Dog Boarding in Woodlawn
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Woodlawn dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kelly was a great! She was very communicative and sent lots of pics during our pup’s stay. He had lots of fun with another pup she was watching - we’d definitely book with her again :)”
“Mary watched my dog nacho for a week while I was out of town. I love that I don’t have to worry about him at all, because I know he’s having so much fun and while taking care of. Mary provides plenty of update pictures without feeling like I’m getting pictures every hour of the day, so for me the frequency of updates is perfect!”
“Chulpan and her family are wonderful sitters to our big dog, Tito. He is loved and feels like he is still with family when he is there, and I am so grateful to have met them! They took special care to administer his various medications and this was greatly appreciated. Will continue to book with Chulpan!”
“Ariel did a great job looking after our Greyhound. She kept was well informed how she was doing and sent over various pictures in her updates. Ariel integrated our pet with her two dogs and children.”
“Emanuel was great and my dog, Ruben, had a great time at his house playing with other dogs. Ruben has clear markers for anxiety, so when we picked him up we were on the look out to see if he'd been stressed. Ruben was happy to see us, but also clearly very happy and comfortable with Emanuel. Back at home Ruben is happy and is not showing any of his anxiety markers, indicating to me that he felt safe and comfortable while we were away. He also came back freshly bathed and his bed had been cleaned too.”
“We would highly recommend Gabriela’s dog boarding services. She’s very friendly, welcoming and knowledgeable about dogs and their needs. Gabriela also sent updates with photos and funny videos throughout our dog’s stay. It’a always great to return to a happy dog in good spirits. Thank you Gabriela! J & S Ross”
“Carlos went above and beyond in the care and love he provided my dogs. They were regularly walked throughout the day and enjoyed their time with his dog, Sasha. He sent me many, many photos and videos showing them eating heartily, walking the sidewalks, and sleeping soundly. I highly recommend Carlod to others. You will have peace of mind.”
“AJ had a blast at Tammey's. We felt very comfortable leaving him there, and her husband is great with dogs as well. AJ was well loved and we got great pictures and feedback while we were away. We'll definitely use her again!”
“We used Stacy to watch our pup for a long weekend and had an excellent experience. She’s prompt with communication, send lots of pictures and updates, and did a great job caring for my dog. Definitely recommend Stacy and plan to use her services again in the future!”
“First time stay for my two dogs but I needn't have worried. Russ and his family clearly took great care of them! Lots of walks and playtime with his dogs. They looked very happy in the many great pictures and videos that he sent. Definitely will book again.”
“Jona was very easy to work with and took amazing care of our best friend! We felt comfortable knowing Phoebe was in great hands. At our meet and greet, it took Phoebe less than a minute before she was curled up next to Jona asking for a belly rub. During Phoebe's stay, Jona kept us updated throughout the day letting us know Phoebe was happy and well cared for. Phoebe followed Jona around the house and to bed each night - proving how quickly they bonded. Phoebe takes medication twice a day and that was no problem for Jona. Phoebe requires a lot of attention and love and Jona gave her that and more. We will absolutely plan to book again with Jona. I am very happy and Phoebe was so happy!”
“I can’t say enough about Emily’s care and service of Poppy! Emily is conscientious, detailed, and very caring of her pets. She gives updates and photos consistently, and Poppy was happy & healthy for an extended trip we had to take!”
“Linda was kind, responsive, and flexible! She even kept our pup a bit longer due to a flight delay. Our boy had a great time and we will definitely be reaching out to Linda again”
“Ada and her family are so wonderful! We left our little girl for 8 days and Ada kept is updated the entire time. Our flight was delayed by a day and we were in peace knowing that Lily was in good hands and company with other 2 dogs her size. We more than recommend Ada!”
“Chelsea-Jo and Austin were great! This was my pet's first time boarding and I was put at ease with all of the photos and updates I would get daily. They made it very easy to meet up even with being on base. Would book with them again!”
“Sweta was awesome! She asked a lot great questions at our first meeting, and got to know M!oose and his quirks. We got regular updates and lots of photos, so we knew he was doing well. We would definitely use her again in the future.”
“Marcela was amazing! She kept my beagle, Dash. Marcela and her family were very welcoming and accommodating to us. I was able to bring my crate for my 5 month year old pup and she was able to provide daily updates with pictures. She has a very sweet daughter who was also loving and great experience for my dog. I am definitely going to return to Marcela! Thanks again!”
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Kelly R.Star Sitter
“Kelly was a great! She was very communicative and sent lots of pics during our pup’s stay. He had lots of fun with another pup she was watching - we’d definitely book with her again :)”
Mary B.Star Sitter
“Mary watched my dog nacho for a week while I was out of town. I love that I don’t have to worry about him at all, because I know he’s having so much fun and while taking care of. Mary provides plenty of update pictures without feeling like I’m getting pictures every hour of the day, so for me the frequency of updates is perfect!”
Chulpan Z.
Star Sitter
“Chulpan and her family are wonderful sitters to our big dog, Tito. He is loved and feels like he is still with family when he is there, and I am so grateful to have met them! They took special care to administer his various medications and this was greatly appreciated. Will continue to book with Chulpan!”
Asia M.Star Sitter
“Very flexible and accommodating, Asia is a great person to coordinate with and she’s great at taking care of your dog and sending regular pup-dates”
Ariel B.
“Ariel did a great job looking after our Greyhound. She kept was well informed how she was doing and sent over various pictures in her updates. Ariel integrated our pet with her two dogs and children.”
Emmanuel S.Star Sitter
“Emanuel was great and my dog, Ruben, had a great time at his house playing with other dogs. Ruben has clear markers for anxiety, so when we picked him up we were on the look out to see if he'd been stressed. Ruben was happy to see us, but also clearly very happy and comfortable with Emanuel. Back at home Ruben is happy and is not showing any of his anxiety markers, indicating to me that he felt safe and comfortable while we were away. He also came back freshly bathed and his bed had been cleaned too.”
Gabriela G.Star Sitter
“We would highly recommend Gabriela’s dog boarding services. She’s very friendly, welcoming and knowledgeable about dogs and their needs. Gabriela also sent updates with photos and funny videos throughout our dog’s stay. It’a always great to return to a happy dog in good spirits. Thank you Gabriela! J & S Ross”
Carlos D.Star Sitter
“Carlos went above and beyond in the care and love he provided my dogs. They were regularly walked throughout the day and enjoyed their time with his dog, Sasha. He sent me many, many photos and videos showing them eating heartily, walking the sidewalks, and sleeping soundly. I highly recommend Carlod to others. You will have peace of mind.”
Tammey L.Star Sitter
“AJ had a blast at Tammey's. We felt very comfortable leaving him there, and her husband is great with dogs as well. AJ was well loved and we got great pictures and feedback while we were away. We'll definitely use her again!”
Stacy T.Star Sitter
“My fur babies love Stacy and the family! Excellent communication and always so accommodating. They are well taken care of when we are away. 🐾❤️”
Stacey & Christopher C.Star Sitter
“We used Stacy to watch our pup for a long weekend and had an excellent experience. She’s prompt with communication, send lots of pictures and updates, and did a great job caring for my dog. Definitely recommend Stacy and plan to use her services again in the future!”
Russ B.Star Sitter
“First time stay for my two dogs but I needn't have worried. Russ and his family clearly took great care of them! Lots of walks and playtime with his dogs. They looked very happy in the many great pictures and videos that he sent. Definitely will book again.”
Jona M.Star Sitter
“Jona was very easy to work with and took amazing care of our best friend! We felt comfortable knowing Phoebe was in great hands. At our meet and greet, it took Phoebe less than a minute before she was curled up next to Jona asking for a belly rub. During Phoebe's stay, Jona kept us updated throughout the day letting us know Phoebe was happy and well cared for. Phoebe followed Jona around the house and to bed each night - proving how quickly they bonded. Phoebe takes medication twice a day and that was no problem for Jona. Phoebe requires a lot of attention and love and Jona gave her that and more. We will absolutely plan to book again with Jona. I am very happy and Phoebe was so happy!”
Emily W.Star Sitter
“I can’t say enough about Emily’s care and service of Poppy! Emily is conscientious, detailed, and very caring of her pets. She gives updates and photos consistently, and Poppy was happy & healthy for an extended trip we had to take!”
Linda S.Star Sitter
“Linda was kind, responsive, and flexible! She even kept our pup a bit longer due to a flight delay. Our boy had a great time and we will definitely be reaching out to Linda again”
Ada M.Star Sitter
“Ada and her family are so wonderful! We left our little girl for 8 days and Ada kept is updated the entire time. Our flight was delayed by a day and we were in peace knowing that Lily was in good hands and company with other 2 dogs her size. We more than recommend Ada!”
Chelsea-Jo & Austin S.Star Sitter
“Chelsea-Jo and Austin were great! This was my pet's first time boarding and I was put at ease with all of the photos and updates I would get daily. They made it very easy to meet up even with being on base. Would book with them again!”
Sweta P.Star Sitter
“Sweta was awesome! She asked a lot great questions at our first meeting, and got to know M!oose and his quirks. We got regular updates and lots of photos, so we knew he was doing well. We would definitely use her again in the future.”
Marcela R.Star Sitter
“Marcela was amazing! She kept my beagle, Dash. Marcela and her family were very welcoming and accommodating to us. I was able to bring my crate for my 5 month year old pup and she was able to provide daily updates with pictures. She has a very sweet daughter who was also loving and great experience for my dog. I am definitely going to return to Marcela! Thanks again!”
Yesenia A.
“Yesenia was great with my dog—reliable, caring, and communicative. My pup had a blast with walks and playtime. Highly recommend!”
Over 1 pet parents in Woodlawn have booked dog boarding
Woodlawn dog parents share their Rover experiences
We had a wonderful experience with Chelsea-Jo & Austin! They took amazing care of our dog and treated him like one of their own. We loved receiving the frequent updates and all the pictures. We couldn’t have asked for a better experience and would absolutely book with them again.
Jona was amazing with our dog Frankie! She was very flexible and even adjusted our pick-up time when we were delayed, which we really appreciated. What stood out the most was how often she kept us updated — she sent 15–20 photos throughout each day, which gave us so much peace of mind and let us see how happy Frankie was in her care. It’s clear she truly cares for the pets she looks after, and we felt completely secure leaving Frankie with her. Highly recommend Jona for anyone looking for a reliable, caring, and thoughtful sitter!
Elizabeth Anne was great! She kept me updated a couple of times a day and sent multiple pictures throughout the day. She went to the store to buy more food for my dog. She did not complain when my dog had some incidents and was very understanding when I was running late to pick up my dog. I would definitely use her service again. Thank you!
Gaby took great care of our Rocco. It was the first time we had used a dogsitter we had never met, and we were nervous about it. Rocco is 13 and did not do well in a kennel. Gaby sent photos each day of her taking Rocco on walks and just hanging out. He was in great spirits when we picked him up. Gaby was also just great in communicating with us before, during and after Rocco's vacation. We will hire Gaby again.
Our dogs had a wonderful time with Whitley. At drop off, they seemed very calm and content to stay and at pick up they were relaxed and well-fed! Whitley was also very understanding of our senior dogs needs and sent us several updates during the stay. Thank you for a wonderful stay!
Jordan was amazing and caring for our coco while we were on vacation. He ensured to learn everything about Coco and listened to all instructions I provided. He was very responsive and provided me and my family with updates on him including photos and videos. He made sure Coco finds a warm home and pet caregiver while we come back. He took him out and treated him as his own pet and got him a new toy. Will definitely use him in the future.
Popular requests near you
Select a filter and find qualifying Woodlawn sitters!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!
The median cost per night for dog boarding in Woodlawn is $50
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.
Sitters in Woodlawn average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Woodlawn is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Woodlawn dog boarding rates can be found as low as $55 to as high as $55 per night.
As of Aug 2025, 6,724 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 10 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 6,724 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, 95% offer medication administration, and 86% 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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