House Sitting in Winfield

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Eli W.
1.
Eli 
Verified Enhanced Background Check
Love is a universal language.Merrillville, IN, 46410
House Sitting, Drop-In Visits, Dog Walking

Eli is such a gentle, kind and caring dog lover! Eli took such good care of our senior English Bulldog, Iccy - who had LOTS of special care instructions. Eli ha… (more)

from
$40
per night
Confirmed availability: Memorial day
Lydia H.
2.
I’ve owned dogs for several years!Crown Point, IN, 46307
House Sitting, Drop-In Visits, Dog Walking

This was my first time using Lydia and it was a great experience! She was super flexible accommodating my kind of last minute need and my dog instantly loved he… (more)

from
$30
per night
Calendar Recently Updated
Maddie B.
3.
eat, sleep, rescue, repeatDyer, IN, 46311
House Sitting, Drop-In Visits, Dog Walking

I highly recommend Maddie. She watched my cats Julius and Junior for a week doing frequent drop ins through out the day. She send me pictures and kept open comm… (more)

from
$40
per night
Confirmed availability: Memorial day
Leah R.
4.
lover of fur babies!crownpoint, IN, 46307
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Leah is the most beautiful and kind soul I have ever met in my little 27 years of life. Her compassion for animals started at a young age - taking in countless … (more)

from
$60
per night
Confirmed availability: Memorial day
Ashley K.
5.
Gentle animal loverValparaiso, IN, 46383
House Sitting, Drop-In Visits, Dog Walking

Ashley has always loved animals! She shows her compassion and dedication to their fair treatment, daily. She has a lot of experience with caring for animals bot… (more)

from
$29
per night
Calendar Recently Updated
6.
Fun and flexible dog & cat momCrown Point, IN, 46307
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Clare is the most kind, compassionate soul I know. She has taken excellent care of her pup, Sutton, and has a big heart for other animals. My golden retrievers … (more)

from
$38
per night
7.
I give unconditional love to dogs!!Valparaiso, IN, 46385
House Sitting, Drop-In Visits, Dog Walking

Laura was great with our dogs and cat! She stayed the weekend with them and they were well taken care of. She sent pictures, brought them treats to enjoy, and… (more)

from
$40
per night
Calendar Recently Updated
8.
Purdue Vet Student / love all pets!Hammond, IN, 46323
House Sitting, Drop-In Visits, Dog Walking

Thank you so much! Our dogs older and set in their ways, and it seemed like they warmed up to you quick. I can tell they were happy! Thank you for the pictures … (more)

from
$35
per night
Calendar Recently Updated
I love people, but I love dogs moreValparaiso, IN, 46385
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Claudia will be a great choice for you dog-sitting needs! She’s been watching our dogs for years and is so loving and conscientious about our dogs. Go with Clau… (more)

from
$30
per night
Calendar Recently Updated
10.
I’ll love your fur baby like my ownValparaiso, IN, 46383
House Sitting, Drop-In Visits, Dog Walking

Brooke is fantastic with all dogs. She loves them all and has always been very good with them. As a child she greatly offended her aunt that she didn't want t… (more)

from
$40
per night
Confirmed availability: Memorial day
11.
I'll run and play with your animalsHobart, IN, 46342
House Sitting, Drop-In Visits, Dog Walking

Hannah was amazing! She took great care of my boy Hank and went above and beyond my expectations. I’m so happy Hank had such a great caregiver while I was out o… (more)

from
$30
per night
Confirmed availability: Memorial day
12.
Animal Lover with A Lot of LoveMerrillville, IN, 46410
Dog Boarding, House Sitting, Drop-In Visits

Melissa would be a wonderful person to care for your beloved pet. She did a great job with my dog, Buster and loved him as her own. She is passionate about anim… (more)

from
$32
per night
13.
Mature and caring Dog lover!!!Valparaiso, IN, 46383
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She always loves and plays ball with my pup. Whenever she’s around him, he’s laying on her trying to get as much love as possible. She shows so much love for ou… (more)

from
$40
per night
Confirmed availability: Memorial day
14.
I love dogs, dogs love meGary, IN, 46409
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

This lady right here is a animal love like no other! She gives and takes grate care of stray animals. She will stop and pick up a dog cat or any animal she sees… (more)

from
$30
per night
Confirmed availability: Memorial day
15.
Lovable & trustworthy sitter!Crown Point, IN, 46307
House Sitting, Drop-In Visits, Dog Walking

Blair is an awesome dog sitter !!! She is reliable, on time and is great with all furry friends. I highly recommend her for house sitting and or watching any … (more)

from
$125
per night
Best doggie cuddler in the NWICrown Point, IN, 46307
House Sitting, Drop-In Visits, Dog Walking

About: Hello! I’m Sam! I’ve been working at an animal hospital for almost 6 years now. I started off in the kennel department taking care of all the boardin… (more)

from
$45
per night
Confirmed availability: Memorial day
17.
College animal loverHobart, IN, 46342
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine has provided exceptional care to my animals on and off over the years. She genuinely loves animals. Very responsible and a kind heart overall (more)

from
$20
per night
Your dog helping us get skinny!Crown Point, IN, 46307
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Walt is great guy! He’s very responsible, hardworking, knowledgeable, and does anything I ask of him regarding the needs for my cocker spaniel. I would recommen… (more)

from
$75
per night
19.
The dog is always right! :)Merrillville, IN, 46410
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I have never met a dog I don't immediately love and also vice versa. I have a dog of my own and he is really a huge part of my family, and I treat al… (more)

from
$50
per night
20.
Dog and cat/animal OBSESSEDCrown Point, IN, 46307
House Sitting, Drop-In Visits, Dog Walking

About: I am 20 years old and I love caring for animals of all kinds, I try to keep my prices low for the owners but that does not represent the quality of m… (more)

from
$30
per night

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Rover.com is the simple, savvy way to find and book Winfield house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Winfield on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Winfield house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.