House Sitting Woodlawn
Find a loving house sitter to watch over your pets and your home.
Over 2 pet parents in Woodlawn have booked house sitting
Woodlawn, 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.
“Alyssa is so so so special!! She took care of my pups while I was traveling for work and it was a great experience for me and for them! She communicates very well and kept me updated about them, took great care of the house and when I came back, I could see how relax and happy my pups were, which means the world to me!”
“Mara was fabulous with Wags. She paid close attention to what he needed and how he was doing. Communication with her was easy from booking through the visit. Will definitely use her again.”
“Kayla was wonderful and I will most definitely look for her in the future! She was very professional and was kind enough to extend her time to accommodate unexpected travel issues and make sure that Charlie was cared for. Thank you again Kayla!”
“Kaylee was great! This was my first time using Rover and I was very nervous, but Kaylee was able to watch my dog Leo on short notice and make me feel confident my boy was in good hands 😊. She came on time, gave me updates, and took excellent care of Leo! I would definitely book with her again. Thank you Kaylee!”
“Matt was great with our dog and 2 cats. He sent us updates and asked questions when our directions were not clear. I felt that we knew what was going on at home and that all our furbabies were happy and well taken care of. Thanks, Matt!”
“Lauren was amazing. Our dog can be anxious around new people, but she felt comfortable with Lauren right away, which honestly gave us so much peace of mind. She sent thoughtful updates throughout the stay and it was clear Dee was happy and well cared for. She also left our house in great condition. We will absolutely use her again next time we need a sitter. Highly recommend.”
“Patricia watch our two dogs Dora and Spark for over a week. This was the first time we had Patricia as our house/dog sitter and we will definitely request her services again. Patricia sent us pictures and kept us updated about the dogs. She promptly answered any of my emails and contacted us if she had any questions. Patricia also watered plants, feed the fish, and picked up the mail. The house was in perfect condition when we returned. I highly recommend Patricia.”
“Daysi house sat with our three dogs while we vacationed for a long weekend. They are senior dogs, so I wanted someone to be there “just in case”. Daysi was committed and dependable. I appreciated the daily updates and photos that she sent. The dogs were completely comfortable with her and I hope to make her our go to sitter in the future.”
“A++++! Perfect house and dog sitter for a long weekend. Great communicator! We always knew how things were going while we were out of the country. Went above and beyond to get comfortable with our dog and make our dog comfortable.”
“We cannot say enough wonderful things about Mae! She watched our Kingston this weekend while we took a short trip, and we were beyond impressed with the level of care, professionalism, and love she showed from start to finish. Mae stayed in our home, and from the moment she arrived, we could tell she genuinely cared about Kingston’s happiness and our peace of mind. She was incredibly respectful of our home everything was exactly as we left it. She followed routines perfectly, kept us updated throughout the weekend with thoughtful messages and pictures, and made sure Kingston felt loved and comfortable while we were away. It was such a relief knowing he was in his own environment, receiving one-on-one attention and care. When we returned home, Kingston was happy, and clearly well taken care of. As protective pet parents, finding someone we fully trust is no small thing, but Mae exceeded every expectation. We will absolutely be using Mae again for future trips. She’s responsible, kind, trustworthy, and treats Kingston as if he were her own. We truly couldn’t ask for a better sitter she will always be our go-to from here on out!”
“We absolutely love Amy! Honestly, we were far away from home and are pretty sure our dogs were sad when she left and disappointed to see us. She gives expert walks, did bath time - which is a total circus, and even cleaned some of our muddy blankets. I will call Amy anytime we leave! She’s the absolute best.”
“Sarah was very responsive while watching our dog. She was there when she said she would be and was very respectful of our house! She made our trip away easier by knowing our dog was taken care of”
“Savanna stayed in our house for 10 days and took excellent care of Gemma! She followed our instructions perfectly and made sure that Gemma got all of the walks, care, and attention that she needed. We would definitely use her again and appreciate how well she looked after our furry baby!”
“Kelsey was a delightful house sitter for my cats and dog. They seemed to delight in each other. She was very communicative and respectful of my home and asked questions when necessary. She had a handful with my crew and handled it all very well. Would recommend and use her again.”
“I am so thankful that I found JR to take care of my precious pup! I’ve always been able to leave her with family or friends and neighbors when away from home so this was the first time having someone else take care of her. And I couldn’t have found anyone better than JR. She bonded quickly with my dog and they had a great time together. Always updated me with great photos and updates and took great care of the house as well. I just hope she’s available next vacation!”
“Nicole stayed with our fur baby while we were out of the country and she did a great job! She followed our instructions and made sure our pup was well cared for. I highly recommend her services!”
About: I can’t have a pup of my own so caring for other people’s dogs is what I love to do! I have boarded a dog for 8 months in the past and continue to house and dog sit whenever the opportunity arises. I have 5 years of dog handling experience and I take pride in giving owners solid peace of mind so they can go about their day knowing their 4 legged family member is well taken care of. I understand that every dog is different and you can rest assure I will go over each and every detail concerning your pup. When I care for dogs, I treat them as my own, providing lots of love and attention. I promise to treat your pup as you would, a day full of walks and belly rubs.
“Courtney was amazing! She kept me informed daily on Gatsby and my birds with messages and photos. I came home to a happy and tired dog and a sparkling clean apt. Found my go to sitter!”
The median cost per night for house sitting in Woodlawn is $50
Pet parents share their Rover experiences - Woodlawn
Jennifer was a wonderful pet sitter. She was very communicative and kept me updated throughout the stay, which gave me a lot of peace of mind. It was clear Cypress was well cared for and in great hands the whole time. Jennifer was thoughtful, reliable, and attentive. I really appreciated how confident and comfortable she made me feel leaving my dog in her care. I would absolutely recommend her to anyone looking for a trustworthy and caring pet sitter.
Kendric sat for our anxious dog, Gunner, for several hours one evening. Gunner took to her right away and was calmer with her than he has been for other sitters on their first stay. Kendric has a lovely calm energy and stuck to Gunner’s routine. We appreciated her punctuality and will definitely book her again.
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 - Woodlawn
Select a filter and find qualifying sitters offering house sitting.Sitters in Woodlawn average 4 repeat house sitting clients
FAQs for House Sitting - Woodlawn
Frequently asked questions about Rover
The average cost for House Sitting in Woodlawn on Rover is $126.5 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 1,443 sitters on Rover offering House Sitting across Woodlawn. 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 Woodlawn 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 Woodlawn 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 Woodlawn 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 Woodlawn. On Rover:
- 92% of sitters can help with special care needs
- 97% 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.
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