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Olivia S.

Chelsea, MA

5.0 out of 5 stars
20 reviews
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Services

These prices are for 1 dog.

Prices include all fees.

Olivia can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Unspayed females accepted, neutered males only
No females in heat
Takes only 1 client at a time

Availability

I'm a teacher, so I am home by early afternoon every day, and can take your pup for morning, afternoon, evening and late night walks. Weekends I am around all day to love and care for them.

About Olivia S.

Communication

4 repeat pet parents
100% response rate
Usually responds in under an hour
70% bookings with photo updates
Sends updates with Rover Cards

Dog skills

10 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

I have a comfy second floor apartment in Medford, near many parks. When dogs stay here, they are welcome on the sofa and bed, and will get lots of cuddles and affection. I also have experience with crates if that is what owners prefer! When sitting in the clients home, I usually follow the dogs on their favorite walks around the neighborhood:) I can be as firm or as laid back as owners prefer.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Olivia S. would like to know about your pet

Let me know if your dog has any special diet or exercise needs! I am happy to administer pills/flea medicine etc. please let me know if your pup is a consistent barker, as I do live in a multi family home.

A typical day

I love to give dogs as much exercise as they need, whether it’s a walk around the block or a couple miles running! Playtime and cuddles are big in my home :)

Location

Chelsea, MA

Olivia S.'s Neighborhood

Pets

Exercise , cuddles, and love!

Pet care experience

I care for puppies, adult dogs, and seniors! I can take your dog hiking, jogging, or for slow strolls around the neighborhood. Pups are welcome on furniture and bed if that's something you like :) they will be spoiled with love while staying with me!

Reviews

Katherine O.
Boarding • May 09, 2026
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It was Benji’s second time staying with Olivia. He was taken great care of and I appreciated the daily updates with photos. I’d absolutely ask Olivia to dogsit for Benji again :)

Molly B.
Drop-In Visits • Feb 01, 2026
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Olivia was great with my dogs! We did a meet and greet (which I like to do with all potential dog walkers/sitters) and it was great! I look forward to using Olivia’s services again.

Deyanira G.
Boarding • Jan 18, 2026
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Flexible and was available on short notice, kind, and provided updates of our sweet Bailey, thank you! Will definitely be bringing Bailey back

Gabrielle L.
Boarding • Dec 22, 2025
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Olivia was fantastic with Daisy! Daisy doesn’t always warm up to people quickly but she instantly took to Olivia. Olivia sent pictures every day, made sure Daisy got her arthritis medication, and took excellent care of her while I was away. I will definitely be using her services again!

About Olivia S.

Communication

4 repeat pet parents
100% response rate
Usually responds in under an hour
70% bookings with photo updates
Sends updates with Rover Cards

Dog skills

10 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

I have a comfy second floor apartment in Medford, near many parks. When dogs stay here, they are welcome on the sofa and bed, and will get lots of cuddles and affection. I also have experience with crates if that is what owners prefer! When sitting in the clients home, I usually follow the dogs on their favorite walks around the neighborhood:) I can be as firm or as laid back as owners prefer.

Home

Lives in an apartment
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Olivia S. would like to know about your pet

Let me know if your dog has any special diet or exercise needs! I am happy to administer pills/flea medicine etc. please let me know if your pup is a consistent barker, as I do live in a multi family home.

A typical day

I love to give dogs as much exercise as they need, whether it’s a walk around the block or a couple miles running! Playtime and cuddles are big in my 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.
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Olivia S.

Chelsea, MA

5.0 out of 5 stars
20 reviews