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Caitlin S.

5.0 out of 5 stars
118 repeat clients
Profile image

Caitlin S.

5.0 out of 5 stars
118 repeat clients

Contact for Boarding

$66 total per night

These prices are for 1 dog.

Prices include all fees.

Highlights

Caitlin has Star Sitter status!
Enhanced background check
29 years of experience
Has a fenced yard
Home full time
Can administer medication

Pet care experience

HOME FT-FULLY INSURED-FENCED AREA❤

I TAKE UP TO 3 DOGS AT A TIME! 🐾 Your dog is allowed to sleep wherever they feel most comfortable and truly make themselves at home. Due to having two children in the home and this being a private residence, I am trying to stick to outdoor drop-offs and pick-ups. I’ve also found that many dogs are less stressed this way! I’ve had quite a bit of damage to my front door over time, so this helps keep things running smoothly for everyone. During the busy summer months, meet-and-greets may also take place outdoors. This helps ensure the safety and comfort of the dog clients already in my care, while also keeping things calm and organized for everyone involved. Now let me introduce myself 🥰 Hello! My name is Caitlin, I’m 41 years old, and my husband and I are located in Brewster. We have two children in the home, ages 8 and 9. I joke that your dog will probably get even more attention than my kids! Please feel free to message me with any questions at all. I will do whatever I can to help you feel comfortable and at ease while your furry family member is in my care. I’m also very flexible with pick-up and drop-off times. A few things to know: • NEW RULE: I try to be extremely flexible with scheduling. However, I’ve had too many situations where owners did not communicate about being late. Because of this, late fees may apply depending on the situation. Please be considerate and pick up your furry friend at the agreed-upon time. • Flea/tick prevention is REQUIRED. Please include confirmation of prevention in your message when booking. • HOME FULL-TIME 🏡 Your dog will be smothered with love and attention! Dogs are welcome on the furniture and encouraged to make themselves completely at home. We love dogs of all breeds and will treat your pup like one of our own. 🐶💕

Qualifications

118 repeat pet parents
100% response rate
Usually responds in a few minutes
90% bookings with photo updates
Sends updates with Rover Cards
29 years of experience
Oral medication administration
Injected medication administration

Ratings and reviews

5.0
stars
614 ratings
Kelly B.
5.0 out of 5 stars
Doggy Day Care • Aug 20, 2026

Our energetic lab had such a great time. Caitlin was great communicating with us and sending photos. Very responsive and flexible working with our schedule. Would definitely recommend.

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Deborah J.
5.0 out of 5 stars
Doggy Day Care • Aug 19, 2026

Caitlin was amazing and the pups had a really great time with her. Highly recommended, thanks again!

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Taylor T.
5.0 out of 5 stars
Boarding • Aug 18, 2026

Caitlin and her mom were wonderful! Very responsive and sent photos throughout the stay. It’s clear the dogs in their care get a lot of care and attention at all times. I have another upcoming trip and hope to book them again!

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Katy N.
5.0 out of 5 stars
Boarding • Aug 17, 2026

Caitlin and her mom were amazing! I got photos throughout the day, every day, and Aspen always looked so happy and like she was having the best time with the other dogs. Caitlin was incredibly communicative, and it’s clear she truly loves animals and takes wonderful care of every dog she watches. I felt completely at ease knowing Aspen was in such great hands. I would absolutely trust Caitlin with her again and highly recommend her!

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Jennifer O.
5.0 out of 5 stars
Doggy Day Care • Aug 17, 2026

Caitlin was great! Quick communication, kind, and flexible. She sent pics and updates throughout the day!

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Carin N.
5.0 out of 5 stars
Boarding • Aug 17, 2026

Caitlin is completely awesome!! Total pro and incredibly kind, knowledgeable, and communicative. We booked with just a few days notice and were so relieved by how quickly Caitlin got back to us and made it easy. She knows a ton about dogs and has great space for them. Our dog was nervous as she had not been with a sitter in several months, and Caitlin worked magic on her. She was great about sending photos and updates. Highly recommend!!

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

Your dog has free access to come and go outside in our fenced in area! DEPENDING ON SIZE, YOU ARE DOG WILL NOT BE WITH BIG DOGS IF YOUR DOG IS SMALL!! We go out morning and night for walks. We are flexible on times for drop off and pick up! Your furry family member will fit right in! Always ask questions

Where your pet will stay

Home characteristics

Lives in a house
Has a fenced yard
Non-smoking household
Has 1 dog
Children 6-12 years old
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Safety, trust & environment

We have gates by the doors so no worries about your pup getting away. We also have a fenced in area and play yard. This ensures that your pup can have fun and be safe. No dogs are left unmonitored!!

Pets

A typical day

We are an active family and will be able to provide your dog lots of attention!. We like to take the dogs on walks on our nice dead end st. Or they can go done to the large play yard- never unattended

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Caitlin can host up to 3 pets per night
**What to bring-* - Feel free to bring your dogs crate if they are crate trained - Bring the dogs blanket or whatever they use to help them feel comfortable while they are on their own vacation. ***REMINDERS** -Please inform me if dog has any aggression with anything at all(food, kids, other dogs) -Time is flexible but when you say a certain time, please honor that time —-Flee and Tic prevention IS A MUST —-Dogs are always separated if one is small or one is big(unless together ) This ensures safety
These prices are for 1 dog.

Prices include all fees.

Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.

These prices are for 1 dog.

Prices include all fees.