Dog Boarding Sheffield

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

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Sheffield, 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: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
• 126 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

“Addie had a grand time with John we can tell by how happy and calm she was when we picked her up. Also I had mixed up the pickup day and John accommodated us no problem. What a life saver!!!!”

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Lisa R.
Sitter Profile Image: Peter K.
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Peter K.
$62
total per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

“Peter was such a wonderful sitter. His updates were timely and detailed and I felt confident that Nutmeg was cared for, happy, and healthy during her stay. I will definitely ask Peter to sit again if I’m ever in the area again.”

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Jana P.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 140 reviews
37 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke was great, able to take our puppy in on short notice so we could attend a concert at Tanglewood, and very attentive to his needs. A great help if you are coming from out of town and unsure where to leave your pup for a few hours or overnight”

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Eric B.
Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
$50
total per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

“Mary & Todd are a dream come true! We were very nervous leaving our baby with someone we didn’t know, for the first time, and Mary made us feel so beyond comfortable. The photos, updates and check ins made us think Tilly may never want to come back home! Our pup went for rides, walks, runs, errands, ball chases and partook in endless fun for two straight days. I’m not sure how Mary & Todd could possibly have more energy than our dear Tilly but she’s officially exhausted and had the adventure of a lifetime. My husband joked that we should do this as a doggy camp once a month, we just may ask if they’d be down!”

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Nadine L.
Sitter Profile Image: Deanne R.
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Deanne R.
$45
total per night
5.0 out of 5 stars
• 75 reviews
24 repeat clients
10 years of experience
Kinderhook, NY, 12106

“I was very comfortable leaving my dog with Deanne! My girl has a lot of energy and loves attention, and I was relieved to hear that this wasn't bothersome at all. I got routine updates throughout the week, and Deanne was very responsive to my messages. 10/10 would hire again.”

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Darcy S.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
$120
total per night
5.0 out of 5 stars
• 287 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice took great care of our almost one year old golden retriever on a recent weekend stay. She was caring, thorough, and only takes on one pet at a time so she can provide one on one care and attention. Ellie loved getting to know Janice’s two dogs and cat and enjoying the beautiful fall weather from the relaxing farm atmosphere. Janice sent frequent updates and photos throughout Ellie’s stay, which made it easy to relax and enjoy our time away. I would definitely book her again!”

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Dana M.
Sitter Profile Image: Ashley A.
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Ashley A.
$33
total per night
4.9 out of 5 stars
• 48 reviews
9 repeat clients
10 years of experience
Canaan, CT, 06031

“Ashley was very flexible with drop off and pick up times! She sent me photos of the dogs and let me know how they were selling in. My larger dog is easily stressed, but we picked him up and he was completely comfortable! We will definitely be using her for any other dog sitting needs!”

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Lindsey G.
Sitter Profile Image: Yenifer V.
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Yenifer V.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
3 years of experience
Pittsfield, MA, 01201

“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”

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Divya C.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$108
total per night
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Sharon, CT, 06069

“Christine was the best! Our dogs felt comfortable and excited to hang out with her right away, and it’s clear that she loves all animals and that they love her in return. She sent many adorable photos and updates, which we appreciated, and even led our dogs in an amazing art project. We picked them up a few hours ago and they are both still sleeping off their weekend of fun. Definitely recommend!”

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Miriam B.
Sitter Profile Image: caroline D.
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caroline D.
$73
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Rhinebeck, NY, 12572

“I felt very comfortable leaving my pup in Caroline's care. She sent me a few pictures of Birdie relaxing at her house, which I got a kick out of seeing. I would not hesitate to leave my dog with Caroline in the future.”

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Jane D.
Sitter Profile Image: Lynsey M.
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Lynsey M.
$62
total per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
8 years of experience
Torrington, CT, 06790

“Lynsey was very friendly and responded to messages quickly. It was good to know she has so much training and experience w/ animals. I recommend to anybody to have lynsey care for your dog.”

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Steve R.
Sitter Profile Image: Vanessa L.
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Vanessa L.
$67
total per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
12 years of experience
Simsbury, CT, 06070

“Vanessa was amazing with our little guy — she was so communicative throughout the whole stay, sending lots of photos and videos. She also has three dogs that were all great with our super high energy puppy. She was has so much love for animals and that totally came through with her care for our puppy!”

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Zachary M.
Sitter Profile Image: Martin D.
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Martin D.
$56
total per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
KINDERHOOK, NY, 12106

“Martin clearly loves dogs, and took really good care of Kevin. He sent us frequent photos and videos of their adventures.”

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Jeff Z.
Sitter Profile Image: Kelly H.
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Kelly H.
$84
total per night
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“We loved Kelly! We felt very comfortable leaving our 7 mo. old puppy (labrador retriever). We received pictures and videos throughout our vacation which made us feel better. He looked happy and well cared for when we picked him up. We are definitely going to use her services when we travel next. Thank you, Kelly!”

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Esther W.
Sitter Profile Image: Michelle R.
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Michelle R.
$56
total per night
5.0 out of 5 stars
• 1 review
1 repeat client
28 years of experience
Winstead, CT, 06098

About: I’ve worked at animal hospitals for 28 yrs I’m reliable and good with peoples pets I can give meds if needed insulin as well I get lots of waging tails my way I prefer come to your home so your pet is more comfortable and has there familiar surroundings and all the things they’re used to toys their bowls, etc. I can stay the night if needed I like staying with pets at there home this helps also with stomach upsets and stress of being somewhere new and unfamiliar I like the pets to be able to keep there routine

Sitter Profile Image: Steve F.
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Steve F.
$84
total per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Lee, MA, 01108

“Steve communicated very directly. He had passion for caring for your dog.”

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Michael T.
Sitter Profile Image: Liza Q.
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Liza Q.
$73
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Blandford, MA, 01008

About: walking service tailored to meet the needs of both you and your furry companion. Whether you're away for work, a vacation, or just need some extra help, I ensure your dog is well cared for, exercised, and happy. My dog sitting service provides your pet with personalized attention, a comfortable environment, and plenty of playtime, while my dog walking service offers a fun, safe, and invigorating walk to keep your dog active and healthy. With a focus on trust, safety, and companionship, I aim to give you peace of mind knowing your dog is in loving, responsible hands. I am a stay at home mom. Me and my son Liam would love to spend time with your doggo. Reach out and we can discuss further what times would work best for you and your furry babies needs. Pets feel secure with predictability, so I maintain their feeding, exercise, and play routines as closely as possible to their normal habits.Understand and respect each pet’s individual needs and preferences, such as their comfort level with strangers, exercise needs, and dietary restrictions.

Sitter Profile Image: Stephanie P.
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Stephanie P.
$56
total per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
30 years of experience
Catskill, NY, 12414

“Stephanie dealt with my dogs health crisis as the pro she is. He was in excellent hands and kept me informed regularly. Could not ask for a better caretaker!”

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Lisa B.
Sitter Profile Image: Amanda O.
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Amanda O.
$84
total per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Barkhamsted, CT, 06063

About: I pawsitively love animals and have taken care of dogs, cats, fish, turtles and lizards since I was very young. As an adult, I adopted a shelter puppy and trained him myself. He's my best friend and we like to be very active. Denali and I love to hike, walk, play in the snow, visit the dog beach, and go to the dog park. He is very well socialized and meets many friends when we go on outings together. I am currently studying to become a certified dog trainer and will be getting certified in Pet First Aid and CPR. I'm currently working a full time job, however my fenced in yard allows me to let your dogs board and stay over at my house with continuous access to the outside. Additionally I have supervised weekend availability. I am very flexible and strive to meet your pets need in order for your four legged friend to have the best experience while you are away. I love to be outdoors, have your dog in my home or can visit your home according to your needs. If your four legged friend is dog friendly, I'd be more than happy to bring over Denali to give them a friend to play with.

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The median cost per night for dog boarding in Sheffield is $60

Book with peace of mind

  • 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 - Sheffield

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Sheffield average 10
repeat dog boarding clients

FAQs for Dog Boarding - Sheffield

Frequently asked questions about Rover

As of November 2026, there are 186 sitters on Rover offering Dog Boarding across Sheffield. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

97% of sitters in Sheffield can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Sheffield 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 Sheffield.

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.

Yes, you can find sitters who have experience with handling special pet needs in Sheffield. On Rover:

  • 93% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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.

You and your Sheffield 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 MA 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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