Dog Sitting Woburn

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

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Over 194
pet parents in Woburn have booked dog sitting

Woburn, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Katiana M.
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Katiana M.
$28
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Winchester, MA, 01890

About: Animals have been part of my life for as long as I can remember. I grew up surrounded by dogs, cats, birds, fish, turtles, hamsters, gerbils, and even chickens, and each one taught me something different about patience, joy, and unconditional love. Over the years, I’ve rescued dogs, helped others find their forever homes, and volunteered at shelters and adoption events. I have a soft spot for senior pets and pups with special needs. My dog Dumba is turning 16 this February, and supporting her through her golden years has taught me how to be gentle, attentive, and adaptable. Before Dumba, my dog Cookies bravely fought cancer for many months, and I cared for him through two surgeries and ongoing treatment. Because of experiences like these, I’m comfortable administering medication, monitoring health changes, and giving extra support to pets who need a little more care. I also love working with cats! Since rescuing Zoro when he was only 8 weeks old, I have developed experience with basic grooming, brushing, and keeping litter areas clean and comfortable. Your pets are family, and I’ll care for them with the same love, patience, and attention I give my own. My schedule is flexible, and I’m happy to accommodate your pet’s routine. I'm currently offering daily walks and drop‑in services. I live in Winchester and know the area well, so your dog can enjoy peaceful walks around Horn Pond or fun playtime at Sheepfold Dog Park. I share my home with my senior dog, Dumba, and my goofy cat, Zoro. They’re both used to being around other animals, but my space isn’t large enough to comfortably or safely host additional pets. Because of that, I offer care exclusively in your home, where your pet feels most secure and where their routine stays consistent. When I’m caring for your pet, I follow your house rules and make sure your pet’s environment stays familiar and stress free. My goal is to respect your home, maintain your pet’s routine, and give them attentive, loving care while you’re away.

Sitter Profile Image: Asia A.
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Asia A.
Star Sitter
$23
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Wilmington, MA, 01887

Have rebooked multiple times! Such a nice dog sitter and always good at communicating. Always the first sitter I book!!! A+++

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Creighton M.
Sitter Profile Image: Justin H.
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Justin H.
Star Sitter
$15
total per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
4 years of experience
Stoneham, MA, 02180

About: For the past few years now I’ve been a dog sitter for my family and friends, walking, playing, feeding, and cleaning up after them I can house sit, dog walk, and do drop in visits, Any time of the day Mondays to Fridays, And weekends if needed anything works. I get to learn pets usually routine. How many times a day to walk them, when and how to feed them, and their bed time.

Sitter Profile Image: Kayla B.
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Kayla B.
Star Sitter
$45
total per visit
5.0 out of 5 stars
130 reviews
43 repeat clients
15 years of experience
Woburn, MA, 01801

About: Welcome to Fantastic Friends: Pet Solutions. Located in the convenience of Boston, MA. Catering to all of Massachusetts! Where ⭐️⭐️⭐️⭐️⭐️ service is the absolute standard. My name is Kayla Brooks. I am an experienced animal care technician and very well seasoned pet owner! I will be your families #1 Gracious Host!! I have a variety of knowledge to share and over 15 years of hands on experience. I’ve come to learn that the key to running a good pet daycare is having the education necessary to maintain a healthy environment for each pet. My skills include but are not limited too - animal handling, body language interpretation and breed familiarity. I have also extensively researched canine emergency response training just in case any problems may arise. My services are fundamentally useful for individuals who travel habitually be it for work or play. I can accommodate long stays and I also offer Daycare and Training Packages! It is mandatory that every NEW client fill out the questionnaire before booking confirmation can be sent. Please do not apply if your pup is aggressive, we have a great group of friends here and fighting is not allowed. CLIENTS WHOM ARE INQUIRING ABOUT PUPPY TRAINING OR SERVICE DOG TRAINING COURSES PLEASE MESSAGE ME DIRECTLY. TYPICAL DAY + FEES (Subject to change to how I see fit) 6-8am: Breakfast* 6:30-8:30: 1st Playgroup 8:30-10:30: Relax & Rehydrate 10:30-12:30: 2nd Playgroup 12:30-2:30 Relax & Rehydrate *12-2pm: Lunch* 2:30-4:30: 3rd Playgroup 4:30-6:30: Relax & Rehydrate 6:30-8:30: 4th Playgroup *6-8pm: Dinner* 8:30-10:30: Relax & Rehydrate 10:30-11:00: 30 min Walk OR 30 min Play *All pets will have 15 mins before entering the home to potty and or let off some steam. (If they arrive during Relax & Rehydrate.)* *OUTDOOR WATER FOUNTAIN PROVIDED WITH CLEAN BOTTLED WATER EVERY HOUR* RAINY DAYS: **Playgroups will be cut down to potty break & 30 min playtime** **All dogs will be blow dried at the end of the day!! For house cleanliness and wet dog smell purposes.** ***All owners must provide food and eating schedules WITH NAME LABELS ON ALL BELONGINGS! OR A LIST OF ALL ITEMS IN A NAME LABLED BACKPACK. House food available at $5. Please pre-measure and label your pets food before arrival. * (For details on food available please message me directly)*** Please be advised my Holiday dates are as followed for the 23-24 year: June 25th-July 10th August 25th-Sept 10th Nov 20th- Jan 5th DAYCARE IS 2-8 HOURS OF CARE. Each addition hour will be charged $25/per a pet. BOARDING IS 24 HOURS IF YOUR STAY EXCEEDS THAT TIME YOU WILL BE CHARGED FOR EXTENDED CARE. MEDICATION ADMINISTRATION IS $5-$50 DAY PER A PET DEPENDING ON THE NEEDS OF THE PET. All pets will go through a 1-1 introductions with other clients and my dogs for the safety of everyone. Please let me know if your dog is not socialized ahead of time. All pets will get the individual care they need.

Sitter Profile Image: Nina F.
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Nina F.
Star Sitter
$34
total per visit
5.0 out of 5 stars
110 reviews
29 repeat clients
13 years of experience
Stoneham, MA, 02180

Nina was available to watch our cat with short notice and sent us a timely update (and adorable photos!) with each visit. We have hired her twice now and will definitely be reaching out to her the next time we are out of town!

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Lindsay L.
Sitter Profile Image: Belinda B.
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Belinda B.
Star Sitter
$45
total per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
2 years of experience
Stoneham, MA, 02180

Came last minute and took care of my goof ball no problems! Amazing help!

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Elizabeth J.
Sitter Profile Image: Jupiter B.
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Jupiter B.
$17
total per visit
5.0 out of 5 stars
49 reviews
10 repeat clients
5 years of experience
Burlington, MA, 01803

Jupiter has been amazing! Often times, we would have to add or cancel day sitting sessions and Jupiter never had any problems with the change. Only reason we are leaving is because we were moving, otherwise we would keep Jupiter for our dogs entire life!

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Jon O.
Sitter Profile Image: Natalie J.
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Natalie J.
Star Sitter
$36
total per visit
5.0 out of 5 stars
172 reviews
61 repeat clients
14 years of experience
Medford, MA, 02155

I couldn’t be happier with the care my cats received! Natalie was incredibly reliable, communicative, and clearly has a genuine love for animals. She sent regular updates and photos, which gave me total peace of mind while I was away. My cats were relaxed and happy when I returned—clearly well looked after. I highly recommend her to anyone looking for a caring and trustworthy pet sitter! 🐾

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Brice J.
Sitter Profile Image: Adriana Z.
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Adriana Z.
$20
total per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Stoneham, MA, 02180

Adriana was awesome! She spent time with our dogs this week and took good care of them. She was a good communicator and sent lots of pics! We have already requested to rebook her.

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Megan B.
Sitter Profile Image: Emily S.
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Emily S.
$20
total per visit
20 years of experience
Stoneham, MA, 02180

About: Ive taken care of dogs most of my life and owned one for 6 years. I’ve walked dogs big and small and my own has given me great experience with reactive dogs. I once worked as a kennel attendant for a local animal hospital which gave me experience with lots of different breeds and special feeding needs. I work full time so I am available evenings during the week, and anytime on the weekends when I’m not with my own furry friend I wont be offering any in home pet care services at this time. I live in a small apartment unit with a medium size dog

Sitter Profile Image: Gianna H.
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Gianna H.
$34
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Woburn, MA, 01801

About: 15+ years of experience caring for pets of all shapes, sizes, ages, and energy levels (especially training puppies). I work from home full-time and live in a quiet neighborhood with tons of green space. I’ve built a loyal pack of 8 repeat clients because I treat every pet like family. You can relax knowing your best friend is getting all the personalized attention they need while you're away. Also, I'm highly responsive and share multiple photo check-ins throughout the day so you always have peace of mind! I work fully remote and I'm a super active person. I spend at least 2 hours per day outside walking to get my steps in, and I would love to take your pup along with me. I keep the environment calm, clean, and quite to ensure your pet is comfortable. My neighborhood has plenty of green space, trails, and nearby dog parks that we can explore. I play fetch and tug inside or in my backyard. Also, I'm a huge fan of dog puzzle games.

Sitter Profile Image: Yesika S.
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Yesika S.
Star Sitter
$34
total per visit
5.0 out of 5 stars
563 reviews
165 repeat clients
14 years of experience
Medford, MA, 02155

As always, Yesika is my go to person whenever i’m traveling. Very reliable. I love working with Yesika! Also she sent me cute photos of my cat and i often made them as a wall paper on my phone 🥰

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Young-Eun L.
Sitter Profile Image: Sydney B.
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Sydney B.
$23
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Woburn, MA, 01801

About: I have experience pet sitting, volunteering at shelters, and dog walking. I have even had a rabbit in the past, so nothing is off limits! I am a thorough cleaner as well. I aspire to deliver compassionate care tailored to your pet and your needs as a pet parent. I am available in the mornings and afternoons on Monday, Wednesday, Thursday, and Friday. Wednesday evenings are open as well. I have open availability on weekends, too, especially for overnights. I will offer care in the client’s home and can promise my respect for your space and adherence to anything that makes you most comfortable with me taking care of your pet in your home!

Sitter Profile Image: Hannah B.
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Hannah B.
$18
total per visit
5.0 out of 5 stars
2 reviews
7 years of experience
Woburn, MA, 01801

About: I’ve been pet sitting and dog walking for about 7 years. I have experience watching dogs of all sizes and I just love being around them! I am currently a junior in college on summer break and working part time - mostly nights - so I’m usually available during the afternoon. I love walking so I’m able to walk your dog in your neighborhood, or I’m willing to take the dog to your yard to play, whatever you prefer.

Sitter Profile Image: Abigail S.
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Abigail S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
6 years of experience
Reading, MA, 01867

Very dependable

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Karen S.
Sitter Profile Image: Michelle Anne M.
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Michelle Anne M.
Star Sitter
$39
total per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
7 years of experience
Woburn, MA, 01801

Michelle is amazing with our three senior dogs. One is deaf, one is stubborn, and one is very excitable, so it’s definitely not an easy group to manage. She handled them all with patience and care, and after her first visit we felt completely comfortable.

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M.J F.
Sitter Profile Image: Stacey S.
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Stacey S.
$28
total per visit
1 repeat client
5 years of experience
Lexington, MA, 02420

About: I’m reliable, flexible and a good communicator, who loves to spend time with your fur babies, whether it’s cuddles, play or a long walk in the woods. I’m a teacher who has lots of flexibility this summer! I have my own strong and active 45 pound rescue, Sox, and have walked many neighbors’ dogs and helped my kids with their own dog walking businesses. I’d love to meet your pup! I’m a teacher, currently off for summer vacation, so I have a lot of flexibility June, July and August. I may often be available last minute, as well. I have a car, and am comfortable entering and exiting your home. (My own dog greets people with a whole lot of barking, so I’m used to that!)

Sitter Profile Image: Samantha C.
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Samantha C.
$39
total per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
7 years of experience
Woburn, MA, 01801

Sam is terrific and takes great care of our pets and home.

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Melissa C.
Sitter Profile Image: Kat C.
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Kat C.
$23
total per visit
5.0 out of 5 stars
236 reviews
6 repeat clients
15 years of experience
Woburn, MA, 01801

Kat was great with Penny who is anxious and barks at new people. She got her to sit and take a treat when usually Penny hides from new visitors ! Very satisfied.

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Cheryl N.
Sitter Profile Image: Katherine E.
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Katherine E.
$26
total per visit
12 years of experience
Somerville, MA, 02144

About: What sets me apart is the level of care and communication I provide. I know how much trust it takes to leave your pet with someone else because I’ve cared for my own dog for the past 12 years. I follow their routine closely, and provide regular photo and video updates so you always know how they’re doing. Whether your dog loves long walks, playtime, or simply relaxing with company, I’ll make sure they feel safe, loved, and comfortable while you’re away. Pet care fits naturally into my weekly routine. I work a full-time job with a flexible schedule, including a few work-from-home days each week, which allows me to provide reliable care and plenty of attention. Outside of work, I enjoy staying active, so walks, playtime, and spending time with dogs are something I genuinely look forward to. I plan my schedule carefully to make sure every pet receives the care, exercise, and affection they deserve while their owner is away. If I’m caring for your pet in your home, I’ll treat your space with the same respect and care I would my own. I’ll also provide regular photo and video updates, so you can have peace of mind knowing your pet is happy, safe, and well cared for while you’re away.

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The median cost per visit for dog sitting in Woburn is $25

Dog parents share their Rover experiences - Woburn

1 / 1
5.0 out of 5 stars

Mikayla is always so reliable and ready to provide great exceptional comfort to my senior pup of 12 years.

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

Great communication! Cheryl was delightful, fabulous with my two giant breeds, and sent photos! We will certainly use her again.

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

Justin was great with my dog while I was out of town. Very reliable and communicated updates frequently

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

Molly was a big help when we needed last-minute help with our 2 dogs and she took excellent care of them! She was very responsive to messages and patient with our still-a-menace puppy! Would not hesitate to book again.

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

Ashley has been amazing with our Black Labrador! She goes above and beyond with her care and attention the detail. We are so lucky to have her 🐾🩷

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Megan M.
Drop-In Visits
5.0 out of 5 stars

My pups love Abby! It's so nice to come home to dogs that aren't stressed or psycho. Thank you Abby!

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Cynthia T.
Drop-In Visits
5.0 out of 5 stars

Michael was very communicative and flexible and great with our pup! He's a dog person through and through. Thanks for everything, Michael!

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

Lauren was very accommodating and took very good care of Harley, who can be a bit of a handful. I'd definitely book with her again!

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Emily E.
Drop-In Visits
5.0 out of 5 stars

Michelle agreed to watch my new puppy with very short notice when I had to take my other dog to a vet. Her communication was very prompt and on point. I just got the puppy a week ago and I think I was that neurotic new mother who had too many requests. Mechelle was very understanding and open to my requests. She seemed to genuinely enjoy spending time with Bo (our new puppy) and send me the cutest pics. When I got home, Bo was asleep in his pen tired from all the playing. I decided to ask Michelle to come back regularly until Bo is a bit older so I can go to work rest assured that he is in good hands.

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

Madison is a caring, thorough, and punctual puppy nanny. I recommend her for all dog ages, she puts her heart into caring for my puppy.

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

Jessica was great with our dog Levi, taking him for a walk, giving him pets, and playing fetch with him. We definitely look forward to having Jessica watch him again soon!

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Paul M.
Drop-In Visits
5.0 out of 5 stars

Julia was wonderful with my puppy! She was so gentle, patient, and kind, which really put me at ease as a first-time puppy parent. My pup warmed up to her right away upon first meeting. I can tell she is a gentle caring human. I truly appreciate the care and attention she gave him—highly recommend!

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Kianna W.
Drop-In Visits
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Sitters in Woburn average 6
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FAQs for Drop-In Visits - Woburn

Frequently asked questions about Rover

The average cost for Dog Sitting in Woburn on Rover is $22.2 per visit (as of July 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 July 2026, there are 10,246 sitters on Rover offering Dog Sitting across Woburn. 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 Woburn 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 Woburn 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 Woburn 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 Woburn. On Rover:

  • 90% of sitters can help with special care needs
  • 95% 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.

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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