring, providing updates and photos that kept us at ease. Our dog was happy and healthy upon our return, and it was clear she had received plenty of love and attention. Highly recommend for any pet owner seeking peace of mind while traveling!

Availability updated 11 days ago
Sitter Profile Image: Noemi & David B.
Verified Enhanced Background Check
Sitter Profile Image: Noemi & David B.
Verified Enhanced Background Check

Noemi & David B.
Star Sitter

❤️ I'll love them like my own ❤️
Woodbridge, CT, 06525
10.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
30 reviews
7 repeat clients
Profile image

We have been looking for a “go-to” dog sitter since moving to the New Haven area this summer, and we’ve certainly found one in Noemi and David. We reached out on short notice, looking to board our dog for a long weekend, and they were nothing but accommodating. We were able to quickly schedule a meet and greet, visit their home, and socialize our dog with their family (and their dog, Milo). When we dropped him off there for boarding, we were as comfortable as we could be and had no hesitation in trusting Noemi and David to take care of him. We received great updates/videos over the weekend, and communication was consistently clear and prompt. Our dog seems to have settled right in and came home happily exhausted from plenty of play time this weekend. I can’t recommend Noemi and David enough. We won’t be looking to board our pup with anyone else as long as they’re available!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Howard & Kathleen R.
Verified Background Check
Sitter Profile Image: Howard & Kathleen R.
Verified Background Check

Howard & Kathleen R.
Star Sitter

We work at home & love outdoors.
Westville, New Haven, CT, 06515
13.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
192 reviews
89 repeat clients
Profile image

Perfect home away from home ! Seems he had great fun and definitely did not seem stressed at any time, given that this was his first time here. Every little thing requested around his food, rest and habits were taken care of by the host. What more can we ask other than this kind, caring and loving care and friendly human company ?! We will definitely look you up when in need of care.

Availability updated 32 days ago
Sitter Profile Image: Mariela G.
Verified Enhanced Background Check
Sitter Profile Image: Mariela G.
Verified Enhanced Background Check

Mariela G.

Very Flexible & reliable dog lover
Waterbury, CT, 06705
4.9 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
3 reviews
Profile image

Excelente servicio, muy amable y cordial. Excelente atención y buena comunicación con nosotros durante el tiempo del cuido. La volvería a utilizar sus servicios.

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

Tom F.

In our family pets are family
Cheshire, CT, 06410
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Tom and his family provided great care of Peanut and took her on many walks.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cassandra F.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra F.
Verified Enhanced Background Check

Cassandra F.

Trusted Care for Your Best Friend!
Hamden, CT, 06518
7.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews

Casey watches our 3 dogs, 2 cats, and many chicken whenever we go on vacation or out of town. All animals are happy and well cared for.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Anjali V.
Verified Enhanced Background Check
Sitter Profile Image: Anjali V.
Verified Enhanced Background Check

Anjali V.

Best pet care in Connecticut
Meriden, CT, 06451
6.5 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Anjali was wonderful! She was a great communicator and provided many updates. We could tell Autumn had the best time and that she was made to feel like she was apart of the family. Will definitely use her again in the future.

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Wendy s.
Verified Enhanced Background Check
Sitter Profile Image: Wendy s.
Verified Enhanced Background Check

Wendy s.

Furbabies Airbnb
New britain, CT, 06052
12.4 mi. away
Boarding, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
124 reviews
29 repeat clients
Profile image

Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend

Over 104 pet parents in Cheshire have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Cheshire is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Cheshire average 11 repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover