Dog Boarding Pennyhill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Pennyhill, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rita took excellent care of my Angelo in her home. He can be slow to warm up to people, but she quickly won him over and they had a great visit! He especially loved relaxing in her yard.”
“Elise and Daniel are beyonnddd amazing!! I’m so incredibly grateful to have found them….they were so easy to work with and so flexible with me…..their home is very warm and homey, the kind where everyone feels at home….They took such great care of my chihuahua….I was visiting for an event and staying downtown, it was very close by and I wish that I could use them full time but I live out of state….thank you so much Elise, Daniel and Eli for taking such amazing care of Waffles….im so grateful and I loved meeting you 🤗🙏”
“All the hype about Dante is true! He’s communicative, accommodating, and really great energy. He asks a lot of questions to ensure my Kado was well taken care of. Dante is someone who truly loves what he does and that makes me happy. I think Kado and I found a permanent sitter until Dante retires us lol”
“Pooja was absolutely wonderful with Bentley! From the very beginning, I was impressed by how thorough she was during our meet and greet. She asked all the right questions about Bentley's routine, personality, feeding schedule, preferences, and any special needs, which immediately gave me confidence that she truly cares about the dogs she watches. Throughout his stay, she kept me updated, communicated well, and sent photos that helped me feel completely at ease while I was away. Bentley can be energetic and very attached to his people, but Pooja was patient, attentive, and loving with him. It was clear that she took the time to make him feel comfortable and treated him like one of her own. Coming home to a happy, well-cared-for pup is the best feeling, and I couldn't have asked for a better sitter. I highly recommend Pooja to anyone looking for someone trustworthy, knowledgeable, communicative, and genuinely wonderful with dogs!”
About: I have owned dogs for the past 20 years, including a mastiff and pit/Shepard mix. I also grew up with cats. I have also helped out a rescue I am home at lunch during the week to let your pet out and home by 5:15 pm . Weekends I do not work and can be home all day I have a separate gated off part of the house the animal can be housed in instead of sitting in a crate if I am not home
“Emily and Christine were fantastic. Our dog had a great time and was very well taken care of. Birdie seemed to really like them and their dog, Lilo. We will definitely book them again in the future.”
“Same day Boarding request for 2 puppies under 1 year old. Corey has a fenced yard, he provides photos and videos each day and keeps the puppies and their bedding very clean. My puppies came home with freshly washed bedding and their own baths! What a Treat!”
About: I don't just watch dogs—I welcome them into my family. Every pup receives personalized attention, a safe environment, and lots of love while you're away. I work for the school system, so I have weekends, holidays, and summers off. My typical work hours are 9:00 a.m. to 3:30 p.m., and my school is very close to home, which allows me to come home during my lunch breaks. I make it a priority not to leave the pups home alone for more than four hours at a time, so they get plenty of attention and care throughout the day. In addition, I keep 2 small dogs at a time but for the bigger ones I only will sit 1 dog for safety reasons 😊. Your dog will be welcomed into my home like family. I have a fully fenced yard, two friendly Shih-Poos who love making new friends, and a calm, loving environment. I'll follow your pet's routine, including feeding, medications, potty breaks, and any special instructions, so they feel safe, comfortable, and right at home while you're away.
“Nicolette was an excellent dog sitter! She was incredibly caring and attentive, always quick to respond to any questions or requests. She adapted to our dog's needs with ease, ensuring Bella was well-cared for and happy. Nicolette took Bella on plenty of walks, and her spacious backyard provided the perfect setting for playtime. With an abundance of toys and treats, Bella was thoroughly entertained. We also appreciated the regular updates and pictures Nicolette sent, which gave us peace of mind while we were away. I highly recommend Nicolette for anyone looking for a reliable and loving dog sitter!”
“This was my pup's second time staying with Trey and her second time having a safe and exciting place to stay while I was away. Tilly had so much fun playing with Trey's dogs and I could see from the updates that she was getting out and about and working off all her energy. Already have a time booked for later this summer!”
“Everything went well with my dog's overnight stay. She got her walks and Sandra communicated with me throughout her stay with photos. Much appreciated Sandra! Hope to use your services again. Lisa H.”
About: I’ve been a pet owner for more than 45 years and I love my animals like they are my kids. That’s what you can expect from me while caring for your pets. I’ve had little dogs and big dogs, cats, fish, even horses. I especially love Great Danes and for some reason they love me. I have no fear of them and appreciate their lap dog in a big dog body personalities. My favorite thing is when I’ve just met a new Dane, within a few minutes of meeting them they are comfortable enough to start “herding” me. This is when I know I’ve gained their confidence and trust. Most of them try to sit on my lap, I always let them. ❤️? I’m currently working remotely and have flexibility with my work and schedule. I can be available on a short or advanced notice for visits in my home or yours. I have a semi fenced yard and 2 dog parks nearby. I have 2 cats. One is social and inquisitive while the other is a princess and lounges in her royalty most of the day. Your pet and I would be besties and get as much or little attention as they desire for the duration of their stay with me.
“I can't say enough good things about Ashley! She was absolutely fantastic with Kodak. From the moment I met her, I could tell she was genuine and caring, and that definitely showed in the way she took care of him. Kodak was clearly happy and well-cared for, and I received updates with pictures, which put my mind at ease. I highly recommend Ashley to anyone looking for a trustworthy and loving dog sitter!”
About: I've taken care of dogs, cats and other house animals all my life. I've trained my own and have assisted friends & family with caring for theirs. I walk, talk, feed and bathe. I provide care for my own animals daily, helping to care for other animals is a natural feeling for me. I love all animals regardless. I have 1 dog and 4 cats, I care for them daily by feeding, walking my dog and providing them all attention, love and ensuring cleanness.
About: I've taken care of pups since I was a teenager and am continuing my love of them as my nursing career winds down and my husband is semi-retired. We treat them with dignity and respect just like they were our own. We are flexible as the work from home option allows the ability for us to spend quality time with your pet. We are available for boarding any day of the week including weekends and holidays. We have a nice sized yard and are close to multiple parks to take your pet on walks. Dogs are free to roam as if they were in their own home but can crate if desired.
“Our first time leaving Max with Sangeetha and I was very nervous. Max, who was a rescue from a neglect situation, is aggressively affection. At 85lbs, he can sometimes prove to be a LOT. Sangeetha and her husband were wonderful with Max! He was so happy and comfortable with them (I have many pictures to prove it) and he came home better behaved than before he left!!! Sangeetha will be our sitter of first choice from here on out!”
“Candice takes excellent care of our little Bailey while we are away! She is very warm & friendly and we feel very comfortable leaving Bailey with her. She always keeps us informed daily with updates and pictures. I would definitely recommend Candice to anyone looking for a reliable & kind pet sitter!”
“Raelyn was wonderful! She picked up and dropped Max off which was incredibly helpful for us with conflicting job schedules and three kids. That added service made our night away possible. She also is so quick to respond and provides info and photos while she watches your fur baby. Max seemed so relaxed in the photos and he came home happy. We had a poor prior experience with a different Rover sitter and he came home shaking. I totally trust Raelyn and will gladly use her again.”
About: Hi! I’m a lifelong dog lover and an ICU nurse, so I understand how important staying active and maintaining a healthy lifestyle is—and that goes for our dogs too! Although I don’t currently have a pet of my own, I’ve grown up with dogs my entire life, from Dobermans to Yorkshire Terriers. I truly love getting to know each dog’s unique personality and making sure they feel safe, happy, and loved. I’m happy to tailor my care to whatever works best for you and your pup. I live in an apartment, but I’m surrounded by parks and great walking areas, so I can take your dog on walks around your neighborhood or to nearby parks for some extra exercise and enrichment. I’m also a great fit for dogs who may not do well around other pets, as I’m happy to give them one-on-one attention in a comfortable environment. Your pet’s safety and comfort are my top priorities! I’ll follow your preferred routine and make sure they receive plenty of love, attention, and care while you’re away. I’m also happy to send as many photos and videos as you’d like to keep you updated and give you peace of mind. Please feel free to reach out with any questions—I’d love to meet you and your furry friend! 🐾❤️ I am surrounded by many parks, so taking advantage of the weather and getting my steps in with your dog is one way to make them feel comfortable and making sure their physical needs are met. I am trustworthy and transparent when taking care of pets. I treat them like my own while following any special care they need! I am happy to send updates through photos or videos as well.
Dog parents share their Rover experiences - Pennyhill
Our second time using Jordyn. She helped us in a pinch the first time and this time we went with her because she is just the best. My dog was so excited to see her again as well. She did a great job and photos on a regular basis which made us smile. Lots of photos of walks, he seemed to be getting some good exercise and stimulation - he looked like a happy boy!
I cannot say enough good things about Steffani and Josh. This was the 3rd time they watched my Cora girl. When I was dropping her off, she was so excited to see Steffani, she hopped like a bunny to the door! They treat her like she’s one of their own. Thanks so much guys!
Cindy took excellent care of our dog Calvin over the weekend. He was clearly comfortable at Cindy's home from the pictures and communication we received throughout the stay. He came back happy and tired from all of the play and attention. We would gladly use Cindy's services again on future trips and highly recommend her to anyone in need of a sitter.
Marissa was so sweet and helpful with my pups while I was away for business. I am always nervous when traveling and leaving my girls with anyone, but Marissa put my mind at ease. She sent photos to check in and let me know how they were doing, and my one one more nervous dog, Penelope, did NOT go on a hunger strike while I was away as she sometimes does--which speaks volumes about how comfortable she was while staying with her! I look forward to using her again when I travel. Thank you, Marissa!!
Ive lost track of how many times I've booked with Nick, but every single time its been a pleasure. My dogs always seem happy there and well cared for. His family also seems to really enjoy my 2 dogs, as always the next time I need a dog sitter I will be re-booking with Nick, such a great family who really do loves dogs :)
We have been bringing our dog to Bronwen for a number of years. When we pull into Bronwen's driveway, Trixie jumps right out and runs to get into Bronwen's backyard without a backward glance. She loves going to Bronwen, and we get lots of updates. Trixie can be a picky eater, but Bronwen always gets her to eat. Trixie comes home tired and happy. Highly recommend Bronwen!
Elizabeth and her family took wonderful care of my dog and really treated her like their own and made her feel loved while I was away. I'm especially grateful because it was a last minute booking after another sitter cancelled last minute. I highly recommend Elizabeth!
Monique was available when I needed someone immediately. My regular sitter was away and I had a family emergency. Monique was wonderful. As Mina became acclimated to her, Skye, and their dog, she had a really good time over the Halloween holiday. Monique sent me pics of Mina in her Halloween costume that were really cute! Mina was well taken care of and I am hoping that Monique will be available again in the future. Thanks, Monique and Skye!
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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Pennyhill
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Pennyhill
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pennyhill home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Pennyhill.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Pennyhill sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in DE ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.
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