Dog Walking Gum Crossroads

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

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Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
40 years of experience
Millsboro, DE, 19966

About: I've taken care of a wide variety of animals my whole life. While I love all types of pets, dogs are my favorite. I have lots of experience. One of my dogs was a therapy dog within the public school system as part of a literacy program for elementary children. I have a nice fenced in backyard and live close to two pet friendly parks. My schedule is very flexible. There is always someone at home 24/7 so your furry friend will never be lonely. I can board, sit, or walk almost anytime. I have a nice fenced in backyard and live very close to two pet friendly parks. I have a very friendly corgi named Rocco to keep your fur babies company.

Sitter Profile Image: Mikaila F.
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Mikaila F.
from
$12
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
1 year of experience
Ellendale, DE, 19941

About: I have a genuine love for animals and understand how important it is to provide them with patience, attention, and a safe environment. I’m dependable, caring, and willing to take the time to learn each dog’s personality, routine, and individual needs. I do have a grasp of understanding canine body language and when they’re comfortable vs uncomfortable. I also have a lot of experience with smaller fuzzy friends such as rabbits and hamsters as well! I currently am new to the area looking for employment, and going to be starting online classes soon. Until then I have pretty good availability and flexibility for your furry friends. I can very much insure the security of leashes, collars and or harness for walks, as well as helping pups into crates if they’re crate trained at home. Helping younger pups learn with simple commands and positive reinforcement is also something I’m willing to do!

Sitter Profile Image: Taylor K.
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Taylor K.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

About: I’ve always been an animal lover and have lots of experience with different breeds of cats/dogs, big and small. Neighbors, friends, and family have relied on me to walk, feed and play with their fur babies for many years! If this is your first time using Rover, please let me know and I will give you a promo code that gives you $20 off of your first booking. Pet sitting is currently my full time job so I’ll have plenty of time to care for your pets! Please reach out with any inquiries or questions regarding a booking and I will respond as quickly as possible to determine if my schedule aligns with you and your pets needs! Your pet will be treated as my own and receive plenty of love and attention while in my care. I can easily crate your dog if needed or preferred. I can provide separate living spaces for dogs while away or you are welcome to bring their own crate/needs for comfort.

Sitter Profile Image: Steve M.
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Steve M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

“Steve is the best dog walker! My dog, Pumpkin, loved Mark immediately and loved the walks because he’d come back exhausted after each one!”

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Sania K.
Sitter Profile Image: Courtney F.
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Courtney F.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Georgetown, DE, 19947

“Ollie has a new BFF. Great communication will be a repeat customer”

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Robin E.
Sitter Profile Image: Jennifer C.
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Jennifer C.
from
$15
per walk
5.0 out of 5 stars
• 7 reviews
20 years of experience
Millsboro, DE, 19966

About: Excited to meet your pet! Experienced with seniors to puppies! Reliable, professional & local. I love playtime & happy to visit dog parks (if you like). This is now my full time job! My days are built around walks and i am flexible, local and reachable. I keep my calendar current and don't take bookings I cannot make. I do a meet & greet before every visit so we can align on your pups needs. You will get a note from me after each visit so you know how everything went. You will also get photos and I am happy to hear from you as well.

Sitter Profile Image: Aaron C.
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Aaron C.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Greenwood, DE, 19950

“Aaron was great! Will definitely use him again. He was kind to my fur baby. He’s very trustworthy and good with dogs. Thank you Aaron!! -Lily/Jason”

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Jason
Sitter Profile Image: Malia M.
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Malia M.
from
$15
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
8 years of experience
Delmar, DE, 19940

About: With over 7 years of pet care experience, I specialize in providing personalized attention to pets of all ages and needs. I adapt my services to ensure your pet feels safe, loved, and comfortable. What sets me apart is my deep understanding of animal behavior, allowing me to provide consistent routines. I am currently in a veterinary assistant program to gain certification and complete career goals! I’ve also volunteered at the humane society events and dog walking. I am a first time mom, currently in the newborn stage. He was born February 6th. I am the primary parent and take care of him night and day, therefore i unfortunately can’t work. I do have support that will watch him while I do drop in’s, burnsides appointments I am mainly free!! In your home, I focus on maintaining a safe and familiar environment for your pet. I follow your pet's routine closely, ensuring their feeding, playtime, and exercise schedules are consistent. I also make sure to provide plenty of attention, love, and mental stimulation, even if it is just walks. Your pet’s safety and comfort are my top priority.

Sitter Profile Image: Julie M.
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Julie M.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
5 repeat clients
5 years of experience
georgetown, DE, 19947

“Did a wonderful job introducing herself to my dogs and walking them!”

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McKenzie S.
Sitter Profile Image: Lisa R.
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Lisa R.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
Milton, DE, 19968

About: Please note- I require a meet and greet first before taking on a new client. I have rescued many dogs and given them a better life. I have also had two puppies in the past six years. I have a lot of training and patience with puppies and also rescue dogs. I love dogs so much and strive to make them happy and be the best version of themselves. I currently have a rescue dog that is 10. A dog that is 6 and a puppy that is six months. I also watch my two grandpups a lot they are a GSP and a Vizsla. I require a meet and greet first before taking a new client. I am retired and have time on my hands to give your pup the time it needs while you are away. They can stay in their home and feel safe and comfortable and still be on their routine with walks, feedings, and playtime. I will come to your house and check on your pup. Walk them, feed and water. And also give them play time. I will treat your home with care and respect.

Sitter Profile Image: Ryan M.
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Ryan M.
from
$30
per walk
20 years of experience
Millsboro, DE, 19966

About: Good afternoon,I am a current k-9 handler with a certified police K-9. I’m looking to provide a service and continue to help clients in my spare time. I can train your dog in obedience, tracking, and scent work. If you have any questions please ask. I work nights so my availability is extremely flexible. We will go over your wants and needs in detail before scheduling the first visit. Thanks I will care for the clients dogs and animals as if they were my own family with much respect. Dogs are extensions of people’s family’s.

Sitter Profile Image: Samantha R.
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Samantha R.
from
$30
per walk
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Samantha was terrific. Chewy our 90+lb Rottweiler/hound absolutely adored her. Samantha was very reliable and communicated with us everyday. She walked Chewy for 8 days while we were gone. My parents who were watching Chewy while we were gone liked Samantha also.”

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Brian W.
Sitter Profile Image: Taylor & Michael D.
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Taylor & Michael D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Milford, DE, 19963

“They are very sweet and so amazing with our furry friends!”

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Kohner J.
Sitter Profile Image: Liz S.
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Liz S.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Lewes, DE, 19958

About: I’ve had my own dogs throughout my childhood and have always been the family animal caretaker. I’ve watched other peoples dogs for 10 years and I’m able to walk, feed, bath, administer medicine, and work on basic training and commands. I’m currently home from school until the end of January, so I am able to stay over night or visit somewhere multiple times a day with no problems. I do not care for animals in my home as I wouldn’t want my own pets to create any complications. I am willing to stay over at a house with any dogs or check in as frequently as you need!

Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$31
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
6 years of experience
Lewes, DE, 19958

“Jasmine is so accommodating with her schedule and our dogs just love going on their walks with her We will continue to use Jasmine for weekly walks as long as her schedule allows”

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Carolyn W.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Milford, DE, 19963

About: Hi! I’m Kayla, and I’d love to care for your fur babies! I’m a friendly, outgoing animal lover based in Milford, DE, and I’ve happily called Milford home for the past five years. I’ve loved animals my entire life and grew up caring for many different pets, from cats and dogs to more unique animals. Because of this, I truly see pets as part of the family and believe they deserve patience, love, and plenty of attention. I have experience caring for pets for families in both Milford and Camden, DE, and I’m known for being dependable, easy to get along with, and very attentive to animals’ needs. Whether you’re heading out for a vacation, a weekend trip, or just need a helping hand, I’m happy to provide loving pet sitting and house sitting that helps you feel at ease while you’re away. I am fully available and have lots of time for walks, playtime, cuddles, feedings, and check-ins throughout the day. Your pets will never feel rushed or overlooked! At home, I have a sweet kitten who is learning to use the litter box, so patience, gentle care, and understanding different personalities come naturally to me. I’m an organizer, planner, and multitasker, and I always make sure pets are safe, comfortable, and well cared for. Your pets’ happiness and comfort are my top priorities, and I can’t wait to meet your fur babies and give them all the love while you’re away! 🐾💕 I am fully available for any of your scheduled needs. I am free for walks, sittings and drop ins for feeds and all of the above. I have a playful cat who loves to talk. He gets full treatment and brushing because he is a long haired cat. He only uses pretty litter which gets cleaned once or twice a day. He has an automatic food feeder that goes off twice a day for him when we are not home. My brother give him all of the love when we are not home as well.

Sitter Profile Image: Rachel J.
Verified Enhanced Background Check
Rachel J.
from
$30
per walk
4 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

About: I've been caring for pets in various capacities for over 15 years. I have experience in pet sitting, daycare, boarding, simple grooming, veterinary care and dog training. I am a certified professional dog trainer utilizing positive-reinforcement training methods. I am also a Fear Free Certified Professional. I love what I do and how I do it! My goal is to make your pets comfortable and happy in whatever way I can. I like having fun with them and getting creative with different activities and games to meet their needs. I try to be flexible with my schedule so if you're unsure if it will work, send a request and let's see what we can make work! I realize caring for pets in a other's home is a large responsibility. I take that responsibility seriously and make sure your babies, as well as your space, are well taken care of, clean and sanitary.

Sitter Profile Image: Leah C.
Verified Enhanced Background Check
Leah C.
from
$20
per walk
1 year of experience
Felton, DE, 19943

About: I’ve had dogs my whole life! We’ve had cats and reptiles before as well! I’ve dog sat for the past year now for a family every now and again when they need me! I’ve done it for a whole week or just a night out! Feeding, letting outside, walks, playing and of course some cuddling and pets! House sitting is obviously involved and I am ready for whatever you need me to do around the house while you are gone! I can’t wait to meet you and you’re animal friend! I’m available any weekday anytime around 8am-6pm except on Tuesdays I need to be home by 5pm! Weekends would need a heads up and could only work until 2pm OR could only work at night! I will not be boarding animals at my house! I do not have the facilities for that and also have 3 crazy beagles at home who would not appreciate another animal in the house!

Sitter Profile Image: Busara C.
Verified Enhanced Background Check
Busara C.
from
$20
per walk
5.0 out of 5 stars
• 95 reviews
19 repeat clients
6 years of experience
Dover, DE, 19904

“Busara was on time and followed my instructions. She sent me good communication and pictures. My pets were provided good care while I was away.”

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Andrea P.
Sitter Profile Image: Chloe T.
Verified Enhanced Background Check
Chloe T.
from
$25
per walk
5.0 out of 5 stars
• 22 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“You are amazing!!! Lots of updates and willing to help on short notice!!! Appreciate you so much 🩷”

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Maggie W.
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The median cost per walk for dog walking in Gum Crossroads is $20

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  • 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?

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  • 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 walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

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

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Popular requests for dog walking - Gum Crossroads

Select a filter and find qualifying sitters offering dog walking.

Sitters in Gum Crossroads average 3
repeat dog walking clients

FAQs for Dog Walking - Gum Crossroads

Frequently asked questions about Rover

As of November 2026, there are 642 sitters on Rover offering Dog Walking across Gum Crossroads. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Gum Crossroads. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Gum Crossroads after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

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 walker 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.

Yes, you can find walkers who have experience with handling special pet needs in Gum Crossroads. On Rover:

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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.

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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, 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 walker.

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