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%.
“Jenna was awesome! It was the first time leaving our pup for the night and I missed him as soon as I left but Jenna sent a picture right away of her and him playing outside together. He looked so happy and it made me feel so much better! Throughout the night she continued to send me several pictures and keep me updated on how he was doing. I highly recommend booking with Jenna!”

“Lila was a great sitter for Minnie. My very anxious “baby” took to Lila very quickly and that is not her norm, so I felt very comfortable leaving them together. Lila communicated and kept in touch well. She was very respectful of my home and even left a cute doggie thank you note. Minnie seemed to love her and I know this because often when I get home Minnie us sitting by the door waiting. She was sleeping in the living room and much calmer than my usual returns. I recommend Lila as responsive, responsible, and respectful. Thank you!!!”


About: I have experience with all kinds of animals from dogs and cats to bunnies and fish. i’ve been looking after animals for friends and family for years in always the first one they think of to ask! I am currently a student in college, but that means i’ll have more time to care and play with your pets. I’m available for drop ins, walking, or overnights! I will care for your animals as if they are my own, I will clean up after myself and them whenever necessary, I will monitor them and send you check in’s

“Jared was great, attentive and communicated well. Was glad to have someone caring for my dog while he was in cone head mode and had to stay behind on Thanksgiving! Would definitely re-book”

About: My partner and I have two dogs: a golden retriever and golden retriever/husky! Growing up, my family had three dogs over the years, all of which I have cared for throughout the years, including walks, feeding, grooming, socializing, taking to vet appointments, and brushing teeth! I have watched/walked several of my friends' dogs and spent a winter break in college caring for three golden retrievers while their parents went on vacation! I work remotely and therefore have great flexibility in fitting your pets' needs into my schedule! I am available between New Hampshire, Boston, and the Provincetown area. I will greet your pet on their level when I walk into your home, play and build trust before leashing them up for a walk at whatever desired pace/distance or following your protocols (e.g., letting them outside in your fenced-in area or going for a swim in the summertime). I love to give a healthy amount of treats to reward good behavior and say goodbye as it's important to build trust and leave on a positive note :)
About: My whole life as long as I remember I was the biggest pet lover. I had my own pets and I’ve taken care and walked the dogs of my neighborhood. I just love them. I work part time, which gives me a lot of time to do my favorite thing: pet sitting!!! I work part time and have a lot of time for my favorite hobby which is caring for these lovely creatures. I have a fenced in yard and I love walking in the woods with the doggies. I have a fenced in yard and I walk the dogs three times a day. My 2 lovely dogs will keep your dogs company. I will make sure they are spoiled.
“⭐️⭐️⭐️⭐️⭐️ I cannot say enough wonderful things about Danielle!!! From the very beginning, communication was seamless and reassuring. They took the time to get to know my pet’s routine, quirks, and needs, which immediately put me at ease. Throughout the stay, I received regular updates, photos, and videos that showed just how much love and attention my pet was getting. It was clear that Danielle treated them like family. When my husband came home, my boys were happy, relaxed, and clearly well cared for—which speaks volumes. The extra touches like tidying up water bowls, talking to my chickens and birds, really showed how much they go above and beyond. I highly recommend Danielle to anyone looking for someone trustworthy, reliable, and truly caring. I will absolutely be booking with them again! For my first experience on Rover…..absolutely amazing! Thank you Danielle!”

“Lily was extremely helpful when my previously booked sitter cancelled at the last minute. She was friendly and able to respect our home's dietary restrictions. She was a lifesaver! My senior car was cared for, and the house was in order upon our return. Lily provided occassional updates on how things were going and a few photos. She always responded quickly to messages despite a time difference. We'd be open to hiring Lily again.”

About: Let me bring your dog on an adventure - my dog walks start at $20 but I do hikes on a sliding scale. I have group play experience, I can bring your dog to a dog park without any fear that your dog will get into any sort of trouble. I'm a quiet, clean, petsitter, I will likely leave your house cleaner than it was when you let me in. "I have worked with Kae, of Little Lyons, for about a year. He is contentious, dedicated, and loving to all the people and pets he comes into contact with. I highly recommend his services and happily look forward to working with him again in the future." - Nicole E. "Kae dogsits for me when I go away on business trips or go into Boston for the weekend, and I could not recommend him more highly! He is caring and attentive to my dog; my dog gets so excited to see him. My dog is medium to high energy and Kae always tires her out. He is extremely knowledgable about dogs and dog behavior and has given me several tools to help keep my dog more mentally engaged and less stressed. Kae is punctual, he remembers all sorts of details about every dog, and he is my go-to whenever I need someone. Best dog sitter/walker in the Providence area!" - Kate R. I have worked with a doggy daycare, where I learnt dog behavior, and positive reinforcement training. I have worked in home pet sitting for dogs, cats, rabbits, snakes, tortoises, geckos, bearded lizards, salt and fresh water fish, for over a decade. Schedule a meet and greet with your pets! LGBTQIA+ friendly, Disability and Sensory Friendly I have kept strange hours for a very long time. I can fit your furry (or scaly or feathered) family into my schedule without issue. As a pet service professional, I like to make sure your pet is well attended to, and you feel as safe and comfortable as they do. I enjoy waking up to walk a client's dog, or making sure your cat feels safe before it's time to turn the lights off. You can rest assured while I am with your pets that they will be well attended to. A typical visit includes 15-20 minutes of play with your pet depending on energy levels, lots of positive attention and love, feeding and making sure they have access to water and making sure any business is done. As an overnight visitor, often for pets with anxiety or special needs/senior pets, I am with your pet in your home from 10pm-8am, plus visits during any of their usual scheduled feedings. As a dog walker, you can expect me to arrive and provide a full 30 minute walk to your pet. If you book through rover, you can also get a map of the walk we did, how long it took, and I provide pictures along the way. When it's time to go home, I make sure they and your home are safe and secure.
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: 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.
“Kayla was great with Wiggly. She watched Wiggly, our 10 pound, not great on a leash/ other dog reactive pooch in our home for an extended weekend. She sent pictures on walks and cuddled up, had minimal questions as she reviewed many details in the meet and greet and even organized his toys nicer than we ever would before she left him. Kayla was neat and considerate in our home. Would love for her to care for our dog again.”

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.
“Cianna was spectacular, stepping in with very short notice for an extended stay (2 weeks) after some health concerns with one of our dogs made me hesitant to leave him in the kennel for that stretch. She was awesome with the dogs, on top of all their needs and concerns, and was very communicative throughout. The dogs may have been a bit sad to see us come home at the end of the trip as they loved their time with her.”

About: As a child, I was the neighborhood pet sitter. As an adult, I have vast experience caring for animals. For 25 years, I did pet sitting and house sitting in the Boston area before moving to Puerto Rico 13 years ago. The first month I lived there, I found a box of kittens in the road. I have been a rescuer since, being one of few who take on the most challenging cases. I have saved hundreds, if not thousands, of dogs and cats over the years and I have seen it all. Nothing intimidates me or grosses me out. I will give baths, dispense medications, clean up accidents, whatever is needed. I am 58 years old and am very reliable and trustworthy. I am 58 years old and do not work anymore so my availability is wide open. I do sometimes go to Puerto Rico where I am in the process of selling my home but the dates for those trips are flexible. I generally find that caring for pets in their own home is ideal as they really do appreciate routine, stability, and a familiar environment. However, I am certainly willing to care for them in my home as well and offer a fully fenced in back yard for dogs. There is an 11 lb dog at my house but he is used to cats and dogs coming and going so he should not pose a problem (or I can separate them, if preferred). In terms of routine, I am willing to adapt to whatever you have established and have no problem with giving medications, baths, or any other special care needed. With 13 years of rescuing in Puerto Rico and 25 years of pet care before that, I have seen it all (and nothing grosses me out!). If you like frequent updates and photos, no problem. If you like to relax and not think about home when you are away, no problem. Your beloved pets are in safe, loving hands.
The median cost per night for house sitting in Oakham is $63
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 October 2026, there are 1,272 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.
<b>Tip:</b> 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 93% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 90% 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.






