House Sitting Middleton

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

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Over 428
pet parents in Middleton have booked house sitting

Middleton, 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: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

⭐️⭐️⭐️⭐️⭐️ Brenda was absolutely wonderful! Her communication was great from start to finish, and she sent us pictures of our pups while we were away, which we really appreciated since we missed them so much. It gave us such peace of mind knowing they were happy and in good hands. Honestly, they weren’t even overly excited to see us when we got home — which tells me they were very well cared for and totally comfortable with Brenda! Our dogs are pretty rambunctious and full of energy, so I know she had her hands full, and we’re so grateful for the patience and care she showed them. We would 100% book with Brenda again and highly recommend her to anyone looking for a trustworthy, attentive sitter!

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Melissa W.
Sitter Profile Image: Anna H.
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Anna H.
from
$75
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna did a great job with our dog Oscar! Anna took him on multiple walks and was excellent with updates and sending photos. We will most definitely use Anna again!

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Don W.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
91 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter treated our 2 dogs and 2 cats like their own! I received regular updates and pictures on how they were doing and when we got home they didn't even seem to miss us. Our dogs received daily walks which was awesome! It was my first time having Louisa care for our pets, but she asked lots of good questions beforehand so I was completely comfortable leaving them under her care and she did not disappoint. I would not hesitate to use her services again!

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Judy M.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
164 reviews
48 repeat clients
10 years of experience
Middleton, WI, 53562

We have booked Lydia several times. She is great as always. Good communication, very caring, and a joy to work with. Our dog is partially blind and very deaf and Lydia takes extra care for his needs. We highly recommend her for any pet services

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Kalyn C.
Sitter Profile Image: Madalyn M.
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Madalyn M.
from
$50
per night
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 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: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
270 reviews
53 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert housesat with our 2 dogs and was fantastic with the pups and as a houseguest. He worked so well with our pups and their personalities. Robert's communication is very helpful and reassuring. I was "at peace" during our entire trip away because he sent regular updates and stayed in touch during our travel days. Robert is very professional, communicative, and so good with animals. You can tell he really does this for the joy he gets taking care of your pets. You will not be sorry if you book Robert!

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Kathryn (Kate) H.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!

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Daria D.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
128 reviews
47 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a great job caring for our dog and even made friends with our very shy cat. She was very responsive and sent lots of updates, which were very reassuring since this was the first time we’ve left our dog at home overnight. Our dog was happy and calm when we returned. We will definitely rebook with her if she is available!

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Carol H.
Sitter Profile Image: Abby L.
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Abby L.
from
$40
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
16 years of experience
Junction Ridge, Madison, WI, 53717

We were lucky enough to get Abby at the last minute to dog sit (and house sit) for us, and we couldn't be happier. Our golden took a liking to her right away and it was obvious how good she is with animals. Moby can have a bit of separation anxiety, and yet, with Abby, he was in the best of hands. She cared for him as if he were her own, sent adorable pictures, and was easy to reach the entire time of our trip. The house was spotless when we returned. I highly recommend Abby and plan to call her again when I plan our next get-a-way.

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Diana F.
Sitter Profile Image: Katie T.
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Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

Katie was wonderful with my dog and a great communicator. She sent lots of updates and I could tell she was taking great care of him. She went above and beyond! I would definitely utilize her again.

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Susana S.
Sitter Profile Image: Mara S.
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Mara S.
from
$50
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
7 years of experience
Madison, WI, 53711

Mara was absolutely awesome! My dogs are kind of anxious and unsure of new people. She was patient and knew just th right things to do and they were kissing and snuggling her in no time!! She sent me pictures and gave me updates throughout the time she was at our home. I will definitely have her back and would recommend her to all of my friends.

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Sara G.
Sitter Profile Image: Molly H.
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Molly H.
from
$120
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Middleton, WI, 53562

Molly was great! Very communicative and worked hard to make our dogs feel safe and comforted.

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Ila C.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Megan took excellent care of my pups while I was away. One of my dogs became ill right before I left. She kept me updated on his condition and her concerns, as well as handling my sassy girl! I will definitely use her services again! My pups loved her.

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Leah H.
Sitter Profile Image: Tucker S.
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Tucker S.
from
$42
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.

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Eric L.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$62
per night
4.9 out of 5 stars
24 reviews
6 repeat clients
6 years of experience
Madison, WI, 53704

Ruby house say for our 2 boys for a little over a week. She took great care of our dogs and our home, I have already booked her for another trip we have planned. I would highly recommend her services.

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Larry S.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
77 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Absolutely wonderful experience! Our pups were happy and calm when we returned home from a long afternoon/evening away. Tatyana definitely understands how to handle large, rambunctious (and love and adorable) dogs. She sent me pics throughout the evening as well, which was so lovely to receive.

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Tamara M.
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
4 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: 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 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: Annalesse B.
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Annalesse B.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Madison, WI, 53719

Annalesse did a great job taking care of my dog while I was out of town at a wedding. It was my first time leaving my dog with stranger and I was nervous but annalesse did a great job of ensuring Bandit was well cared for! I received plenty of pictures and my girl had a great time!

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Jett M.
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The median cost per night for house sitting in Middleton is $50

Pet parents share their Rover experiences - Middleton

1 / 1
5.0 out of 5 stars

It is safe to say that our kitties gave Jennifer a run for her money- one who hates strangers, the other who makes a break for the door when sitters try to leave! She handled all of it with grace and kindness. We were sent daily pictures and always felt our pets were in great hands.

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Dorothy P.
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
5.0 out of 5 stars

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

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Wendy B.
House Sitting
5.0 out of 5 stars

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

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Akshay R.
House Sitting
5.0 out of 5 stars

Shaina is simply amazing. The best pet sitter we have ever had and I’ll never book anyone else if I can help it! My animals all adore her, even my shy cat, and she is fully self sufficient and impeccable at handling all the house responsibilities

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Grace K.
House Sitting
5.0 out of 5 stars

Allegra gave us so many updates and photos while we were away. She made our pets be so safe and comfortable while we were away on vacation.

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Holly F.
House Sitting
5.0 out of 5 stars

Joel was excellent with our dogs and even made them a pillow fort when they were scared of the fireworks. We will definitely book with him again!

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Travis T.
House Sitting
5.0 out of 5 stars

My dogs both were very happy in Jesse's care. She communicates frequently with pictures. Would use again.

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Brenda W.
House Sitting
5.0 out of 5 stars

Helen stayed at our home and took wonderful care of our pets. She was a great communicator before, during and after her stay. We received regular updates and photos of our pets, which was really comforting. Helen was conscientious and careful about following the instructions we provided. She left our house and animals in great condition! We'd love to have her back to sit again!

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Susie M.
House Sitting
5.0 out of 5 stars

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

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Heather R.
House Sitting
5.0 out of 5 stars

Yvonne - she was very responsive friendly on-time and our dog and her got along good. She keep us Informed. She was flexible and cheerful. I do highly recommend her.

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Paula and Russell N.
House Sitting
5.0 out of 5 stars

Thank you for taking great care of JJ! He was so happy while his regular humans were away. We appreciate the professionalism and detail that you put into your work. Take care and see you next time!

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Katie B.
House Sitting
5.0 out of 5 stars

We have booked Steph many times to sit for our dog and she takes excellent care of both our pup and house. She is reliable, attentive, and prompt to reply to messages. She is our go to Rover and the first person we reach out to when we need a dog sitter.

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Lexi D.
House Sitting
5.0 out of 5 stars

Ray did a great job with both our dogs, but especially with our older thunder-phobic dog during a week in which many storms were predicted and a few happened. Her willingness to communicate, and her good questions made her a great choice for our dogs. And our dogs were clearly happy, comfortable and well-cared for in our absence. We would definitely book her again.

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Karen L.
House Sitting
5.0 out of 5 stars

Hannah met our Ziggy on short notice and provided excellent care of him and our home while we were away. We highly recommend Hannah and hope she will house sit for us in the future.😁

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John H.
House Sitting
5.0 out of 5 stars

Jessica did an amazing job with our dogs in our home. We will definitely have her back. Pictures everyday. Updates on their eating - they are picky eaters when we are away. She knew exactly what to do and try. Lisa

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Lisa S.
House Sitting
5.0 out of 5 stars

Megan took excellent care of my pups while I was away. One of my dogs became ill right before I left. She kept me updated on his condition and her concerns, as well as handling my sassy girl! I will definitely use her services again! My pups loved her.

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Leah H.
House Sitting
5.0 out of 5 stars

Shobhali was an absolute gem of a house sitter and we couldn't have asked for better care for our two dogs and cat. She stayed in constant communication, providing regular updates and adorable photos that gave us total peace of mind while we were away. Not only were our pets clearly happy and well loved in her care, but she also left our home in immaculate condition. Shobhali is great, we would highly recommend her to anyone looking for a top-tier sitter!

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Forrest D.
House Sitting
5.0 out of 5 stars

Nicole did an exceptional job caring for my dog and my cat (last minute!) while I was away. She gave them each their daily meds and sent me daily updates. She also took care with the house, checking in about finding a towel to protect the hardwood floors from snow tracked in when it snowed unexpectedly and even laundering the guest bed sheets before she left. I'd leave six stars if I could :)

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Chloe H.
House Sitting
5.0 out of 5 stars

Hannah was the best dog sitter we've ever had! She took wonderful care of our two wild dogs and sent daily updates and pics. She also left the house completely spotless, took out the garbage and brought in the mail! She even made us some delicious cookie bars to welcome us home! Hannah went absolutely above and beyond and I would highly recommend her to anyone!

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Lindsay N.
House Sitting
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Popular requests for house sitting - Middleton

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Sitters in Middleton average 4
repeat house sitting clients

FAQs for House Sitting - Middleton

Frequently asked questions about Rover

The average cost for House Sitting in Middleton on Rover is $44.4 per night (as of July 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 July 2026, there are 848 sitters on Rover offering House Sitting across Middleton. 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 Middleton 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 Middleton 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 Middleton 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 Middleton. On Rover:

  • 96% 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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