Dog Sitting Cheltenham

Book a Cheltenham dog sitter to watch your dog in your sitter’s home or yours.

End
Search

Over 32
pet parents in Cheltenham have booked dog sitting

Cheltenham, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Tiffany G.
Verified Enhanced Background Check
Tiffany G.
from
$15
per visit
10 years of experience
Bowie, MD, 20721

About: I can adapt to a pet’s mood/temperament and do the upmost to remain mindful of all their needs! I grew up helping my dad raise and breed beagles and I have cared for pets over 20 years whether they were my own or owned by family. I joined in 2024 when I lived in Kansas City, MO but ended up having zero time! So now that I’m back in Maryland, I’m ready to assist pets and their owners! 🩷 I am in school full-time so am mostly available on Friday evenings and all day on Saturdays and Sundays. Very occasionally, I can be available for pet care weekday evenings. I do not board pets as one of my cats is very anxious so I will have to go to client’s home to pet sit. Nevertheless, I will triple check that everything is in place and doors are locked prior to leaving a client’s home. For walking, I will triple check that leashes/harnesses are secure and I do not listen to music so I can be 100% aware of my surroundings and the needs of furbabies.

Sitter Profile Image: Shanae N.
Verified Enhanced Background Check
Shanae N.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
2 years of experience
Fort Washington, MD, 20744

“Shanae helped out on very short notice and did a great job walking and feeding my dog Oso. She was reliable, responsive, and made sure everything was done as asked. My dog seemed happy and well taken care. I appreciated the photo updates as well. I’d definitely recommend Shanae and would use her again!”

Profile image
Antonia J.
Sitter Profile Image: Chris M.
Verified Enhanced Background Check
Chris M.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
15 years of experience
Temple Hills, MD, 20748

“Amazing job! Will use again!”

Profile image
Christopher C.
Sitter Profile Image: Alaysia W.
Verified Enhanced Background Check
Alaysia W.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
1 repeat client
10 years of experience
Fort Washington, Fort Washington, MD, 20744

About: With over 10 years of hands-on experience caring for dogs, I provide more than just walks — I provide safe, loving, and attentive care tailored to every pup’s unique personality and needs. My background includes fostering dogs, working in a professional dog boarding facility, volunteering in animal shelters, and gaining experience in an animal hospital setting, which has given me the skills to confidently care for dogs of all breeds, temperaments, and energy levels. As a dedicated fur mom myself, I understand how important it is to trust someone with your pet. I treat every dog like family and focus on creating a comfortable, stress-free, and fun experience while you’re away. Whether your pup needs extra patience, structured care, medication support, playtime, or simply lots of love and attention, I’m committed to making them feel safe, happy, and cared for every step of the way. I pride myself on reliability, communication, and building genuine bonds with both pets and owners. Your dog’s well-being will always be my top priority. My schedule is structured to make sure every dog in my care gets the time, attention, exercise, and consistency they deserve. I currently work full-time Monday through Thursday from 4 PM–12 AM, so on those days I’m available for morning and noon visits, walks, drop-ins, feedings, potty breaks, and quality playtime before heading to work. Friday through Sunday, I have open availability and can accommodate morning, afternoon, evening, and nighttime care as needed. I always try to be flexible and communicate clearly with pet parents so I can provide the best care possible for each dog’s routine and individual needs. With my years of hands-on experience working with dogs in boarding facilities, shelters, fostering, and animal hospitals, I understand how important reliability, patience, and personalized care are for both pets and owners. When caring for pets in their homes, I always make sure they feel safe, comfortable, and cared for while their owners are away. I understand that every dog is different, so I tailor my care to each pet’s specific needs, routine, and personality. Whether it’s walks, feeding schedules, playtime, medication, cuddles, or giving extra patience to anxious pets, I make sure your fur baby receives the same love and attention they’re used to at home. During walks and pet sitting visits, I focus on safety, communication, and making sure your pet is happy, exercised, and well cared for every step of the way.

Sitter Profile Image: Mattia B.
Verified Enhanced Background Check
Mattia B.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
17 years of experience
Upper Marlboro, MD, 20772

“Mattia, was very professional and friendly. She cared for our little baby pup very gently and affectionately”

Profile image
Tyronea W.
Sitter Profile Image: Brianna K.
Verified Background Check
Brianna K.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 24 reviews
14 repeat clients
14 years of experience
Upper Marlboro, MD, 20774

About: Having taken care of a precious Springer Spaniel for 14 years (Cocoa), I'll do my best to take care of your dog as if he or she were my own. I'm usually quite responsive when it comes to bookings and arrangements, responding within 15-20 minutes. I'll take them out to play and walk and feed them at least three times a day. I'll also bathe them, if need be. Most importantly, I will be as flexible and accommodating as possible to ensure that your dog will have fun while with me. I currently have open availability in my schedule, so I could most definitely sit your dog full-time if necessary. Above all else, I just love working with dogs as they are my favorite animal.

Sitter Profile Image: Jennifer V.
Verified Enhanced Background Check
Jennifer V.
from
$21
per visit
10 years of experience
Fort Washington, MD, 20744

About: About Me / Pet Care Experience I’m a dependable and caring pet sitter who treats every pet with the same patience, attention, and love I would want for my own. I understand that every animal has their own personality, routine, and needs, so I take the time to make sure they feel safe, comfortable, and cared for while their family is away. I’m comfortable providing walks, feeding, playtime, companionship, litter box care, basic medication administration, and maintaining a pet’s normal routine. I’m also happy to provide regular photo and message updates so you can feel confident knowing your pet is doing well. I have experience caring for pets and understand how important consistency, patience, and following an owner's instructions are. I take pet care seriously and always make their safety and well-being my priority. I currently have a flexible schedule and am able to dedicate plenty of time and attention to the pets in my care. I’m especially happy to discuss each pet’s individual routine, including how much exercise, playtime, companionship, or quiet time they need. My goal is simple: for your pet to feel safe, loved, and comfortable—and for you to have peace of mind while you’re away. 🐾 currently work part-time, which gives me a flexible schedule and plenty of time to provide attentive, reliable care for your pets. I'm available for drop-in visits, playtime, feeding, litter box cleaning, and lots of love and attention while you're away. I've cared for a variety of animals, including cats, dogs, and birds, and I treat every pet like family. I carefully follow each owner's instructions, keep pets safe and comfortable, maintain clean food and litter areas, and provide plenty of affection, playtime, and updates with photos so you have peace of mind.

Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sarah K.
from
$80
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
35 years of experience
Brandywine, MD, 20613

“Took terrific and excellent care of my two kitties! I received daily pictures and videos of my two little ones, who were well cared for and accommodated. Thank you so much!”

Profile image
Cindy L.
Sitter Profile Image: Aquila R.
Verified Enhanced Background Check
Aquila R.
from
$15
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
3 years of experience
District Heights, MD, 20747

“Very attentive with the cats and my dog and stayed to hangout with them extra! Would absolutely book again :)”

Profile image
Hannah S.
Sitter Profile Image: Tarise S.
Verified Enhanced Background Check
Tarise S.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Hughesville, MD, 20637

“We had a great experience for our first time using. Will definitely book again”

Profile image
Crystal J.
Sitter Profile Image: Dylan B.
Verified Enhanced Background Check
Dylan B.
from
$15
per visit
15 years of experience
Camp Springs, MD, 20746

About: As a lifelong animal lover with hands-on experience raising and training a Cocker Spaniel, a Pitbull Terrier, and a Rottweiler from puppyhood into their senior years, my goal is to provide patient and dependable care tailored to your pet's unique personality. Whether they need playtime, walks, cuddles, or just a calm place to stay, they will always feel safe, loved, and cozy while in my care. I currently work full-time in Alexandria, VA, but I work remotely on Mondays and Wednesdays. I do have open availability on weekends, and I am available to board throughout the weekend into Monday. My care is tailored to the individual needs of every animal. My apartment complex is incredibly pet-friendly with a large area right outside my unit for long walks and playtime. We also have a grooming station in case your fur baby needs a little TLC before going home. As an active young adult and someone familiar with the challenges of the puppy years - I am also available to walk dogs as frequently as needed. I also have no problem administering medication or patiently supporting elderly or special needs animals.

Sitter Profile Image: Lanice W.
Verified Enhanced Background Check
Lanice W.
from
$20
per visit
10 years of experience
Upper Marlboro, MD, 20772

About: As a passionate pet owner, I understand the joy and responsibility of keeping your dog happy, healthy, and active. With a love for all breeds and a commitment to personalized care, I offer dog walking services that go beyond just a quick stroll. Whether it’s a lively adventure or a calm, scenic walk, I treat your furry friend like my own—ensuring they get the exercise, attention, and affection they deserve. Let me help give your dog the best walk of their day! I work from home and have a car. I’m open to early morning walks and evenings. I can also provide support during most weekends and holidays. One pet has a special diet and since I have 3 in total, they all eat the same. That way I know whether any issues are truly with one pet or there is another issue with the environment or food.

Sitter Profile Image: Bryan T.
Verified Enhanced Background Check
Bryan T.
from
$30
per visit
5.0 out of 5 stars
• 21 reviews
6 repeat clients
5 years of experience
capitol heights, MD, 20743

“Bryan always does a great job! Really appreciate his extra care to make me feel comfortable with leaving Romulus for an extended period of time.”

Profile image
Samantha B.
Sitter Profile Image: Quincy W.
Verified Background Check
Quincy W.
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
7 repeat clients
3 years of experience
Washington, DC, 20003

About: I’ve been taking care of dogs since I’ve been a kid! Growing up my family would own 3 dogs at a time ranging from small to big dogs I’m working part time so I am usually available! I am also very flexible when it comes to cancellations or delays! I understand things happen! I consider pets an extended part of the family! The best way to take care of a pet is to give it plenty of attention!

Sitter Profile Image: Morgan B.
Verified Enhanced Background Check
Morgan B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 151 reviews
33 repeat clients
4 years of experience
Waldorf, MD, 20602

“5 Star guy right here! Morgan was very friendly with Kylo. He loves dogs and this is someone who truly cares for animals and is willing to work around a busy schedule! Looking forward to utilizing many of his available services in the future. I know Kylo is happy making a new friend!”

Profile image
Cameron D.
Sitter Profile Image: Max & Na L.
Verified Enhanced Background Check
Max & Na L.
from
$85
per visit
4.9 out of 5 stars
• 97 reviews
49 repeat clients
5 years of experience
Fort Washington, MD, 20744

About: Let us know your pet’s eating habits/preferences and if your dog has any special needs or behaviors we should account for. We also love to know what commands your dog knows so we can speak their language and help enforce whatever training you are working/have worked on. I'm currently working from home so I have plenty of time to play with your pups! For boarding, I am available during the week and weekends. During a typical day, I love taking the dogs around the neighborhood to let them explore new smells and get their exercise. I'll also let them play in the fenced backyard. If you're comfortable with it, I'm more than happy to make visits to the dog park too, where they can have a blast. For more relaxed dogs or on days with bad weather, we can enjoy indoor activities like playing fetch, engaging in tug-of-war, and having cozy cuddle sessions with the pets.

Sitter Profile Image: Ashley J.
Verified Enhanced Background Check
Ashley J.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Anacostia, Washington, DC, 20020

About: I’ve been around dogs my entire life. I grew up with them and my family has owned them ever since I was a baby. My parents got me my own dog when I was 8 and I’ve loved them ever since. Neighbors, friends, and family have all trusted me to care for their fur babies over the years whether it be short trips or long term. I love dogs and am excited to help care for yours! I just moved to the DC area and am looking for work I can do between travels. I don’t have another job, so when I’m in town I am available any day and anytime. I will be starting federal certifications soon but that will be done online. I have a fenced yard in a gated community. I have 3 small Yorkies who are friendly with other dogs. They do have their own room if I need to keep them separate. I can board dogs here, stay at your home, or stop in and check on them…whatever works best for you! Happy to discuss any details or preferences before hand.

Sitter Profile Image: Anthony D.
Verified Enhanced Background Check
Anthony D.
from
$14
per visit
3 years of experience
Capitol Hill, Washington, DC, 20002

About: Animals have a way of knowing right away if someone is truly present with them. I believe in developing that trust and making a new furry friend. Whether it’s an energetic dog ready to explore or a cautious, reserved cat who needs space before asking for chin scratches, I have an affinity for connecting with pets and treating them with respect. I have experience managing schedules for both dogs and cats keeping feed times, maintaining routines, and making sure your home stays clean and secure while you’re away. I currently work part-time, but I can adapt to your needs at a moments notice. I’m available for boarding on weekends and even weekdays if needed. My approach is based on consistent, clear communication and keeping your pet feeling completely secure, regardless of the environment. I honor your established routines, from feeding schedules and medication timing to timed habits and walk routes, predictably is key. If an unexpected situation or question ever arises, I will contact you immediately rather than guessing. Above all, I treat your home with total respect and care for your pet with the same attentiveness, patience, and safety standards I would expect for my own

Sitter Profile Image: Kaitlyn C.
Verified Enhanced Background Check
Kaitlyn C.
from
$15
per visit
5.0 out of 5 stars
• 151 reviews
53 repeat clients
5 years of experience
Alexandria, VA, 22307

“Super friendly and reliable. Also good communicator. Looking forward to her taking care of my pets while I am out of town so I don’t have to worry.”

Profile image
Victoria S.
Sitter Profile Image: Gloria S.
Verified Enhanced Background Check
Gloria S.
from
$18
per visit
25 years of experience
Deanwood, Washington, DC, 20019

About: Hi I'm Glo and I love furry friends! I grew up with lots of pets in the home and I care for the strays in local communities. Nothing compares to a fluffy feline or a cuddly canine by your side. In my spare time I volunteer with the Humane Rescue Alliance as a foster fur parent. Previously I used to do in- home and overnight pet sitting on a similar app and for close friends. Meeting and making furry friends is not new to me nor does it ever get old. I can make your pet feel right at home while you can have a peace of mind knowing your pet is in good hands. Let's start a furry friendship today! My current schedule allows for open availability, so I'll have plenty of time to play with your fur baby. With 24/7 supervision I'm available for boarding both overnight and longer stays to make your dog feel right at home. Im in a 5 bedroom home with minimal space being occupied. I have a 6 foot secured privacy fence surrounding a fairly large yard. I reserve separate areas by size and temperament or can also easily crate your dog if needed.

1 / 1
View more

The median cost per visit for dog sitting in Cheltenham is $20

Dog parents share their Rover experiences - Cheltenham

1 / 1
4.0 out of 5 stars

Thank you soo much for taking care of my baby. Your help makes a difference. He is very content with you. Thanks for making it work.

Profile image
Mariah D.
Drop-In Visits
1 / 1
Find pet care near you

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 sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog sitting - Cheltenham

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Cheltenham average 7
repeat dog sitting clients

FAQs for Dog Sitting - Cheltenham

Frequently asked questions about Rover

The average cost of Dog Sitting in Cheltenham is $31 per visit as of October 2026. Most bookings cost between $20 and $56 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 13,948 sitters on Rover offering Dog Sitting across Cheltenham. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Cheltenham 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!

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cheltenham with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cheltenham. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge