House Sitting Wellesley Hills
Find a loving house sitter to watch over your pets and your home.

Over 1 pet parents in Wellesley Hills have booked house sitting
Wellesley Hills, 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%.

“Devon did a great job watching our cavapoo Henry. He is very attached to us and he had a wonderful time with her. Devon was very communicative and sent awesome pictures of Henry.”

“Sarah did an excellent job taking care of my dog and cat over a two night trip. They were clearly well cared for and my dog was super happy with all the walks! I highly recommend Sarah. She is prompt, professional and very kind with my pets.”


About: Hi there! I’m an experienced dog care provider dedicated to giving local pups the absolute best care. With professional experience co-owning a pet service business and years of hands-on dog handling, I treat every dog in my care as if they were my own. My main priority is making sure your pup stays safe, comfortable, and right on schedule for their visits. Whether we’re out on an energetic walk, dropping in for mealtime, or relaxing during an overnight stay, you can count on clear communication, prompt updates, and plenty of cute photos. Looking forward to connecting with you and your pup! Pet care is a core part of my daily routine. I build my schedule around consistent walks/visits, feeding times, and any special instructions so pets are never rushed or squeezed in. Throughout the week, I keep communication steady with updates and photos, and I stay organized with notes to keep each pet’s routine consistent from day to day. I care for pets the same way in any space: safely, calmly, and according to their routine. In a client’s home, I follow your instructions closely for meals, walk/play schedule, and house rules. I keep everything clean and secure, and I send clear updates and photos each visit. In my home (for boarding), I provide a calm environment, regular potty breaks and exercise, close supervision, and a consistent routine with the right balance of attention and downtime based on your pet’s personality and energy level.
“Marilyn treated our house and pups like her own. The dogs got plenty of attention and exercise and the house was exactly how we left it. She communicates with lots of pictures and our dogs seemed very happy. Would recommend Marilyn to others and we plan on having her back (if she’ll have us) next time we go away”
“Jonathan did an outstanding job taking care of our Sophie and our home. Sophie, our lab, did not want Jonathan to leave. He took great care of Sophie and we would definitely use him again. We highly recommend Jonathan.”


“I really appreciated Emma coming to stay with my puppy for the weekend! She even took her to her play group which was amazing. One thing that I think could be improved is sending more daily updates or doing the rover report cards daily. Thank you!”

“Jackie was amazing. She gets on very well with our dog and Jackie was extremely flexible and helpful when we had to extend her dog sitting when we got stuck in a snow storm. Would absolutely recommend.”

About: I have experience caring for dogs in shelter, daycare, and boarding environments. I've trained and fostered many shelter dogs from puppies to senior dogs. I'm a college student and love spending any time with dogs! I'm a student with availability in the afternoons and evenings. My schedule is fairly flexible on weekdays, and I have set times on weekends available. I make sure to follow each dog's routine and treat every dog as an individual. Your pet's safety and comfort always come first. I enjoy sending updates and photos.
About: Hello! I live in Watertown. I have a lot of flexibility in my schedule so I enjoy dog walking and pet drop-ins for pure joy. If you book with me, seeing your pet will be a highlight of my day. You can count on me when it comes to communication with you and love for your baby. I bring toys and treats, and can work with shy furry friends. Follow my journey at maggiewalksthe617 on Instagram. Please note - for dog owners seeking walks or drop ins for going out of town I will need the full schedule of when the pet will be let out in the event I am not covering all potty breaks. Will only take visits where the dog has care every 8 hours at the most. I work full time from home in HR as a comp analyst. My schedule is very flexible. I want to schedule walks adhoc during the day or after work! When entering a clients home I will treat the area with care, make sure to lock up, check for water for the animal. I will do my best to find an appropriate outdoor/garage trash for the waste as well.
“Salina is the best. She stayed at our home for almost two weeks and our cat loves her. We got daily cute pics and everything was smooth. Your pet will be in great hands. AND so will your plants, if that's something you need, too!”


“Laura was so attentive to the needs of our dog, who has some medical issues. Won't hesitate to book her again. Her services provided us with a worry-free time away from home, knowing that our dog was getting the best of care.”

“Gracie cared for our dog and two cats, and went above and beyond taking great care of our dog’s unexpected acute medical condition. She is extremely responsible and treated our pets like family. We highly recommend Gracie!”

About: I grew up in a household with my two chihuahuas, Gizmo and Angel, and had a revolving door of stray cats that eventually joined the family. I raised a baby kitten after she had been abandoned on the highway. I had to bottle feed her, help her use the restroom, and keep her warm. Eventually, she survived the endeavor, and became my constant companion. I named her Karma! Friends have trusted me with their pets more times than I can count. I've cared for my family's dog, Charlie, who needs special care for his degenerative joint condition. I raised a family of kittens after my Karma gave birth and fled the coop. I've dealt with stray cats that have had prior histories and needed patience and a calm approach. I’m currently working part-time on my own business, but would love the chance to get to meet more wonderful animals. I’m usually pretty flexible, and can be counted on to be reliable. I love animals! I’ll always make sure they feel safe and secure, while giving them as much pets and playtime as needed. I’m also generally capable around a house. I'm mechanically inclined, good with plants, and I'm a neat freak. I also managed employee housing for several years, so I can be counted on to be responsible and reliable. I’ll make sure your best pal will maintain a similar schedule as your own.

“Kristina was such a great find! We needed a housesitter for our foster dog at the last minute, and she was so respsonsive to our outreach. She was great with our energetic sweetheart! I got regular updates to know things were going well, they clearly bonded and had some funny interactions, and overall we felt so good knowing Toga was in good hands with Kristina. We'll definitely be reaching out to her again for future trips!”

“Kaitlyn took wonderful care of our dog for a weekend stay at our home! We appreciated getting regular updates and pictures. She also left our home in super clean condition. Highly recommend Kaitlyn and our dog looks forward to seeing her again in the future!”

The median cost per night for house sitting in Wellesley Hills is $63
Pet parents share their Rover experiences - Wellesley Hills
Natalie did an AMAZING job. My old dog was unfortunately having health issues and Natalie was there to love on her and picked up some medication from the vet to try to help her symptoms. I couldn't have hoped for a better substitute for me being there during this difficult time. If you use Natalie for dog sitting, you are definitely leaving your fur baby in capable AND very empathetic/loving hands.

Savanna is a gem! We are so fortunate to have found and met her through Rover. She stayed with our three-yes, 3! English labs and one special little fish for seven nights. We came home to find them all very happy and clearly well taken care of. Plus our house looked like no one had been here, but better! She is a reliable, thoughtful, and warm caretaker.

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 - Wellesley Hills
Select a filter and find qualifying sitters offering house sitting.Sitters in Wellesley Hills average 4 repeat house sitting clients
FAQs for House Sitting - Wellesley Hills
Frequently asked questions about Rover
The average cost of House Sitting in Wellesley Hills is $54 per night as of October 2026. Most bookings cost between $54 and $54 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 6,960 sitters on Rover offering House Sitting across Wellesley Hills. 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 Wellesley Hills 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 Wellesley Hills 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 Wellesley Hills 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 Wellesley Hills. On Rover:
- 87% of sitters can help with special care needs
- 91% 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.















