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

Over 33 pet parents in Cummington have booked dog boarding
Cummington, 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%.
“Brooke took excellent care of my dog. When I picked her up from Brooke's house, she was relaxed and calm, not anxious and pulling like she usually is when I return from a trip. Leah really enjoyed her stay with Brooke and she came home tired and happy. I appreciated Brooke's notes and pictures while we were away. I would not hesitate to recommend her and would love to use her services again.”

“Jessica and Josie were wonderful with Miss Ruby. Even understanding her occasional accident in the house as coming from anxiety. Possibly due to construction noises which were expected to be gone before Miss Ruby’s visit. It changed my perspective from paying for Dogcare to paying to have Miss Ruby share her joy with Josie and Jessica and their family. ???”

“Upon arriving at Kathleen's Buddy uncharicteristicly behaved badly and I was horrified. Kathleen was gracious and professional as she cleaned up the mess and assured us it would be okay. And indeed, it was. Buddy had a fine time, as we saw in the photos Kathleen sent us. There were no further accidents and Buddy settled in to walks, naps and snuggles. Thank you Kathleen for taking such good care of our Buddy. We appreciate your care, kindness and professionalism and will definitely be return clients.”

“Karl is a wonderful pet sitter. Bella loved her time in his home and we loved the photos of her looking calm and well loved. Thank you so much, we will definitely be in touch next time we need dog sitting!”

“Our dog just stayed with Patti and family and had an amazing time! Patti’s daily messages and photos were great, and reassuring. It was clear to us that she was being well cared for and that our dog was in a knowledgeable, experienced and caring home. We’ve already booked again and will continue to do so! Thank you, Patti!”

“Jess was awesome and took wonderful care of our dog Wiley. She sent lots of photos of him and kept us up to date on how he was doing, the nice walks they went on and other dog buddies he met. We would definitely board with Jess again.”

“Christian responded quickly to our initial request & because we had a long drive he agreed to accommodate a 2 hour drop off window (we texted updates). He was friendly at drop off, happily engaged the dogs, asked good questions about their needs & sent photos as requested. At pick-up he offered details about their stay. Both dogs were happy to see us but seemed to have enjoyed their night with Christian. Would book again”

“Cannot thank them enough. It was my first time using Rover and on a short notice request- no problem. I got pictures of Alfie playing and cuddling throughout his stay which set me at ease. He also came back smelling nicer and was freshly brushed, he was so happy! I 100% recommend Heather and Norman”

“Ozzy had a wonderful time with Nicole and her family! Nicole was relaxed and welcoming, and encouraged Ozzy to feel at home. The weather was bitter cold but Ozzy got all his energy out tearing around their fenced backyard. Nicole was very communicative, sending frequent updates and photos, Highly recommended!”

“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”

“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”

“My dog, Ollie, just spent a week with Sandy and I cannot say enough about how great she was. I hadn’t ever left him with anyone other than family and from the first minute I met Sandy during our meet and great, she put me right at ease. She was communicative and caring and he clearly had a great time. I would (and will!) rebook her in a heartbeat!”

“Jenna had a excellent stay she was very well taken care of Abigale snd Eric were very friendly and accepting of me being a over protective anxious dog mom they are well equipped to take care of her I will book with them again”

“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.”

“Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.”

“Chris and Beth were great with my dog, Rio, an older guy who needs a little extra care. They put rugs down on their hard wood floors so that he would have an easier time walking about and they were really careful that he didn't reinjure his bad knee. They were very accommodating with my pick up and were generally easy going yet responsible. I would leave Rio in their care anytime.”
The median cost per night for dog boarding in Cummington is $55
Dog parents share their Rover experiences - Cummington
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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Cummington
Select a filter and find qualifying sitters offering dog boarding.Sitters in Cummington average 9 repeat dog boarding clients
FAQs for Dog Boarding - Cummington
Frequently asked questions about Rover
The average cost of Dog Boarding in Cummington on Rover is $39 per night as of October 2026. Most bookings cost between $30 and $67 per night. 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 201 sitters on Rover offering Dog Boarding across Cummington. Enter your ZIP code to see which available sitters are closest to your home.
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.
96% of sitters in Cummington 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 Cummington 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 Cummington.
<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.
You and your Cummington 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.






