House Sitting Westfield

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Westfield, Find top rated house sitting

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: Victoria S.
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Victoria S.
from
$34
per night
4.6 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Westfield, WI, 53964

“Victoria is amazing! Right when I met her, I knew my Lily would love her! She sent pictures and kept me updated! Victoria will definitely be on my list to call again!”

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Michelle M.
Sitter Profile Image: Cathryn M.
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Cathryn M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 127 reviews
39 repeat clients
18 years of experience
Adams, WI, 53910

“Cathryn is kind, caring, and great at communicating. We were a nervous wreck leaving Belle for a weekend for the first time. Belle really liked Cathryn though which was great and Cathryn sent us updates / pictures which helped us relax. Between how wonderful Cathryn is and the work we have done with Belle the weekend was a success. It was good for my husband and I to get away, and even better to come home to a clean house and mostly content doggy.”

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Amber M.
Sitter Profile Image: Stacy W.
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Stacy W.
from
$27
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Grand Marsh, WI, 53936

About: I have taken care of dogs since I have been 8 years old. I have had dogs all of my life and am experienced with puppies and elderly dogs as well. I would love to play, walk, or even just provide companionship for your dog. I work full time but I am currently available part time Tuesday through Thursday to care for your pet. PMs are better for me but I can be flexible as well. My dogs are crate trained but only while I am away from home. They walk well on leashesand also have a nice fenced in area to play in my yard. I am comfortable caring for your pet to your preference and your pet's preference.

Sitter Profile Image: Madeline M.
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Madeline M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 17 reviews
7 repeat clients
8 years of experience
Hancock, WI, 54943

“Madeline is Great! My wife and I had a good feeling from her right when we met her. We have never left Ace with anyone overnite before, she is going on 18 years old. We felt very much at ease when we were gone. Madeline kept in contact with us via text when we were gone. We both would recommend her in a second!!”

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Marty R.
Sitter Profile Image: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Briggsville, WI, 53920

“Our dogs love Ramon! He’s loving and attentive to them and respectful of our home. He’s a blessing!”

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Christine G.
Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 218 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

“Kimberly is the best. My pups love her. She treats them lovingly, as if they were her own pets. The home is always immaculate when we return.”

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Cheri R.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 137 reviews
32 repeat clients
30 years of experience
Portage, WI, 53901

“Ashley took really great specialized care of our babies while we were away. She made sure to keep us updated throughout our entire trip and we never had to worry about them! This was a great experience and we will absolutely be using her services again!”

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Mary R.
Sitter Profile Image: Kelly F.
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Kelly F.
from
$50
per night
5.0 out of 5 stars
• 21 reviews
11 repeat clients
10 years of experience
Wisconsin Dells, WI, 53965

“I recently returned from my 2nd multi-day hiking trip! Since I didn’t want to burden my sweet neighbor with kitty duties, I decided to take a chance on this thing called Rover.com. I specifically wanted to find someone that could spend the night in my home so kitty wouldn’t be lonely. (No judgement...my kitty just lost her companion of 10 years and it's really changed her.) Booooy, did I strike sitter GOLD! Kelly Flackey did an awesome job for me! She came over to meet us before the job. From the very first minute, she had a definite “read” on my kitty. Kitty is always a bit aggressive with other people. She won’t let anyone pet her. I swear Kelly is a cat whisperer, cuz she totally controlled the whole interaction. Kelly was so good with her while I was away from home...kitty actually slept next to her! ?? That’s so crazy to me, but totally awesome at the same time. I’m a happy pet mama!”

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Annette M.
Sitter Profile Image: Quinn C.
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Quinn C.
from
$49
per night
10 years of experience
Baraboo, WI, 53913

About: I am flexible, loving, and communicative. I’m punctual with schedules, feedings, walking, etc. and I will assure your fur babies have the time of their lives with me! I am often available morning and night, and have no problem commuting to offer help. My ample free time allows me to stop in and check up on your pets multiple times per day if necessary. I love to provide photo updates and texts to pet parents. Although I don't offer in-home care, I foster a loving environment in any client's home and with any pet I take care of. My love for animals is tangible!

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
• 57 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

“Rebecca is a very reliable and loving house and dog sitter. I highly recommend her. We will certainly continue using her to house and dog sit.”

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Jeff S.
Sitter Profile Image: Aires K.
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Aires K.
from
$70
per night
8 years of experience
Plover, WI, 54467

About: I’ve worked with dogs and cats aswell as many other animals for many years! I know how to groom, bathe and clip nails, I know how to train aswell when it comes to both cats and dogs, knowing i’ve pet sat for family and friends since i was young it grew on me for training them! I can trick, potty, behavior train too! I take care of my own pets everyday! i find it relaxing and enjoyable, it brings me great joy to spend time with animals and gives me a sense of purpose! I love to make sure everything is clean and tidy, dishes are clean as well as the animals, making sure they have what they need and have quality enrichment time.

Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy was amazing with my two pups, including meds, walks, and lots of love and attention, which is what they need. She’s great with communication and updates, and took excellent care of my two doggos!”

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Gwen K.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Westfield

Select a filter and find qualifying sitters offering house sitting.

FAQs for House Sitting - Westfield

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Westfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Westfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Westfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Westfield house sitting needs. On Rover, it's easy to find a loving dog sitter in Westfield who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Westfield house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Westfield for your dog — people who'll treat him like family.

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