House Sitting in Windham

Find a loving house sitter to watch over your pets and your home.

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Top rated Windham house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lori H.
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Lori H.
from
$45
per night
5.0 out of 5 stars
44 reviews
17 repeat clients
4 years of experience
Stow, OH, 44224

Lori did a very nice job watching our pets while we were on vacation. They were well fed, she took the dogs outside often and watered our plants. She sent pictures of our pets every day and told us how they were doing. She informed us when she was leaving the house for a while and didn't stay away very long. We were impressed how well our chihuahuas liked her. Our dogs don't like very many people....at all. We look forward to having Lori watch our pets when we go on vacation again.

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Debbie H.
Sitter Profile Image: Audrey F.
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Audrey F.
Star Sitter
from
$40
per night
4.9 out of 5 stars
20 reviews
4 repeat clients
3 years of experience
Hudson, OH, 44236

Audrey was truly amazing! She cared for my dog like her own, sent continuous pictures and updates so I knew he was safe and happy, and was such a pleasure! Highly recommend!! 10/10!!!!

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Gila S.
Sitter Profile Image: Beckett S.
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Beckett S.
from
$30
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
6 years of experience
Kent, OH, 44240

Our two dogs were immediately comfortable and happy with Beckett! Professional, kind & communicative are words to describe Beckett. A true animal lover!

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Stacey R.
Sitter Profile Image: Michelle O.
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Michelle O.
from
$25
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Newton Falls, OH, 44444

Michelle did a great job with our pups! She was responsive and kept us updated on how they were doing. She was extremely respectful of our home! If it weren't for the rumpled sheets, she wouldn't have even known she was there! Highly recommend her for house sitting and any care your pups could need!

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Chelsea H.
Sitter Profile Image: Aidan G.
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Aidan G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
36 reviews
12 repeat clients
5 years of experience
Kent, OH, 44240

It was such a relief to have Aidan caring for my dogs at my house while I was gone on my 8 day vacation. My pups are 14 and 11 years old and have special dietary and medical needs and he was able to keep them well fed, medicated and happy! This was the first time in their whole lives that I didn't have friends or family available to watch them, but I didn't have to worry as Aidan sent pictures and kept me up to date on how things were going. If I am in this situation again Aidan will be the first person I reach out to!

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Kelly B.
Sitter Profile Image: Mirryn H.
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Mirryn H.
from
$50
per night
10 years of experience
Niles, OH, 44446

About: I’ve always loved animals and have years of experience watching my own! I adore animals of all types and hope to give your furry friends the love and care they need! I am new to rover and hoping to help out anyone in need. I am comfortable around all dogs and I am willing to adapt and learn how to best care for your animal! I have had several dogs throughout my life and have experience with dogs ages 1 and older. I’d love to be able to take your dog on walks, to the park, or drop in for visits! I am currently a student with classes Monday-Wednesday (8-12pm) and I am available any time after that! I also have full availability Friday-Sunday. I’d love to bond with your fur babies and do anything you already do with them to make them feel as comfortable and happy as possible! I plan to update you throughout my visit with pictures and messages so you know how your pet is doing! I am willing to take same-day requests and can fit your fur baby into my schedule whenever needed! I know how important it is that our furry friends get the love and care needed and I am more than willing to provide that! 💗 I can stop in your home as much as needed or even stay to take care of your pets! I can walk, bathe, feed, and love on your furry friends whenever needed! 😊 I’d love to take them to the park as well to get in some exercise and bonding time with other animals if it’s something your furry friend enjoys!

Sitter Profile Image: Samm L.
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Samm L.
from
$45
per night
4.9 out of 5 stars
119 reviews
45 repeat clients
50 years of experience
Warren, OH, 44485

Samm was amazing with my girls! She sent me regular updates and went out of her way to comfort one of the three who wasn’t too thrilled about being left home. She was so laid back about their routine and doing whatever it was that they liked and were used to and even went out of her way as far as doggy duties to let the cleaning lady in before she left! We will absolutely ask her to come back again and you won’t be disappointed if you have her watch your fur babies!

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Amanda B.
Sitter Profile Image: Claryssa P.
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Claryssa P.
from
$26
per night
1 repeat client
3 years of experience
Hiram, OH, 44234

About: I have volunteered at rescue shelters multiple times and have dealt with many different-aged dogs, old, young etc. There were over 50+ dogs so I would say I very much handle multiple pets well. I am in college right now at Hiram college, I am a junior and have classes Monday thru Friday. Monday,Wednesday and Friday I have class from 11:40-2 and Tuesday and Thursday I have class from 9:40-12 I have had multiple dogs that needed crate training so you will have no problem with that, I will also keep your fur baby very good company.

Sitter Profile Image: Andrew M.
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Andrew M.
from
$75
per night
5.0 out of 5 stars
37 reviews
8 repeat clients
30 years of experience
Garrettsville, OH, 44231

Andrew did a great job taking care of my pup while I was on vacation. He sent photos and updates daily which was wonderful. He was very flexible and accommodating to my dog's needs and routines.

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Ciara T.
Sitter Profile Image: Gennah B.
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Gennah B.
from
$25
per night
5.0 out of 5 stars
1 review
7 years of experience
Hiram, OH, 44234

Gennah was such a blessing. Chloe loved her. She is fun, dependable, polite and very responsible. We’ll use her again.

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Peter H.
Sitter Profile Image: Angela G.
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Angela G.
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Garrettsville, OH, 44231

She was very accommodating for a short notice arrangement! She kept us updated and sent pictures often! She was very confident and patient with our pups! We will definitely be using her again!

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Brittany Y.
Sitter Profile Image: Randy W.
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Randy W.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
37 years of experience
Akron, OH, 44312

Randy was awesome with Mabel! He walked her endlessly so much so, when we came back, Mabel was so chill! Also, our flights were delayed twice and Randy spent extra time making sure Mabel wouldn’t be left alone having to potty for a long time. His care was ⭐️⭐️⭐️⭐️⭐️ I also want to commend Randy for how he took care of the house. I have had sitters (not from Rover) who left the house in a shambles: unmade bed, stuff on the kitchen counters, etc, so that when you got home you had to tidy up before you could unpack. Randy had the house like when we left, or better. He was polite, kind, attentive to Mabel and just all around terrific. He is now my ‘go to’ guy! Thanks tons Randy!

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leslie S.
Sitter Profile Image: Kerri F.
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Kerri F.
from
$80
per night
5.0 out of 5 stars
10 reviews
18 years of experience
Ravenna, OH, 44266

Kerri was amazing! Several fun photos of our furry babes while we were gone! It was wonderful to know they were being so wonderfully cared for while we were gone. We've asked if she was available for a future set of dates, and she was. We'll probably only ask her to watch our loves in the future. :) She was wonderful, we are so pleased to find amazing furry hello!

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Hannah R.
Sitter Profile Image: Anna Maria S.
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Anna Maria S.
from
$45
per night
5.0 out of 5 stars
1 review
19 years of experience
kent, OH, 44240

About: This year, I rescued two kittens and cared for them from their earliest weeks — gaining their trust, nurturing them, and watching them grow into confident, loving cats has been one of the most rewarding experiences of my life. Earning a cat’s comfort doesn’t happen overnight, and through patience, gentle interaction, and consistent care, I’ve learned just how important it is to meet each cat at their own pace. I understand body language, stress signals, and the importance of creating a calm environment where cats feel safe and seen. Whether your cat is shy, playful, or independent, I’m dedicated to treating them with the same love and patience I’ve given my own rescues. Skills I bring: • Experience nurturing rescued kittens into healthy adults • Trust-building through gentle interaction & positive reinforcement • Understanding feline body language + stress signals • Feeding schedules + hydration & enrichment awareness • Litter maintenance, grooming basics, and medication administration (if applicable) • Creating safe, calm spaces for anxious or shy cats • Play, enrichment, and quality bonding time I’m currently a senior in college taking classes online, which gives me a very flexible schedule. I’m available throughout the week and can adjust to mornings, afternoons, or evenings — whatever works best for you and your pet. Although my own pets are currently back home with my family while I’m away for school, I bring the same level of care and attention to every pet I look after. When I’m caring for a client’s pet, I treat their routine and comfort as the priority — making sure they feel safe, happy, and at ease in their home environment. For dogs, I provide daily walks, exercise, and structured outdoor time to keep them mentally and physically stimulated. With sitting visits, I make sure they’re fed on schedule, have fresh water, receive plenty of affection, and stick to the routines they’re used to. I’m attentive to behavior, body language, and energy levels, and I adapt to each pet’s personality — whether that means extra playtime, gentle reassurance, or calm companionship. What I include in care: • Regular walks & bathroom breaks • Feeding + water refresh • Enrichment + playtime based on energy level • Litter or waste cleanup & home tidiness • Routine-based comfort to reduce stress • Photo updates & communication for peace of mind • Administering medication (if true for you)

Sitter Profile Image: Marie H.
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Marie H.
from
$80
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
13 years of experience
Kent, OH, 44240

Marie was the best with our boys! She went way above and beyond - she even took my garbage cans to the curb while staying here!! But the real amazing thing is how she cared for both of these silly pups like they are her own. She loved on them and sent pictures and texted with any questions. I have never had such piece of mind while traveling and having someone care for my doodles! We found our new favorite sitter ❤️❤️💗💗

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Amy S.
Sitter Profile Image: Riley S.
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Riley S.
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
Kent, OH, 44240

About: Ive had dogs all 21 years of my life. Currently I have 5 dogs all medium sized dogs which is a lot of cleaning and attention so I understand needing the help. I love all animals and would be willing to work with pets that I have not worked with yet. I’m big on communication just want everyone to be comfortable my schedule is pretty lenient at the moment. I work for a company called premium/Acosta, which is a vendor for Walmarts. I also do Rover and Instacart. I do like to travel occasionally but I’m always big on communicating ahead of time at least two weeks in advance when I do plan something. I would always call or text if there was ever a concern or question and wouldnt do something that wasnt talked about before. I grew up with dogs and around animals all my life. I love all animals and am willing to learn and work with pets I have and haven’t worked with. I want both parties to be as comfortable as possible. I love communication, I always appreciate tips and tricks from the owners especially letting me know any triggers for the pet or boundaries.

Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$32
per night
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
Warren, OH, 44484

Caitlin did a MAGNIFICENT job with Roxi and Charlie. I could not have asked for better. She was so helpful with me on the app and kept in contact with me. I HIGHLY recommend Caitlin.

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Traci N.
Sitter Profile Image: Natalie S.
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Natalie S.
from
$50
per night
5.0 out of 5 stars
3 reviews
3 years of experience
Kent, OH, 44240

It was my first time using rover so I was nervous to leave my girl with someone I’ve never met. But Natalie was so sweet and took the best care of her - and even sent me pictures while I was away. I will definitely use Natalie in the future!

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Alexa S.
Sitter Profile Image: Alexa T.
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Alexa T.
from
$26
per night
5.0 out of 5 stars
4 reviews
1 repeat client
19 years of experience
Stow, OH, 44224

About: Good with all breeds! I’ve cared for two senior dogs who needed medications, puppies who needed exercise and training, and big dogs who can be stubborn. I’m open to washing and cleaning your pups too due to my own experience in dog grooming. If they need nails trimmed or need a bath I wouldn’t mind! On Fridays I help my papa until around 7, but I’m alright with doing anything late night and overnight! I’m free on the weekends and rather flexible :) I never go to sleep without a pup in my bed, I love playing with them and their toys and taking them on walks when they’re in the mood! I’m very vigilant to their own independent personalities.

Sitter Profile Image: Caleb M.
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Caleb M.
from
$100
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
8 years of experience
Middlefield, OH, 44062

Caleb treated our Cooper as one of the family. He house sat for us and was very respectful of our home. He played and walked Coop everyday and sent pictures to see the fun he was having. Recommend 5/5 stars.

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Dale K.
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Over 1
pet parents in Windham have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Windham is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Windham average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windham on Rover as of Mar 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windham house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, there are 292 house sitters in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 90% of Windham house sitters respond in under an hour.

House sitters in Windham have an average of 19 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windham.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windham house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.