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%.
“Kalliah was wonderful! This was the first time we left our dogs with anyone in 3 years. She gave us detailed morning and evening updates along with pictures. Her feedback showed us how comfortable the dogs were with her. We came home to happy puppies! Thank you Kalliah!”
“April was exceptional and went above and beyond. She kept me informed about what she and our pup were up to and sent lots of photos of their long walks and snuggles. After each walk, she checked him thoroughly for ticks and she even watered my plants while we were away. I felt confident my pup and home were in excellent hands! Highly recommend her!”
“Meaghon was the best! She went above and beyond to care for all of our pets and our home while we were away for the holidays. She communicated often and sent us a lot of pictures. She made sure our pets had lots of love and attention while we were gone. We were so lucky to find her and would highly recommend her to anyone!”
“Kayla is awesome! She went the extra mile to make sure our pets were well taken cared for and felt comfortable, also given us the peace of mind on a persistent basis while we were away on trip, regarding our 5 fur babies. Kayla is very organized, reliable and flexible to the pets needs and schedule. I would highly recommend!”
About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.
“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!!!”
“Fiorella took the absolute best care of our two boys. They are both high energy dogs and she very much understood their needs and met them wonderfully. Extra bonus was that our house was in amazing shape when we got home. Thank you so much!”
“If I could give 100 more stars, I would! Please don’t hesitate to book Rebecka. She is an absolute gem! Actually, I’m having a hard time giving this review since I want to keep her all to myself! 😉 Rebecka was incredibly reliable, went above and beyond to care for my dog (who got sick while I was gone) and kept me updated with photos and check ins throughout the stay. My dog clearly loved Rebecka, and I felt completely at ease knowing he was in such good hands. Rebecka stayed at my home and after a long travel day, I came into a clean, tidy and organized house, with a very happy and well cared for dog. Perfect! Highly, highly recommended!”
“Mackenzie was very attentive to Teddy’s needs and took special care to stick to his routine and adhere to med and meal times. Teddy seemed content and comfortable when we got home. I am sure we will book Mackenzie again in the future.”
“Chloe did an absolutely amazing job taking care of our two dogs (Nala, a one year old golden retriever and Maui, an almost six year old, lab mix) while we were away. From the start, she was reliable, communicative, and clearly experienced with handling pets. She kept us updated with messages and photos, which gave us real peace of mind knowing our dogs were happy and well cared for. One thing that really stood out was how quickly our dog Maui—who is usually very picky about people—gravitated toward her right away. That alone spoke volumes about Chloe’s calm, trustworthy presence and natural connection with animals. It’s obvious that Chloe genuinely cares about the animals she looks after, and she treated ours like her own. We couldn’t have asked for a better experience and would highly recommend Chloe to anyone looking for a trustworthy, attentive, and compassionate pet sitter. We are already thinking about leaving again so the dogs can hang out with Chloe.”
“Julisa was wonderful - she stayed in frequent contact, sent pictures and, when our rascal of a dog breached the fence and ran off, she immediately got on the phone with me and we tracked him down at a neighbor’s house. I know what a terrible feeling that is when watching someone else’s furry babies and Julisa handled it so well.”
“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”
“Bethany took great care of Bailey while I was on vacation in Florida visiting my family! I highly recommend her for overnights as well as anything else required. She is very knowledgeable and caring.”
“Emma is a delight to work with and she did such an amazing job house-sitting and taking care of our cat! Always professional, friendly, responsive, and so kind to our furbaby. We would love to rebook with her and recommend unreservedly!”
“Lindsey did a great job taking care of our pup and two cats. She was punctual, communicative, and overall great to work with. I know our animals appreciated having her here while we were gone and would definitely recommend her to anyone looking for a dog sitter while away!”
About: I like to watch it’s me or the dog every night. And my cat from hell. I’m interested in getting my dog training certificate in the nearest future. My cat brings me such joy. He is a 16 year old black cat and such a good boy! He can even go on walks with us. I work for the Worcester Public schools and have all school vacations off. I am able to come and do house calls in the evening time (4-late night) or house sit overnight on weekdays or weekends. Also during school vacations including the summer. We have an indoor house cat. He’s declawed and very friendly. We also have a fenced in area in the backyard with very high fences. There is possibility that borders could be segregated from the cat if necessary. We are in a good neighborhood for walking and very near some good trails.
The median cost per night for house sitting 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.
Meet local sitters who will treat your pets like family
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
The average cost for House Sitting in Oakham on Rover is $53.28 per night (as of August 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 August 2026, there are 1,273 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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