Dog Sitting Wynnewood

Book a Wynnewood dog sitter to watch your dog in your sitter’s home or yours.

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Over 24
pet parents in Wynnewood have booked dog sitting

Wynnewood, 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.

1 / 1
Sitter Profile Image: Helena R.
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Helena R.
from
$20
per visit
5.0 out of 5 stars
186 reviews
79 repeat clients
10 years of experience
Havertown, PA, 19083

Helena has been watching our cat for years now and she is always amazing! We appreciate her help so much and would highly recommend her!! She goes above and beyond. Thank you so much!!

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Krista M.
Sitter Profile Image: Christel M.
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Christel M.
from
$28
per visit
5.0 out of 5 stars
197 reviews
49 repeat clients
4 years of experience
Philadelphia, PA, 19151

Christel’s such a reliable sitter and absolutely fantastic with my cat, Josie. Highly recommend reaching out to her if you need someone to care for your pet!

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Sarah S.
Sitter Profile Image: Emily P.
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Emily P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
323 reviews
95 repeat clients
11 years of experience
Manayunk, Philadelphia, PA, 19128

Emily did a nice job with the kitties. She sent photos each morning which I always love to see. She followed the instructions which seemed like a lot when I was writing them because each cat has a different diet. I will use again in the near future!

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Phoebe J.
Sitter Profile Image: Kanyinsola O.
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Kanyinsola O.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Belmont, Philadelphia, PA, 19104

Kanyinsola was terrific with my puppy. She understood my anxiety about leaving each other for the first time, did an amazing job of helping him settle after I left, and sent me photos and videos that warmed my heart. She was warm and loving with him. 10/10 recommend!

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Lisa S.
Sitter Profile Image: Kathy L.
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Kathy L.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
170 reviews
42 repeat clients
50 years of experience
Havertown, PA, 19083

Kathy is my go to sitter! If you ever have the chance to have her take care of your animals you will be more than happy! She has a way of putting my cat at ease while I am away. She takes the time to play with her and interact with her! I am thrilled with the love and care she gives to my pet. I highly recommend her as being responsible and caring.

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Jeanmarie A.
Sitter Profile Image: Jordan H.
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Jordan H.
from
$15
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
28 years of experience
Manayunk, Philadelphia, PA, 19128

Jordan has been phenomenal with my puppy! He's very communicative and gives great recaps, this is so important when you’re trying to train and create a routine with a puppy. I’m so glad to have him helping us, my dog Leroy and I both are thankful for his service!

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Joseph H.
Sitter Profile Image: Jada J.
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Jada J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
18 reviews
9 repeat clients
8 years of experience
Drexel Hill, PA, 19026

Jada is excellent. Quick and painless with watching my beloved babies. Toward the end of the visit my VERY standoffish girl that usually stays away from people offered some cuddles which was pretty much a stamp of approval. Attentive, quick, and made sure to come on time to feed my babies. Will be booking again.

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Manda D.
Sitter Profile Image: Wojciech J.
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Wojciech J.
from
$18
per visit
4.9 out of 5 stars
125 reviews
58 repeat clients
10 years of experience
Wynnefield, Philadelphia, PA, 19131

I booked Wojciech for a drop in visit with my dog Crew. He came over to meet Crew a couple of days before the drop in visit date. They got along great. On the date of the visit he notified me that he was there and everything was fine. He sent me pictures of Crew and he looked happy. I will definitely be booking with Wojciech again!

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Cindy P.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
36 reviews
7 repeat clients
10 years of experience
Morris Park, Philadelphia, PA, 19151

Alyssa was responsive and took great care of our cat. She sent us cute pictures of him during each visit, which is so nice. We'll definitely rebook with Alyssa next time we have to travel!

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Anna Carolina M.
Sitter Profile Image: Hannah T.
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Hannah T.
from
$13
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
25 years of experience
Manayunk, Philadelphia, PA, 19128

Hannah was amazing to our Gritty Kitty and took such good care of him! He had all the pets, food, and treats he could ever wish for and looked happy in all the pictures she sent!

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Jessica L.
Sitter Profile Image: Gwynne D.
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Gwynne D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Wynnewood, PA, 19096

Gwynne went above and beyond watching our kitties! Will definitely be booking her again in the future!

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Danielle M.
Sitter Profile Image: Melissa N.
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Melissa N.
from
$20
per visit
5.0 out of 5 stars
28 reviews
6 repeat clients
12 years of experience
Lansdowne, PA, 19050

Melissa was great! We needed someone to let our golden retriever out during the day while at work. Melissa showed up exactly when we scheduled her to, and sent lots pictures and videos which showed how happy our dog was to see her. She communicated very well during the visit and made sure she took care of everything we needed. We're definitely already looking to book her again for the next time we need dog care!

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Brian L.
Sitter Profile Image: Emily H.
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Emily H.
from
$22
per visit
10 years of experience
Wynnewood, PA, 19096

About: I have over 10 years of experience caring for dogs and cats, including overnight stays, drop-in visits, dog walking, feeding routines, playtime, litter box care, and administering medications. I’ve cared for pets with a variety of personalities and needs — from energetic dogs who need extra exercise to shy cats who need patience and time to feel comfortable. For many years, I provided in-home pet sitting, including staying overnight in clients’ homes and maintaining pets’ normal routines while their owners were away. I currently have two long-term clients whose homes I continue to stay in regularly, but now that I have my own pet at home, I am focusing on drop-in visits and walks for new clients. My goal is always to make pets feel safe, loved, and cared for while keeping their routines as consistent as possible. I understand how important it is to trust someone with your pets and your home, and I treat every animal as if they were my own. Pet care fits naturally into my daily routine because I have a flexible schedule as a personal trainer. I often have breaks throughout the day that allow me to provide midday walks, drop-in visits, and quality time with pets while their owners are away. I’m already used to building my schedule around the needs of others, whether that’s my clients or their pets, and I love having animals as part of my day. Outside of work, I’m an active person who enjoys running and spending time outdoors, so I especially enjoy helping dogs get exercise and enrichment. For cats, I love taking the time to provide calm companionship, playtime, and care that keeps them comfortable in their own home. When caring for pets in your home, I focus on keeping their routine as normal and comfortable as possible. I follow your instructions closely for feeding schedules, medications, walks, playtime, and any special preferences your pet may have. For drop-in visits, I’ll make sure your pet gets quality attention — including walks, bathroom breaks, meals, fresh water, playtime, cleanup, and lots of affection. I’m also happy to provide updates and photos so you can feel confident knowing your pet is happy and cared for while you’re away. I understand that pets feel most comfortable in familiar surroundings, so my goal is to make your home feel like a safe, stress-free place while you’re gone.

Sitter Profile Image: Shannon H.
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Shannon H.
from
$22
per visit
5.0 out of 5 stars
25 reviews
11 repeat clients
20 years of experience
Bala Cynwyd, PA, 19004

She is an amazing sitter! If I could give her 6/5 stars I would. She was so friendly and sent sweet messages and photos during her visits. Her love for animals showed. I could tell that she really enjoyed caring for my 100 lb Dane! (He actually might like her more than me now!)

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Berkley S.
Sitter Profile Image: Sydney D.
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Sydney D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
52 reviews
11 repeat clients
12 years of experience
Roxborough, Philadelphia, PA, 19128

Sydney is truly the best. I am still clueless as to how she manages to get my scaredy cat out from under the bed for pets every single time!!! She’s incredibly reliable, communicative, and always reassuring- especially when I have extreme separation anxiety about leaving my babies. I’m so grateful to have found someone I completely trust with my cats and would absolutely recommend her as a sitter!

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Kimberly S.
Sitter Profile Image: Mackenzie S.
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Mackenzie S.
from
$30
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Wynnewood, PA, 19010

Mackenzie was great! She helped with my dog with special needs (deaf, partially blind) over the holidays. She communicated well with updates and pictures every day, and she worked through some bad winter weather! I am very particular with who I trust with my dog, and we would definitely use her again.

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Denise D.
Sitter Profile Image: Trinity C.
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Trinity C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Merion Station, PA, 19066

About: I’ve been pet sitting for 3 years and I also work at a doggy day care. I’m very comfortable and experienced with handling a lot of dogs at once, as well as different sizes, ages, breeds and temperaments. I also have experience caring for sick or injured dogs. On top of dogs, I have experience caring for cats, birds and reptiles. I am currently finishing my psychology degree, and then moving on to my veterinary technician degree. My dream is to work with animals, and I’m eager for more experience to grow my resume! I work Tuesday-Friday, with Thursday and Friday being my longer shifts (8 hours). If your dog is okay being alone for that period of time, or if you only need me for one night, I am completely willing to board those nights! If not, I am completely available the whole day Saturday-Monday. Most of my dog sitting experience has been dog and house sitting in the clients home. I am a very clean and respectful guest, and I feel being at home makes it easier on the dogs when their parents are gone. Being in an unfamiliar place with a person they don’t know can be stressful, overstimulating and anxiety inducing for many dogs. My biggest priority is not only the safety and health but the happiness of the dogs I watch.

Sitter Profile Image: Alexis C.
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Alexis C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
10 years of experience
Narberth, PA, 19072

Alexis came through last minute on a holiday and did a great job taking care of our 3 month old pup. She got to our home early, listened to all our instructions, and handed our house back in one piece lol.

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Philip C.
Sitter Profile Image: Devon K.
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Devon K.
from
$20
per visit
5.0 out of 5 stars
21 reviews
4 repeat clients
8 years of experience
Merion Station, PA, 19066

I really appreciate Devon and her interest in getting to know my dogs and me! We did a meet and greet before the first booking and she spent so much time interacting with my dogs and didn’t care that their behavior was less than desirable (jumping / excited). It was so easy communicating with Devon about booking and made sure to ask all the right questions. She was prompt with arrival and took ample pics of my dogs. I would love to use Devon again!

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Erica B.
Sitter Profile Image: MELISSA S.
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MELISSA S.
from
$24
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Penn Valley, PA, 19072

Melissa has been flexible and supportive when caring for my puppy! She's been thoughtful in suggesting ideas to help Toffee be more comfortable alone (she's not used to my schedule of going back to the office a few days a week yet). I appreciate the ease of mind she provides when I can't be home with my cutie.

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Jennifer C.
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The median cost per visit for dog sitting in Wynnewood is $20

Dog parents share their Rover experiences - Wynnewood

1 / 1
5.0 out of 5 stars

Rebecca went above and beyond for my boy! On time, friendly, responsive, and dedicated to giving my dog the best care. Would definitely recommend!

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Abby F.
Drop-In Visits
5.0 out of 5 stars

Helena took such amazing care of our dog while we were away! She knew our dog is very anxious and took her time to let her warm up. We are so grateful!

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Ally C.
Drop-In Visits
5.0 out of 5 stars

Tim & Ally were so accommodating and helpful for us. They gave Kya tons of attention; she was in a great mood when we got back home.

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Boomer Z.
Drop-In Visits
5.0 out of 5 stars

I’m so grateful for Julia helping us out! She was very responsive and sent picture updates after each visit. I have already recommended her to multiple people. Thank you Julia!!

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Lindsay D.
Drop-In Visits
5.0 out of 5 stars

Stasia is wonderful! I’ve trusted her with Buck and Fenway multiple times, and she always takes great care of them. They’re happy and comfortable with her, which gives me total peace of mind. Highly recommend!

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Christopher S.
Drop-In Visits
5.0 out of 5 stars

Ami was great. She was a last minute book and referred by her sister. My dog is normally a little weary of a new person when it comes to walking but he had a fantastic time!

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Clare L.
Drop-In Visits
5.0 out of 5 stars

Courtney was amazing with Walter! She provided lots of photos and updates and was very patient with his little quirks. She is very reliable and trustworthy! I highly recommend her.

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Bethany I.
Drop-In Visits
5.0 out of 5 stars

We appreciate Oliver so much. He sent a notification at the beginning and end of every walk, along with photos. He noticed that our guinea pigs didn't have a water bottle, and wrote to make sure this was intentional. He is detail oriented and caring.

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Tamar J.
Drop-In Visits
5.0 out of 5 stars

Dion took fantastic care of our cat and dog when dropping in for a walk, or playtime, or putting them to bed! My wife and I loved getting her notes and photos with each Drop-In visit and we could tell the pets both loved her care (although our cat needed a few visits to warm up). I would recommend Dion to any and all of my friends for any pet sitting needs!

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James S.
Drop-In Visits
5.0 out of 5 stars

Natalia was amazing. Our dog Wicket was well taken care of. He can be a needy-pity and he took right to her. She came over multiple times a day, while we were away. They played inside and outside. She even sat with him on the couch like we do because he’s a 75 pound lap dog. Natalia even read to him. He was a happy pup while we were away. She was great with communication. Tons of stories and pictures. Do not hesitate to reach out to her. She went above and beyond for our boy!!!

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David K.
Drop-In Visits
5.0 out of 5 stars

Briana takes such wonderful care of our Lola! She is responsible, dependable, and we’re lucky to have her!

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Mary Catherine B.
Drop-In Visits
5.0 out of 5 stars

Abby has helped me out last minute a few times and I’ve been so grateful for her help! Our anxious dog, Buddy, knows her name now! He gets so excited when I say “Abby is coming soon” :)

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Emma L.
Drop-In Visits
5.0 out of 5 stars

Kathryn was wonderful with us for our first time using Rover and was wonderful with our sweet Lucy. Excellent communication and very efficient. We will definitely use her again.

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Michelle W.
Drop-In Visits
5.0 out of 5 stars

Alexis came through last minute on a holiday and did a great job taking care of our 3 month old pup. She got to our home early, listened to all our instructions, and handed our house back in one piece lol.

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Philip C.
Drop-In Visits
5.0 out of 5 stars

Jordana was wonderful with my dog, Schuyler! She was really communicative before each visit, and Schuyler clearly loved her and was well-fed and played with each time I came home. I would definitely recommend Jordana to others!

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Mimi D.
Drop-In Visits
5.0 out of 5 stars

Colette is great with our Cavalier Henry. She is excellent with communication and we love seeing the photos she takes of Henry.

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Katie H.
Drop-In Visits
5.0 out of 5 stars

Jackie loves Katie! She usually takes a while to warm up to new people, but she seemed to take to her right away!

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Heather R.
Drop-In Visits
5.0 out of 5 stars

Abby is always so helpful and flexible with watching our girls! We know they are in good hands when we are away :)

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Stefanie S.
Drop-In Visits
5.0 out of 5 stars

Kimberly is amazing! Bo can be a So energetic and Kimberly knows exactly how to deal with him and she was so sweet with him too I will absolutely be booking Kimberly again.

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Erin P.
Drop-In Visits
5.0 out of 5 stars

Mey is the absolute best. So patient and kind with our guy, and very thoughtful and professional with us. You can sense the compassion and mutual respect, and we have loved every minute of having her drop in. Thank you so!

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Danielle A.
Drop-In Visits
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  • 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?

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  • 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

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Popular requests for dog sitting - Wynnewood

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Sitters in Wynnewood average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Wynnewood

Frequently asked questions about Rover

The average cost for Dog Sitting in Wynnewood on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 9,344 sitters on Rover offering Dog Sitting across Wynnewood. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wynnewood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Wynnewood 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 short introductory meeting between you, your dog, 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.

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 Wynnewood 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 Wynnewood. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 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.

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