House Sitting in Oak Orchard

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Top rated Oak Orchard house sitters

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Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
Star Sitter
from
$40
per night
5 out of 5.0 stars
37 reviews
14 repeat clients
10 years of experience
Lewes, DE, 19958

Chelsea is a gem. She went above and beyond to care for Cooper who had a reaction to pain medicine he started a few days before we left him. She nursed him back to health, and kept me in the loop along the way. It is comforting to know our sweet boy is safe, happy, and well cared for while we are away.

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Linda P.
Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter
from
$45
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
40 years of experience
Ocean View, DE, 19970

Jennifer was great. She communicated with me and took amazing care of my girl! Will absolutely book again!

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Karhleen H.
Sitter Profile Image: Graceanna E.
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Graceanna E.
Star Sitter
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
20 years of experience
Rehoboth Beach, DE, 19971

Graceanna was terrific with our boxer, Kenzie She stayed at our house for 2 nights and we knew that our pup was in good hands. Graceanna sent timely updates and pictures, we would recommend her and use her again in the future.

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Marshall B.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$30
per night
5 out of 5.0 stars
5 reviews
1 repeat client
15 years of experience
REHOBOTH BEACH, DE, 19971

Samantha did an excellant job dog sitting for Lily. Lily doesn't take to everyone but she took to Samantha. She kept in touch and sent pictures. We'll sure use Samantha again to stay at our home with Lily!

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Nancy H.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
5 years of experience
Ocean View, DE, 19970

Sydney is fantastic! She house-sat for us for five nights, caring for our elderly cat, Frankie, while we were out of the country. Frankie has medical issues that require frequent medication every 6–8 hours, and Sydney handled it all with ease. She had no trouble administering his pills and liquid meds and kept us updated with photos and messages at least three times a day. Knowing Frankie was in such capable hands made our trip much more relaxing. We will definitely ask for Sydney’s help again and highly recommend her to anyone looking for a caring and reliable pet sitter.

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Jennifer D.
Sitter Profile Image: Gina D.
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Gina D.
Star Sitter
from
$35
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
4 years of experience
Rehoboth Beach, DE, 19971

Gina was nothing short of fantastic. So appreciate her making arrangements on short notice and taking terrific care of my two cats and my home while I was away. I will not hesitate to call on her again and recommend her to anyone in need of pet care.

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Jennifer S.
Sitter Profile Image: Kasey A.
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Kasey A.
Star Sitter
from
$65
per night
5 out of 5.0 stars
90 reviews
28 repeat clients
8 years of experience
Selbyville, DE, 19975

This was the first time we've ever left our shih Tzu, Olivia, with anyone. I found Kasey online at Rover.com and it only took one interview to know that she was the one I wanted. Kasey stayed our house for two days and took the most incredible care of Livvy. She was loving and very professional. We will definitely contact her the next time we go away. I highly recommend Kasey for your sitting needs.

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DARLENE L.
Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
40 years of experience
Fenwick Island, DE, 19944

Amanda was very good with Cozy and seems to know how to handle dogs well! More than happy to recommend her!

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Diana E.
Sitter Profile Image: Christina H.
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Christina H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
29 reviews
10 repeat clients
25 years of experience
Bethany Beach, DE, 19930

OMG!!! I cannot give enough stars for Nicole! I have a very needy 3 yr old English Bulldog. He’s very high maintenance and requires a lot of attention. She arrived at the meet and greet with treats in her pocket, and they were besties ever since. She kept in touch, sent pics and made sure my place was in perfect condition when I returned!!!

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Rebecca P.
Sitter Profile Image: Ken R.
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Ken R.
from
$75
per night
5 out of 5.0 stars
52 reviews
16 repeat clients
50 years of experience
Ocean City, MD, 21842

Ken was great. He took great care of our dog and fish. He sent pics of our dog which gave us peace of mind while away. He even washed sheets and vacuumed. That’s awesome! Will definitely hire again and highly recommend Ken for watching your pets!!

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Lauri R.
Sitter Profile Image: john o.
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john o.
from
$45
per night
5 out of 5.0 stars
2 reviews
6 years of experience
ocean view, DE, 19970

John was on time. He was very kind. He and our sweet Savannah bonded and has a great weekend. He completed walks and feedings. He assisted with her vitamin. We will plan to use him again and would highly recommend him.

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Bob M.
Sitter Profile Image: Alisa P.
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Alisa P.
from
$80
per night
5 out of 5.0 stars
9 reviews
1 repeat client
50 years of experience
Milton, DE, 19968

Alisa took great care of our dog and the house. Great communication and photos too!

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Katie J.
Sitter Profile Image: Erin D.
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Erin D.
from
$28
per night
5 out of 5.0 stars
2 reviews
1 repeat client
2 years of experience
Lewes, DE, 19958

Such a sweetheart, Ruby loved her!

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Kelly S.
Sitter Profile Image: Conor S.
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Conor S.
from
$30
per night
10 years of experience
Lewes, DE, 19958

About: A lifelong dog enthusiast, I’ve cared for family, friends’, and neighbors’ dogs over the years. Happy to play and walk as much as needed. Offer flexible scheduling and open to repeat appointments. Born and raised in Lewes, I recently moved back to my parents’ while I look for a new job. Dog sitting and walking is an enjoyable side hustle, as I love dogs and have an open schedule. Setting expectations and outlining care practices in advance are key for dog sitting and walking. I like to speak with pet owners over the phone or in person when first taking on a job (and am happy to meet a dog in advance to ensure we are a personality fit). Every pet and pet owner has different needs and accommodations, so I approach each appointment with an open mind and willingness to help.

Sitter Profile Image: Mallorie E.
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Mallorie E.
from
$50
per night
10 years of experience
Lewes, DE, 19958

About: If you need an overnight sitter, a walker, or just a play date for a couple hours, I’m your girl! I started pet sitting for a family I used to nanny for about 10 years ago and love caring for our families dogs. My husband and I got our own fur baby 3 years ago, a 100lb Chesapeake Bay Retriever, named Buoy. I make sure that every house I leave looks the same as it did when I enter, that includes making sure trash is taken out and dishes are out of the sink! I’ve dog sat pups from 8 weeks to 13 years and from the size of a teacup poodle to a 100 pound boxer, and I treat every one like my own. I also am very familiar with cats, my brother has 2, I love them just the same! I am currently working from home full time, so I have plenty of afternoon and evening flexibility as well as weekends! My times for during the week would be before 8am, between 12-2pm, and anytime after 5pm. I am currently in a 3 bedroom apartment, with my husband and our dog. We would be more than happy to allow any fur baby into our place. Our community is so pet friendly. Our dog has been living in an apartment since we got him and he has been leash trained, so I have plenty of experience with dogs on leashes including prong collars, gentle leaders, and any type of leash.

Sitter Profile Image: Charles S.
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Charles S.
from
$55
per night
5 out of 5.0 stars
11 reviews
6 repeat clients
1 year of experience
Frankford, DE, 19945

Charles was very active with our pups while house sitting! He took them on walks and sent us pictures and updates every day! Would definitely recommend!

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Carly M.
Sitter Profile Image: Schejn O.
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Schejn O.
from
$70
per night
5 out of 4.9 stars
112 reviews
29 repeat clients
30 years of experience
Millsboro, DE, 19966

He responded quickly to my inquiry, which was super helpful, because it was a pretty last-minute booking! His mom ended up being the one to come be with our dogs (which he did get our approval on beforehand). She showed up on time and was kind.

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Brenda C.
Sitter Profile Image: Kailee D.
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Kailee D.
from
$60
per night
5 out of 5.0 stars
4 reviews
1 repeat client
9 years of experience
Millsboro, DE, 19966

Kailee did an awesome job taking care of my Pomeranian and cat while I was away and went above and beyond in every way. She was punctual and communicative, very professional but warm and friendly. My dog, who is honestly an anxious handful, was immediately at ease and had a great weekend. I returned home to a sparkling house, and two happy, sleepy and calm animals. I am so impressed and I would absolutely recommend Kailee for anyone looking for a patient, reliable sitter/ house sitter.

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Jennifer M.
Sitter Profile Image: Kelly S.
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Kelly S.
from
$60
per night
15 years of experience
Lewes, DE, 19958

About: I’ve been a pet sitter and dog walker for over 15 years. I’ve always loved my furry friends and I have excellent referrals! Cats dogs birds.. I’m very good with all pets! I’m a high school in college referee very fit. I officiate games between 3 and 5 PM. That’s the only gap! I need to stay in shape and I’d rather stay in shape with my furry friends! I will be available to stay in the client’s home. Anywhere in the Lewes, Rehoboth, dewey, Milton Milford, Ocean City, Delaware area i’m available as soon as needed. I have a security clearance in the background check. I have two lovely dogs on my own. I prefer to stay at the clients home. I am very neat and tidy. My clients pets are my first priority

Sitter Profile Image: Genevieve B.
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Genevieve B.
from
$75
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
30 years of experience
Lewes, DE, 19958

Genevieve was great with my senior critters. My dog and cat were well taken care of in my home. I will definitely use her again!

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Mary W.
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Sitter Profile Image: Chelsea-Rose L.
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Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
Star Sitter

Loving Pet Care: Walks & Sitting
Lewes, DE, 19958
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
37 reviews
14 repeat clients
Profile image

Chelsea is a gem. She went above and beyond to care for Cooper who had a reaction to pain medicine he started a few days before we left him. She nursed him back to health, and kept me in the loop along the way. It is comforting to know our sweet boy is safe, happy, and well cared for while we are away.

Availability updated 14 days ago
Sitter Profile Image: Jennifer D.
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Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter

Caring for Yours as if They’re Ours
Ocean View, DE, 19970
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
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Jennifer was great. She communicated with me and took amazing care of my girl! Will absolutely book again!

Availability updated 3 days ago
Sitter Profile Image: Graceanna E.
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Sitter Profile Image: Graceanna E.
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Graceanna E.
Star Sitter

Peace of mind for you and your pup
Rehoboth Beach, DE, 19971
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
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Graceanna was terrific with our boxer, Kenzie She stayed at our house for 2 nights and we knew that our pup was in good hands. Graceanna sent timely updates and pictures, we would recommend her and use her again in the future.

Availability updated 3 days ago
Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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Samantha B.

Genuine animal lover and caregiver.
REHOBOTH BEACH, DE, 19971
9.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
5 reviews
1 repeat client
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Samantha did an excellant job dog sitting for Lily. Lily doesn't take to everyone but she took to Samantha. She kept in touch and sent pictures. We'll sure use Samantha again to stay at our home with Lily!

Availability updated 13 days ago
Sitter Profile Image: Sydney B.
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Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter

Dog Lovin Grad Student
Ocean View, DE, 19970
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Sydney is fantastic! She house-sat for us for five nights, caring for our elderly cat, Frankie, while we were out of the country. Frankie has medical issues that require frequent medication every 6–8 hours, and Sydney handled it all with ease. She had no trouble administering his pills and liquid meds and kept us updated with photos and messages at least three times a day. Knowing Frankie was in such capable hands made our trip much more relaxing. We will definitely ask for Sydney’s help again and highly recommend her to anyone looking for a caring and reliable pet sitter.

Availability updated 2 days ago
Sitter Profile Image: Gina D.
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Sitter Profile Image: Gina D.
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Gina D.
Star Sitter

Here to Help Care for the Furbabies
Rehoboth Beach, DE, 19971
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
Profile image

Gina was nothing short of fantastic. So appreciate her making arrangements on short notice and taking terrific care of my two cats and my home while I was away. I will not hesitate to call on her again and recommend her to anyone in need of pet care.

Availability updated 5 days ago
Sitter Profile Image: Kasey A.
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Sitter Profile Image: Kasey A.
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Kasey A.
Star Sitter

Responsible & reliable!
Selbyville, DE, 19975
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
90 reviews
28 repeat clients
Profile image

This was the first time we've ever left our shih Tzu, Olivia, with anyone. I found Kasey online at Rover.com and it only took one interview to know that she was the one I wanted. Kasey stayed our house for two days and took the most incredible care of Livvy. She was loving and very professional. We will definitely contact her the next time we go away. I highly recommend Kasey for your sitting needs.

Availability updated today
Sitter Profile Image: Amanda R.
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Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter

There’s no place like home!
Fenwick Island, DE, 19944
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Amanda was very good with Cozy and seems to know how to handle dogs well! More than happy to recommend her!

Availability updated today
Sitter Profile Image: Christina H.
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Sitter Profile Image: Christina H.
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Christina H.
Star Sitter

LIFELONG ANIMAL LOVER!
Bethany Beach, DE, 19930
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
29 reviews
10 repeat clients
Profile image

OMG!!! I cannot give enough stars for Nicole! I have a very needy 3 yr old English Bulldog. He’s very high maintenance and requires a lot of attention. She arrived at the meet and greet with treats in her pocket, and they were besties ever since. She kept in touch, sent pics and made sure my place was in perfect condition when I returned!!!

Availability updated today
Sitter Profile Image: Ken R.
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Sitter Profile Image: Ken R.
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Ken R.

My Retirement Hobby!!
Ocean City, MD, 21842
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
52 reviews
16 repeat clients
Profile image

Ken was great. He took great care of our dog and fish. He sent pics of our dog which gave us peace of mind while away. He even washed sheets and vacuumed. That’s awesome! Will definitely hire again and highly recommend Ken for watching your pets!!

Availability updated 6 days ago
Sitter Profile Image: john o.
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Sitter Profile Image: john o.
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john o.

Pawsitively Reliable Pet Care
ocean view, DE, 19970
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
2 reviews
Profile image

John was on time. He was very kind. He and our sweet Savannah bonded and has a great weekend. He completed walks and feedings. He assisted with her vitamin. We will plan to use him again and would highly recommend him.

Availability updated 3 days ago
Sitter Profile Image: Alisa P.
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Sitter Profile Image: Alisa P.
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Alisa P.

Pets are family members!
Milton, DE, 19968
13.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Alisa took great care of our dog and the house. Great communication and photos too!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Erin D.
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Sitter Profile Image: Erin D.
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Erin D.

Happy Pets, Happy Life!
Lewes, DE, 19958
6.0 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Such a sweetheart, Ruby loved her!

Availability updated 4 days ago
Sitter Profile Image: Conor S.
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Sitter Profile Image: Conor S.
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Conor S.

Affectionate dog sitter and walker
Lewes, DE, 19958
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
3 reviews

I have used Conor for overnight stays and walks a few times for my dog Luna. Conor is very loving and a great communicator. He would send a ton of updates and I could tell how happy my dog was to be with him. I would highly recommend Conor for any dog related walking or sitting.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mallorie E.
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Sitter Profile Image: Mallorie E.
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Mallorie E.

Animal Lover in Lewes
Lewes, DE, 19958
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
2 reviews

Mallorie loves animals, specifically dogs! She has been a dog mom herself for the past 8 years! You puppy, young or elderly will be in great hands with her!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Charles S.
Verified Background Check
Sitter Profile Image: Charles S.
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Charles S.

A foster parent that loves dogs!!
Frankford, DE, 19945
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
11 reviews
6 repeat clients
Profile image

Charles was very active with our pups while house sitting! He took them on walks and sent us pictures and updates every day! Would definitely recommend!

Availability updated 80 days ago
Sitter Profile Image: Schejn O.
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Sitter Profile Image: Schejn O.
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Schejn O.

Dog sitting/walking and boarding.
Millsboro, DE, 19966
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 4.9 stars
112 reviews
29 repeat clients
Profile image

He responded quickly to my inquiry, which was super helpful, because it was a pretty last-minute booking! His mom ended up being the one to come be with our dogs (which he did get our approval on beforehand). She showed up on time and was kind.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kailee D.
Verified Enhanced Background Check
Sitter Profile Image: Kailee D.
Verified Enhanced Background Check

Kailee D.

Pup, Pup, Hooray!!
Millsboro, DE, 19966
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Kailee did an awesome job taking care of my Pomeranian and cat while I was away and went above and beyond in every way. She was punctual and communicative, very professional but warm and friendly. My dog, who is honestly an anxious handful, was immediately at ease and had a great weekend. I returned home to a sparkling house, and two happy, sleepy and calm animals. I am so impressed and I would absolutely recommend Kailee for anyone looking for a patient, reliable sitter/ house sitter.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kelly S.
Verified Enhanced Background Check
Sitter Profile Image: Kelly S.
Verified Enhanced Background Check

Kelly S.

Genuine dog lover, pet sitter
Lewes, DE, 19958
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
15 years of experience

About: I’ve been a pet sitter and dog walker for over 15 years. I’ve always loved my furry friends and I have excellent referrals! Cats dogs birds.. I’m very good with all pets! I’m a high school in college referee very fit. I officiate games between 3 and 5 PM. That’s the only gap! I need to stay in shape and I’d rather stay in shape with my furry friends! I will be available to stay in the client’s home. Anywhere in the Lewes, Rehoboth, dewey, Milton Milford, Ocean City, Delaware area i’m available as soon as needed. I have a security clearance in the background check. I have two lovely dogs on my own. I prefer to stay at the clients home. I am very neat and tidy. My clients pets are my first priority

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Genevieve B.
Verified Enhanced Background Check
Sitter Profile Image: Genevieve B.
Verified Enhanced Background Check

Genevieve B.

The Fairy Dog Mother 🧚🏼‍♀️🐾✨
Lewes, DE, 19958
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

Genevieve was great with my senior critters. My dog and cat were well taken care of in my home. I will definitely use her again!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend

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