Dog Boarding Chester

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Over 86
pet parents in Chester have booked dog boarding

Chester, Find top rated dog boarding

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

1 / 1
Sitter Profile Image: Joshua P.
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Joshua P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 31 reviews
15 repeat clients
6 years of experience
Derry, NH, 03038

“Leaving our dog with a sitter through Rover for the first time was very nerve wracking but Joshua reassured us from the meet and greet to the very end of our vacation. He sent us updates everyday and communication was top tier. I would book with Joshua again. Highly recommend!”

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Dorian M.
Sitter Profile Image: Andrea G.
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Andrea G.
from
$60
per night
5.0 out of 5 stars
• 145 reviews
50 repeat clients
14 years of experience
Candia, NH, 03034

“I had a great experience with Andrea! She was so flexible and was willing to drop Simba off later, which made everything super convenient and meant be didn’t have to be alone for long. I really appreciated that she let him relax on the furniture since that’s what he’s used to at home. He got along perfectly with her two small dogs and came back happy and tired. I’ll definitely book with her again!”

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Victoria G.
Sitter Profile Image: Rebecca G.
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Rebecca G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Derry, NH, 03038

“Rebecca was personable and gave updates during our pup’s stay. Rebecca engaged our pup with socialization and training reinforcement. Our pup seemed to have enjoyed her stay and came back safe and sound.”

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Seth C.
Sitter Profile Image: Bea E.
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Bea E.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Derry, NH, 03038

“Bae was great and cam through lase minute when we got stuck, and our dog seemed to do really great with them. On top of that when we arrived one day earlier she initiated a refund which we did not ask for. I heartily recommend her for your dog.”

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alon a.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$50
per night
4.8 out of 5 stars
• 46 reviews
16 repeat clients
15 years of experience
Manchester, NH, 03103

“Jessica was outstanding and so trustworthy when it came to watching my Lola for a week while I was away. I was relieved to know my babygirl was having a good time and was safe while I was so far away. I would recommend Jessica to anyone in need of a sitter and I will definitely go back to her whenever needed !!!”

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Evita A.
Sitter Profile Image: Rebecca N.
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Rebecca N.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 175 reviews
118 repeat clients
40 years of experience
Derry, Derry, NH, 03038

“Great experience. I needed someone in a pinch and Becky pulled through. She sent pictures while I was gone and kept me updated on how my dog was doing. She was amazing and I would highly recommend her.”

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Kristen M.
Sitter Profile Image: Donnie P.
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Donnie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 461 reviews
267 repeat clients
25 years of experience
Salem, NH, 03079

“He was great and very professional, the dogs seemed to like it there and I was sent photos. Donnie was very flexible with the booking and made adjustments as needed.”

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Samuel A.
Sitter Profile Image: Vanessa W.
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Vanessa W.
from
$55
per night
5.0 out of 5 stars
• 25 reviews
12 repeat clients
1 year of experience
Londonderry, NH, 03053

“This was our first experience using Rover and we struck gold with Vanessa. She was communicative and kept us updated on our pups while we were away. Our dogs can be a handful as one is VERY high energy, but she clearly knew what she was doing and they came home happy and healthy. I would highly recommend her to watch your pups!”

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Jake M.
Sitter Profile Image: Adriana L.
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Adriana L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 123 reviews
23 repeat clients
7 years of experience
Hudson, NH, 03051

“Adriana has been so wonderful every step of the way! She was very flexible when I needed to reschedule our meet and greet. She welcomed my family and dog into her beautiful home and has a great set up for hosting dogs. She has a perfect fenced backyard and we were able to see how her dog and cat interacted with our high energy dog. We had a last-minute change of travel plans due to illness and Adriana was so kind and helped us figure out a new plan. Once we dropped off our dog she sent frequent video and photo updates. Her family made sure he had a lot of play time and exercise through games in their yard and neighborhood walks. She is very organized, kind and a great communicator. I highly recommend her and we will definitely trust her with our dog for future travel.”

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Kelsey A.
Sitter Profile Image: Lindsay B.
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Lindsay B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 103 reviews
31 repeat clients
8 years of experience
Boxford, MA, 01921

“Lindsay was amazing. Our dog had a great time with Lindsay, her family and her dog Tilly, who happened to match our dog's size and energy level perfectly. Lindsay sent us multiple photos during our dog's stay. We could not recommend her more highly!”

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Jay H.
Sitter Profile Image: Felicia R.
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Felicia R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
14 years of experience
Haverhill, MA, 01830

“Felicia took great care of my Bernese Mountain Dog, Bailey, during her overnight stay. She was very flexible, easy to communicate with, and made the whole experience stress-free. I had no complaints and would definitely trust her with Bailey again!”

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Andrew
Sitter Profile Image: Jing L.
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Jing L.
from
$42
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
8 years of experience
Andover, MA, 01810

“Jing and her family were amazing with Penelope! They were loving and kind as well as being the right mixture of adventurous and safe. Our girl had lots of outdoor time to explore in a safe environment and got to socialize with other dogs. It was a great fit, and I would highly recommend Jing to anyone looking for a safe and loving place to leave their fur babies. If Penny could talk it would be akin to a little kid coming home from summer camp! She clearly had a blast! ❤️🐶”

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Beth S.
Sitter Profile Image: Rebeca M.
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Rebeca M.
from
$45
per night
5.0 out of 5 stars
• 133 reviews
46 repeat clients
20 years of experience
North Reading, MA, 01864

“My dog loves staying with Rebeca and her family! They were able to accommodate a last minute change to the drop off time. I can tell my dog is treated like part of the family and receives great care! We look forward to booking with her again”

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Charlotte O.
Sitter Profile Image: Amanda B.
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Amanda B.
from
$50
per night
4.9 out of 5 stars
• 17 reviews
4 repeat clients
2 years of experience
Litchfield, NH, 03052

“Amanda and her family were great with out little Pluto. He loved being around her dog Chai and her wonderful children. We loved it so much that he is going back this weekend. Thank you so much Amanda.”

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Magdalena V.
Sitter Profile Image: Ashton B.
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Ashton B.
from
$51
per night
5.0 out of 5 stars
• 34 reviews
14 repeat clients
7 years of experience
Merrimack, NH, 03054

“Ashton and his wife took excellent care of my dogs while I was away. They were kind, reliable, and made me feel comfortable knowing my dogs were in good hands. My dogs came home happy, healthy, and well cared for. The pickup and drop-off process was smooth and easy, and I could tell they genuinely cared about my pets. I will definitely be booking with them again and highly recommend them to anyone looking for trustworthy pet sitters!”

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Mimi T.
Sitter Profile Image: Karen S.
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Karen S.
from
$65
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
15 years of experience
methuen, MA, 01844

“I’m a person who has a lot of difficulty trusting someone with my dogs- I’m very close with them. I’m positive many of the folks reading this review can say the same. It can be difficult to find someone trustworthy, reliable, and communicative. It can be even more difficult to find someone who is all of those things AND is excellent with dogs. My family has hit the absolute jackpot with Karen’s services. Our older dog has separation anxiety, takes medication, and needs a consistent presence to be successful. We never had to doubt whether Karen could fill these needs for him, and she’s delivered every time. Our younger dog has a lot of energy and has to be let out frequently- Karen’s flexibility and home/yard are perfect to meet those needs. Karen sent us pictures and videos throughout each of my dogs’ stays and provided detailed updates as to how they are doing. We will absolutely be back again, we can’t recommend her enough! 6/5 stars!”

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Travis K.
Sitter Profile Image: Julianna A.
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Julianna A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 58 reviews
15 repeat clients
15 years of experience
Londonderry, NH, 03053

“My pups had such an amazing time!! Super communicative, and our pups and theirs matched wonderfully with one active and one calm each. The dogs spent most of the day sleeping yesterday after we got them home (and my younger wanted to escape our yard right away of course!) very much looking forward to using them again 🙂”

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Andrea R.
Sitter Profile Image: Kiana P.
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Kiana P.
from
$50
per night
4.9 out of 5 stars
• 16 reviews
5 repeat clients
18 years of experience
Epsom, NH, 03234

“Kiana was truly amazing. I had a sudden family emergency that required me to go out of state. She went so far above and beyond during that time, while having no obligation to do so. From the beginning of the cats stay with Kiana, she had been so incredibly flexible, she agreed to watch them with only two days notice, and due to the situation evolving and becoming unpredictable, she was more than happy to allow me to extend their stay. She was the direct cause of so much stress relief due to knowing the cats were safe, and well taken care of. 5/5 human. As for her actual care of the kitties she again went well above and beyond anything anyone might think is going the extra mile. The cats were given the space needed to become comfortable and very quickly, and happily adapted to the new routine. I received frequent pictures and videos, she was very communicative, and because of her vigilance we were able to create a plan of action for one of the kitties who started throwing up more frequently than normal. She even went out and bought higher quality food for the cats, and implemented a structured feeing strategy so we could better assess the puking, which I doubt was an easy task since they both free fed before they were boarded. She kept me up to date at all times and provided regular, detailed updates. 5/5 for animal care as well. She is the best sitter/boarder I have ever had any experience with, by exponents, it’s not even close. Her service was head, and shoulders above anyone I’ve personally used before and far better than anything I’ve heard about other boarders. Choosing Kiana to care for your pets should be an insanely easy decision for anyone who wants their animals taken care of at the highest level of care, and wants someone that is just a straight up good human as well.”

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Lucas B.
Sitter Profile Image: Denise K.
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Denise K.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
30 years of experience
Amesbury, MA, 01913

“This was the first time I've had to use a dog sitter outside of my family/friend group, and I felt super comfortable leaving my small dog with Denise. She provided updates and took very good care of my baby. Would totally go with her again.”

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Nika E.
Sitter Profile Image: John V.
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John V.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Raymond, NH, 03077

“John was great! He communicated well throughout our stay and provided regular updates, which we really appreciated. He has a nice, big fenced-in yard for the pups to run around and play, and Cannoli was such a sweet pup! We would definitely recommend John and would be happy to have him watch our pup again.”

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Olivia F.
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The median cost per night for dog boarding in Chester is $60

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Chester

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Sitters in Chester average 11
repeat dog boarding clients

FAQs for Dog Boarding - Chester

Frequently asked questions about Rover

The average cost for Dog Boarding in Chester on Rover is $37.45 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 1,042 sitters on Rover offering Dog Boarding across Chester. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

93% of Chester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chester landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chester home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chester.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Chester sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NH ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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