Dog Boarding Chester

Find a loving dog boarder to watch your dog overnight at your sitter's home.

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Over 10
pet parents in Chester have booked dog boarding

Chester, Find top rated dog boarding

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Nancy M.
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Nancy M.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
14 years of experience
Conquerall Bank, NS, B4V

“Nancy was so lovely and took amazing care of our two dogs! Appreciated her beautiful photos of them and that she was so understanding of their quirks and needs. We will definitely book with her again!”

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Xanthe A.
Sitter Profile Image: Renita Joyce J.
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Renita Joyce J.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
Hatchet Lake, NS, B3T

“My dog Rupert had a wonderful time staying with Renita, I couldn’t recommend her more! She asked very thoughtful questions about his needs and preferences which demonstrated great knowledge and comfort working with dogs of all kinds! But most of all I could tell that Rupert was very well loved. This was in the way she spoke about and interacted with him — he was instantly comfortable in her care. I loved that Renita provided photo updates throughout the day so that we could stay in contact and I never felt that far away. Will rebook in a heartbeat 💗🐶”

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Siobhan W.
Sitter Profile Image: Jannie H.
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Jannie H.
$56
total per night
5.0 out of 5 stars
• 59 reviews
21 repeat clients
20 years of experience
Upper tantallon, NS, B3Z

“We really want to thank Jannie. Prince loves staying with them. Prince came back happy. We would definitely put Prince with them again. They sent us pictures. He really enjoyed playing with the other dogs over there.”

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Vibha C.
Sitter Profile Image: Joyce & Brian H.
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Joyce & Brian H.
$56
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Lakeside, NS, B3T

“Joyce and Brian sent me messages and pictures while Meeka was in their care, which I loved. When I picked Meeka up she had a little Halloween costume on which was very cute, I tired to give it back, they told me to keep it for her. Very nice, friendly family. I would have no problem leaving my Meeka with them again”

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Tammi M.
Sitter Profile Image: deanna m.
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deanna m.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
17 years of experience
Hammonds Plains, NS, B3Z

“Deanna felt like the right fit from the beginning. She has a genuine love for your fur baby. I never once worried and I know Milo won’t want to leave when we go to pick him up! Highly recommend Deanna.”

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Janessa W.
Sitter Profile Image: Roselyne J.
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Roselyne J.
$62
total per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
5 years of experience
Timberlea, NS, B3T

“Our three pups stayed with Roselyne for over a week and it went really well! She took great care of them and sent daily pictures and updates. They got along with her dog Olive as well. Thank you Roselyne! They look forward to their next stay with you.”

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Ishtar L.
Sitter Profile Image: Rebecca Y.
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Rebecca Y.
$34
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Stillwater Lake, NS, B3Z

“Rebecca took great care of Nash during his stay and was very flexible and accommodating for some of his extra needs following dental surgery. It is clear that Nash got lots of exercise and was well loved during his stay. We would highly recommend Rebecca and her family :)”

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Laura A.
Sitter Profile Image: Amanda B.
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Amanda B.
$62
total per night
5.0 out of 5 stars
• 3 reviews
25 years of experience
Upper Tantallon, NS, B3Z

“Amanda is who you are looking for! Leaving your dog behind is surprisingly stressful!! Amanda helped make it as easy as it can be, regular updates, adapting to our dogs needs and adjusting her own life last minute when our flight home was delayed. Amazing, kind and competent.”

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Benedict Q.
Sitter Profile Image: Kimberly H.
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Kimberly H.
$50
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
Halifax, NS, B3T

“Kimberly was amazing. She helped us out on short notice over the holidays and she was great with our dog Pevy. We will for sure be using Kimberly for any future dog sitting needs.”

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Cody P.
Sitter Profile Image: Ramakrishnan V.
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Ramakrishnan V.
$56
total per night
3 years of experience
Bedford, NS, B4A

About: As a former Labradoodle parent, I've had hands-on experience that extends into the way I care for every pet I look after. Reliable and friendly approach that helps dogs feel relaxed and happy. Whether you dog needs lots of playtime, gentle reassurance, or a calm routine, I easily adapt to their temperament. Caring for my own dog taught me patience, consistency, and how to understand a dog's unique personality and emotional needs. Living alone in a quiet 1-bedroom own condo. Reliable dog sitter with a fixed hour job, free evenings , weekends, and holidays. Nature walks and full attention included! I provide a safe, spacious and comfortable environment. With minimal furniture and plenty of room, your dog has space to move, play and relax freely. Living alone allows me to give full attention, supervision and companionship. Your pet's safety and comfort are my top priorities. I follow consistent routines for feeding, walks, and rest, and keep a secure, hazard-free space. I also maintain trust and clear communication with owners through updates and photos, so you always know your dog is happy and well cared for. Nature walks are a key part of their day, providing exercise and mental stimulation. Whether it's playtime, cuddles or following a specific routine, I tailor care to each pet's needs, creating a nurturing, reliable and happy home-away-from-home.

Sitter Profile Image: Courtney G.
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Courtney G.
$73
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Halifax, NS, B3M

About: Booking now for the Fall!! 🍂🍁 Use code COURTG92048 for 20$ off your first booking with me. I've been walking dogs and sitting for cats for years now, so I've seen it all: the zoomies, the guilt-trip stares, the dramatic sighs when dinner is two minutes late. Dogs get walks matched to their vibe. Cats get the respect they clearly believe they're owed 🐈. Meds, anxiety, quirky habits — I've handled it all and I'm not easily rattled. Basically: your pet gets a sitter who has tonnes of experience and will love them more than most. ♥️ I currently work 730-5pm schedule,Monday through Thursday. I can be free most evening and weekends to help you with your fur baby. I do drive and can take them to parks and swim spots. Same routine, same rules, same love they'd get from you. I follow your instructions to the letter, send photo updates, and pay close attention to how your pet is really doing.

Sitter Profile Image: Nyomi P.
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Nyomi P.
$45
total per night
5.0 out of 5 stars
• 2 reviews
18 years of experience
Halifax, NS, B3M

“Mabel had a great time and was well looked after”

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Robin C S.
Sitter Profile Image: Suzanne W.
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Suzanne W.
$73
total per night
25 years of experience
Upper Tantallon, NS, B3Z

About: What sets me apart is the calm, structured, home environment I provide. I only take 2–3 small to medium dogs at a time, so your dog gets real attention—not a crowded, chaotic setting. I have a fully fenced backyard for safe outdoor play and bathroom breaks, plus I’m home often so dogs aren’t left alone for long periods. I focus on keeping dogs relaxed, comfortable, and on their normal routine. I’m experienced with: dogs who need a quieter space Crate training (I have a large crate available if preferred) Multi-dog supervision with safe introductions and monitoring Basic routine consistency (feeding, walks, rest times) Inside, dogs have cozy spots to relax, and I keep things clean and organized. I also send regular photo updates, so you always know how your dog is doing. My goal is simple: your dog feels like they’re staying in a safe, loving home—not a kennel. Pet care fits very naturally into my daily routine because I own a local business that is fully staffed, which allows me to be home most of the day. I’m not tied to a 9–5 schedule, so I’m able to give dogs consistent attention, supervision, and care throughout the day. My routine includes regular outdoor time in my fully fenced yard, walks, feeding on your dog’s schedule, and plenty of relaxed indoor time. Because I’m home so often, dogs are rarely left alone and can settle into a calm, low-stress environment. I’ve built my schedule specifically to support pet care, so your dog isn’t just being “fit in”—they’re part of my daily routine and receive consistent, attentive care from morning to evening. I provide personalized, in-home care designed to give each dog a calm, safe, and comfortable experience—very different from a high-volume or kennel-style setting. I intentionally limit bookings to just 2–3 small to medium dogs at a time, so every dog receives focused attention and consistent supervision. Care in my home is structured around your dog’s routine, including daily walks, regular time in my fully fenced backyard, and relaxed indoor living in a clean, cozy space. Dogs are treated like part of the household, with access to comfortable lounging areas and a low-stress environment where they can settle in naturally. I take a thoughtful, hands-on approach to introductions and group dynamics, ensuring dogs are compatible and comfortable. I closely monitor behavior and can provide separation or crating if preferred, always prioritizing safety and your dog’s individual needs. Because I’m home most of the day, dogs are rarely left alone and receive consistent care, attention, and supervision from morning through evening. You’ll also receive regular photo and video updates, so you can feel confident and connected while you’re away. My goal is to offer a premium, home-based experience where your dog feels secure, relaxed, and genuinely cared for—not just looked after.

Sitter Profile Image: McLean H.
Verified Background Check
McLean H.
$105
total per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
21 years of experience
Halifax, NS, B3M

About: Hi, my name is McLean :) I’m a proud graduate of Saint Mary’s and Mount Saint Vincent University, with 12 years of experience working in healthcare. I’ve always had a deep love for animals, and caring for them has been a lifelong passion that continues to bring me joy and fulfillment every day. I live an active lifestyle and enjoy spending time outdoors, whether it's going on daily walks around HRM or longer hikes through the Cape Breton Highlands. For over 15 years, I’ve been a volunteer foster parent with the SPCA, helping animals transition into loving forever homes. I provide them with medical care, socialization, litter box training, and the love and attention they need to thrive. I also volunteer with Elderdog Canada, supporting seniors with their animal care needs including walks. I currently work full-time from home which gives me the flexibility to check in on your fur baby throughout the day and provide consistent love, care, and companionship. I'm comfortable with animals of all ages, sizes, and temperaments. When house-sitting, you can rely on me to also care for your plant babies (I have 35 of my own!), collect your mail, and keep your home tidy. Whether your pet is energetic and playful or prefers quiet companionship and slow strolls, I’m here to make sure they feel safe, happy, and well cared for 🐾 I currently work full time from home and have availability Mon-Fri 6-8am, 1130-1pm and anytime 3pm onward. On the weekends I am available between 6am-9pm. I live in a 2-level condominium with access to a shared backyard space as well as live close to numerous parks and trails. For puppies, I have a guest room and a guard rail for the stairs.

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

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Chester

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Sitters in Chester average 4
repeat dog boarding clients

FAQs for Dog Boarding - Chester

Frequently asked questions about Rover

The average cost of Dog Boarding in Chester is $39 per night as of October 2026. Most bookings cost between $37 and $47 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 153 sitters on Rover offering Dog Boarding across the city of Chester. About 92% typically respond to requests within 60 minutes.

Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.

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 favourite hang-out spots in your Chester

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

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our .

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

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 .

Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:

  • 87% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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