House Sitting in Lake View, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sonya F.
1.
Friendly and caring animal lover!Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

2nd time with Sonya and once again she took excellent care of our pup. Lots of pictures and updates to make sure we’ve a stress-free experience while away. We f… (more)

from
$40
per night
Calendar Recently Updated
Jessica V.
5️⃣⭐️ WFH 💖 Lakeview📍 🐶🐈Lake View, Chicago, IL, 60657
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jessica took great care of our 5 month old puppy we recently got from the shelter. She needs a lot of exercise and attention, and got lots of it from Jessica. T… (more)

from
$78
per night
Calendar Recently Updated
Dani C.
3.
I’m an active, caring pet sitter!Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Dani was great with my stubborn and spooky husky, Czar - she carefully followed the rules I mentioned and was very responsive and flexible. She provided me with… (more)

from
$75
per night
Calendar Recently Updated
Nadia B.
4.
Experienced, Passionate Dog LoverUptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Nadia is super sweet and took great care of Frankie while I was on a trip. He was a very happy boy when I got home. Nadia sent updates and pictures daily of t… (more)

from
$50
per night
Calendar Recently Updated
Kim L.
5.
Kim 
Verified Enhanced Background Check
WFH Pet Lover Ready to Assist!Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits

Kim was great with my puppy! She took her to the dog park daily and showered her with attention. I was able to enjoy my trip knowing that Ciri was in good hands… (more)

from
$40
per night
Calendar Recently Updated
6.
Senior Dog EnthusiastUptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Jackie is a very compassionate and caring person. She has been very patient and understanding of my large and enthusiastic dog who is quite the puller on leash.… (more)

from
$100
per night
Calendar Recently Updated
7.
All you need in life is a pup :)Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Katie is the best! She is very responsible, caring, and flexible. She took great care of our dog and home. She even dealt with a very unfortunate roof leak that… (more)

from
$70
per night
Dog Walker & House SitterUptown, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Savannah was fantastic! She was incredibly communicative and responsive. Our pup, Rocky, is slow to trust new people, so we appreciate how patient and accommod… (more)

from
$45
per night
Calendar Recently Updated
9.
Caring & Experienced Dog LoverChicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Aaron was a great sitter! After meeting him, we felt confident in his ability to sit for our quirky elderly dog. We are grateful to have found him. Communicat… (more)

from
$65
per night
Calendar Recently Updated
10.
Animal lover in need of fur friendsNorth Center, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Maurice is phenomenal with our special needs and senior dog. He has a calm demeanor, which our dogs love. Definitely will work with Maurice again. (more)

from
$70
per night
11.
I like big mutts and I cannot lie.Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Miranda & her partner were nothing but amazing! It was the most intense 2 weeks of my now husband & I’s life, they only made it less stressful for us. Our dog &… (more)

from
$45
per night
Calendar Recently Updated
12.
In search of tail wags!Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Sydney was wonderful! She followed all directions, was accommodating with our flight schedules, and my dog loved hanging out with her when she stayed with him. … (more)

from
$80
per night
Calendar Recently Updated
13.
Experience: Senior dogs to kittens!Chicago, IL, 60614
Boarding, House Sitting, Drop-In Visits, Dog Walking

Kendall is a fantasic pet mother. We have a dog and two cats together, but she handles all the food for them. She will spend hours researching the best kind of … (more)

from
$65
per night
Calendar Recently Updated
14.
Loving Student in RoscoeNorth Center, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Serena is wonderful!! She was so sweet and patient with our puppy, and sent great updates and photos throughout the day. We will definitely be reaching out in t… (more)

from
$70
per night
Confirmed availability: Easter Weekend
15.
A Best FriendLake View, Chicago, IL, 60657
Boarding, House Sitting, Drop-In Visits, Dog Walking

Aysia is absolutely incredible. I have a new pup, and I was anxious leaving him, but Aysia did an incredible job. She sent tons of photos which help my anxiety … (more)

from
$100
per night
Calendar Recently Updated
16.
Active pet lover, flexible scheduleChicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

Lily was reliable, communicative, and took amazing patient and careful care of my 8 week old puppy Zoey! I would definitely not hesitate to book again. (more)

from
$50
per night
Calendar Recently Updated
Experienced Vet Assistant- Meds ok!Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Madeline did an excellent job watching our pups. (more)

from
$65
per night
Confirmed availability: Easter Weekend
18.
Reliable and energetic dog Sitter!Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Marlyn was incredible. She took notes the first time I met with her and our dogs. She fed our fish and watered our plants. Overall, we had a huge peace of mind … (more)

from
$128
per night
Calendar Recently Updated
19.
Loving & mindful caretakerChicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Andrew did a fantastic job house sitting for me and my dog Rosie! He gave her lots of loving and was quick to provide updates. Would book again! (more)

from
$30
per night
Calendar Recently Updated
20.
Comedian That'll Love Your Dog!Lake View, Chicago, IL, 60613
House Sitting

Claire was GREAT with my semi- needy dogs! She sent lots of pictures and updates. I will definitely ask her to stay with my pups again! My condo was also as cle… (more)

from
$58
per night

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting