House Sitting Hillcrest
Find a loving dog sitter to watch your dog overnight in your home.
Hillcrest, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kim was absolutely wonderful with Doppler while we were out of town! She shared regular updates with photos and videos while we were away and really put our minds at ease. She seems extremely comfortable with dogs (even nervous ones!) and knew exactly how to keep our pup happy.”
“Talia was great with our anxious pup and 2 kitties. She was communicative, timely and all our animals warmed up to her quickly. They were happy and healthy upon our return. I wouldn’t hesitate to book with Talia again. Thank you!”
About: Hi! I’m Claire Loria and I have worked with a wide range of dogs! I grew up with dogs and work at a doggie daycare in my home town! I have cared for a wide range of size, age, temperament, and health! I believe every dog is a good dog and deserves the highest quality of care, patience, and love! I can’t wait to meet your dog and give them as much love as their boundaries with a new person allows! I’m a junior in college attending UWS! I play soccer and love to stay active! I’m only taking 2 in person classes leaving most of my day to play, walk, and care for your pet! When caring for pets I like to treat them like people in a way. They have feelings, boundaries, and needs, it’s my job listen to what your pet needs, what they are comfortable with, and what I can do to create the best pet sitting experience I can.
About: Hi! My name is Mara, and I would love the opportunity to care for your pets and your home while you’re away. I have grown up with multiple dogs and have always loved being around animals. Over the years, I have also provided dog sitting and house sitting for neighbors and family members, caring for pets in their own homes, following their routines, and making sure they receive plenty of attention, exercise, and companionship. I understand that every pet has their own personality, preferences, and needs. Whether your dog loves long walks, playtime, cuddles, or simply having someone nearby, I will take the time to make sure they feel safe, comfortable, and cared for. I also have experience providing more specialized care, including administering IV medication for an elderly animal I was watching. This experience taught me the importance of patience, responsibility, attention to detail, and following care instructions carefully. My background working in childcare, summer camps, and other safety-focused roles has helped me become dependable, organized, and attentive. I will treat your pets like they are my own and your home with the same respect I would want someone to show mine. I am happy to provide updates and photos so you can have peace of mind while you’re away. I am currently a full-time online student, which gives me a flexible schedule and allows me to dedicate plenty of time and attention to caring for your pets. I am available for walks, drop-ins, and house sitting, and I am happy to work with your pet’s routine to provide consistent and reliable care. I care for pets by keeping their routines consistent and making sure they feel safe, comfortable, and loved while their owners are away. I follow all care instructions for feeding, walks, medications, and playtime, and I treat each pet and home with the same respect I would want for my own. I am happy to provide updates and photos so owners can have peace of mind knowing their pets are well cared for.
“Carah took care of our 3 dogs. 2 are from shelters and are anxious/nippy. She was able to win over all 3 quickly. We had one on meds who is very difficult to get medicated. She walked the dogs, sent updates and her communication and planning/meeting was exceptional. She also took great care or our house and gardens!”
“This was our first time hiring outside help from Rover, so we were not sure what to expect. Zach was a great housesitter and took special care of our senior dog. We were able to enjoy our trip without worry, which is truly priceless. We would happily book Zach again in the future!”
About: From St Bernards to Yorkies we have sat for a wide variety of pets. Our family, including Banjo the Beagle would love to host your pup. We are conveniently situated in The Lincoln Park Craft District- 2 blocks away from the trail and daily trail walks are an important part of our routine. My daily routine consists of 2 miles of dog walking- at least. As a teacher I am off in the summer, so I have lots of time to spend with your pup. During the school year I work nearby by and could cruise home for a midday potty break at lunch-as needed. I have a very social 4 year old dog to keep your pet entertained. I live very near excellent dog walking trails. If you have a social dog we love dog park trips.
“I am so glad we found Julia to watch our dogs while we were out of town. I was a bit worried that one of our dogs would have trouble warming up because he can be a bit shy when we are not there. But when we got back we could tell that our dogs were relaxed, happy, and tired. Great!!”
“Sav was very accommodating and knowledgeable about large breed dogs. We felt very comfortable with her taking care of our fur baby. We will be utilizing her services again. Highly recommend.”
About: I'm Ashley. 29 years old. I have 7-8 years of experience sitting dogs. I give them my full attention at all times. I will play with them, and walk them. I will make sure they are fed, and hydrated! I'm a big animal lover! Most dogs that I've sat in the past loved me, and my attention I gave them. They will always leave happy :) I will sometimes spoil them if they're good. I'll go to the store, and pick up some toys or treats. My kids get along very well with animals. They will always play with them as well. My kids have never got injured by any dog or cat. I'm hoping you'll choose me to sit your animal!:)) I'm a stay at home so I have all day to care, and play with them! If my kids don't need me first then they have my full attention. I make sure to get them comfortable first. I fill up their dish bowls right away. They'll either come to me to sit or if they're a smaller dog I'll pick up, and sit with. They always show they are content by licking my hand, and following me around.
About: I am fun love to play with dogs and enjoy spending one on one time with them as well as playing with them to much Full time dog sitter that loves animals and being able to spend time with them. Also just loving on your animals I love my own dogs as well. I would keep your house clean and clean up after your dog and make sure nothing is messed with. Also making sure your dog is leashed at all times when on walks.
“Amber was awesome with our dog! She dog sat for us when our dog was recovering from getting neutered. Our dog is very energetic and she did so well keeping him calm and bringing activities to keep him occupied. We were very impressed with her care!”
“Jessica did a great job of caring for my dog. She was flexible and quick to respond to my texts, provided updates during her stay, and made me feel that my dog was in good hands with someone very capable of working with my dog, who has had some anxiety and reactivity issues. The house was well kept and looked the same as when I left for my trip. I would definitely book with Jessica again.”
About: I have owned dogs my entire life. I grew up with long haired dachshunds. I have also owned labs, a Dalmatian, huskies, you name it. I love big cuddly dogs the most, but will love up on the smallest to the biggest dog the same. I also have a big heart for senior pets. I work full-time during the week but I am always on the go and able to help with pet sitting, dog walking, helping with caring for animals as needed. I am available for house-sitting depending on the days/times. When I go to someone's home to care for their pet I will treat it as though it is my own pet, which is with the utmost care, kindness and love. I have a huge heart for all living beings including animals and humans. I am highly responsible, and responsive.
About: I am a cool and calm individual who can easily adapt to new energies and environments. I have cared for small, medium, and large dogs all with varying personalities, needs, and activities including Yorkshire Terriers, Blue Heelers, Labs, and Pitt Bulls. I can stay home with pets who'd rather curl up on the couch, go hiking with more active ones, or help dogs with anxiety feel safe. I can stick to schedules while reading a dog's changing needs. I have experience in healthcare, the service industry, and trauma-conscious yoga which aids in my ability to respond to stressful or complicated situations with efficiency, grace, and compassion. I can easily connect with animals. Through mutual respect and appreciation, I have formed a genuine bond with all of the dogs I have cared for. I have a very flexible schedule. Day time is usually open. I work multiple part time jobs at night but can schedule around those times. I can walk, let-out, play, or stay with dogs. I feel comfortable caring for multiple pets. I do well with leashing and crating. I can administer medications. I will adhere to eating and potty schedules. I will communicate efficiently with dog-owners.
The median cost per night for house sitting in Hillcrest is $42
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for house sitting - Hillcrest
Select a filter and find qualifying sitters offering house sitting.Sitters in Hillcrest average 4 repeat house sitting clients
FAQs for House Sitting - Hillcrest
Frequently asked questions about Rover
As of August 2026, there are 143 sitters on Rover offering House Sitting across Hillcrest. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Hillcrest walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Hillcrest maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Hillcrest choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.
Never beg a friend to watch your dog again. With Rover, you can find your the perfect Hillcrest house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Hillcrest who can provide the care your dog needs, when they need it.
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