House Sitting In Kennedy Heights

Find a loving house sitter to watch over your pets and your home.

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Top rated Kennedy Heights house sitters

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

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Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
269 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert couldn’t have been better! He took great care of my high-needs pup and she made it through our longest getaway just fine. She was given multiple walks per day and plenty of outside time. We also received at least one picture per day to show the kids (which made them very comfortable. I’ll definitely be booking him for my next trip.

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Elliott Y.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

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Forrest D.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

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Sarah M.
Sitter Profile Image: Julia M.
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Julia M.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
216 reviews
75 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Our most trusted sitter. Our pup loves him! He gives him lots of exercise and attention. Whenever I'm out of town, Nate is the first person I think of to watch my dog. Can't recommend him enough

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Anaelys B.
Sitter Profile Image: Tiana B.
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Tiana B.
from
$50
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
5 years of experience
DeForest, WI, 53532

Tiana was amazing with our dog and the house was well cared for while gone for an extended period of time. She provided regular updates with pictures that were much appreciated when we started to miss our baby girl.

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Sylvia L.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
19 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!

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Marit S.
Sitter Profile Image: Alina G.
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Alina G.
from
$50
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Madison, WI, 53726

Alina was so sweet and professional! I especially appreciated her attention to detail and quick responses. It's always nerve-wracking getting a first-time sitter, but Alina made it easy. I would definitely recommend her!

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Aisha B.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$45
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

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Hannah M.
Sitter Profile Image: Annmarie S.
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Annmarie S.
from
$55
per night
5.0 out of 5 stars
31 reviews
10 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Annmarie has watched Winston for us multiple times now. She really goes above and beyond to make sure our boy is well taken care of! Our pup is not an easy dog, and requires multiple attempts at walks and potty breaks. She's patient and caring with him - making sure all his needs are met while we're away! Not only does she take great care of Winston, she goes above and beyond to keep us updated while we're away. We're so grateful to have found such a wonderful pet sitter.

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Amanda F.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
76 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

This was my first time using Rover, and I appreciated Tina walking me through the process. I appreciated her daily updates, clear communication, and my house was as I'd left it.

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Heather E.
Sitter Profile Image: Della H.
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Della H.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Windsor, WI, 53598

Della was wonderful with our dog Lacy.

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Steve M.
Sitter Profile Image: Julia G.
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Julia G.
from
$30
per night
5.0 out of 5 stars
8 reviews
3 years of experience
Middleton, WI, 53562

Julia did a great job caring for my dog, Louie, and cat, Callie! They both have health issues that require medication and Julie reviewed everything and gave them everything they needed. She also sent daily updates and pictures. I came home to healthy and happy pets and a clean home. I would definitely book with Julia again!

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Hailey L.
Sitter Profile Image: Ayomi O.
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Ayomi O.
from
$40
per night
2 years of experience
Madison, WI, 53704

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

Sitter Profile Image: Zoe W.
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Zoe W.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Tenney-Lapham, Madison, WI, 53703

Zoe was fantastic! Great at communicating and sending pics throughout the stay. She took Ollie for 2 nice long walks which he loved. I really appreciated her care and wouldn't hesitate to have her sit again!

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Angi K.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
62 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary is a very responsible sitter. She had great communication and left me very detailed notes of Gracie’s schedule while I was away to let me know that Gracie was very well taken care of. I would highly recommend Mary.

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Isaac W.
Sitter Profile Image: Christina K.
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Christina K.
from
$22
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Karina M.
Verified Background Check
Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!

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Hailey L.
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Kennedy Heights pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sam always leaves the house clean, and gives thorough updates every day! Love seeing the pics too :) our pup is in good hands while we are away!!

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Alex O.
House Sitting
5.0 out of 5 stars

Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!

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Chantal M.
House Sitting
5.0 out of 5 stars

Lizzie was a great in-home option for us while we were away for a few nights. I wasn’t concerned about our dogs while we were away and appreciated coming home to happy dogs! Thanks, Lizzie!

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Ellyssa E.
House Sitting
5.0 out of 5 stars

Sabrina is amazing! Contacted her on pretty short notice (ahead of a holiday weekend nonetheless!) and she was quick to respond and be available. Additionally, she came for a meet and greet and hung out long enough to really get to know Eddie. She was so so flexible, kind and caring and left my place looking perfect.

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Haley M.
House Sitting
5.0 out of 5 stars

Katie was wonderful! She kept me updated and all of my pets were well taken care of. I appreciated it so much especially since it was a last minute booking. I will definitely be booking Katie again.

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April W.
House Sitting
5.0 out of 5 stars

Oliver did an excellent job taking care of our dog! Great communication while we were away and sent lots of cute pictures.

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Keelin M.
House Sitting
5.0 out of 5 stars

Sophie was an amazing help while we were gone for two weeks. The daily check-ins and pics were so sweet and it was a relief to see the oftentimes-shy kitties cuddling with her. Even our cockatiel got plenty of time out of her cage and loved getting the pics of “Birdman” on Sophie’s head! Not everyone has experience with it or the interest to learn how to handle and bond with a bird but when Sophie was unsure of something she would be proactive and reach out for tips and advice and it sure seemed to work. The dog was happy when we returned but not TOO happy which leads me to believe she had a great time while we were away. The house was in order, garbages taken out, and laundry done so that we could return late at night and get ourselves to bed quickly. We would definitely hire Sophie again for housesitting.

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Rachel A.
House Sitting
5.0 out of 5 stars

Sarah did a great job. Our dog is shy and she went the extra mile to make her comfortable. She also communicated with us daily. Sarah stayed overnight at our house and left everything in great condition. I would definitely book her again.

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Colin B.
House Sitting
5.0 out of 5 stars

Mallory did a great job, she texted me almost everyday with updates, she kept the house clean and tidy and most of all gave our fur babies lots of love.

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Julie G.
House Sitting
5.0 out of 5 stars

Ou boys loved Sammie and she was great with our boys! Very communicative and friendly to work with. Would definitely recommend and book again.

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Amanda U.
House Sitting
5.0 out of 5 stars

Lily is a go-to pet sitter for us! She takes the best care of our cat, Henny and our space, and we love all of the pictures. She is responsive, kind and respectful. Oh, and Henny loves her!

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Kate D.
House Sitting
5.0 out of 5 stars

Vanessa was flexible and understanding with my schedule changes and was dedicated to caring for my fur baby! She sent pictures daily and was great about communicating, including when my kitty began to have some GI issues. Though it wasn't in the plan, she was able to find and administer medication successfully. I was glad to come home to a clean apartment and a contented fur baby. Vanessa has become my kitty's favorite person besides me. I definitely recommend her for your fur baby! :)

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Sarah G.
House Sitting
5.0 out of 5 stars

Salem was wonderful! She was so attentive to Clementine and she communicated very smoothly and easily.

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Shana H.
House Sitting
5.0 out of 5 stars

hayley was great with my 2 giant newfs. she came early on my departure day & even dropped/picked them up for a grooming appointment i forgot about until i was gone. highly recommend!

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Susan F.
House Sitting
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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

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Why Choose Rover?

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    It doesn’t happen often, but if your house 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Kennedy Heights house sitter for the first time, visit the house sitter’s profile and select the Contact button.

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

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Kennedy Heights.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Kennedy Heights house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.