Dog Boarding in Cheshire

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Top rated Cheshire dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Danielle G.
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Danielle G.
from
$45
per night
5.0 out of 5 stars
8 reviews
12 years of experience
Cheshire, CT, 06410

Danielle and her husband were absolutely amazing while watching our little guy (Jaxson) for a quick getaway this week. We were given constant updates/pictures, and he clearly made himself right at home and was as comfortable as can be. Communication was prompt from the beginning and we were truly at ease while we were away that he was receiving more than adequate care. Jax became quick friends with their pets, and was moping around when we got home because he clearly misses them! Could not recommend enough!

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

Maria was great! So friendly, attentive, responsive & easy to work with. You can tell she loves dogs and she took excellent care of my Remy! Knowing Remy was in good hands made it much less stressful to go on vacation. I loved getting pictures & updates and already booked her to watch Remy again. Thank you, Maria! :)

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Allie D.
Sitter Profile Image: Mark B.
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Mark B.
from
$40
per night
5.0 out of 5 stars
709 reviews
337 repeat clients
20 years of experience
Wallingford, CT, 06492

We boarded our two pups with Mark and his family for several nights recently and he was very easy to work with and put our minds at ease leaving our pups with them. He sent updates every day and it seems like they had a great time! We would definitely use them again in the future. :)

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Krista G.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
Hamden, CT, 06518

We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!

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Thea C.
Sitter Profile Image: Lori C.
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Lori C.
from
$50
per night
5.0 out of 5 stars
2 reviews
25 years of experience
Cheshire, CT, 06410

Lori is great with our cats. She doesn’t just stop by to feed them; she brushes them and plays with them too. She goes out of her way to make sure their routine is maintained as much as possible while we’re away and we greatly appreciate it.

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Mary L.
Sitter Profile Image: Carolina & Angel B.
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Carolina & Angel B.
from
$50
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
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: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
174 reviews
87 repeat clients
4 years of experience
Waterbury ct, CT, 06708

This was my first time boarding my frenchies away & I was so panicked to do so, but once I met yahaira and seen how she interacted with my dogs I felt so comfortable leavin them with her. She stood with my frenchies for two nights and her communication while I was away sending me pictures of my doggies and updating me on their day was so beautiful. She made me feel safe and that my dogs was in a lovin safe home I will definitely use her in the future if I need to and recommend her as well. Thank you so much yahaira for takin care of my dogs like your own.

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Yara S.
Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$53
per night
5.0 out of 5 stars
20 reviews
10 repeat clients
35 years of experience
Wallingford, CT, 06492

Wonderful experience boarding our dog! Kristen allowed us to do a meet and greet with her cat before booking, to ensure that her home was a good fit. Despite being Christmas week, Kristen was super accommodating and made us feel comfortable leaving our dog with her. She was great at communicating and took amazing care of Raya! ❤️

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Erin M.
Sitter Profile Image: Karen M.
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Karen M.
from
$65
per night
5.0 out of 5 stars
34 reviews
12 repeat clients
25 years of experience
Cheshire, CT, 06410

We could not be happier with how Karen cared for our dogs. We left both dogs there for a week, and she treated them like family. Karen sent pictures multiple times a day, was on top of their schedule and gave them plenty of exercise and attention. Her communication was perfect. We will feel very comfortable booking with her again.

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Matthew A.
Sitter Profile Image: Paola A.
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Paola A.
from
$55
per night
7 years of experience
Hamden, CT, 06518

About: I've always had a deep love for animals, I've cared for dogs of all breeds and ages, giving them attention and afection, always making sure they feel safe, comfortable and happy! I work from home part-time, so this easily allows me to look after and keep an eye on your pets, as well as attend to all their needs. In my home🐾 i have a very friendly Frenchie and he would love to having a friend to play, i provide a warm and safe environment where your dog can feel happy! I stick to their usual routine, feeding times, walks, playtime and rest. Pets have acces to cozzy sleeping spots, and supervised outdoor time. I always can send you photos and updates so you can feel connected while you're away.

Sitter Profile Image: Bruce B.
Verified Enhanced Background Check
Bruce B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
472 reviews
197 repeat clients
50 years of experience
Woodbridge, CT, 06525

I can’t recommend Bruce enough! He took such amazing care of my babies while I was away. From the start, communication was smooth and professional—he sent photos, updates, and made me feel completely at ease. My pets absolutely adored him, and I could tell they were comfortable and well-loved the entire time. Their routines were followed perfectly, and I came back to happy, relaxed dogs. If you’re looking for someone trustworthy, caring, and reliable, Bruce is the one. Truly the best pet sitter I’ve ever had!

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Liz M.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
356 reviews
119 repeat clients
3 years of experience
Naugatuck, CT, 06770

My dog was so happy during her 5 day stay with Erika! I received daily updates and photos, and my dog looked right at home. Would definitely board with Erika again in the future!

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Izy M.
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check
Mariana A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
135 reviews
40 repeat clients
15 years of experience
Hamden, CT, 06514

My dog’s first time staying with Mariana. She came back happy, clearly receiving enough care and stimulation. I was sent plenty of pictures and updates, and did not worry while my dog was in the care of a new sitter.

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Elizabeth H.
Sitter Profile Image: Luz R.
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Luz R.
from
$38
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Meriden, CT, 06450

Very communicative, super sweet, and attentive to dogs. I would strongly recommend her.

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Nevaeh S.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$48
per night
5.0 out of 5 stars
180 reviews
51 repeat clients
15 years of experience
Seymour, CT, 06483

Our second time leaving our dog with Elizabeth and everything went so smooth. It is a great comfort knowing he is being taken such good care of. We will be leaving him again soon! Thank you Elizabeth!

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Kathy M.
Sitter Profile Image: Emma & Marco I.
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Emma & Marco I.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Berlin, CT, 06037

5 stars is certainly not enough for Emma and Marco. My dog Nellie already misses them. I was never anxious regarding leaving Nellie with them from the first meet and greet and all throughout my vacation. Communication and wonderful pictures reassured me Nellie was completely accepting of her own vacation with Emma and Marco. I look forward, as does Nellie to another adventure in the future.

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Penelope B.
Sitter Profile Image: Stephanie P.
Verified Background Check
Stephanie P.
Star Sitter
from
$49
per night
4.9 out of 5 stars
171 reviews
45 repeat clients
5 years of experience
Edgewood, New Haven, CT, 06511

Stephanie did an amazing job with my Otter while I was gone on my trip! She took him to a dog party and walked/hiked with him every day. I received tons of updates and pictures. If you are leaving town, leave your pup with Stephanie, she is awe-inspiring.

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ANDREA J A.
Sitter Profile Image: Krystal B.
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Krystal B.
from
$60
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
20 years of experience
Wallingford, CT, 06492

Krystal was AWSOME! She clearly loves dogs and accepted April into her home as one of the family. Her children and her dog were incredibly inviting and all seemed excited to welcome a new paw pal! April was so relaxed when she came home - not one sign of anxiety - she was obviously well cared for while we were gone. I will definitely be calling on Krystal in the future! I highly recommend her!

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Brenda C.
Sitter Profile Image: Arlene L.
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Arlene L.
from
$40
per night
5.0 out of 5 stars
7 reviews
4 years of experience
Meriden, CT, 06450

Arlene was so sweet when we met and my pup, Kiara, immediately fell in love with her. She took such great care & made sure to send me pics and videos throughout the day. Will definitely book again!

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Natalie D.
Sitter Profile Image: Liliana Z.
Verified Enhanced Background Check
Liliana Z.
from
$55
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
10 years of experience
Middlebury, CT, 06762

Liliana & her husband are very nice and very flexible with dropoff/pickup times. She sends nice photos of my dog on a walk or just relaxing at her house.

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Theresa H.
1 / 1
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Over 113
pet parents in Cheshire have booked dog boarding

Cheshire dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I would absolutely recommend Alaina and Jake as your dog sitter. They took the best care of our dog while in their care. He went on plenty of walks, outside fun time and plenty of snuggles throughout his stay. They communicate with you the whole time. We had such peace of mind knowing our pup was in great hands. I think our dog, Larry, was actually a little sad leaving them! We highly recommend Alaina and Jake when looking for the best sitter for your pup.

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Nadia F.
Boarding
5.0 out of 5 stars

Danielle and her husband were absolutely amazing while watching our little guy (Jaxson) for a quick getaway this week. We were given constant updates/pictures, and he clearly made himself right at home and was as comfortable as can be. Communication was prompt from the beginning and we were truly at ease while we were away that he was receiving more than adequate care. Jax became quick friends with their pets, and was moping around when we got home because he clearly misses them! Could not recommend enough!

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Phil S.
Boarding
5.0 out of 5 stars

Karen took such great care of Jujuba! He got regular walks, and we really appreciated the consistent updates and photos which gave us peace of mind. She even went the extra mile by cleaning his eyes when his allergies flared up. It’s clear she truly cares, and we couldn’t have asked for a better sitter. Highly recommend!

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Maria S.
Boarding
1 / 1
Find pet care near you

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 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Cheshire is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Cheshire dog boarding rates can be found as low as $32 to as high as $87 per night.

If you’re searching for a Cheshire dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 832 sitters provided dog boarding in Cheshire. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Cheshire dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Cheshire have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cheshire.

Rover makes it easy to find Cheshire dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 832 dog boarding sitters in Cheshire on Rover, so you’re sure to find the perfect match for your dog! In Cheshire, 97% of sitters offer daily exercise, 97% offer medication administration, and 97% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.