Dog Boarding Oakham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Oakham, 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%.
“Michael was kind enough to agree to take care of my two boys at the last minute. They had a great time with him. He was responsive immediately, updating and sending pics of my furry boys . Definitely they will be back. Thank you Michael for giving them a great time at your house.”
“Erica was fantastic. She was able to accommodate our last minute need for boarding and took great care of Winnie. She came home happy and exhausted (win, win for us) from playing with all her new friends. We would use and recommend Erica again!!”
“Adrian was great with our dog. He kept us updated on how she was doing and sent pictures she was very comfortable in his home. Highly recommend we will be using his services again.”
“Sue was very warm and inviting, and I have to mention that her house smelled so great!! She allowed me to do a meet and greet ahead of time, since she has two fur babies and my senior Chihuahua is used to it being just us. From that meeting, I felt confident in leaving my baby with her, but when the time came, it was still difficult for me to leave him. She reassured me immediately by picking him up and snuggling him. She sent numerous photos and updates over the stay, letting me know how he was doing. She was very understanding of his nervousness in being in an unknown place without me and his need for space sometimes. She allowed him to sleep in her bed like he does with me and give her lots of licks. I am so grateful that there are people like Sue that I can trust to leave my baby boy with and I fully recommend her!”
“Pat was kind, communicative, and was easy to work with. We have a timid rescue with peculiar needs and triggers, and she put in the effort to put our dog and us at ease. We appreciated the pictures with updates while we were away. Would definitely recommend!”
“Dorothy was great - she and her family made Bruno feel very welcome and secure and kept us updated while we were away. He has a special diet and daily medication and she was great with giving that to him. Definitely will book again.”
“Migle was absolutely wonderful with Zoë. She went above and beyond-carrying her up and down the stairs because Zoë couldn't manage them, sending regular photo updates, and treating her like her own. I felt completely at ease knowing Zoë was so well cared for. Truly exceptional.”
“Gabriel was great!! He was able to accommodate our two dogs very last minute (since our return flights were cancelled and we needed a new sitter) and then again he was very flexible to continue looking after our dogs when our flights were rescheduled multiple days later by the airlines. We appreciated the great communication and our boys were tired when we picked them up which is not an easy feat for our Australian Cattle Dog puppy! he definitely gave them lots of exercise and attention. Would definitely recommend and will be keeping his contact handy!”
“Jennifer took such good care of Archie and his special medical needs. He did not seem stressed at all. She sent me updates multiple times daily. I would highly recommend her.”
About: I've grown up with pets,and started taking care of friends and family pets 10 years ago. They've come for the day, I've watched them while the family goes on vacation. The owners love that I'm with them all the time. I take them for walks, play with them in my yard and sit with them. I really enjoy being with animals. I'm available all day everyday. I'm building my pet sitting services. I can give your pet my full attention and give them the attention they love. I have a good sized yard that your pet can hang out in. I have great walking routes that your pet will love. I also have a good inside area dedicated to pets with a couch, and recliner that they are welcome to sit on.
“Once again Melissa took very good care of our dog during her 9 night stay. We received photos ensuring us that our dog was doing well. The other pups and Casper are nice companions for our Ginger. We will book Melissa again.”
“Elizabeth waa great. She accepted a last minute sit when I felt uncomfortable with another sitter and was communicative through out the weekend. I felt that my 18 year old dog was in safe hands with her!”
“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. ???”
“Peggy was great! Communication was great - and our normally shy dog Edison was best buds with their dog Daytona right away. Hope he can visit with Peggy and her family again soon!”
“Jasper had the best time with Radhika and her family! She sent me updates and cute pictures throughout his stay, took him on lots of walks, and gave him lots of love. I’m so thankful I was able to find someone with experience to watch my high energy pup!”
“Felicia took good care of my 2 dogs. There was good communication. She also takes extra effort to accommodate our schedule. We really appreciate it. I already have another booking with her coming up soon.”
“Sarah was absolutely fantastic with our older aged GSD. Her retriever got along great with our dog and we were very pleased with the level of care provided for our pup when it came to food accommodations (our pup gets anxious when we leave and struggles to eat sometimes). Needless to say, Sarah went above and beyond and we couldn’t be more appreciative of the extraordinary care for our dog as well as all of the communication and photos she provided during the stay. Lastly, Sarah was quite flexible and accommodating with meet and greets, drop off times and pickup times. 10/10 and highly recommend! Thank you Sarah!”
The median cost per night for dog boarding in Oakham 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. 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 - Oakham
Select a filter and find qualifying sitters offering dog boarding.Sitters in Oakham average 13 repeat dog boarding clients
FAQs for Dog Boarding - Oakham
Frequently asked questions about Rover
As of November 2026, there are 739 sitters on Rover offering Dog Boarding across Oakham. 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.
95% of sitters in Oakham 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 Oakham 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 Oakham.
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 Oakham. On Rover:
- 88% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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 Oakham 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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