House Sitting Summit Woods

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Over 64
pet parents in Summit Woods have booked house sitting

Summit Woods, 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: 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

Louisa and Sammy did an excellent job of taking care of our 7 month old puppy! They spent time playing with her and working with her on training so she is prepared for her puppy class tomorrow! Thank you!

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Ben D.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
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: Samantha M.
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Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
14 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: Amy F.
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Amy F.
from
$40
per night
5.0 out of 5 stars
18 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!

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Zachary M.
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
24 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: Matthew H.
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Matthew H.
from
$40
per night
16 years of experience
Madison, WI, 53705

About: Hi, I'm Matt! I've been caring for cats and dogs since I was a kid. Growing up, I was the go-to kid in my neighborhood to watch after pets. I've personally raised and trained four dogs now (all rescues!) and love dogs of all shapes and sizes. I am an avid runner, biker, and nature enjoyer. I'd love the opportunity to meet more furry friends and would be honored to help you with yours. I am also set up for bathing and cleaning dogs! I am an early riser and start my day off taking care of my puppy. I live downtown and have immediate access to the commuter bike trails and can get wherever I need to be whenever I need to be there. Being that I love getting outdoors and moving around, I have my days set to same and am a moment's notice from supporting you! I firmly believe that our homes are sacred. My promise to you is that you will never know I was there. In my own home, I tidy up my dog's playthings and ensure that she always has access to food and water. I will dispose of your pet's waste in a wag bag and turn it in at a community bin to prevent your home from stinking. I understand that all dogs are different and can certainly accommodate any quirks.

Sitter Profile Image: Jacki J.
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Jacki J.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Maple-Prairie, Madison, WI, 53719

Jacki is amazing!!!! I cannot say enough good words about her! She provides constant updates with great information about the my pets and lots of very cute photos! She made me feel super confident that my pets are well taken care of so I don’t have to worry about them. There’s always an update coming my way right when I wanted to check. She also has great attention to details and noticed that I had a perishable package delivered. She checked in with me to get my permission for next steps and I really appreciate how she approached that situation. It is an amazing experience having Jacki as a sitter. I would highly recommend her to anyone considering.

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Maggie L.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$35
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

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.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was so great to work with! Our 3 dogs can be a handful but he handled them well and sent lots of pictures each day. I felt completely at ease having him take care of our dogs and plan on booking with him in the future.

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Suzanne T.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$35
per night
5.0 out of 5 stars
3 reviews
16 years of experience
Madison, WI, 53711

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

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

Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.

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Lesli M.
Sitter Profile Image: Austin M.
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Austin M.
from
$65
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Christian O.
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Christian O.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Summit Woods, Madison, WI, 53711

About: Currently in medical school so looking to make some extra money. I’m always the first one asked to watch pets for friends, family, and classmates. I’ve got my own fur babies but I can never get enough and love to help ensure other peoples pets are well taken care of when they are away. I love to send photos to update owners. I’m currently in school with a reduced schedule for the summer so I’m able to have a flexible schedule right now. Come fall things will be different I’m used to working with pets who have all manner of needs and personalities. I’ve always been good about making a good bond with new pets and respecting their personal space while also keeping them entertained and safe.

Sitter Profile Image: Manu J.
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Manu J.
Star Sitter
from
$79
per night
5.0 out of 5 stars
62 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

Always does an excellent job with our dogs and cats. Great communicator with all happenings in our home when we are away. Thank you for all the extra work you do!

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Rob H.
Sitter Profile Image: kylie l.
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kylie l.
from
$58
per night
5.0 out of 5 stars
88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kylie was very communicative and really helped us out with a last minute booking on a holiday. She was punctual, sent great updates, and instantly put our senior dog at ease. We were nervous using Rover for the 1st time, but we would highly recommend her services and will absolutely call her again the next time we need someone.

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Sean P.
Sitter Profile Image: Ashley K.
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Ashley K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Madison, WI, 53718

Askley dog sitted at our house for the weekend. She was very responsive to initial inquiry as well as continued communication. She was professional yet very friendly and asked appropriate questions about our dogs . Our dogs are quite a handful but she developed a fast relationship with them. She sent pictures and brief update daily. So glad we found an amazing caregiver thru Rover!

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Marcie R.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
145 reviews
55 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I interact with you very well, and vice versa. You are our go-to sitter of all time, now with Teddy as with Cindy. You are so tender and wise with our dogs.

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Dietrich G.
Sitter Profile Image: Ashley V.
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Ashley V.
from
$60
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Madison, WI, 53703

Ashley exceeded all my expectations taking care of my two dogs and cat. She was very communicative, sending me lots of updates and how they were doing. She took great care of my condo as well. I would highly recommend her! She is a very sweet person!

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Amy F.
Sitter Profile Image: Sidney Z.
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Sidney Z.
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
5 years of experience
Madison, WI, 53705

Sidney and my boy Whiskey might be new best friends ? she took fantastic care of him and left the house as it was. I received many photos, which is very appreciated. I loved feeling like she loved spending time with him as much as he surely did.

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Madison M.
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.
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The median cost per night for house sitting in Summit Woods is $50

Pet parents share their Rover experiences - Summit Woods

1 / 1
5.0 out of 5 stars

Tucker did an amazing job keeping Atticus chill and happy! Atticus really enjoyed his calm demeanor and he seemed completely content when I came home which is so nice to see! We will be seeing if Tucker can watch our pup in the future.

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Kristen F.
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

Amy took great care of my new puppy, and her passion for fur babies really shone through. She was communicative, attentive, and shared some fun photos with me while I was away. I would definitely use her again!

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Janice B.
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

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

As always, Marri took great care of our pups so we could take a day trip and explore. Excellent care and communication. Our boys love her. 💕

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Tamara M.
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

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

It was so nice to see all the photos Autumn sent of Greyson. She went above and beyond and provided great care for him while I was away.

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Pamela R.
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

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

If i could give over 5 stars i would. Anastacia was professional, personable, and caring. She provided daily updates with photos and was very responsive to messages. Not only did she provide excellent care for my cat but left our home spotless at the end of her stay. Couldn't recommed her more!

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Teagan D.
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

Mia is wonderful! We feel so comfortable with her watching our pets and know they are well taken care of when we are gone. She’s great with both the cat and dog and she sends plenty of updates. Highly recommend her!

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Gillian D.
House Sitting
5.0 out of 5 stars

Isabel was wonderful! She sent a lot of great pictures to keep us up to date on how the cats were doing. She also took wonderful care of the house. Don't hesitate to book Isabel!

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Amy W.
House Sitting
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