House Sitting Flag Pond
Find a loving house sitter to watch over your pets and your home.

Flag Pond, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I could not have asked for a better experience with Bethany! She was truly amazing with our dog. She also left our house cleaner than when we left! We will definitely be booking her again!”

“Becca did a fantastic job watching our senior dog, Jamie, while we took a 9-day family trip. She gave us daily updates, expertly maintained Jamie’s normal routines, and gave her plenty of attention. When we returned, Jamie wasn’t showing any of the signs of stress she normally displays when we have been away.”

“Christy is the best dog sitter I have ever had. Our dog is very old and needy. She was so sweet with him and sent me pics all weekend of things he was doing. She kept me updated on how he was eating and taking his meds because I was worried he wouldn't do either while we were gone. I’m so thankful I found her and I have already booked another pet sitting appointment with her. Hire her, you wont be disappointed!”


“Summer leaves the house in perfect condition. She spend time with my cats so they are well socialized when I get back and treat me like I'd never left. She takes care of plants and even organized the cat food drawer. You could not get a better cat/house sitter.”

About: I have taken care of Cats and Dogs my whole life. I have done pet sitting and house sitting for family, friends, and friends of friends for many years. I have even done pet sitting for dogs with special medical needs, and special dietary needs. I work Monday - Thursday 9am to 4pm, however I do have flexibility to come and go during the day if need be. Friday - Monday I can provide 24/7 care for any housesitting, and pet care needs. I can provide around the clock care for your home, and pet Friday - Monday. Your pets, and home safety is my number one priority.
About: I’ve helped take care of every animal you can think of! Having a big family gave me plenty of opportunities to learn and grow with different animals I attend college two days a week and work the night shift at my job! My day starts pretty early so I have a little too much free time and would love to spend it caring for animals! As long as the animal is provided with every basic essential it needs I will go above and beyond to tend to every need your pet has
“Caitlin was amazing. Sent daily pictures and updates of my dog. My dog is spoiled rotten with attention, food, love etc. Caitlin was able to give all of that to her while we were away for 10 days!!”


“We are so happy to have found Sydney. She was able to accommodate a late notice request and was the perfect choice for our fur kids. One of them is a recently adopted rescue, and he is still a challenge on several fronts. She is patient and loving and confident in her interactions with him. It is so nice to have the boys comfortable in their own home while knowing someone is looking after them who cares as much as we do. We will absolutely work with her again.”

“Our dog felt safe and loved thanks to Jeanie's patience and care, making a stressful few days completely worry-free. We have a very nervous, "delicate" little dog, and we were worried how she would do with a sitter she didnt really know, but Jeanie did a really great job! She was incredibly attentive to Lucy's needs, taking the time to understand her anxieties. Her communication was excellent, she sent regular updates and photos that was reassuring every step of the way. It was clear that she has a genuine love and understanding for animals, and she went above and beyond to make sure lucy was happy and secure. We cannot recommend Jeanie more highly, she is professional, kind and dedicated. If you're looking for someone to treat your pet like family, Jeanie is the perfect choice!”

“Kathleen was a great help taking care of our two dogs while we were out of town overnight! She was very communicative with updates and photos and was comfortable with giving oral meds. We would highly recommend her and hope to book her again soon. Thanks again Kathleen!”

“Johnny was just fantastic!! So friendly and he kept in contact throughout my entire trip, sent video and pictures, watered plants and picked up mail! Will definitely ask again!!”


“Giuliana was very professional and upfront about questions and requirements. My dogs and home were very well cared for. Giuliana provided regular updates and pictures to keep us connected during the week.”

About: My family has had dogs my whole life and i've always helped out training, feeding, walking, bathing, etc. I used to dog sit for a family friend when they would leave town and i loved it. I would care for their dog and two cats. I work part time with a flexible schedule so i have plenty of time to spend with pets. I am available any day of the week as long as a have a bit of a notice. I love playing with pets and petting them. i love dogs a whole lot pls when is the twenty five word limit what is this
“Alicia connected extremely well with our dog and took great care of him while we left town for the weekend. She was able to administer medicine successfully. She also communicated with us throughout the weekend, sending pictures and updates of how much fun they were having. She stayed the weekend to give our elderly dog extra support and took great care of the house by cleaning up after herself. We are thankful that we met and found someone who is respectful and cares so much for our dog.”

About: I have been taking care of other people's animals since middle school and just love getting to know your pets! Experience with dogs, cats, horses, chickens, goats, and fish! Willing to take on pets with medical needs! I work 40 hours over 5 days days a week. I am typically away from the house from 9 am - 5 pm or 11 am - 7 pm. Depending on your location, I may be able to pop back to the house on my short lunch break. I am comfortable walking your animals on leashes, pushing them in strollers, using a treadmill, playing with them in the yard, or whatever else is your routine and preference!

About: I’ve taken care of others dogs as well as my own for as long as I can remember. I love getting to meet new pets and treat them as my own!! I currently work a part time job. But would love to take care of your pets when needed. By having a part time job it leaves my schedule pretty open and flexible! I am able to take care of your pets however you need or prefer! I love to take them on walks, throw the ball with them or just sit in the sun!
“All I can say is Gad is awesome.we just completed a two week trip and Gad took care of our fur babies while we were gone . Our dogs loved him and he spent a lot of time with them. They are both senior dogs and need a lot of care . Pills twice a day etc… and Gad went over and beyond expectations. One of my dogs wasn’t eating for a couple of days and Gad even bought him chicken and grilled it on the grill for him . Well needless to say my dog ate . Gad is very respectful and very responsible. I would highly recommended Gad .”


About: Hi, I am a compassionate and dependable recent retiree. My two senior dogs passed away in the past 6 months and I am without any fur-babies for the first time in decades. I am honored to spend quality time with your loved one so you can have a worry-free vacation and I can have some doggy/kitty time! (I am comfortable handling two small dogs (under 40 lbs total) or one medium dog 40-50 lbs. If over 50 lbs we can chat to determine if it would be a good fit) I am newly retired and have plenty of free time. I do have community activities out but they do not dominate my day. I spend my time focused on creativity (working on art and music projects) at home. So your pup will have company pretty much all day whether you are boarding with me or I am housesitting for you. I am very active and have a daily exercise and yoga routine and my home is a healthy and veg-friendly household. I'll gladly walk your dog to the level he/she is used to (if it's hot I will walk early morning and/or evenings). My intention is to have your baby feel loved and safe with lots of attention and play and by sticking to the routine as you dictate. I am very tidy/neat and respectful of your home. I'm happy to water your plants etc. If boarding in my home, I am here most of the time. I live in a big house with my husb and high school aged daughter and we have a fenced in yard so there is plenty of room for your pup to do his or her business and run around and chase a toy. The neighborhood is very walkable and dog-friendly. I can also take your dog in the car to favorite walks (with your permission). If boarding in my home, I request that your dog is 100% house-trained and has good social skills/manners as well as being comfortable with having their own bed to sleep in.
The median cost per night for house sitting in Flag Pond is $55
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 - Flag Pond
Select a filter and find qualifying sitters offering house sitting.Sitters in Flag Pond average 4 repeat house sitting clients
FAQs for House Sitting - Flag Pond
Frequently asked questions about Rover
As of August 2026, there are 655 sitters on Rover offering House Sitting across Flag Pond. 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 Flag Pond 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 Flag Pond 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 Flag Pond 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 Flag Pond. On Rover:
- 90% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 100% 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.



