Lakeview Oasis for Paws
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Caleb L.
Chicago, IL 60657
41 Reviews
19 Repeat Guests
Other Sitters Nearby
  • Same day bookings are OK
  • Responds within 10 hours
  • Cancellation Policy:

Pet Requirements

  • 1-20 lbs
  • 20-40 lbs
  • 40-80 lbs
  • 80+ lbs
All Ages OK
List of Pets OK for House Sitting
Dogs, Cats, Fish, Rabbits, gerbils, hamsters, or pet rodents, Caged birds, Reptiles

Caleb's Resident Pets

Other Pets & Animals: Cats, Rabbits, gerbils, hamsters, or pet rodents, Caged birds or Reptiles

Caleb's Apartment

View Neighborhood Map
Medium Yard
100% fenced
Smoke-free home
Pets allowed on furniture
Air-conditioned inside
Great for senior pets

About Caleb

20 Years Experience Caring For Dogs
Hi there, thanks for checking out the Lakeview Oasis!

My name is Caleb and I am excited to be considered in your choice for dog care providers.

I have been a host on dog vacay for the last two and half years and have enjoyed meeting so many great dogs and people in The Chicago area.

My apartment is located in the Lakeview neighborhood near Wellington and Racine. The apartment itself is on the first floor and is proven great for most senior dogs and dogs with poor mobility to get in and out of. (There are three stairs to walk down from the outside door to my living room.) Also I do not have any resident pets here so dogs that have behavioral issues with other dogs have the place to themselves to relax and hang out.

This neighborhood has plenty of exciting outdoor areas for dogs to explore including wiggley park, Belmont dog beach, Lake shore trail, and Belmont and Montrose harbors.

I am a classically trained musician and when I am not on tour or playing concerts here in Chicago and around the midwest I spend the majority of time at my apartment practicing. Your dog(s) will have constant supervision and will never be left alone for long periods of the day.

My backyard provides a nice medium sized oasis of green grass that is fenced in for privacy and protection and is great for quick playtime before bed or hanging out in during the day.

I look forward discussing any questions or concerns you might have in regards to boarding your pup. Thank you for considering me in your choices for a pet sitter, have a great day!
Read More about Caleb...
Contact Caleb
Can administer oral medicine
Special Needs Accommodated
  • Pets recovering from surgery
  • Separation anxiety
  • Aggressive behavior
  • Leash Pulling
  • Advanced senior issues
Caleb L.
Chicago, IL 60657
41 Reviews
19 Repeat Guests
Other Sitters Nearby
  • Same day bookings are OK
  • Responds within 10 hours
  • Cancellation Policy:


  • Available
  • Unavailable
  • 1 Spot Left
  • Booked
  • Last updated July 21, 2016


Background Checked
This sitter has passed a background check, which searches a variety of criminal databases.
Home Checked
This Host has successfully passed our in-person verification visit and completed our 1-on-1 training program.
Community Mentor
One of DogVacay's top Hosts and a mentor to new members of our Host community.
Course 101 Graduate
By completing courses at DogVacay University, hosts learn about best practices to help them provide the highest quality care for your dog.
Course 102 Graduate
By completing courses at DogVacay University, hosts learn about best practices to help them provide the highest quality care for your dog.
Facebook Connected
This Host has provided DogVacay access to their Facebook information.
Pack Promoter
Pack Promoters are active members of the community who promote DogVacay and hosting best practices.
Phone Interviewed
Serious hosts take the time to talk to us over the phone, get their questions asked and introduce themselves personally.
References Checked
Our team reaches out to each of our host's references to provide an extra level of confidence and verification.
Pay through DogVacay for:
Premium Pet Insurance, 24/7 Customer Support and Daily Photo Updates!

Services & Rates

Boarding Overnight At Caleb's Home
$49 /night
  • Watches up to 2 dogs/night
  • Dogs may be unsupervised for 1 - 2 hours/day
  • 5+ potty breaks/day
  • 3+ walks/day
  • Pets can sleep wherever they want
House Sitting Overnight At Your Home
$64 /night
  • Dogs may be unsupervised for 1 - 2 hours/day
  • Willing to travel 5 miles
Daycare At Caleb's Home
$45 /day
  • Watches up to 3 dogs/day
Home Visits
$30 /visit
  • Willing to travel 3 miles
$10 each way
  • Willing to travel 3 miles
More Services
41 Reviews
Caleb was an awesome host! We got daily picture updates of Bean out and about. He was very responsive to our questions and extremely flexible about drop off and pick up times. Highly recommend!
Our dog Brody had a great time with Caleb. He sent us pictures daily and let us know Brody was doing well. Brody is an elderly dog and has some mobility issues, but Caleb's place is perfect for a dog like him since there are only a few steps to get outside. We would definitely bring Brody over to Caleb's place again next time we are out of town!
Caleb was absolutely the perfect choice to care for Patches while we were away. He is with the pet most of the time, sends updates and pictures daily, and has a great neighborhood for pet walks. Patches came home happy and relaxed which indicates he had a good experience. We'll be calling again!
Caleb was very nice, great with Jax and flexible with our schedule!
Caleb was great with our dog. Flexible enough that it allowed my wife and I to travel as we needed. Drop off and pick up was quick and easy.
This was our first time using dogvacay, and we are so glad that we found Caleb! He was very welcoming during the initial meet-and-greet, showed us around his apartment and backyard, and answered all of our questions. We could tell that our dogs were comfortable with him right away. Caleb sent updates and pictures while we were away, letting us know how the pups were doing. And when traffic delayed our pick-up time, he was totally flexible and understanding. Our dogs were happy and calm when we brought them home and didn't seem at all anxious about having been away for a couple nights. We will definitely book with Caleb again!
Caleb has taken care of our pups on multiple occasions. He kept us informed of how they were doing, and seems very knowledgeable, loving and responsible toward the animals. Would definitely rebook.
Caleb watched our dog while I was taking the bar exam, and he did a great job! We did not have to worry at all that our dog was in good hands, and he sent us photos and updates. Caleb also was easy to get in contact with. I would suggest Caleb to anyone looking for a responsible dog sitter.
Caleb was a great host to Bentley. He sent picture updates and was very good with communication. This was Bentley's first time in day care and he was his same old self in return. Thanks Caleb!
First time leaving our dog, and it was a very good experience. I liked the photo updates, and Caleb seemed very responsible and on-top-of-things. His apartment was nice and cool during a hot day, and the fenced in yard looked perfect for Benjy to get some energy out when needed. Caleb seems very flexible in terms of updates and care, which is great for peace of mind when leaving your doggy somewhere that isn't his own home.
Since it was our first time leaving our pup, we were a bit nervous- Caleb made the whole process very easy. He sent a photo each day and Lola came back calm and relaxed. Will definitely be booking again.
Caleb was great! Our 5 month old pup came back happy and tired from all the walks. I think he grew a little while we were gone too! Caleb sent us daily updates with a photo which was wonderful. We know a puppy can be a handful and Caleb managed it all.
Caleb was great about sending pictures and giving our boy, Toby, a fun-filled day while we went to spend the day at Six Flags. Very happy, will be utilizing the service again soon! Thanks Caleb!
As always a treat for us and the dog! Thanks!
Caleb is great. Lucy has stayed with him twice. When we dropped her off the second time, Lucy was excited to see him & happily followed him into his apartment without so much as a glance back at us. He's very flexible and communicates promptly. He's very attentive and an excellent caretaker.
Caleb did an awesome job! Our dog broke his toe and he was well taken care of. Caleb was also extremely flexible to our schedule and needs!
Caleb was great! He was very accommodating when we needed an extra day and had a friend picking up our dog for us. Pictures and updates were very reassuring as well!
Caleb was awesome- lots of picture updates and overall easy experience!
Caleb was very flexible with drop off/pickup times. Everything went great and Flora was happy to spend a night with him.
Caleb's been a tremendous help during wedding season as we've found ourselves having to travel more than usual! Super responsible and responsive, and we've appreciated his flexibility when I've been less than on top of things regarding drop off and pick-up times. Totally recommend!
Caleb was an excellent host for our senior yellow lab. He was extremely accommodating with her specific needs (stairs, food, medicine) and we are very comfortable with our decision to leave her with him. Thanks again Caleb!
Caleb was wonderful for taking on our puppy. Maggie Mo was only 3 mos. old and still potty training. When we picked her up, she didn't want to leave!
Caleb was very accommodating and flexible. He sent daily updates with pix. Bernie came back happy and healthy!
I needed a last minute dog sitter for Leila and Caleb came through. I was able to drop her off in less than 24 hours after my first request was sent out. Pick up was fine also, and Leila was returned as a happy/healthy dog. Thanks again Caleb!
Caleb was very accommodating for Sunny and my schedule. He did an excellent job and even sent us away with extra poop bags!
Caleb made things easy! He was very accommodating with scheduling and sent occasional doggie updates. My dog came back tired and well-fed, all that I can ask for. He seemed completely comfortable there.
As always, Caleb is a great host! This was the 3rd time my dogs have stayed with Caleb and when I dropped them off they made themselves right at home. Dogs don't lie and mine have truly accepted Caleb as part of their pack. I know they are in good hands when they stay with him.
Caleb was a great host! He met with Freckles and I a few weeks beforehand which was great so that she was familiar with the surroundings. The drop off and pick up was very easy. He sent pictures every day and kept me posted so that I was not worried at all while I was away. I would definitely recommend using Dog Vacay (and Caleb) to others. One of the nicest features is that I was able to leave my dog with a host who does not have his own dog since my dog doesn't always get along with other dogs.
Caleb was great with my dog Jackson. He was very responsive and accommodating to my schedule. Jackson tends to get excited and anxious when I leave, but I felt very comfortable leaving my dog with Caleb and he came home very calm and happy. He also sent me pictures and daily updates which put me at ease. I will definitely book with Caleb, if he is available, the next time I go out of town.
Caleb was awesome while watching our dog for a full week while we were on vacation. He sent us multiple pictures throughout our trip and was very responsive.
Once again, my pack loves Caleb and that says something! Caleb recently watched all 3 of my dogs for 5 days and when I returned our eldest, arthritic dog was walking about in perfect condition (usually he comes home gimping and in pain), our "spirited" middle dog actually ran over to say good-bye to Caleb (she is NOT fond of people) and our youngest was in great spirits as well. If you know my dogs you know this is a rave review!

I will do anything I can to avoid leaving my dogs behind because I don't trust others to care for my babies like I do. I'm so thankful to have found Caleb. Now I can leave them behind and not worry the whole time!

This is the second time we've hired Caleb and I will surely hire him again!!!!
Caleb has earned my highest recommendation and I am so thankful we located him on dogvacay!

When we first met, Caleb took time out of his weekend to do a meet and greet. It gave us all a chance to meet him in person and become familiar with his home. The best part for me is that he has a nicely fenced in yard and very few stairs. My eldest dog has arthritis issues that we can keep under control if we avoid lots of stairs and lot of jumping on and off tall furniture. Caleb's home is perfect in this respect! The dogs can easily get to his backyard and I know they're safe and secure in his home.

I was hesitant to ask anyone to watch all three of our dogs. For many people, three dogs can be overwhelming (sometimes I am overwhelmed and they're MY furbabies) but Caleb is so easy going and calm that I knew right away he'd be great with my pack. Caleb is also very attentive when you describe your dogs and their habits. He makes a genuine effort to learn about each dog and their individual needs.

Yesterday I dropped the pack off at Caleb's house for the day and he was kind enough to email us pictures of all three enjoying their new friend's company! Next, we will be leaving the pack with Caleb for 5 days. I am always nervous to leave my babies behind but I know they'll be safe and sound with Caleb!
Simone was very happy with Caleb! I feel very confident and assured about boarding her with Caleb again. She really was calm and happy and I could tell it was a good experience for her. Hoping he's available this week!
Caleb was awesome with our dog, Murray. He sent daily updates and was very respectful of any requests we had for Murray's care. Caleb was the first sitter we've used on DogVacay and he is a great representative of the service. DogVacay is lucky to have him here and we are lucky he took such great care of Murray while we were at our wedding. Caleb eliminated any stress we had about using this service. He will be our go-to sitter from now on. Be assured, you can trust your pet with Caleb without worry.
It was easy and wonderful. Caleb allowed for our difficult schedules and our eccentric pups and selves. Pups came home with zero stress, and seemed better for the experience.
Caleb was very accommodating and responsive. We'll definitely book with him again.
I am beyond impressed with Caleb. He made me feel completely comfortable leaving my dog, Jillie with him. I received a picture and message each day to let me know what the activities of the day were. He definitely spoiled Jillie by letting her sleep with him and even had his neighbor take her out when he was out of his apartment for a few hours. Jillie was excited to see me when I picked her up but I really think she would have been just as happy staying for a few more days.
Another phenomenal experience with Caleb. He was patient and flexible with our arrival time even though it required modification of his own personal plans. My dogs have so much fun there that I've taken to calling him Bella's boyfriend!
I thought Caleb did a great job watching our dog for us. He was laid-back and yet conscientious and responsible. He was a pleasure to work with. Dolly was in great spirits when we picked her up.
Caleb was an absolute marvel. First, he was gracious about accepting our two week (!) reservation last minute and was attentive to any and all care instructions we needed to leave. Even though he knew we wouldn't have regular access to phone and email, Caleb went out of his way to forward me daily email updates about Bella and Choco's stay. I was nervous about leaving my two dogs with someone with whom I'd had such little contact, but his reports and photos kept me confident that my puppies were being well taken care of and were having a good time. He even took them on a bike ride to the Air & Water Show and gave them each a shower afterwards (no easy feat, I assure you)! Although I'm never happy to leave Bella and Choco, I'd happily ask him to watch them again. My vacation was made easier knowing that someone who so obviously loves dogs was taking care of my babies.
Please take it from me, we consider our dog Roxie to be our first born child. I had so much apprehension with doing this but we were in a bind. We were going out of town during a holiday week so our usual dog-sitters were not available. I found Caleb and he was available. We did a meet and greet a week before and Roxie loved him. He had a great yard for her and he works from home. Two great things. We did it for 7 nights. Each day I receive a text with an update and a photo of her. He took her for long walks and shared everything she was doing for the day. He took his job very seriously and I appreciated that he knew we had some anxiety about leaving her so he did a great job communicating with us.

We picked her up and she was excited to see us, but I am not sure she wanted to leave him. Caleb was responsible (she has some leash issues), responsive to us and gave her overall some TLC. It was just what we wanted for her. We wanted a place where she could be around people and in a home not in a cage. She slept in her bed, got her special treats and played with her own toys. I could tell that she missed him almost immediately. He spoiled her.

If you are going out of town and need someone to watch your dog, I would highly recommend Caleb. He was great and our experience was great! Caleb, you will be hearing from us again!
Read All 41 Reviews