Dog Sitting Windsor Heights
Book a Windsor Heights dog sitter to watch your dog in your sitter’s home or yours.
Over 333 pet parents in Windsor Heights have booked dog sitting
Windsor Heights, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Highly recommend. Did a fantastic job checking in on our pets and giving medication to one of our pets every day. Sent pictures of our pets to us while we were away. Kept communication throughout the whole stay. Would book with her again on future trips.”
“Kayla is an amazing cat sitter who I will continue to rebook! She takes great care of my two cats, one of which takes daily medication. I feel relaxed going on vacation knowing they are receiving genuine affection and attention.”
“Daniel was fantastic! This was my first time using Rover and I was a little anxious about the process. My booking was just a week in advance. Daniel made time to do a meet and greet beforehand, even with such short notice. He answered all my questions. Sent lots of photos of his drop-ins. Gave me total peace of mind!”
“Grace was great with my boy Murphy! She was very communicative and made sure I was aware of anything I needed to be made aware of. Murphy loved the visits and I will definitely rebook her in the near future!”
About: I’ve grown up with dogs but more recently have been watching friends and families dogs (including a young lab puppy). Tell me everything about them so I can make them feel more comfortable! No detail is too small. My weekdays and weekends are very flexible for walks and/or check-ins. Please see my schedule for booking—multiple visits per day is no problem for me. I cannot provide home boarding, but I can be flexible enough to spend as much time as you want with your fur baby at your place!
“Kelly was amazing with our pups! I never once doubted if they were being loved and cared for as we would. She was flexible, quick with communication and trustworthy. Will definitely book again!”
“Thank you for taking care of our babies!! You did a great job and a fantastic job keeping us up to date hiw Daisy and Kimo was doing!!! They were happy to see us back home. Daisy quickly came to the garage door when she heard us!! And yes you forgot the lunch bag. If you want you can still stop by and pick it up. The alligator Daisy had in the middle of the floor, we don’t recognize it. Where did it come from?”
“Brad was top notch, we’re so happy we found him! Our dogs were happy and healthy when we got back home from vacation. Brad was punctual and we didn’t have to worry at all with our dogs in his hands. In fact, we immediately booked again with Brad and look forward to having him back. Thank you so much, Brad!”
“Jaden took wonderful care of our 10-year-old cat! She was reliable, on time, and sent daily photos, which gave me great peace of mind while I was away. I’d definitely ask her to help again the next time I travel.”
“I am out at ease when I know Amanda will be looking after my fur child. She has a way with animals it’s clear. My Claudia Monet senior cat just accepts her and feels secure around her and rolls and wants pets from Amanda’s special gifted temperament where my cat is drawn to her! She is prompt, follows the routine to a T with attention to detail and makes sure to take care of everything. I’m so grateful for her service and care of my furry family member. Thank you so much and look forward to having you tend to my pets again. :)”
“Alexandria is wonderful. She’s very patient and good with my dog. I have a difficult and nervous dog but Alexandria always finds ways to make her feel comfortable. She has good communication and is very easy to work with. 100% recommend her”
“Mackenzie was great! Very puntual and kept me updated with pictures as well which is always a plus! My little river will definitely be seeing Mackenzie again in the future!”
“Anna is absolutely Amazing! She is fantastic with both our furbabies...they get so excited to see her! She is very reliable, dependable, and great at communicating with me!! You would be lucky to have her take care of your furbabies!”
“Ezequiel did drop in visits for my two dogs while I was away for a few days. He has great communication. He was very punctual. He was willing to accommodate my dog who is quite skittish, using my special leash and gate set ups to ensure she did not escape. My Corgi enjoyed him right away. Ezequiel did a great job feeding my dogs who have sensitives, allergies, and not the easiest feeding routine. He offered to wipe the dogs off when they came inside as it was raining nearly the entire time. Would recommend!”
About: I have well over 24 years caring for dogs. I believe a house isn't a home without a dog. We (me and my family) lost our dog, Teddy, about 11/2 years ago. It has been very hard living without him. I still look for him at the door whenever I come home. We are still heartbroken from his passing. Someday we hope to find the courage to love again. Until then we want to love on all the doggies that come to stay and play with us. When your dog is here he/she is part of our family. Please be willing to come by with your pup for a meet & greet before any reservations are made. Our main concern is that you are completely comfortable leaving your fur-baby with us. Here is a coupon for $20 off. Your Promo Code: TIFFAK87923 Your promo code is only for new Rover members you recruit through your profile link. Rules and restrictions apply—read our Terms of Service to learn more. I work for H&R Block during tax season, January thru April. I am home all day the rest of the year to care for your doggie. I care for your dog as if he/she were my own. We will go on walks to Greenbelt Park, Grays Lake, and all throughout our neighborhood. We can play fetch in our yard. Also, belly rubs are a must :)
The median cost per visit for dog sitting in Windsor Heights is $18
Dog parents share their Rover experiences - Windsor Heights
Have really appreciated working with Megan. She’s been really great with my puppy and provides me with great details of their time together. I just really appreciate the communication. He’s so young and I worry about him but know he’s been in good hands with Megan!
Thank you for taking care of our babies!! You did a great job and a fantastic job keeping us up to date hiw Daisy and Kimo was doing!!! They were happy to see us back home. Daisy quickly came to the garage door when she heard us!! And yes you forgot the lunch bag. If you want you can still stop by and pick it up. The alligator Daisy had in the middle of the floor, we don’t recognize it. Where did it come from?
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Windsor Heights
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windsor Heights average 6 repeat dog sitting clients
FAQs for Dog Sitting - Windsor Heights
Frequently asked questions about Rover
The average cost of Dog Sitting in Windsor Heights on Rover is $22 per visit as of September 2026. Most bookings cost between $14 and $28 per visit. 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 September 2026, there are 1,134 sitters on Rover offering Dog Sitting across Windsor Heights. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 Windsor Heights 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!
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 .
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.
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 Meet & Greet .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Windsor Heights with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Windsor Heights. On Rover:
- 89% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 94% 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.
sitters on Rover set their own cancellation policy , 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.
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