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Chelssey H.

No star rating available
Profile image

Chelssey H.

No star rating available

Contact for Boarding

from $30 per night

Highlights

Enhanced background check
16 years of experience
Home full time
Can administer medication
Special needs experience
Senior dog experience

Pet care experience

Experienced Sitter + Rescue Foster

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.

Cat care experience

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Experienced & Cat-Savvy Sitter

Chelssey also cares for cats. Learn about their cat-specific care experience.

Qualifications

100% response rate
Usually responds in a few minutes
Sends updates with Rover Cards
16 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience

Ratings and reviews

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0 ratings
Mark H.
Aug 12, 2026

Chelssey’s one of those ppl where you can tell they genuinely love dogs. Small dogs , big dogs, all dogs. She works extensively with a local Wisconsin rescue. I trust her with my dogs and feel completely at ease. She’s easy to communicate and a she specializes in medical cases and special need routines

Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

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.

Where your pet will stay

Home characteristics

Lives in an apartment
Does not have a yard
Non-smoking household
Has 3 dogs
Children 6-12 years old
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Safety, trust & environment

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!

Pets

A typical day

A typical day here is built around what your dog enjoys! There’s plenty of time for play, sniffing around the yard, walks, naps, cuddles, and hanging out with our family. There are 3 resident dogs, so visiting pups get to be part of the normal rhythm of our home rather than spending the day alone. I’m also happy to keep your dog’s usual feeding, exercise, and bedtime routine as consistent as possible.

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Takes only 1 client at a time
Chelssey can host up to 2 pets per night
Please tell me as much as you can about your dog’s normal routine, personality, quirks, and comfort level with other dogs. Since there are resident dogs of various ages and sizes, I especially need to know about any history of reactivity, resource guarding, food or toy guarding, or difficulty sharing space with other dogs. Please also let me know about medications, allergies, separation anxiety, escape tendencies, or anything else that will help me keep your dog happy and safe. The more I know ahead of time, the better I can make their stay feel like home.
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.