House Sitting Grand Boulevard

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

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Over 112
pet parents in Grand Boulevard have booked house sitting

Grand Boulevard, 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: Kiera B.
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Kiera B.
from
$55
per night
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“Kiera is amazing , my little Yorkie doesn’t really like anybody outside of our immediate family and friends and he took to her immediately ! It was wonderful having someone care for our little fur baby knowing that he was happy with her . We can’t say enough good things about her . Will definitely will be calling for her again when the need arises.”

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Marie O.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 58 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
• 15 reviews
6 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

“They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!”

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Alexis H.
Sitter Profile Image: Shakira C.
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Shakira C.
from
$75
per night
5.0 out of 5 stars
• 53 reviews
9 repeat clients
25 years of experience
Chicago, IL, 60619

“Shakira was absolutely amazing, not only did she take great care of my lil fur baby but she sent plenty of photos and her communication was great. I will hopefully use Shakira anytime I need a sitter. If your thinking about booking Shakira as a sitter DO IT !!!!!”

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Shari O.
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
• 86 reviews
26 repeat clients
8 years of experience
Chicago, IL, 60620

“Second time booking Jayden and once again they left everything immaculate, my pets were so well cared for, and the communication was fantastic. Will definitely book them again!”

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Liz D.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60615

“Put simply: Kate is Great! Kate recently cared for our somewhat nervous (and quite energetic) rescue dog, our bearded dragon, and two parakeets for 10 days while we were visiting family out of state. She did a fantastic job and was incredible to work with on all fronts. She sent us regular pictures (and even a video) of our pets doing wonderfully and somehow managed to leave our house cleaner then when she arrived. She also deftly navigated a tricky situation in which our bearded dragon's basking light burnt out. We had some extra bulbs but they were buried in our basement. Through text Kate was able to find the replacement bulbs and save the day. This was our first experience with Rover, and Kate set the bar extraordinarily high. She is a genuine and kind person, and our dog, who typically takes some time to warm to new people, liked her immediately. Thanks for all your hard work caring for our furry, scaly, and feathered family members Kate! We're grateful to have found you on Rover.”

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Rachel L.
Sitter Profile Image: Annie X.
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Annie X.
from
$75
per night
4.9 out of 5 stars
• 159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

“Amazing!!! Annie is great with out shy dog and went out above to build trust with our dog. Annie was very good about communicating with us. We will definitely be using Annie as a pet sitter again!”

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

“Emily has stayed in my home with my dogs many times now and she has always done an amazing job. Extremely trustworthy, clean, and my dogs are always well taken care of.”

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Ali M.
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 an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊”

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

“Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.”

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Irina L.
Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$37
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
7 years of experience
Grand Crossing, Chicago, IL, 60619

“Tabbie M. was on time, communicative, and professional. She worked well with sweety and sent emails, and pictures to update me. Tabbie M. is very nice and kind as well. I will definitely book her again.”

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S C.
Sitter Profile Image: Dominique L.
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Dominique L.
from
$60
per night
4.9 out of 5 stars
• 47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

“Dominique is easy to work with, communicative, and responsive! She stayed with our dog for a few days and took great care of her and our apartment. We will definitely work with Dominique again.”

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Katie & David W.
Sitter Profile Image: Jordan F.
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Jordan F.
from
$40
per night
10 years of experience
Hyde Park, Chicago, IL, 60637

About: I have been around and cared for dogs for years through family, friends, and everyday life. I’ve been trusted to feed them, take them outside, go on walks, play with them, check in throughout the day, and give them plenty of attention. I understand that every dog has their own personality and routine, and I enjoy taking the time to make them feel safe and comfortable. My schedule is flexible, which gives me availability in the mornings, afternoons, and evenings depending on the day and what you need. I’m available throughout the week and on select weekends, and I’m happy to work around your pet’s normal routine whenever possible. I know how important it is to trust someone coming into your home and caring for your pet. I always respect your space, follow the routine and instructions you provide, and make sure your pet feels safe and comfortable. Whether it’s feeding, walks, playtime, litter care, or simply keeping them company, I want them to feel cared for while you’re away. I’ll also keep you updated with pictures 🤗so you can stay up-to-date with your pet.

Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$175
per night
5.0 out of 5 stars
• 100 reviews
39 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

“Jasmine was amazing! She showed great compassion toward our pups and responsiveness to our concerns. One of dogs had GI symptoms from the start of her visit. Jasmine monitored closely and took our pup to the emergency vet for us (the pup is fine 😊)… this was an unexpected snag that took a lot of time and care. But Jasmine did it willingly and kept us informed throughout. We will definitely hire her again!!! (Oh! And she did a great job taking care of the house too!)”

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Stephanie P.
Sitter Profile Image: Hunter S.
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Hunter S.
from
$45
per night
5.0 out of 5 stars
• 80 reviews
18 repeat clients
11 years of experience
Chicago, IL, 60608

“Hunter was so amazing! When we arrived back home it was as if we never left. He provided daily updates and our girls were so happy when we got home. Plus he picked up all the poop in the yard which I appreciate so much!! Thank you so much Hunter!”

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Lexy D.
Sitter Profile Image: Emily P.
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Emily P.
from
$65
per night
5.0 out of 5 stars
• 33 reviews
12 repeat clients
5 years of experience
Chicago, IL

“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”

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Lauren J.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Alexis W.
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Alexis W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
5 years of experience
Chicago, IL, 60649

“Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!”

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Byron C.
Sitter Profile Image: Natalie Z.
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Natalie Z.
from
$40
per night
2 years of experience
Chicago, IL, 60608

About: I am trained as a Certified Veterinary Technician that has given me the skills and knowledge to provide safe, attentive care. I’m better equipped to recognize potential health concerns, handle unexpected situations, and know when a pet may need veterinary attention. I truly love caring for animals and meeting new pets, taking the time to learn their unique personalities and needs. I’m patient, attentive, and dedicated to making every pet feel safe, comfortable, and loved while in my care. I currently work part-time at a veterinary clinic four days a week. Your pet must be okay with being alone during normal work hours, but otherwise I can provide plenty of companionship, care, and attention. I do not offer boarding in my home, but I am happy to provide house sitting in your home. I will treat your home with the same respect and care I would my own, leaving everything just as I found it.

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The median cost per night for house sitting in Grand Boulevard is $50

Pet parents share their Rover experiences - Grand Boulevard

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5.0 out of 5 stars

Bella is GREAT! Socks absolutely loves her and she kept us updated with lots of photos while we were away for just a little over a week, and she took such great care of her. Bella was also really respectful of our home and left everything super clean and tidy. Just an all-around lovely person and we’d happily have her look after Socks again! Thank you!!

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Anita W.
House Sitting
5.0 out of 5 stars

Annie has house sat for us several times. Hawthorne, our 16 year old tuxedo cat is always in great spirits when we return. We already look forward to our next trip and know our boy is in good hands.

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Mary & Stephen B.
House Sitting
5.0 out of 5 stars

Maia was wonderful with my pup while I was gone for a week. I appreciated the updates and attention to behavioral changes, recommended and will definitely be reaching out to rebook for future dates!

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Madeleine K.
House Sitting
5.0 out of 5 stars

Victoria was great! House sat overnight and communicated well with updates and photos and gave our energetic dog the attention, walks and playtime she needed. Great experience, would book again!

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Amanda P.
House Sitting
5.0 out of 5 stars

This was our very first experience having an overnight pet sitter, and naturally, my husband and I were a little nervous about leaving our cats and our home in someone else’s care. Looking back, booking Christina D. was truly one of the best decisions we could have made. From our very first communication, Christina made us feel comfortable and confident. She is incredibly reliable, extremely friendly, easy to reach, and an excellent communicator. After speaking with her and then meeting her in person, we immediately felt that she was someone we could trust. She has such a wonderful way with animals, and it was obvious that their comfort and well-being were genuinely important to her. What impressed us just as much was Christina’s professionalism and attention to detail. She followed all of my instructions to a T, which was especially important to me because our cats have their own routines and schedules. I never had to wonder whether something had been forgotten or overlooked. Christina paid attention to every detail and respected exactly how we wanted our cats cared for. Her customer service is absolutely impeccable. She is attentive, responsible, considerate, and very clean and respectful of our home. Having someone stay overnight in your home requires a completely different level of trust, and Christina exceeded our expectations in every way. Most importantly, she gave us something that is priceless when traveling: peace of mind. For the first time, we were able to truly relax and enjoy our trip without worrying about rushing home, disrupting our cats’ routine, or constantly thinking about whether they were comfortable and being properly cared for. They were able to remain in their own home, follow their normal schedule, and receive the attention and companionship they needed. In fact, our experience was so positive that we have already booked Christina for our next trip! Knowing that we have someone this dependable to care for our cats has completely changed the way we feel about traveling. Instead of feeling stressed or guilty about leaving, my husband and I can now look forward to our trips and enjoy ourselves to the fullest, knowing that our cats and our home are in excellent hands. We could not be happier with Christina and would recommend her wholeheartedly to anyone looking for a trustworthy, caring, professional, and truly exceptional overnight pet sitter. We feel incredibly fortunate to have found her!

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Irina C.
House Sitting
5.0 out of 5 stars

Emily was fantastic - we had her stay at our place with our dog while we were out of town. She gave regular updates and took wonderful care of our home. Would absolutely book her again and recommend her to others.

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Sarah K.
House Sitting
5.0 out of 5 stars

Alexis was amazing! She stayed at our place for 2.5 weeks and took care of our senior baby Nina who needed medication and lots of love while I visited my family back in Brasil. She was extremely communicative and would give us so many pictures of Nina throughout the day. She’s a true gem and I would absolutely recommend her to everyone.

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Gabriela S.
House Sitting
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

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.
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

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

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

Lynette was very attentive and caring with Theo. I felt at peace leaving my baby with her. She checked in frequently and sent pics of my baby. I was able to enjoy a night out knowing he was in great hands! 10/10 recommend.

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Nayely G.
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

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
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