House Sitting Shorewood Hills

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Over 603
pet parents in Shorewood Hills have booked house sitting

Shorewood Hills, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

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Sarah G.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
94 reviews
26 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Our pups had a great experience with Louisa over the two days we were out of town. We came back to two happy and well cared for little guys. I loved the daily pictures, nice personal touch. Louisa checked in with us making sure we’re made it back. Very grateful!

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Tara
Sitter Profile Image: Alexandra B.
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Alexandra B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
6 years of experience
Capitol, Madison, WI, 53703

Alexandra was great! She provided us with regular updates so we knew our pets were getting the care they need. We can tell they had a good weekend with her. We will definitely be booking again. Thanks, Alexandra!

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Megan E.
Sitter Profile Image: Lucy G.
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Lucy G.
from
$35
per night
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Capitol, Madison, WI, 53703

Lucy was great! I appreciated that she wanted to meet my dog in advance since she would be spending two nights at my place. It was helpful to show her around and introduce her to my anxious dog. Lucy was a prompt responder and clear communicator. My dog was in a good mood when we got home from our trip which gave me peace of mind that he was in good hands and he was comfortable. Would definitely recommend Lucy for future house sitting needs and I hope to work with her again soon.

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Stephanie M.
Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
3 years of experience
Regent, Madison, WI, 53705

Mia was wonderful house sitting with my dog - he was happy and well cared for, she was great about communication, and the house looked wonderful when I returned. Will definitely book Mia again!

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Caroline G.
Sitter Profile Image: Julia M.
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Julia M.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Madison, WI, 53706

Julia was great in every way possible. Very responsive, flexible and communicative. Chip and Beau loved her. She sent many pictures of them enjoying her visit.

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Adam D.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$90
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

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Beth R.
Sitter Profile Image: Dustin K.
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Dustin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
10 years of experience
Greenbush, Madison, WI, 53715

Dustin was an old acquaintance of mine so I already knew that he’s a kind and wonderful person. I did NOT know that he’s also a puppy whisperer (though not surprised!). Dustin took care of our energetic 4 month-old great pyr/retriever puppy while we were away for a week. He kept her company within his flexible work schedule. She was happy and engaged, safe and healthy. He also kept her space tidy, vacuumed before we got back, and did our mail and trash. He communicated daily over text with pics and updates on how she was doing, which helped us to miss her a little less. :) Dustin is 100% reliable and a stand-up guy. Highly recommend!

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kristen k.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
78 reviews
25 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana was great with my pups! She provided the perfect amount of updates and even left me flowers and a note congratulating me on my first home purchase ☺️

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Samantha K.
Sitter Profile Image: Anna H.
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Anna H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!

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Hanna E.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

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Sonia M.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$45
per night
5.0 out of 5 stars
11 reviews
1 repeat client
12 years of experience
Madison, WI, 53713

Sarah was so great with Hamm and made sure he received all the attention he needed! It was our first time leaving for the weekend since we got Hamm, and it was a comfort knowing Hamm was well taken care of while we were gone. She made sure to send all the cute pics of Hamm and was great to communicate with. Will definitely be booking with her again!!

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Catherine & Zach S.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

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Akshay R.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.

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Zayna T.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
34 reviews
15 repeat clients
9 years of experience
Waunakee, WI, 53597

Sasha seemed comfortable with Brenda right away at our meet and greet and it seemed like she was happy and well cared for while we were away for a long weekend. Brenda left the house clean and tidy.

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Madeline H.
Sitter Profile Image: Vivian H.
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Vivian H.
from
$50
per night
15 years of experience
Madison, WI, 53705

About: I’ve grown up surrounded by animals and can’t imagine life without them! Over the years, my family had six dogs and two cats, so I’m very familiar with different breeds, personalities, and care routines. From daily walks and playtime to administering medications and giving lots of love, I’ve done it all. Whether your pet is energetic, shy, or somewhere in between, I’m confident in creating a safe, calm, and fun environment for them! Pet care is something I truly enjoy and make time for in my daily routine. I’m used to early morning walks, feeding schedules, and making sure pets get the attention they need throughout the day. Whether it’s quick potty breaks, play sessions, or just keeping them company, I’m happy to build my day around making sure they feel safe, cared for, and loved. Flexible scheduling also allows me to adapt to each pet’s unique needs and energy level. Whether I’m caring for pets in my home or visiting a client’s, I prioritize their comfort, safety, and routine. In my home, I create a calm and pet-friendly environment with plenty of space to play and relax, and I make sure they get lots of attention and regular exercise. When caring for pets in a client’s home, I stick closely to their usual schedule, feeding times, walks, play, and any special instructions, to help them feel at ease while you're away. I always keep communication open with pet parents so you feel confident and updated while I’m caring for your furry friend.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
50 reviews
18 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: Grace H.
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Grace H.
from
$50
per night
5.0 out of 5 stars
42 reviews
5 repeat clients
6 years of experience
Madison, WI, 53711

Grace was very responsible and responsive from the meet and greet to wrapping up the stay. Grace stayed with our two pups and cat for a weekend and everything went smoothly. Our one dog was recovering from an IVDD flareup with some special care needs and Grace handled everything perfectly.

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Riley W.
Sitter Profile Image: Celeste T.
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Celeste T.
from
$75
per night
4.8 out of 5 stars
5 reviews
2 repeat clients
17 years of experience
Summit Woods, Madison, WI, 53711

Everything went smooth! Sent photos and was communicative! Would recommend

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Olivia W.
Sitter Profile Image: Chris S.
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Chris S.
from
$50
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Regent, Madison, WI, 53705

Chris was friendly and professional and gave us many updates on our pup while we were out of town. She and the house were in great shape when we returned. We will definitely ask to work with Chris again! Thank you!

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Julie B.
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The median cost per night for house sitting in Shorewood Hills is $50

Pet parents share their Rover experiences - Shorewood Hills

1 / 1
5.0 out of 5 stars

Teagan has watched my dogs numerous times and has always done an amazing job! I can enjoy vacation knowing my dogs are in good hands! I'll definitely be using Teagan again!

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Brian M.
House Sitting
5.0 out of 5 stars

Katie was a great caretaker for our elderly cat! She was super communicative and gave our kitty the attention she needed. Would definitely recommend her to others!

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Lauren M.
House Sitting
5.0 out of 5 stars

Allegra is amazing! She stayed with our Japanese Akita while we were traveling for our wedding outside of the country. She went above and beyond and we never had any doubts about him being in good hands.

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Jennie T.
House Sitting
5.0 out of 5 stars

Ellen is great with cats. My senior kitty absolutely adored her and she was attentive to his special needs and paid attention to little details during her stay. She gave me daily updates and photos and I was able to fully relax and enjoy vacation because I knew Ellen was taking good care of my cat. I highly recommend her!

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Emily T.
House Sitting
5.0 out of 5 stars

Once again Maureen was fantastic with our dog, Ria! She does an excellent job sending updates and pics, keeping our dog on her schedule and walking her multiple times a day. Our dog was calm and happy when we got home, the plants were watered and the house was clean. I’m not sure what more you could ask for!

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Nicole H.
House Sitting
5.0 out of 5 stars

Tucker was great with our kitties! We had to run out of town last minute, Tucker was able to come over within the hour to help us out! We got lots of photo updates of our kitties, and Tucker was very responsive! We would definitely re book with Tucker again :)

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Diya B.
House Sitting
5.0 out of 5 stars

As always, Dustin is a pleasure to work with! He's wonderfully communicative and our pup always seems happy and tired after Dustin stays with him! Dustin is always our top choice for a rover sitter!

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Kait B.
House Sitting
5.0 out of 5 stars

Even after only a short introduction, I immediately felt at ease leaving my 9‑year‑old Yorkie, Zoey, in Malia’s care for four days. She exceeded every expectation—responsible, attentive, and genuinely caring. Zoey was happy and well‑loved, and my apartment was spotless when I returned. I’m incredibly grateful for her help and would recommend her without hesitation. I hope to see Malia again soon. Thanks so much, Malia!

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Kelly G.
House Sitting
5.0 out of 5 stars

Brenda did a wonderful job taking care of our 4 cats and a bearded dragon while we were away. She picked up on our cats' personalities as soon as she met them! While some communications were a little slow, Brenda sent us updates and pictures while we were away which was much appreciated. I would hire her again.

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Jenny F.
House Sitting
5.0 out of 5 stars

Zachary went above and beyond while watching our 10 month old puppy, taking him to the dog park, or dropping him off at doggy daycare everyday we were away. It is obvious that our pup loves his time with him and we appreciate the excellent communication and updates we get during our time away from home.

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Layla C.
House Sitting
5.0 out of 5 stars

Molly scheduled a pre-sit intro meeting with us to meet our puppy and get the lay of the land. She handled her great and was very forgiving of our initial helicopter parenting. Would and have rebooked her for similar and longer time periods.

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Tyler W.
House Sitting
5.0 out of 5 stars

Ruby always does a wonderful job! Even came back to let our furry friend out when our flight was delayed!

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Kim & David K.
House Sitting
5.0 out of 5 stars

Hannah did an excellent job! We got regular updates, she kept all our babies happy and well exercised, and left the house in a spotless condition!

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Diksha A.
House Sitting
5.0 out of 5 stars

Louisa was wonderful with our little Jynx! She stayed in contact throughout the day stopping in a number of times to feed, walk, and just let Jynx enjoy the beautiful weather sitting outside. Jynx can have some anxiety when we are gone but she was content and relaxed when we got home! Great experience and I highly recommend Louisa!! Thank you!!

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Mary N.
House Sitting
5.0 out of 5 stars

Justine took good care of our two dogs and home while we were away for two weeks, including an unexpected necessary visit to the vet for one of our dogs. Highly recommend.

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Lauren L.
House Sitting
5.0 out of 5 stars

Ben did a great job and taking care of Raven! Lots of pictures were sent to confirm activity and confirm happiness of my pup. She took care of her in every way and am happy he was there for her the entire time as she was having some separation anxiety at the time. Highly recommend.

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Katie T.
House Sitting
5.0 out of 5 stars

River was an exemplary cat and house sitter! We received the perfect amount of detailed updates and pictures to give us peace of mind, but still enjoy our vacation. We will definitely be rebooking with River in the future.

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Katie S.
House Sitting
5.0 out of 5 stars

McKenna was wonderful once again! Our dogs love when she comes and stays with them. She is very responsive and gives quite a few updates. Would definitely book her again.

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Ashley B.
House Sitting
5.0 out of 5 stars

Lucia was a wonderful sitter for our dog Tru! He's an older guy (11) and he got anxious and barky while we were gone. She was a great human pal to him, was creative and tolerant, communicated with us and sent pics, got him out on nice walks, and more. She's kind and very responsible; I wholeheartedly recommend her for your pets!

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Dana M.
House Sitting
5.0 out of 5 stars

Kaitlyn was great with our older dog and kitten, sent us updates regularly! We returned to happy pets and a tidy house!

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Jessica C.
House Sitting
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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
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Shorewood Hills

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Sitters in Shorewood Hills average 4
repeat house sitting clients

FAQs for House Sitting - Shorewood Hills

Frequently asked questions about Rover

The average cost for House Sitting in Shorewood Hills on Rover is $53.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 810 sitters on Rover offering House Sitting across Shorewood Hills. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Shorewood Hills walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Shorewood Hills maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Shorewood Hills choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Shorewood Hills. On Rover:

  • 94% of sitters can help with special care needs
  • 98% 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.

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