Secure Trusted Care for Your Pets Today!

Cityside Sitters proudly offers insured, professional housesitting and dog boarding services specifically tailored to meet the needs of residents in the Boston suburbs. Our dedicated team is comprised of experienced pet lovers who are committed to providing your furry friends with the attentive, reliable care they deserve while you’re away. Don’t leave your pets' comfort to chance—connect with us today to learn more about our services or to book a stay for your beloved pet. We’re here to answer all your questions and ensure a worry-free experience!

Our Services

Professional, reliable pet care tailored to your needs

🐶 Dog Boarding
$65 / Night*
Your dog will enjoy a safe, comfortable, and fully supervised stay in a home environment. We provide personalized attention and a stress-free experience.

*Available exclusively in our Waltham location.
🏡 House Sitting
$100 / Night*
24-hour Overnight pet care in your home while maintaining your pet’s routine. Includes home care like mail collection and plant watering.
🐾 Drop-In Visits
$35 / Visit*
Canine Care:
30-minute visit with walk, feeding, and meds.

Feline Care:
Feeding, litter cleaning, and medication if needed.
🚗 Pet Shuttle
Contact for Pricing
One-way or round-trip transport available within a 8-mile radius of Waltham.

Please contact us to confirm availability.

Available only for clients with an existing booking.

   *All rates begin at a base price but may fluctuate based on factors such as household pets or seasonal holidays.

Meet Our Furry Little Friends!

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Frequently Asked Questions.

Discover straightforward answers to frequently asked questions regarding our pet sitting and dog boarding services, as well as our policies and procedures, to assist you in making well-informed choices.

  • What areas do you service?

    Send us a message to see if we service your area! We also have select sitters who exclusively cover Roslindale and Hyde Park for feline-specific services. Feel free to reach out by text or email, we’d love to help.


    Areas of service include Waltham, Weston, Watertown, Newton, Belmont, Lexington, Wellesley, Lincoln, Chestnut Hill, Natick

  • What is your payment & cancellation policy?

    Dates are not reserved until payment is received in full. A full refund will be issued to you if the booking is cancelled 72 Hours prior to start of service. 

  • Can you handle pets with unique needs?

    Yes, our sitters are experienced in caring for pets that require medication, including both injections and oral pills. We’re also familiar with supporting senior pets, especially those with orthopedic conditions. Please let us know about any specific dietary needs, medical conditions, or special instructions so we can provide the best care possible.

  • How do I book a service?

    Book online

    Fill out our "New Booking Request Form" and a member of our team with reach out to finalize services. 


    E-Mail

    Send a message directly to info@citysidesitters.com to request a pet service. 


    Phone

    Call us at directly at 617-706-6798 to book over the phone. 

What Our Clients Say

Kristina was amazing with my dog! She treated him like he was one of her own and gave me updates throughout the night, ending their time together with the cutest collage of his time with her. Overall, great first experience with a dog sitter!

Sherin T.

Mar 26, 2026

We’ve trusted Kristina with our home and our pets, Rosie and Mickie, for over 4 years, and she’s been consistently fantastic. We always come back to a clean home and happy pets, would always recommend

Fredy

Jan 10, 2026

Kristina is an absolutely exceptional dog sitter and human being. We were able to go out of the country with complete peace of mind. From the moment she met Coco, I sensed he was in loving and competent hands. She then exceeded all expectations. Tons of updates and cute pics everyday. Taking him to work on occasion, and even gifting him an adorable little polar fleece outfit. This woman is unreal—she’s an angel. We’ve already booked her for our next trip away.

Belle L.

Feb 26, 2023

This is the second time Kristina has watched our senior pup and she could not be a more amazing sitter! Our dog is normally a little skittish with other dogs but Kristina created a wonderful environment for him to hang out with Saint and enjoy some quality outside sniffing time in her yard. We got some adorable pictures of them cuddling, and from the look on his face when we approached her house we know he enjoyed his time with her and can't wait to book her again! Would give 10 stars if we could!

Lindsay G.

Jun 17, 2025

Have a Question?

Reach out to a member of our team!

Contact Us!

 Have a question? We are here to help. Send us a message and we’ll be in touch. 

Contact Us

  (617) 706-6798
  info@citysidesitters.com