House Sitting Oakham
Find a loving house sitter to watch over your pets and your home.
Over 8 pet parents in Oakham have booked house sitting
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%.
“I am so grateful to have found Christina to take care of my girl, Honey. As she’s gotten older, Honey hasn’t been able to handle the stress of boarding anymore, she was always coming home sick and stressed out. Christina stayed in my home with Honey, allowing her to stay on her normal feeding, walking, and medication schedule the entire time I was away. Christina shared updates, videos and photos every day so I knew Honey was okay and having fun. Having that peace of mind allowed me to truly relax on my vacation for the first time in years! And I came home to my house cleaner than I left it, with a safe, happy, healthy doggo! Christina is the best, she followed my care instructions to the letter and I really believe she treated Honey like her own dog. I highly recommend Christina and will definitely be trusting her with Honey again the future!”
“Meaghon was wonderful to work with! Incredibly responsive and my brood loved spending the weekend with her. We were very fortunate to have found her and can’t wait to book future trips knowing our babies will be in the best of hands!”
“Kristen is amazing! Punctual, friendly, calm. Great communication. Best of all, Teddy seemed to love her and be extremely comfortable with her. It was the fastest I have ever seen him settle down with someone even with meds. Will definitely be booking with Kristen again when someone is needed. Thank you!”
“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!!!”
“Amanda has been amazing! She’s done a couple of drop-ins for me to give my cat her medication, and did a long weekend stay at my house. She left my place in the same state it was in when I left, and provided updates at the end of each visit.”
“Elated to have found Paulette. Meet and greet showed us a kind, warm person and our pets were instantly comfortable with her. Regular updates while we were away helped ease our anxiety and Paulette was kind enough to send photos on request when we were missing our babies. Came back to a clean house and very happy and content fur babies. Looking forward to our next booking.”
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
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!
“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.
“Amazing, as always! Danielle does a great job with our two cats and they’re always happy when we get home. Highly recommend and we will definitely be reaching out to Danielle again in the future.”
“Rebecka was attentive to my dog's needs and went above and beyond taking care of the house. She sent me detailed updates throughout her stay. She was excellent!”
About: I'm newer to paid pet sitting, but I interned at a veterinary clinic, owned some pets, so I'm comfortable around animals of all kinds: dogs, cats, and small animals, including nervous ones and seniors. I can give medication if needed, and I'm also happy to help with baths and nail trims. I've spent time with both puppies and older dogs, and I adjust to whatever each pet needs. For me, caring for animals means real connection through active play, regular walks for dogs, and just paying attention to their mood and comfort. Whether it's a pup who needs to run off some energy, a cat who wants quiet company, or a small animal that needs gentle handling, I'll treat them like my own. I have a very flexible schedule, so I can build my day around a pet's routine: walks, feeding, and medication times, rather than fitting them around mine. Consistency and presence are important to me, especially for animals who do best with a steady routine. I adjust care to each pet's comfort and energy level, including 30 minutes of fetch in a fenced yard, 30- to 45-minute leashed walks, or a leashed hike if they're up for it (if the weather permits). I stay attentive to their routine and needs throughout our time together, and I also offer baths or nail trims for an additional $20 if you'd like.
“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!”
The median cost per night for house sitting in Oakham is $63
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- 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?
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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 pets like family
1. Search
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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
The average cost for House Sitting in Oakham on Rover is $53.28 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 1,267 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Oakham. On Rover:
- 94% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 91% 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.
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