House Sitting Oakland

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Over 42
pet parents in Oakland have booked house sitting

Oakland, 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.

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Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.

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Cynthia H.
Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
13 years of experience
Oakland, Chicago, IL, 60653

Christina took excellent care of our apartment, Casey cat, and Rowdy (a recently adopted 5-month old kitten we were nervous about leaving.) We got plenty of reports and pictures, and the cats were very mellow when we got home.

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Kathleen T.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$45
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

Elizabeth is always so great with my dog! I really appreciate the consistent pictures and updates while I’m gone, it really puts my mind at ease. This is my second time having her house sit and both times have been amazing!

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Kennedy C.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
238 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

I was very nervous as a first time Rover user and so happy I found Emily! She asked detailed questions about my dogs care and habits during our initial meet and greet which put me at ease, sent photo updates during her stay where he seemed very happy / comfortable with her and came home to a clean place. Would definitely book again!

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Shannon S.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$55
per night
5.0 out of 5 stars
5 reviews
3 years of experience
Lower West Side, Chicago, IL, 60608

Eliana was absolutely amazing. My partner and I have a disabled fur baby with a number of special needs, and Eliana was incredibly diligent, asked all the right questions, followed our instructions closely, and took such great care of Miss Bean and our home. We came home to a happy, healthy pup and couldn’t have been more appreciative. I will absolutely be reaching back out for future travel plans. She was a dream to have stay with our fur baby!

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William R.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$75
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Elizabeth was awesome! We have already booked her for an additional four stays! One of our pups isn't very trusting and tends to bark and lunge at new people. When Elizabeth came to meet them, she didn't even flinch. She remained calm and let Kona get adjusted which is exactly what Kona needed to feel comfortable. Elizabeth also sent us updates with photos of our pups while we were gone. We don't have kids, so our dogs are our kids and we, understandably, felt nervous leaving them with a new person. However, we felt so comfortable with Elizabeth and look forward to having her stay again in the future.

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Alex S.
Sitter Profile Image: Zoe R.
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Zoe R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60615

Zoe was so great with Mac and communicated well while I was away. I can’t thank her enough and would love to have her watch Mac again next time I’m out of town!

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Jackie B.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$36
per night
5.0 out of 5 stars
32 reviews
24 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$66
per night
5.0 out of 5 stars
84 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Jayden always does such a phenomenal job with my senior cat. My kitty is rather incontinent and very old, so naturally it is difficult to leave her with many people, but Jayden always treats her so well. They always ask specifically what my cat needs, keep me well updated, and my house cleaner than I left it. I never feel like I'm bothering them when I text and ask for updates. They really understand how hard it can be to leave your pet and that makes it so much easier to relax on vacation. Jayden is the only pet sitter we will use!!

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mello y.
Sitter Profile Image: Jasmine P.
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Jasmine P.
from
$175
per night
5.0 out of 5 stars
99 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

Jasmine was amazing yet again with my dobie, Storm. I had some last minute emergency changes to my trip and her flexibility and understanding really put me at ease during a stressful time, I'm so grateful for her support! Super communicative, Jasmine took great care of my girl and my place too. Also, Storm is reactive to other dogs and I trust Jasmine to know how to deal with that. Highly recommend.

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Michelle S.
Sitter Profile Image: Elizabeth A.
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Elizabeth A.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
12 years of experience
Chicago, IL, 60607

Great communication and my pup loved hanging out with Elizabeth!

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Jake R.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
144 reviews
62 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

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C A.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

Jorie was great with my anxious dog Bear! She was patient, calm, and gently assertive where needed and he felt very comfortable with her. He can be reactive with strangers and she handled him well. Bear fell into his normal routine quickly, and relaxed at home during the house sit.

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Sindhu S.
Sitter Profile Image: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
41 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

Tylisha was great! Very responsive, prompt, lots of photos shared and Airlie seemed very happy when I got home. House was clean and tidy. Highly recommend!

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Dane C.
Sitter Profile Image: Allison J.
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Allison J.
from
$85
per night
5.0 out of 5 stars
80 reviews
34 repeat clients
13 years of experience
Chicago, IL, 60608

Allison was great! She was very accommodating and communicative before the stay, and continued to be awesome throughout the stay. She sent pictures and updates throughout the weekend, which I really appreciated. We came home to a super happy pup and a very clean home! I will definitely be using Allison again and can’t recommend her enough! Thank you so much Allison!!

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Chelsea R.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
5 years of experience
Chicago, IL, 60649

Alexis did such a wonderful job with our dog Murphy. Tons of video and picture updates and Murphy always seemed comfortable with her. Highly recommend!!!

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Alexis P.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
56 reviews
14 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine house sat our 7-year-old pup during a five-day trip and took great care of her! She is great and very affectionate with dogs; my sheepadoodle instantly warmed up to her during our meet and greet. She was very communicative and sent many updates and lovely photos, which really put us at ease while away. I would definitely recommend Nadine!

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Querida Q.
Sitter Profile Image: Reina & Robert U.
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Reina & Robert U.
from
$55
per night
4 years of experience
Near South Side, CHICAGO, IL, 60616

About: It's summertime in Chicago and that means you get two for the price of one! I am a work from home graphic designer who loves nothing more than a fluffy companion to supervise my work. And since school is officially out for summer, your buddy will also get to hang out with my husband Rob who is a school teacher on summer break. Since having to say goodbye our precious sausage boy last winter we have lots of love to share with your furry friend. I grew up in a home bursting with feline, canine, rodent, and reptilian companions so I have plenty of experience caring for all kinds of creatures. My last dog was a very anxious rescue pup, so I am comfortable working with pets who need time and patience while adjusting to new situations and new people. I love routine and am more than happy to follow detailed instructions to ensure your pet feels as comfortable as possible while you are away. If you have any questions, or if your pet has any special needs, please feel free to send a message! I work from home and am able to set my own hours, so it is no problem for me to adjust my schedule to fit your pet's needs. I'm a major homebody and perfectly comfortable spending all day hanging out at home keeping your fluffer company. During the summer months my husband Rob will likely accompany me which means double the companionship for your buddy -- with your permission, of course. Weekdays, weekends, evenings, it's all good! The more details you can provide about your pet's preferred routine and expectations, the better. I want to make sure they and you feel comfortable so I'll probably ask a lot of questions during our meet-and-greet. At this time I am only comfortable with animals under 30 lbs. I want to make sure I am able to lift and carry them if needed. Multiple dogs are fine so long as they have good leash manners and won't try to pull me in opposite directions.

Sitter Profile Image: Kieanji W.
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Kieanji W.
Star Sitter
from
$25
per night
4.9 out of 5 stars
28 reviews
2 repeat clients
20 years of experience
Chicago, IL, 60604

Kieanji is a great dogsitter! She was very patient with my anxious dog, asked good questions to help him feel comfortable, sent pictures, and was very responsive. Both times she dogsat my dog she arrived on time and tidied up before she left. Would definitely recommend! Kieanji!

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Jacqueline M.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$55
per night
4.9 out of 5 stars
25 reviews
12 repeat clients
4 years of experience
McKinley Park, Chicago, IL, 60609

Brianna was such an amazing sitter! She took great care of my two cats while I was out of town for a week, and sent multiple daily photo updates, making it clear she is a true animal lover. I highly recommend using her services, thank you so much Brianna!

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Samantha D.
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The median cost per night for house sitting in Oakland is $50

Pet parents share their Rover experiences - Oakland

1 / 1
5.0 out of 5 stars

Allison was absolutely wonderful with our French bulldog and two cats. As protective pet parents, this was our first time leaving all three of them in someone else’s care, so naturally we were a little apprehensive. Allison immediately put us at ease by offering two consultation visits before our trip so she could thoroughly understand our pets’ individual needs, routines, personalities, and home environment. That level of preparation and genuine care meant a lot to us. Throughout our vacation, Allison was incredibly attentive and responsive. She arrived early and kept us updated with multiple messages and plenty of photos, which gave us so much peace of mind while we were away. It was clear that she wasn’t simply checking in on our pets, but genuinely caring for them and making sure they were happy and comfortable. She even went above and beyond by offering thoughtful advice for our continued care of the pets, which we really appreciated. You can tell Allison truly loves animals and takes the responsibility of caring for them seriously. She also left the house tidy and in great shape. It was such a small gesture, but after coming home from a long trip, walking into a clean and tidy home made a bigger difference than she probably realized. We came home to three happy, well-cared-for pets and felt completely comfortable knowing they were in Allison’s hands. She helped make our vacation so much more enjoyable because we never had to worry about how things were going at home. We would absolutely recommend Allison and will definitely be using her services again. Thank you, Allison, for taking such wonderful care of our babies and allowing us to have such a relaxing vacation. We truly couldn’t have done it without you!

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Danny R.
House Sitting
5.0 out of 5 stars

Clancy and Alice were amazing!! They made sure the pups were well taken care of and provided regular updates and pictures! We already plan to have them come again for a longer stay.

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Farnel M.
House Sitting
5.0 out of 5 stars

Pure gold! ⭐️ I felt super at ease with Haley watching my little pup. She was kind, flexible and extremely communicative. She sent regular updates, photos, videos and asked important questions! Would recommend & book again! Thank you Haley!

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Vanessa Castiglione
House Sitting
5.0 out of 5 stars

Nicole was great with my senior dog, Bella, while I was away for a long weekend. She sent tons of updates, was a great communicator & left my place nice and clean. I fully trusted Bella was in great hands with her and well taken care of. Highly recommend!!

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Tiffany B.
House Sitting
5.0 out of 5 stars

Danielle was amazing with my dogs! She was very patient, caring, and attentive to their needs. She kept me updated throughout their stay and sent plenty of pictures, which gave me great peace of mind. It was clear they were happy and well cared for. I highly recommend Danielle and will definitely use her again!

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Jerónimo Á.
House Sitting
5.0 out of 5 stars

Victoria was so great with my dog. Mac was immediately comfortable with her during our meet and greet. Victoria was professional and communicated consistently throughout her stay. I would love to have Victoria watch Mac again!

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Jackie B.
House Sitting
5.0 out of 5 stars

Julia is amazing. She's taken our older dog on walks and she's housesat for us when we were out of town for more than a week. Our dog was so calm and happy when we came home from our trip-- it was clear that Julia made him feel so comfortable. And our house was just as we had left it. Julia meets our dog just where he is: when she saw that he didn't want to go far on walks anymore, she went at his pace and just stayed with him, showing more care and patience than we're often able to bring ourselves. She is a gentle and caring soul and we feel so lucky to have had her help!

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John M.
House Sitting
5.0 out of 5 stars

We trusted Ann-Marie to care for our toy fox terrier Loki in our house for over a week. She did a wonderful job! When we got home, it was clear that Loki adores her—he was happy, relaxed, and sad to see her go. Ann-Marie adjusted perfectly to Loki’s schedule and sent us photos while we were away. She even took him on walks to new places that he loved. Most of all, Ann-Marie was a calm, reliable and trustworthy presence in Loki’s life for an extended period of time. We are extremely grateful. Thank you so much!!!

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Maria M.
House Sitting
5.0 out of 5 stars

Kristine was absolutely amazing! The best dog/house sitter we have used on Rover, by far. She was attentive, punctual, and super friendly. Our dog, Daisy, was well-loved in her care. Would highly recommend her services and would definitely book her again!

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Anthony V.
House Sitting
5.0 out of 5 stars

Second time booking with Nadine and definitely won’t be my last. She takes such good care of my kitties and I can tell they are happy with her too based on how they act when I come back. Always happy and not mad at me or hiding upon my return. Thank you Nadine 💛💛💛

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Natalie M.
House Sitting
5.0 out of 5 stars

Christina took excellent care of our apartment, Casey cat, and Rowdy (a recently adopted 5-month old kitten we were nervous about leaving.) We got plenty of reports and pictures, and the cats were very mellow when we got home.

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Kathleen T.
House Sitting
5.0 out of 5 stars

Emily was amazing!! This was our first time using Rover and Emily took all the stress away of leaving our dog for three nights. She communicated well and sent many pictures! I hope to rebook with Emily in the future. Thanks again, Emily!!

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Taylor W.
House Sitting
5.0 out of 5 stars

Gabriela has been amazing with our 10 month golden retriever puppy named Brinkley. She house sat Brinkley for 4 days, and has been super responsive before / during / after her house sitting. It was our first weekend away from him ever and she did a really great job keeping us updated and sending us photos. She made sure he was able stick to his normal routines and it was clear that he loved his time with her. We’ve already booked another house sitting with her and would trust Brinkley with her any time. She left our home in great shape and was a very courteous house guest too. 10/10 all around!

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Hannah O.
House Sitting
5.0 out of 5 stars

Tylisha was great! Very responsive, prompt, lots of photos shared and Airlie seemed very happy when I got home. House was clean and tidy. Highly recommend!

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Dane C.
House Sitting
5.0 out of 5 stars

We went out of town for 10 days and Zoe took care of our two whippets, Sammy and Bleu. We got updates and pictures each day, and know they got at least two long walks daily (they have Fi collars, so we can see their daily steps). Zoe also took great care of our home and left it cleaner than when she arrived! I could not recommend her enough!

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Aleisha K.
House Sitting
5.0 out of 5 stars

Anastasiia is so thoughtful and takes such good care of my dog Biscuit! Biscuit was injured and she handled her meds and routine with the utmost care, and even brought her a little toy to make her feel better. I am so grateful to have Anastasiia take care of my pup!

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Lauren W.
House Sitting
5.0 out of 5 stars

Danielle was fabulous! Terrific with our animals and left our home in great shape. We had a wonderful trip knowing our animals were in her calm and professional hands.

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Darcy H.
House Sitting
5.0 out of 5 stars

Jozelin was a delight. I had daily updates and photos and my apartment was clean and tidy when I returned. Will definitely book with Jozelin again!

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Kelcie B.
House Sitting
5.0 out of 5 stars

Chauntrell is a lifesaver! Our sitter backed out the day before our trip, and he was immediately available. He sent us picture updates of our sweet Lola, followed our instructions on Lola’s care, and was very communicative! You can tell he loves animals and wants to provide the best care for our furry friends. I would book Chauntrell in a heartbeat! Thank you again, Chauntrell!

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Cori W.
House Sitting
5.0 out of 5 stars

We have 2 cats, one who has always done well with sitters and I knew would be fine, and one who had never been away from us and always hides when guests come over. Maired did great with both of them! She stayed in our house while we were out of town and by the end of her stay both cats were playing, cuddling, eating just like they would if we were there. Our whole goal with getting a sitter was to disturb their routine as little as possible and she did exactly that! We received daily updates and photos while we were away and came back to a clean, well kept home. Highly recommend!

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Meg M.
House Sitting
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