House Sitting Oakham
Find a loving house sitter to watch over your pets and your home.
Oakham, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Kalliah did an excellent job with our two dogs on our 4 day trip away. She kept us up to date daily with pictures of our dogs and communication was excellent throughout the duration. When we arrived home, the dogs were happy and healthy. We will definitely use Kalliah again.”
“We were thrilled to have found Fiorella! She was so incredibly communicative and thoughtful all throughout and our sweet but anxious rescue dog and shy cat loved her. We felt so much peace of mind having her watch our pets, especially as our dog has only been with us for six months. We loved her so much we can’t wait to have her back in a few weeks. .”
About: I’ve had several pets all growing up, ranging from turtles, to birds, to dogs! I have had 5+ dogs that I’ve owned throughout my life! My friends and family go to me to walk/take care of their pets and/or give them advice about them. I am currently free during all time of the day! I have open availability for all week days, and could potentially be available some weekends as well. I will walk your dog for however long you need me to. I have no problem with long walks and lots of exercise as I’m usually in the gym about 5 days a week, leading me to be pretty fit and diligent for things like that. I will make sure your pet uses the bathroom, gets all its energy out, and is happy!
“Pat took wonderful care of our dog. She stayed at our house and was completely trustworthy and reliable throughout. She sent us updates and photos regularly, which we really appreciated. Highly recommend!”
“Erinn is the best! We have two senior dogs, one with special needs after having IVDD surgery, and when we came back from our little trip they were happy as ever. She’s knowledgeable, professional, and incredibly good with the pups. I’ve never seen them so at ease with a stranger. We’ll be booking her again soon!”
“Jonathan did an exceptional job dog-sitting and house-sitting for us for a full week. He was incredibly conscientious and highly communicative, sending regular updates and adorable pictures. Our dog absolutely adored him, and Jonathan took such great care of our home that we barely noticed he was there—yet we returned to a spotless house. We highly recommend him without hesitation.”
“We left our dogs for a week long trip and booked Lindsey for house sitting/drop in visits. She went above and beyond to care for our boys doing more visits than we asked, taking them on walks and providing them daily stimulation while we were gone. She sent lots of pictures and updates, and was very respectful of our home. I would highly recommend!”
“Kiersten did a great job taking care of our dogs overnight. She asked great questions and provided us with lots of photo updates. She also left our house in perfect condition. We will definitely ask her to dog sit again in the future.”
About: Hi! I’ve loved animals my whole life! My own fur babies are 11 and 14 and I’ve had them since they were kittens. I’ve been pet sitting for alittle over two years now. I’ve worked with dogs, cats, and even ferrets! I have experience with pets of all ages (puppies/kitten to seniors) and all sizes. I make sure each pet is shown the love and care they deserve. Im currently a college student who is doing school completely online so my schedule is very flexible. I’m available all days of the week and at any time that is needed. The care and support I give to each fur baby is different based off of their needs. If you have a younger fur baby that needs lot of play I will spend all the time they need to get their energy out. If your have an older fur baby I will make sure to adapt to there needs, for example if they need to go slower on a walk, that’s no problem!
“Thank you for taking great care of Chloe for us. It was a unique situation where we were from out of town attending a family gathering so needed someone to stay with our dog at a hotel. Matt was flexible to do this for us, kept us informed with photos. I would highly recommend Matt!!”
“Katherine did a great job watching our dog and my brother’s dog for a couple of days while we got married. She is very experienced in the field and we loved that she sent us both photo and text updates to share how the pups were doing. It was our first time leaving the dogs with non- family members, but she was trustworthy and awesome to work with! Thanks Katherine!”
About: I started caring for my families pets when I was 6 years old. My neighbors were dog grooming from home, with the occasional cat grooming, so I got to get to know a lot of different things about individual breeds. My husband Evan knows how to train dogs and cats to do just about anything. He is also fluent in asl, a musician, and an artist. I love to give pets my full attention and care because it is relaxing to me. I know a lot of veterinarian technicians as well from my time in trade school. I live near Green Hill Park which is a great place to go for a stroll when the weather is nice. I know what pets are asking for and what to do if anything comes up so if you need special care for your pet they will be safe with me. I am currently available weekends and week nights. If my schedules changes I will update my profile with time off in advanced so that there are no miscommunications or cancellations. I can spend time with your pet playing in the yard or home. I walk pets as frequently as their schedule requires. Every pet has unique care needs. I love to care for pets and give them my full attention. Younger pets are full of energy and love to play so I do my best to get all their energy out so they sleep well and stay healthy. I am able to give pets medication or put them in diapers if required by the owner.
About: Hi! I’m a dependable and caring dog sitter who truly loves spending time with animals of all sizes and personalities. Whether it’s long walks, playtime, or just keeping your pup company while you’re away, I make sure they feel safe, happy, and loved. i just joined Rover, but I’ve grown up around dogs my entire life and have experience volunteering and caring for animals, so I understand how important routine, attention, and trust are when it comes to pet care. I treat every dog like they’re my own, with patience, structure, and lots of affection. I work full time during the week, but I always make time in my schedule to provide reliable care for pets. I plan ahead to ensure I can give each dog the attention, walks, and care they need, whether that’s early mornings, evenings, or weekends. I’m committed to being dependable and making sure your dog is happy, comfortable, and well cared for while you’re away. When caring for pets in a client’s home, I make it a priority to follow their normal routine as closely as possible so the pet feels comfortable and secure in their familiar environment. I follow all feeding instructions, walk schedules, and any special care needs, including medications if required. I also make sure to give plenty of attention, playtime, and companionship so the pet doesn’t feel alone while their owner is away. I treat each home with respect and keep everything clean and tidy, and I always provide updates with photos so owners can feel confident their pet is safe and happy. My goal is to make the experience as stress-free as possible for both the pet and the owner.
About: I’ve been taking care of animal since I was 4 years old! I grew up in Ecuador and having animals around made for an awesome childhood. I currently work around my own schedule. I will accommodate your needs based on availability and the number of pets I am caring for . I care for them as if they were my own. Growing up I had all types of animals and I’m a good observer therefore I always end up winning their trust and love.
About: I have lifelong experience caring for dogs, from playful puppies to gentle seniors, and I’ve cared for many small dogs with different personalities and routines. I specialize in small dogs, generally 25 lbs and under, and provide patient, attentive, and loving care in a comfortable home environment. I understand that some dogs settle in right away, while others need a little extra time and reassurance. Puppies are welcome too! Since they need extra attention and supervision, I generally accept puppies when I don’t have other boarding dogs, so they can receive plenty of one-on-one care. My goal is simple: a happy, comfortable dog and a worry-free owner. I currently have an open schedule, allowing me plenty of time to care for and play with your furry family member. Whether it’s walks, playtime, or just keeping them company, I’ll make sure they get the attention and love they deserve. Your pet’s safety and comfort are my top priorities. Whether in my home or yours, I provide a clean, pet-friendly environment where they feel secure and loved. I follow any special instructions, maintain a consistent routine, and ensure plenty of supervision, playtime, and care. With patience and attention to detail, I create a stress-free experience so both pets and owners can feel at ease.
“Lydia is absolutely lovely, and she took great care of our three dogs. Our dogs are not easy to house-sit for because two of them are very afraid of strangers, and the third one is deaf. Our two fearful dogs fell for Lydia within a day, and when we came home she was their BFF! We had a flight delay coming home and Lydia was super accommodating, making sure they pups were cared for until we got home. We would absolutely ask Lydia to house sit for us again. Thank you!!”
“He took such great care of my two dogs. This was the first time I tried River and having someone sit with my dogs in my home. Ben quickly became part of the family and treated my dogs as if they were his own. He is their official babysitter now. So grateful!!!”
The median cost per night for house sitting in Oakham is $65
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 house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
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 house sitting - Oakham
Select a filter and find qualifying sitters offering house sitting.Sitters in Oakham average 4 repeat house sitting clients
FAQs for House Sitting - Oakham
Frequently asked questions about Rover
As of November 2026, there are 1,263 sitters on Rover offering House Sitting across Oakham. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oakham walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Oakham maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Oakham choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
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 tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, 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.
Yes, you can find sitters who have experience with handling special pet needs in Oakham. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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.
Connect anywhere with the Rover app
