Find Free Professional Dog Sitters in Highlands Community

Only top-rated, verified sitters who care for your dog at no cost.

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Dog sitters like these could apply

Only 1 in 10 sitters pass Zeewoi’s strict approval process.

Rose

With 61-5 star reviews we’d love to partner with you for complete peace of mind

4.98
• 61 reviews
Owner Image

Rose and mark were fantastic. Very professional and caring sitters. I never felt that I needed to worry about anything. They left my home in the condition as if they had never been there. I, absolutely couldn't have been more impressed and pleased.

Sitter available from Oct 1
Annie

Lifelong pet lover, longtime pet sitter!

5.0
• 51 reviews
Owner Image

Annie sat for our cat, Tuna, over a long weekend. She was extremely kind and self-sufficient. When we arrived home, Tuna was relaxed and happy and our apartment was as clean and tidy as we had left it. Annie would be welcome to sit for us again any time, we'd highly recommend her.

Sitter available from Oct 1
Jordan

Spending life's adventure caring for your animal loved ones, big & small, w/ TLC

5.0
• 49 reviews
Owner Image

I could not have asked for a better first experience with zeewoi! Jordan and Nataki were great at communicating from the very start, and they sent me pictures and updates every day. I didn’t have to worry for a moment that my cat Anya was feeling lonely because I could tell she warmed up right away, even though she’s usually quite shy! They also went above and beyond making sure my apartment was tidy for when I got home. So grateful and would definitely be honored for them to sit for me again any time!

Sitter available from Oct 1
Francesco

Caring and loving pet-sitter.

5.0
• 43 reviews
Owner Image

Francesco has been taking care of my furry babies and my place while I'm away for well over a year now, and I couldn't appreciate him more. He is a joy to communicate with, and the most reliable person one could hope for. Being able to count on him while I'm traveling makes a world of difference, because I know I don't need to worry about anything while I'm away. Benny and Zumba love him and are very well taken care of. I know because I come home to two very relaxed and happy kitties. I am super grateful to have found Francesco!

Sitter available from Oct 1
Patti

Fit and fun "young" retired couple offer peace of mind while you are away!

5.0
• 24 reviews
Owner Image

Everything was great even though they were here for some unfortunate circumstances (hurricane and extended power outage). Sent frequent updates and our cat seemed to like them.

Sitter available from Oct 1
Hannah

Experienced housesitters looking to travel and make some furry friends!

4.86
• 28 reviews
Owner Image

Hannah and Joseph were so kind, so communicative, and clean! Kevin seemed so happy in all the photos they sent. Not only did they wash my sheets and towels they used (without my requesting it, simply out of the kindness of their hearts), they ALSO then put my fresh sheets on the bed! 🥹❤️ Such incredible sitters. 10 stars!

Sitter available from Oct 1
Misti

WFH researcher excited to provide quality care to your furry loved ones!

5.0
• 26 reviews
Owner Image

Misti was wonderful! She was able to come by before I left town to meet my dog, Grace, which I really appreciated. She sent daily pics or videos and made sure that Grace got tons of snuggle time, which is a major requirement to keep my dog happy :) Cats and skateboards are evil enemies to Grace and it sounds like Misti experienced both and handled it flawlessly! Misti was a great communicator, left everything tidy for me when I got home and Grace was super mellow and relaxed, which tells me she got all the care she needed while I was gone. I highly recommend Misti - I'll definitely be asking her to sit again!

Sitter available from Oct 1
Lilly

Experienced and zeewoi with excellent references!

4.87
• 38 reviews
Owner Image

Lilly and Thomas stayed at our house and cared for our dogs for a month. I think they took the dogs to the beach nearly every day. Seeing pictures of our dogs on the beach made our time away from them feel so much better. Our house was immaculate when we returned, and we felt so fortunate to have such kind and loving people step in for us in our absence. Anyone would be super lucky to have them in their home.

Sitter available from Oct 1
Gwynn

Intrepid traveler and animal lover

4.93
• 58 reviews
Owner Image

Gwynn was wonderful! She was super communicative, flexible to come to our house beforehand to get oriented, and attentive to details. She connected with our pup, Scout, immediately and we felt so assured that he would be well cared for with her. We hope Gwynn can come stay again another time!

Sitter available from Oct 1
Courtenay

Experienced sitter, 5-star reviews. Meticulous, quiet, non-smoker.

5.0
• 18 reviews
Owner Image

I was thrilled to have Courtenay as our sitter. We had a few last minute changes and she was very accommodating. She is a very pleasant, well spoken person who bonded very quickly with our dog, Pepe. We were in Europe and Courtenay keep us we’ll informed via internet, pictures and all. We came home to a clean house, a happy pet and a delicious pie she left for us in the refrigerator. You would be very pleased to have her as your sitter. Lucy Hottle

Sitter available from Oct 1
Wendy

The Hound and Tabby Nanny is ready to take care of your fur babies.

5.0
• 24 reviews
Owner Image

Wendy was great, she kept us updated on the dogs and all the fun she had hiking with them on the mountain. I returned home to a very tidy house. My dogs just loved her. I will definitely have Wendy sit for me again and would be very lucky to have her do a sit for you.

Sitter available from Oct 1
Julian

Retired professional gardeners available to care for your home, garden & pets.

4.94
• 47 reviews
Owner Image

Julian and Susan were amazing, we came home to happy healthy creatures and a clean, tidy home and yard. They communicated with us during our vacation, both about anything unusual and just to let us know when things were going well (as they were the majority of the time). They are very adaptable and capable people, I highly recommend them for your home and pet needs.

Sitter available from Oct 1
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*Based on the average pet-sitting price in Highlands Community, Madison, as of January 2025.
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Sitters care for free in exchange for a unique travel experience. No money changes hands.

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Sign up for Zeewoi! Fill in your profile with details about you, your home, and your pets, including photos and care tips.

Add Details

Share your dates, pet care tasks and house rules. Once your profile is complete, invite as many sitters as you’d like, or wait for them to apply!

Review Applications

Check out sitters profiles and reviews. Invite sitters for a free Meet & Greet to ask questions and confirm they’re right for your pets and home.

Confirm Your Ideal Sitter

Pick the sitter you’re most comfortable with and confirm the sit. Relax knowing your pets are at home instead of in a kennel.

Enjoy Your Trip

Your sitter will send updates about your pets while you’re gone. After the sit, write a review for your sitter, and they’ll review you too!

Choose a plan that's right for you.

Basic

$20/month
  • Unlimited bookings.
Most Popular

Standard

$30/month
  • Unlimited bookings.
  • See who saves your listing.
  • Home & Contents Plan.

Premium

$40/month
  • All Unlimited features, plus:
  • Premium badge on your listing.
  • Boost your listing in search results.
Verified & Insured

Peace of mind is priceless. Every sitter is rigorously background-checked, ID-verified, and reviewed by dog parents.

Win-Win Exchange

Sitters choose dogs they love and dates that fit. They live like locals and enjoy time with animals—all while providing free care.

Secure & Happy

Come home to a happy pet, a tidy house, clean sheets, and fresh plants—no post-vacation chaos.

Reviews From Pet sitter

I used to sit through Rover, but it always felt like a job. I had to accept sits I didn’t really want—like pets I wasn’t comfortable with or dates that didn’t work for me. If I said no, my rating would drop, and I’d lose future opportunities. It was stressful, and I started to lose my love for pet sitting.

Then I found Zeewoi. Here, I get to choose the pets I love, the dates that fit my schedule, and the places I want to explore. It’s not a job anymore—it’s a chance to spend time with animals I adore, and feel empowered to say no without fear. Zeewoi gave me back the joy of pet sitting.
I’m a writer who works remotely, but hotels and Airbnbs add up fast. Zeewoi lets me live in homes full-time while owners are away—not just caring for their pets, but keeping their house safe. Turns out, in a lot of states, leaving your house empty for more than 5 days can mess up your insurance.

It’s a trade that works. Owners avoid risks, and I get free places to write—like that month in a cabin where I finished my book with a snoozing Labrador at my feet. The pets keep me company, the house gives me space to focus, and nobody’s stressing about an empty home.
After retiring and losing our dog, my husband and I sold our house and started traveling full-time. We’re in our late 60s and can’t rush, so Zeewoi is perfect. We care for pets in exchange for free places to stay.

In 3 years, we’ve visited 46 states. We’ve stayed in homes, farms, and apartments, looking after dogs, cats, and even a llama. Owners get free pet care; we get to travel slowly and affordably. It’s meaningful—we help people (new parents, busy workers) and still feel connected to pets after losing ours.

No stress, no hotels. We’re healthier, happier, and forever grateful. Alaska and Hawaii, here we come!

Reviews from Dog Owners

4.93
4.93
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Nathalia
I was very happy with the love and affection that was very apparent when Travis and Shannon met the pups. I received one picture on my trip and was happy to see Shannon cuddled under a doggie pile. Nothing like seeing your dogs being loved by others as their own. Every thing was in its place when I return which was nice. I also received a welcome home gift handmade by them which was very lovely and made my day.  I highly recommend them as trustworthy and reliable pet sitters to anyone.
User
Michelle
Brian was a wonderful sitter for our 11 year old dog and also took great care of our home. He sent me pictures every day and let me know how Macklin was doing which always helps ease my mind. Our home was clean and tidy when we returned and everything in its place. I'd recommend Brian to anyone looking for excellent care by a friendly person!
User
SOPHIA
I've always been lucky with my sitters through zeewoi, and this time was no exception. George, Larissa and their four lovely children were the absolute perfection in house guests and I cannot praise this wonderful family too highly. 

They did all the usual things you'd expect, gave my beautiful girls all the love and care I could wish, walked them at least once every day despite the best the British weather could throw at them, and sent me regular updates and photos so I could see how much love they were getting. 

They also left the house cleaner and tidier than I think I've ever seen it! I'm a bit worried that all they did for the week was walk and play with the dogs and then clean the house - I'm beyond grateful, the place looks amazing!

They really are the very nicest people too, George has a hilarious sense of humour (thanks for the funny texts George!) and Larissa is calm, kind and an inspiration as a mother. 

I really can't wait to have them back to look after the girls again in the summer and wish the whole family a wonderful trip until then. 

If they come and house sit for you then you are in for a real treat!
User
Julia
Ryan was one of our best sitters we’ve had! Ryan is so lovely to chat with and we looked forward to meeting him before our trip. He was organized and communicated his plans clearly with us and was easy to communicate with while we were away. Our dog took to him immediately and so we knew we could relax while away. Our home was in great shape when we returned and it was nice to get a debrief from him as well. We’d love to have Ryan back anytime, and so would Steve (our dog)!
User
Tabitha
Such a great family! George, Larissa and their crew were a fantastic bunch. Our large senior dog got an eye infection right before we left for our trip and so we had to ask them to do some extra eye care. When it was clear that it wasn’t getting better they were willing to load up Lorax and take him to a vet appointment and then apply the prescribed ointment for the next week and a half. Definitely above and beyond care that we really appreciated!
Our house was left in great shape, our pets were super well cared for, and George and Larissa were great communicators. We have had many many sitters over the past 3 years but this was the first family. Nothing to worry about, they were terrific and we would happily have them back again. 
Thanks for taking such good care of our fury family and our home!
User
Adrienne
We loved Misty!!!! She was absolutely the most perfect baby sitter for our dog and an amazing short term tenant at our house. Not only did she keep the house clean but she even washed everything she used before we got home. We even got a couple gifts from her. She is such a sweet human, kept in contact with us while we were gone and sent videos of the hikes and walks they went on. I would 100% ask her to stay at our house again
User
Marcel
Mikayla was a superb house/dog sitter for us for one full week. She was an excellent communicator, very quiet and tidy (respectful of the space) and best of all she quickly bonded with our big dog Mouse. She cheerfully took her for long walks and shared photo updates regularly. I highly recommend Mikayla.
User
JoAnn
Hamsa was very quick to respond in all communication.  She was prompt on her arrival and listened carefully to our detailed instructions about the house and dogs.  While we were away the amount of communication between us was just right.  When we arrived home the dogs were happy and the house was in order.  A good sign that a dog sitter paid lots of attention to the pups is when we see a bit of depression set in after a dog sitter departs - this did occur after Hamsa left our home  She is a very caring and nurturing individual.
User
Deborah
This was our first experience with TH and we are very pleased. From the moment Rose arrived we knew she was the right sitter for our “kids”. Communication while we were away was great with pics of the dogs as well as text messages. Rose cared for our home and our “kids” with great care, she is very conscientious of your space. Extremely pleased with the care she provided to our “kids” and our home. We have another trip planned in a couple of weeks and are happy Rose will be staying in our home again. I highly recommend Rose as a sitter!
User
Linda
Christina is the best house and pet sitter that we have ever had.  She leaves the house immaculate. She is independent, reliable, and totally professional. Communication is excellent. In terms of pet care, Christina is special.  I think that she is a dog whisperer.  Bridie, our crazy Wheaten, adores her and is sad when she leaves.

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Zeewoi.

As of Aug 2024, there are 3070 dog sitters in Highlands Community, Madison .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your dog safety.

Zeewoi makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Highlands Community, Madison dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Zeewoi must pass a background check before offering their services.