Pet Sitting & Drop Ins In Cherokee Garden

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Cherokee Garden pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
279 reviews
63 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was so fantastic with our two kitties. They seemed really happy and we will definitely have her back! Thanks for making our trip so carefree

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Laura M.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Liz was very flexible and willing to help with my 3 pit bull/bully doggies on short notice. Very kind and understanding. Great help. Thanks Liz!

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Julia X.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
39 reviews
16 repeat clients
20 years of experience
Marquette, Madison, WI, 53704

This is the second time we’ve had Brittany as our pet sitter. Though our cat has zero interest in making new friends, Brittany still takes great care of her! I highly recommend her services.

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Sara B.
Sitter Profile Image: Christina K.
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Christina K.
from
$10
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53704

About: Experienced house and pet sitter with eight 5-star references out of 9 sits I booked through Trusted Housesitters in 2025-26 (link below). I have had cats my whole adult life and fell in love with dogs while spending time with my siblings' dogs. I am now a fully converted dog lover who hopes to get my face licked by every passing puppy. Down-to-earth Midwest woman with lots of common sense. I was a homeowner for almost 25 years. I am not one of those people who looks at my phone constantly so your pet will get my attention, not just my presence. On long walks I may listen to a book on tape or podcast with only one ear bud so I am always situationally aware. No substance use or bad habits other than knitting and chocolate. I am in the process of getting direct testimonials but below are reviews copied from THS website (copy and paste link to view these live on the site.) ........?promo=RAF908909&utm_campaign=house-and-pet-sitters&utm_medium=house-and-pet-sitters&utm_source=copy Carol, Wheat Ridge, CO · 18 Jan - 02 Feb 2026 Christina was wonderful with Zappa. She sent daily photos and texts. She tried everything to get him to play, moved his “step” to her bed so he could sleep with her and spent most of her time with him. She left the house spotless and even lef5 a pot of homemade soup for us. Would highly recommend. Melanie, Verona, WI · 07 Jan - 16 Jan 2026 Christina was truly wonderful!! She gave so much love to each of my four babies, and they absolutely adored her company. She took my doggos for walks and sent me videos, they were so happy and excited! My two cats were super in love with her too and slept and cuddled with her. She was very organized, communicative, self-sufficient, and left my house in impeccable shape. She has a great sense of humor too! :) Thanks a million again Christina for your super precious help and for all the love you gave to my dearest precious fur babies. Hope we meet soon again! Melanie Verona, WI · 31 Dec 2025 - 01 Jan 2026 Christina is an amazing pet sitter! She is very thoughtful about pet care and clearly LOVES animals. She took super great care of my cats who immediately felt at ease with her and slept with her, even if one of my two cats is pretty shy. She was attentionate, loving with them and left my house in a great shape! She also sent me pictures which I greatly appreciated. Thanks a million again Christina for you super precious help! Melanie Annabel, Denver, CO · 26 Nov - 03 Dec 2025 Christina was great- Nelly was obviously very content when I got home and basically ignored me for the first day- always a good sign! She was very self sufficient and I didn’t worry at all while I was gone. I would definitely recommend her for future sitters! Emily Boulder, CO · 20 Nov - 26 Nov 202 We are so grateful for the care Christina provided to our dog, cat, and home. She went out of her way to meet with us in person before the sit which gave us peace of mind. Our shy cat warmed up instantly to her (thanks to the gifts Christina brought her) and we appreciated the pictures and videos she sent us. The dog got lots of walks and was well cared for. She was thoughtful and careful with our home and was willing to adjust her schedule at the last minute during the final day of her sit. She was communicative throughout. We’d welcome Christina back any time. Elaine, Dallas, TX · 30 Aug - 08 Oct 2025 It was a pleasure to have Christina at my house in Dallas for 5 weeks. She was organized before and during the sit and responded promptly to communication. The true sign of a good sitter is when my cat ignores me when I get home, and Duffy was pretty indifferent to my return! I know that he got lots of attention from Christina. She sent photos of him, and even bought him some new toys, which was very thoughtful. She also watered my 9tiny) yard, which i appreciated during an unusually hot September-october. Suzanne, Evergreen, CO · 12 Aug - 19 Aug 2025 Christina was wonderful. She checked in and was very responsible with the dogs. She was also very flexible!! James, Madison, WI · 18 Jun - 14 Jul 2025 Christina was amazing from the initial contact, right the way through to the visit. Christina was fantastic in both her communication, cleanliness respectfulness of the house, and (most importantly) looking after our 3 cats. In speaking with her prior to the visit and her care during the housesit, as well as all the pictures and videos we received while we were away, Christina was the perfect person to take care of our fur babies. I am available for day-time visits, or overnight care. Digital nomad so I am around a lot during the day, with a flexible schedule so I can meet your pet's needs first. I will keep tabs on them, put reminders for scheduled events on my phone, and check in with them frequently outside of scheduled care, and will contact the pet owner with any and all questions. I'm good at reading their cues, love to snuggle and play, I'm happy to have them sleep with me if they prefer. I'm strict about following owner's rules and instructions. I prefer to learn a little bit about your pet's personality, quirks, likes and dislikes to provide better care--and so I can tell quickly if something is a bit off. I will communicate with you as much or little as you like, happy to send pictures. I like to be able to ask questions to make sure that I understand your pet and its needs as well as your house and its needs.

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
47 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Samantha was wonderful! She was super communicative while doing her drop-ins and sent so many photos! My dogs seemed to love her and it made me smile to see how well they took to her. As an anxious fur mom, knowing they were in good hands was priceless. 🤍 I highly recommend her to anyone looking for car for their fur babies.

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Rachel N.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was wonderful with Louise. She came everyday, kept his bowl filled and spent time with him. Was very pleased with her service and she sent a bunch of photos. Thanks Taylor!!

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Gwen G.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
32 reviews
4 repeat clients
25 years of experience
Windsor, WI, 53598

We couldn't have asked for a better sitter for our two cats Mochi & Frankie! Heather truly went above and beyond, giving us total peace of mind while we were away. She didn't just handle the basics, Heather took the time to really bond with our cats, sent the best photo updates, and even got my shy Covid kitty to play and come out. It’s clear Heather genuinely loves animals. We’ll definitely be booking again!" We appreciated all the updates and photos.

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Jullie B.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was amazing with my two cats! From the photos she shared, I could tell that they were completely happy and comfortable with her. She sent detailed reports and lots of photos, which gave me peace of mind that the kitties were doing well while I was away. Thank you, Hailey!

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Erma D.
Sitter Profile Image: Della H.
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Della H.
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Windsor, WI, 53598

Della did a fantastic job of taking care of our cat, spending time with him and looking after his needs. She was reliable and a great communicator.

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Virginia F.
Sitter Profile Image: Mersadies V.
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Mersadies V.
from
$15
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
4 years of experience
Eken Park, Madison, WI, 53704

Mersadies left amazingly detailed visit notes and paid great attention to the care my cats needed (both required medicine for part of the time she cared for them). I appreciate her lots!

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Cynthia B.
Sitter Profile Image: Stacey S.
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Stacey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
38 years of experience
Capitol, Madison, WI, 53703

Stacey is the best cat sitter I've ever used! I had to leave the country for a month, and she took excellent care of my cat. I received several pictures daily and detailed updates, which reassured me he was in good hands. Even during a building fire alarm, she visited him to ensure his safety.

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Itay G.
Sitter Profile Image: Christine W.
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Christine W.
from
$13
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Emerson East, Madison, WI, 53704

About: I’ve been surrounded by animals my entire life—growing up in a home full of fish, birds, cats, dogs, and rodents taught me early on that pets are family. I truly believe every animal deserves love, patience, and attentive care. Today, I share my home with my friendly dog Birdie, who loves meeting new furry friends and makes a great playmate. My two kids are also passionate animal lovers, and together we create a safe, warm, and pet-friendly environment. I’m experienced in administering medications, whether pills, drops, or topical treatments, and I’m happy to support pets with special needs. I also offer daily walks for exercise and enrichment, and I’m comfortable with crate training if it’s part of your routine. Whether your pet is playful, shy, energetic, or relaxed, I’ll treat them with the same love and respect I give my own. I work full-time during the week, but on my weekends off, I love spending my time caring for animals. Pet care has always been a part of my life, and I’m excited to offer reliable, loving support to fellow pet parents when I’m available. Whether it’s weekend drop-ins, walks, or cuddles while you’re away, I’m here to help give your pets the attention and care they deserve. Your pet’s safety and comfort are my top priorities. My home is fully pet-friendly and thoughtfully pet-proofed to ensure a secure environment. I use baby gates to create designated pet areas, so dogs can have their own space or be kept out of certain rooms when needed. I also have a large, fully fenced backyard—perfect for safe outdoor play and potty breaks. Fresh water is always available in multiple areas of the home to keep pets hydrated throughout the day. Whether your pet loves to run or relax, they’ll have a secure, comfortable, and caring space to enjoy.

Sitter Profile Image: Emma W.
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Emma W.
from
$13
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Emma was great with my cat moca when I had a business trip get scheduled last minute. She was very responsive to messages and sent picture updates everyday

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Jake B.
Sitter Profile Image: Vanessa U.
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Vanessa U.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
4 years of experience
Sherman Terrace, Madison, WI, 53704

Vanessa really has a way of putting me and the cats at ease. She was very professional during the meet and greet, took notes while I explained the feeding routine and asked relevant questions. I left for my trip knowing the cats would be in good hands. She also takes great pet photos. I felt like she really respected each of my cats and their individual boundaries. I highly recommend Vanessa to anyone needing cat care.

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Angharad J.
Sitter Profile Image: Alexandria P.
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Alexandria P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
42 reviews
13 repeat clients
16 years of experience
Madison, WI, 53704

Alex was very communicative and thorough. Our cat had some behavioral issues but that was not her fault and she did a great job navigating it and communicating to make sure our cat still was cared for.

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Ciara M.
Sitter Profile Image: Karen C.
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Karen C.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Windsor, WI, 53598

Karen was fantastic with our cats! Treated them wonderfully and sent the best update pictures. Will for sure be looking into her again next time!

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Samantha D.
Sitter Profile Image: Krista I.
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Krista I.
from
$15
per visit
5.0 out of 5 stars
7 reviews
5 years of experience
Sun Prairie, WI, 53590

About: I've always had pet dogs and cats since childhood. At this time my husband and I are unable to have a pet of our own, but I frequently house sit and watch pets for friends and family. I work as a school counselor, so I have plenty of availability during the summer to care for your fur-buddies! I am energetic and enjoy playing with excited animal friends, and I also hold firm boundaries and can support your training. I work at a school, so I have plenty of time over the summer to love and care for your pets! I teach summer school from eight to noon a few weeks over the summer, and I also teach occasional yoga classes, but besides those commitments, my time belongs to the fur-babies! I am very energetic and happy to go for long walks or play with dogs to tire them out! I am also clean and detail-oriented so I will take good care of your home if you are away. During the school year I work as a school counselor so I value service to others, honesty, integrity, and sharing joy and kindness.

Sitter Profile Image: Jennifer P.
Verified Background Check
Jennifer P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
375 reviews
118 repeat clients
45 years of experience
McFarland, WI, 53558

Jennifer is the best! Our dogs love her, she provides great visit updates, and is super communicative. We have so much peace of mind when we know she is stopping by or staying with our babies.

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Katelyn H.
Sitter Profile Image: Abigail C.
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Abigail C.
from
$14
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Vilas, Madison, WI, 53711

Abigail was WONDERFUL during her drop in visits for our 3 cats. She had great communication, was on time every morning, and our cats were comfortable enough to play with her each day. It feels wonderful to find a care giver we can trust! 10/10 recommend!

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Grace R.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
61 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie and her family took wonderful care of our dog. Jackie was very accommodating to my care request and was communicative the entire time. I would absolutely recommend Jackie and her family!

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Becca S.
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Over 1
pet parents in Cherokee Garden have booked pet sitting

Cherokee Garden pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

This was my first time working with Jen, and it went perfectly! Jen was communicative, sent tons of photos, learned the tricks to capture my scardey cats' love and trust within just a couple of days, and left me feeling like I had someone reliable and trustworthy entering my home and caring for my fur babies! Thank you so much, Jen!

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Martha O.
Drop-In Visits
5.0 out of 5 stars

Hailey was amazing with my two cats! From the photos she shared, I could tell that they were completely happy and comfortable with her. She sent detailed reports and lots of photos, which gave me peace of mind that the kitties were doing well while I was away. Thank you, Hailey!

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

Sarah took great care of our cats while we were away for a week. She sent daily updates and pictures. So nice to know they were in great hands while we were away.

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

Elizabeth did a great job taking care of our cats. They seemed very happy under her care and we got some very cute pictures !

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

Megan is always the best with my girl!! She sends so many good pictures and report cards from her visits. I always feel safe and confident having her come over.

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

Taylor did a wonderful job as always. My cat loves her and I am always happy when taylor can look after here when I’m away.

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

Erin was reliable, on time, and had great communication! My cat that typically hides from others warmed up to her. Would recommend her!

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

Oliver was an incredible sitter!! He is kind, attentive, thorough, and went the extra mile for our cats!! We would definitely invite him back ❤️

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

Becky was great! She’s an excellent communicator. Our dogs had some out of the ordinary behavior with her, & she handled it so professionally & kindly. Wonderful sitter!

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

Anna is fantastic! My kitties clearly adored her, and I really appreciated how thorough she was with their care. Her thoughtful updates gave me so much peace of mind.

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

Anne took great of our cat, Finn. She communicated with us each visit and was adaptable to our needs. She was able to give Finn his oral meds. We highly recommend her!

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Joanie K.
Drop-In Visits
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  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Cherokee Garden is $20

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  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Cherokee Garden average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Cherokee Garden on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Cherokee Garden pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,481 pet sitters in Cherokee Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 87% of Cherokee Garden pet sitters respond in under an hour.

Pet sitters in Cherokee Garden have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cherokee Garden.

Rover makes it easy to find Cherokee Garden pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 1,481 pet sitters in Cherokee Garden on Rover, so you’re sure to find the perfect match for your pet! In Cherokee Garden, 94% of pet sitters offer daily exercise, 96% offer medication administration, and 91% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.