Dog Boarding Pittsfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Pittsfield, 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.
“Daily pics or video of our boy living his best life away from home. Would completely use Heather and her family again in the future. Zeus was excited to get home, and promptly assumed his usual position relaxing on our couch after he went outside. 100% recommend!”
“Mary was amazing!! My dog does not normally like new people but he loved Mary and she took great care of him. I even had to book last minute because of a funeral. I was able to be fully present with my family at our time of loss because my dog was so well cared for. Thanks Mary!!”
“Kristal and Scott did a wonderful job taking care of our Rosie Rae. They kept us updated and sent pics daily. I recommend them highly. Very nice couple and very clean house Will absolutely use them again.”
“Our dog had a wonderful time staying with Cassandra. She made sure that he was well cared for. He really enjoyed interacting with her dogs. He got lots of excerise, treats and snuggle time. She really knows how to make your dog feel right at home.”
“Krystal's love of dogs is evident and her current bestie, Duke, was a welcoming partner! We left our sweet Piper with Krystal for a week and Piper seemed to adjust well and was in good spirits when we picked her up. I think she even missed Krystal and Duke for a day or so after we returned home! Krystal kept us abreast of how Piper was doing and was responsive to our questions. I was amazed by how unfazed she was by the cold, wet weather that hung over the Fox Valley the week we were away; seemingly taking the additional 4 muddy paws in stride! We would happily re-book with Krystal the next time we need to leave town.”
“Maria took such great care of our pup while we were away! She sent us pictures with updates, which made us feel connected! I highly recommend Maria for care, we will be booking again for future needs!”
“Nix had a great time at Kerstyn's home. She is a great communicator and updates you frequently. Nix was wore out after 2 days of playing with her 2 pups. They all got along great ! We will use Kerstyn again in the future, Thanks again !”
“Bobbie is amazing. This was Sophie’s first overnight and I was so nervous. Bobbie sent pictures and kept me informed on how Sophie was doing. Because Bobbie is so good with dogs Sophie was comfortable and completely at home. I can’t say enough about how good Bobbie is. I will definitely be using Bobbie again for future trips. Thank you again for being so good with my Sophie.”
“I was a bit nervous to leave my puppy with people I didn't know, so we were able to meet up at a dog park first, to make sure their dog got along with mine. I got pictures throughout her over night stay and got my pup back super tired from all the play time she got in! Very happy with our experience!”
“I absolutly love Alex and her husband. They are very flexible and are wonderful with my boy. They have always welcomed him with open arms and are so easy and a joy to work with. I love getting pictures and updates while I am away and can always trust my boy will have a great time. It's also always a joy to see their two dogs. I know my dog is safe and happy with Alex while I am away.”
“Sara and her family provided a wonderful home for our two dogs while we were on a trip! They have a large fenced-in backyard where they could run around and play with Luna. They came home happy and pooped from all their fun. We are so grateful, and will definitely use them in the future!”
“Alex did a great job with our energetic, 2.5 year old GSD. He kept us updated everyday and our pup loved her time with him. She happily greeted us and then promptly knocked out soon after we got back on the road haha. No question your pup will be in good hands with Alex.”
“We had a great experience with Jill! From the beginning, she was super responsive and easy to communicate with. She took excellent care of our dog and kept us updated with pictures during his stay. She even brought him to our wedding so we could get a picture with him. Jill is so sweet and we will definitely be booking her again!”
“Savannah is so sweet and treated my puppy like her own. She even sent me a picture message with an update of how my puppy was doing. Would definitely recommend Savannah and request her again.”
“Our pup was so happy to be at Breanna and Olivia’s! He loved playing with their dogs. I appreciated all the photos that were shared during his stay. It was clear he was well cared for. Wouldn’t hesitate to book again!”
“Daniel was fantastic! We choose him to dog sit out German shepherd for her first over night not at home. We did a meet and greet first and then she stayed over for the weekend. He made me feel very comfortable and even sent me some photos of my pup! Timber really seemed to enjoy her stay and the adventures (walks) they went on! We will definitely keep Daniel in mind when we need another dog sitter.”
About: Hi, I’m Kristin, and animals have been at the heart of my life for as long as I can remember. With years of experience caring for pets and pet sitting on the side, I’ve developed a deep understanding and genuine love for our furry friends. I am proudly certified in first aid and CPR, not only for dogs but for humans as well, ensuring that those in my care are safe and well looked after. My passion is to provide peace of mind to pet owners by offering trustworthy, attentive care for your beloved furbabies. When you choose me, you’re not just hiring a sitter; you’re welcoming someone who truly values the bond you share with your pets and treats them like family. Balancing a full time career with a passion for pet care, I offer reliable pet sitting services during weekends and evenings. I am happy to try to accommodate special requests whenever possible. With a spacious fenced yard and two big pups, we create a welcoming and playful environment for any canine companion. We ensure that every visitor's furry friend feels right at home, entertained and safe. Whether it's a quick visit or a longer stay, I offer a blend of comfort, companionship, and a safe haven for dogs and their humans alike. Being a natural host and devoted dog lover, I look forward to many more shared moments filled with wagging tails and happy paws.
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. 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 - Pittsfield
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Pittsfield
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Pittsfield 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 Pittsfield.
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 Pittsfield 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 WI 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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