Dog Boarding in Woodlawn, Chicago
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Woodlawn dog boarders
“Bola was great! very accommodating and helpful throughout the whole process. she kept me updated with pictures and communicated well. I would recommend!”
“Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”
“E is amazing in every way!! It was already awesome that she took the booking so last minute. She’s great with communicating and being on time with the pick up and drop offs. Diamond came back home as if she never left, her energy and spirits were great! I’m not sure I was even missed lol. Will definitely book with her and her family again!”
“Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience”
“This was my 1st time boarding my pet. I was worried but Dwight came with such great reviews so I took a chance. I am so glad I did. Dwight was amazing with my pup and my pup even made new friends. I will be rebooking ASAP and I am also going to include traditional daycare. Thanks Dwight and thanks Rover for doing all the research and making the process seamless!”
“I was thoroughly please with Ebonee' s skills as a dog sitter, because she went beyond my expectations. Having her as my pet's sitter allowed me to enjoy my week long vacation. Daily she sent photos, videos, and a description of my pet's day. I was impressed by her knowledge of my dog's behavior. I strongly believe my dog enjoyed his stay and he will visit again. She is very personable individual which is an added bonus. In addition, the she is beyond the 5-star rating. I felt confident and comfortable with Ebonee!!!! Thanks again Ebonee for caring for Luke?”
“Tonisa watched my dog last minute after an emergency when I needed someone the most. She cared for my baby and communicated consistently. I highly recommend her!”
“My dog Rudy has a wonderful time with Kyle and her family of cats and dog. This was my Rudy’s first time around cats but he got along with famously. Kyle is very attentive and communicative and will love your pet while you are away. She will be my go to boarder!”
“Ra'eesa kept our doggy while we were out of town. I didn't have to worry about him. He was in good hands with her. She is so nice! She sent pics and videos. Will definitely use her again.”
“Linde and sons looked after Nala for the second time while we were gone for the weekend. Like last time, they pampered Nala with home cooked meals and lots of attention and exercise. They also shared lots of pix that let us see how much fun Nala was having at their home. It's great to be able to feel relaxed and confident that Linde is treating Nala with the same love and care she gives her own dog, who, from the sound of things, is also welcoming to Nala. Thank you!”
“This was my first time leaving my fur baby and I was feeling more than a little anxiety about leaving him with a stranger. Well Beverly put all of those feelings to ease!!! She agreed to a meet and greet prior to our trip which allowed both myself and Myles to see if it would be a good fit. During his stay, she provided updates daily along with pictures and by the end of my trip it felt like I left my dog with a family member. I’m so happy I found her!!!!”
“Ashley helped me at the very last minute when I had a dog sitter cancel the day before I left for vacation. I am so appreciative of her family being able to watch my dog. They treated Teddy like he was their own! Thank you again kind people!”
“Sunny is well cared for by Candace, and she really enjoys her stay with Candace and Francesca. She is always excited to go back! We will be lifetime repeat customers. Thank you for taking such good care of my Sunny Bunny,”
“Manuel was so good to my baby Luna!!! He agreed to a last minute booking for me during a week long vacation. He sent daily photos and updates and was very responsive to messages throughout her stay. We will DEFINITELY book with him again!”
“Thank you again Kayla for having my Lady girl for the weekend! Kayla does a great job caring for my pup and keeping me in the loop on how she is doing. I never have to worry about Lady being in good hands.”
“My dog was very happy to stay with Madeline. He usually gets depressed without us but not with Madeline. Overall she kindly agreed to pick him up and drop off, what was convenient. I’ll definitely recommend her if you are looking for a true dog lover!”
“Very happy with Lisette. She responded very quickly and always sent an update everyday with a picture. I will definitely use her in the future! Thanks Lisette for taking good care of my Chewie!”
“Katrina was amazing!!! She was extremely communicative and sent the cutest and most thoughtful pictures of Blue. She was also wonderful and flexible about drop off and pickup times. I never had to worry about Blue in Katrina’s care. I would 1000% have blue stay with her again!”
“Nicole provided exceptional care for Oreo while we were away, and we couldn't be more grateful. She ensured he got food, attention, and exercise, making his stay enjoyable and stress-free. Additionally, Nicole kept us updated with regular photos and messages, giving us peace of mind knowing Oreo was in good hands. After picking up Oreo, we can felt Oreo seem to miss her. We highly recommend her services to anyone in need of pet boarding. We can't thank her enough for treating Oreo like family and giving us total peace of mind. Nicole, you're the best!”
“Candace and Ryan were great! My Snuggles returned home happy and healthy. Candace was responsive, sent photos and updates daily. I needed a little extra time to get back from a road trip and she accommodated me with no problem. I highly recommend them for your boarding needs.”
Loving dog boarding sitters in your neighborhood
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1. Bola A.
“Bola was great! very accommodating and helpful throughout the whole process. she kept me updated with pictures and communicated well. I would recommend!”
2. Kamiah & Casius D.
“Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”
3. E K.
“E is amazing in every way!! It was already awesome that she took the booking so last minute. She’s great with communicating and being on time with the pick up and drop offs. Diamond came back home as if she never left, her energy and spirits were great! I’m not sure I was even missed lol. Will definitely book with her and her family again!”
4. Tamara J.
“Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience”
5. Dwight C.
“This was my 1st time boarding my pet. I was worried but Dwight came with such great reviews so I took a chance. I am so glad I did. Dwight was amazing with my pup and my pup even made new friends. I will be rebooking ASAP and I am also going to include traditional daycare. Thanks Dwight and thanks Rover for doing all the research and making the process seamless!”
6. Ebonee A.
“I was thoroughly please with Ebonee' s skills as a dog sitter, because she went beyond my expectations. Having her as my pet's sitter allowed me to enjoy my week long vacation. Daily she sent photos, videos, and a description of my pet's day. I was impressed by her knowledge of my dog's behavior. I strongly believe my dog enjoyed his stay and he will visit again. She is very personable individual which is an added bonus. In addition, the she is beyond the 5-star rating. I felt confident and comfortable with Ebonee!!!! Thanks again Ebonee for caring for Luke?”
7. Tonisa J.
“Tonisa watched my dog last minute after an emergency when I needed someone the most. She cared for my baby and communicated consistently. I highly recommend her!”
8. Kyle H.
“My dog Rudy has a wonderful time with Kyle and her family of cats and dog. This was my Rudy’s first time around cats but he got along with famously. Kyle is very attentive and communicative and will love your pet while you are away. She will be my go to boarder!”
9. Ra'eesa S.
“Ra'eesa kept our doggy while we were out of town. I didn't have to worry about him. He was in good hands with her. She is so nice! She sent pics and videos. Will definitely use her again.”
10. Linde L.
“Linde and sons looked after Nala for the second time while we were gone for the weekend. Like last time, they pampered Nala with home cooked meals and lots of attention and exercise. They also shared lots of pix that let us see how much fun Nala was having at their home. It's great to be able to feel relaxed and confident that Linde is treating Nala with the same love and care she gives her own dog, who, from the sound of things, is also welcoming to Nala. Thank you!”
11. Beverly B.
“This was my first time leaving my fur baby and I was feeling more than a little anxiety about leaving him with a stranger. Well Beverly put all of those feelings to ease!!! She agreed to a meet and greet prior to our trip which allowed both myself and Myles to see if it would be a good fit. During his stay, she provided updates daily along with pictures and by the end of my trip it felt like I left my dog with a family member. I’m so happy I found her!!!!”
12. Ashley B.
“Ashley helped me at the very last minute when I had a dog sitter cancel the day before I left for vacation. I am so appreciative of her family being able to watch my dog. They treated Teddy like he was their own! Thank you again kind people!”
13. Candace M.
“Sunny is well cared for by Candace, and she really enjoys her stay with Candace and Francesca. She is always excited to go back! We will be lifetime repeat customers. Thank you for taking such good care of my Sunny Bunny,”
14. Manuel P.
“Manuel was so good to my baby Luna!!! He agreed to a last minute booking for me during a week long vacation. He sent daily photos and updates and was very responsive to messages throughout her stay. We will DEFINITELY book with him again!”
15. Kyla G.
“Thank you again Kayla for having my Lady girl for the weekend! Kayla does a great job caring for my pup and keeping me in the loop on how she is doing. I never have to worry about Lady being in good hands.”
16. Madeleine F.
“My dog was very happy to stay with Madeline. He usually gets depressed without us but not with Madeline. Overall she kindly agreed to pick him up and drop off, what was convenient. I’ll definitely recommend her if you are looking for a true dog lover!”
17. Lisette S.
“Very happy with Lisette. She responded very quickly and always sent an update everyday with a picture. I will definitely use her in the future! Thanks Lisette for taking good care of my Chewie!”
18. Hua “Katrina” F.
“Katrina was amazing!!! She was extremely communicative and sent the cutest and most thoughtful pictures of Blue. She was also wonderful and flexible about drop off and pickup times. I never had to worry about Blue in Katrina’s care. I would 1000% have blue stay with her again!”
19. Nicole K.
“Nicole provided exceptional care for Oreo while we were away, and we couldn't be more grateful. She ensured he got food, attention, and exercise, making his stay enjoyable and stress-free. Additionally, Nicole kept us updated with regular photos and messages, giving us peace of mind knowing Oreo was in good hands. After picking up Oreo, we can felt Oreo seem to miss her. We highly recommend her services to anyone in need of pet boarding. We can't thank her enough for treating Oreo like family and giving us total peace of mind. Nicole, you're the best!”
20. Candace L.
“Candace and Ryan were great! My Snuggles returned home happy and healthy. Candace was responsive, sent photos and updates daily. I needed a little extra time to get back from a road trip and she accommodated me with no problem. I highly recommend them for your boarding needs.”
How Rover works
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. 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. 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
As of Jul 2024, 3,951 sitters provided dog boarding in Woodlawn. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Woodlawn dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Woodlawn have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Woodlawn.
Rover makes it easy to find Woodlawn 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
There are 3,951 dog boarding sitters in Woodlawn on Rover, so you’re sure to find the perfect match for your dog! In Woodlawn, 94% of sitters offer daily exercise, 94% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
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