Dog Boarding In Grand Boulevard

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Top rated Grand Boulevard dog boarders

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: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
372 reviews
175 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E.K. was a miracle send. I was in a pinch where my original sitter cancelled last minute (days before I had to leave on a two week trip); all the while I was going through some family issues, and finding a back up for boarding my baby was so stressful. E.K. stepped in to help when needed, and all was as smooth as I could’ve hoped for. She even helped transport him. Definitely took a weight off of my shoulders and very glad I found her. Would definitely use her again.

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Aldo H.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
34 reviews
23 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!

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David B.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

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Tiffany S.
Sitter Profile Image: Bola A.
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Bola A.
from
$49
per night
4.9 out of 5 stars
171 reviews
62 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

This is the second time Harper has stayed with Bola - she is amazing with him. Whenever I drop him off, he just forgets about me. She's super attentive, ask questions when she's unsure, and checks in enough to give me comfort. Would return asap!

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Mironda R.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
132 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️

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Davinelle D.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was a wonderful sitter! My dog was well cared for and had a blast. I will book with her again !

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Michelle C.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
248 reviews
86 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara was incredibly flexible, professional and communicative. I could tell from the updates that Layla was very well cared for and had a great time!

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Amelia K.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
188 reviews
67 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
21 reviews
11 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

Appreciated Brandon taking a last minute request. Philos was well cared for and was very confident when I picked him up. Will definitely be using Brandon again

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John R.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
181 reviews
47 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina did an excellent job caring for my dog Boo! This was my first time using this site as well as letting anyone outside of friends and family keep him and Katrina made this experience as calm and easy going as possible. She is extremely detailed with care and patient with animals which really stuck out for me and made me comfortable. I also really loved the updates and photo's she provided throughout the day while Boo was in her care. He looked so happy and well kept. I would definitely recommend her services to anyone and will be using her again :)

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Indigo B.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

Ksenia took great care of Lola while we were out of town! We were new to Rover and a bit anxious about the process but Ksenia made the process smooth and comfortable. We are grateful for the care and attention she gave Lola, so much so that we have already rebooked for another stay soon. Thanks again, Ksenia!

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Christian W.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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Daniel G.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
from
$35
per night
5.0 out of 5 stars
19 reviews
14 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

We have a 14 year old dog who’s regular sitter could not commit to our 3 week Australia trip so I was nervous to find someone new for an older dog. Cheyanne is amazing, she has experience with older dogs and special needs, my dog was so happy with her and even found a “boyfriend” during her long stay. I did not hesitate to book her again for another long trip, our baby ran out of food but Cheyanne went to the store to buy her more “fresh pet” and even gave her a bath! Our dog loves being a high rise dog and Cheyanne spoils her just like we do.

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Gina M.
Sitter Profile Image: Kyla G.
Verified Enhanced Background Check
Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
65 reviews
28 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

So thankful for Kyla & Barbara (her mom) for taking care of Drogo! Drogo’s very happy. They have updates with photos & videos everyday. They are very sweet & accommodating. We even did a video call because our daughter missed Drogo so much! We’ll definitely book them again when we visit the area. ❤️?

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Aylnn G.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.

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Joseph G.
Sitter Profile Image: Sara T.
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Sara T.
from
$40
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Lower West Side, Chicago, IL, 60608

I had a great experience with Sara. She communicated well and was really easy going. She sent pictures and videos. And our dog Boomer seemed to have a great time! I would happily book again!

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Carly R.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
128 reviews
26 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Buddy loves going to stay with Ann! The peace of mind we have dropping Buddy off with Ann is amazing. So much better than a normal boarding experience.

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Alec F.
Sitter Profile Image: songen f.
Verified Enhanced Background Check
songen f.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Crystal (Songen) is very professional and reliable. We received pictures, videos and updates throughout the visit of lots of playtime and cuddles which we very much appreciated!

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Tirzah W.
Sitter Profile Image: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.

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Era L.
Sitter Profile Image: Mia L.
Verified Enhanced Background Check
Mia L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Mia has been wonderful. She is reliable, kind, and clearly cares deeply about the dogs she works with. Her communication is excellent; she keeps us updated, responds quickly, and sends thoughtful notes, which gives us a lot of peace of mind. We also really appreciate the level of care she provides. She is attentive to our dog’s needs, patient, and responsible, and it’s clear our dog feels comfortable and happy with her. Mia goes above and beyond by being punctual, trustworthy, and genuinely invested in making sure each walk is safe, enjoyable, and positive. We’re very grateful to have found her.

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Mariana S.
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Grand Boulevard dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Bola and her staff always take great care of our four year old doodle who can be a little anxious in unfamiliar surrounds. Whenever we pick Murray up from his stay, he is healthy and happy.

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Richelle S.
Boarding
5.0 out of 5 stars

Tiffany was so patient and communicative with our senior pup. We appreciated her updates and her willingness to work with his quirks :)

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Megan D.
Boarding
5.0 out of 5 stars

E was great! We received daily updates with photos. Waybe loved her stay, she came home so tired from all the playing and attention she got.

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Revital A.
Boarding
5.0 out of 5 stars

I had a great experience with Sara. She communicated well and was really easy going. She sent pictures and videos. And our dog Boomer seemed to have a great time! I would happily book again!

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Carly R.
Boarding
5.0 out of 5 stars

Cheyanne was absolutely amazing. Our dog enjoyed his time there, and Cheyanne was beyond flexible as we were traveling through the area.

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Nancy W.
Boarding
5.0 out of 5 stars

Daphnay was amazing! Very professional and she sent a TON of pictures. I never felt like I had to worry about them, outside of my old girl being 15 soon. Lol. I have to make sure she's breathing at home. I highly recommend Daphnay, and I will definitely book with her in the future.

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aundrea h.
Boarding
5.0 out of 5 stars

Amazing experience. She was responsive, super friendly, and our dog loved it so much that when I started walking when I picked her up it stopped and pulled because Monica was being left behind!! Will be for sure our top pick for sitting. Thanks so much!

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Alice B.
Boarding
5.0 out of 5 stars

As a first-time Rover user, I'll admit I was a little hesitant to leave Ace with someone new — but Jane completely put those worries to rest. She was incredible with him from the start, keeping me updated with tons of photos and plenty of communication throughout. Ace got long walks and trips to the dog park, so I knew he was getting the interaction and exercise he needed. I couldn't have asked for a better first experience, and I'll absolutely be booking with Jane again!

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Erick B.
Boarding
5.0 out of 5 stars

Ashley did AMAZING tending to my sweet girl. She was very communicative and attentive. Her energy is perfect to make any furry friend feel safe and loved! 💛

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Ashley C.
Boarding
5.0 out of 5 stars

Cassandra did a great job sending pictures and updates. I will definitely use her services again and recommend her to others.

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Veronica M.
Boarding
5.0 out of 5 stars

We are repeat clients of Gillian and she was fantastic as always. Reliable communication and my dog is always so happy when we pull up to her house.

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Katie & Madeleine V.
Boarding
5.0 out of 5 stars

Spencer took excellent care of my senior dog! He was accommodating and understanding of Mikey’s various quirks and health concerns, administered medications as instructed and sent frequent updates and cute pictures throughout the weekend. It was my first time using Rover and I couldn’t have asked for a better experience. Highly recommend!!

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Emma C.
Boarding
5.0 out of 5 stars

This was my first time using Rover and Kamiah was great. She made me feel so comfortable to leave my dog with her. She sent pictures and videos multiple times per day and it was clear my dog had a great stay. I highly recommend and will be using them again in the future!

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Cassandra S.
Boarding
5.0 out of 5 stars

Tamara did an amazing job watching my pups!! She was so kind, welcoming, and sent updates and pictures throughout! The girls had so much fun!!! Thank you so much!😊

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Nicole M.
Boarding
5.0 out of 5 stars

i was nervous to leave cricket for such a long stay but Fred was so wonderful with her!! she came back so relaxed and happy, we will absolutely have cricket stay with fred again—he took great care of her! he also communicated so well and sent plenty of great pics

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Claire M.
Boarding
5.0 out of 5 stars

Winnie loves his time with Windell! He sent updates and Winnie was always having the time of his life.

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Ravi C.
Boarding
5.0 out of 5 stars

Charlie had a great time with Sarah. She walked him regularly and I got updates and pictures which I loved.

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Anne R.
Boarding
5.0 out of 5 stars

My dog absolutely adores Dwight! The way he sprints to the gate when I drop him off tells all. Dwight is the best of the best and is my go to recommendation to all my friends. So happy I found a sitter that isn’t too far from where I live. 10/10.

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Diahann W.
Boarding
5.0 out of 5 stars

Anahi was a wonderful sitter for my dog! She had great communication and kept me updated along the stay with photos and messages. She asked questions about his schedule and routine to make a seamless transition. She was very accommodating to his needs! I would highly recommend her- thank you Anahi!

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Gina W.
Boarding
5.0 out of 5 stars

This is our 3rd or 4th time with Ashley providing care for our dog Brich. Never have any issues. She is very attentive and always providing updates. We really appreciate her!

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Britnee W.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Grand Boulevard dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

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

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Grand Boulevard.

Rover makes it easy to find Grand Boulevard dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.