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Brian & Jessie B.

Star Sitter

Sherman Village, MADISON, WI

5.0 out of 5 stars
8 reviews
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Services

Brian & Jessie can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Dogs over 1 year old
Spayed and neutered dogs only
No females in heat

Brian & Jessie can care for

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Brian & Jessie B.

Communication

3 repeat pet parents
100% response rate
Usually responds in under half an hour
90% bookings with photo updates

Dog skills

20 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

Home

Lives in a house
Has a fenced yard
Non-smoking household
Has 2 dogs
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Brian & Jessie B. would like to know about your pet

Let us know how your dog(s) are with other dogs, as we have many neighbor dogs as well. And if they require any unique treatment. We are always around and happy to help make their stay as comfortable as can be!

A typical day

Beyond the big backyard we have that our playful dogs love to run around in, we have LOTS of toys for them to play with, along with a quiet and low trafficked neighborhood for lovely walks, and bonus points for nearby parks with plenty of trails and open spaces. We also live close to many outdoor hiking spots in the North Madison area.

Location

MADISON, WI

Brian & Jessie B.'s Neighborhood

Pets

Brian & Jessie B. have Star Sitter status

The Star Sitter program highlights responsive sitters who deliver highly rated care and have a history of listing accurate availability and preferences, making it easier for pet parents to find the best care for their pets.

Pup-loving Homesteaders

Pet care experience

Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.)

Reviews

Kristine Q.
Boarding • May 17, 2026
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Jessie and Brian were amazing. I had anxiety about leaving Hope but meeting them and the picture updates made everything so easy.

Jessica C.
Boarding • Mar 28, 2026
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Brian and Jessie are fantastic. They were extremely responsive and took great care of our pups, who came home happy and healthy. We got photo updates during the stay too, which we love. We highly recommend them.

Ben K.
Boarding • Mar 11, 2026
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Great experience leaving my dog with them while I went on vacation. They were super responsive, kept us up to date with photos, and were extremely flexible with us when we experienced delays in our return flight. And, most importantly, our dog was exhausted from all the play she had during her stay and seemed to have really enjoyed her time with them! Would definitely book again.

Gillian E.
Boarding • Jan 22, 2026
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Rufus and Daisy's second "vacation" with Brian and Jessie - just as great as the first! We love how well they get along with their host doggies and seem to settle right in to the household. Brian and Jessie kept us updated with plenty of pictures that showed just how comfy the dogs were there. 100% would recommend and 100% will continue to board our dogs with these very fine folks!

About Brian & Jessie B.

Communication

3 repeat pet parents
100% response rate
Usually responds in under half an hour
90% bookings with photo updates

Dog skills

20 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

Home

Lives in a house
Has a fenced yard
Non-smoking household
Has 2 dogs
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Brian & Jessie B. would like to know about your pet

Let us know how your dog(s) are with other dogs, as we have many neighbor dogs as well. And if they require any unique treatment. We are always around and happy to help make their stay as comfortable as can be!

A typical day

Beyond the big backyard we have that our playful dogs love to run around in, we have LOTS of toys for them to play with, along with a quiet and low trafficked neighborhood for lovely walks, and bonus points for nearby parks with plenty of trails and open spaces. We also live close to many outdoor hiking spots in the North Madison area.

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.
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Brian & Jessie B.

Star Sitter

Sherman Village, MADISON, WI

5.0 out of 5 stars
8 reviews