House Sitting Woodenhawk Pines

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

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Sitter Profile Image: Kelly C.
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Kelly C.
from
$65
per night
4.9 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Preston, MD, 21655

This was a last minute arrangement on our part, so we were a bit nervous, as we did not get a chance to meet Kelly before allowing her in our house to care for our dogs. She was great! She let us know as soon as she arrived, sent us pics and videos several times in just two days. The dogs were very happy and so were we. We would certainly invite her back in the future.

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Stephen W.
Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
90 reviews
15 repeat clients
5 years of experience
Dover, DE, 19904

Busara is the best! Maxwell has a great time and is always well cared for! I have no worries when I’m not there because I know Busara is always there to save the day and make sure Maxwell has great company

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Ryan G.
Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$100
per night
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
Frederica, DE, 19946

About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m a stay at home mom. I have two amazing kids! We all have experience in caring for dogs, cats, rabbits and guinea pigs! I have about an acre of land fenced in on a no outlet street! I have a fully fenced in yard I am a Dedicated pet caretaker with 10+ years of experience caring for dogs and cats. Services include walking, feeding, bathing, grooming, administering medication, and fostering. Reliable and trusted by neighbors, friends, and family to provide loving care for their furry companions.

Sitter Profile Image: Louise D.
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Louise D.
from
$28
per night
4.9 out of 5 stars
46 reviews
19 repeat clients
6 years of experience
Ridgely, MD, 21660

Louise was amazing! She updated me along the way and took care of my dog while I was out of town! She responded quickly and made sure to send pics of my dog so I didn’t worry about her!! Highly highly recommend!!!!!

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Heather W.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$90
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Seaford, DE, 19973

Taylor was very good with Lincoln and Ian. She sent me a couple of pics while I was away. It was good to see the boys. Definitely would use her again when I need the help.

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Terry C.
Sitter Profile Image: Krista K.
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Krista K.
Star Sitter
from
$111
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Camden, DE, 19934

Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️

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Jean D.
Sitter Profile Image: Sabrina B.
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Sabrina B.
Star Sitter
from
$27
per night
4.9 out of 5 stars
31 reviews
6 repeat clients
15 years of experience
GREENWOOD, DE, 19950

Sabrina did a great job! Excellent communication, and lots of photos of the pets. Medications were given on time. This was my first time hiring a house sitter, and I'm very pleased with the experience. Highly recommended! Thanks so much!!

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Mark W.
Sitter Profile Image: Dina B.
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Dina B.
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Laurel, DE, 19956

Highly recommend. Was very good with my two dogs and great communication.

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Justin W.
Sitter Profile Image: Johanna T.
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Johanna T.
Star Sitter
from
$75
per night
4.9 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

About: My dog passed and I miss her company! So I love having visitors to keep me company and play with while working from home :) Work from home, I'm free to walk the dogs first thing the the morning, around noon and anytime in the evening and spend the whole day with them if needed :) Quiet home, no children, no smoking, no other dogs or cats - just fish n two birds, half way fenced Yard, but very safe. We can walk around the neighborhood, there is a park down the street as well and the back yard.

Sitter Profile Image: Imani W.
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Imani W.
from
$31
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Easton, MD, 21601

Imani did a great job! Our three dogs were happy and well cared for. She was very nice and sweet.

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Margaret P.
Sitter Profile Image: Shacja S.
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Shacja S.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
45 years of experience
Ridgely, MD, 21660

About: Active Dog Loving Grandparents We enjoyed the pleasure of having pets our entire lives, they have brought us a sense of peace and joy and best of all unconditional love. Our best friends have been Boston Terrier’s, German Sheppard’s, American Bulldogs and Boxers. They are all unique in their personalities but all love to be loved, just like us. We are retired so one of us are at home all the time. We live on a great fence property with an awesome nieghborhood that we love to take walks around multiple times a day (weather permitting.) The dogs usually have a grand time taking a run around the property and playing. Should it be too warm of course they enjoy the air conditioning ? Now that our children are grown and married with children/dogs we occasionally keep their Boxer brother (Duke) and sister (Honey) and our grandchildren too. You can feel safe leaving your pets in our care. We will look after them and love them like our own! In fact, they may not want to leave as our grand-dogs do? Can provide a bath prior to your return if you would like. Look forward to meeting you and your baby soon. Grandma J

Sitter Profile Image: Aaron C.
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Aaron C.
from
$25
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Greenwood, DE, 19950

About: My wife and I love being with our dogs, we have 3 adopted dogs and 1 dog we received as a newborn puppy, and love meeting other owners and their pets. We take our dogs for walks at our lovely park across the street or to the dog park to let them run free with the other dogs. We also have a 5 acre yard for any animal to do what they please. We take our dogs on hikes on the red rock trails, have lots of toys for them to play with, spoil them with the right amount of dog treats. We have a specialized dog food brand we use and cook our dogs fresh meat for them to eat, they don't seem to mind.

Sitter Profile Image: Brigid S.
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Brigid S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Queen Anne, MD, 21657

Brigid was excellent!! She cared for my dog like he was her own. She gave him his meds on time and kept communicating with me while she was caring for him by sendings pics everyday! I would hire her again!! Thanks Brigid for taking care of my boy with love and caring for his needs!!

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Nancy C.
Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$23
per night
4.7 out of 5 stars
30 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

About: I live in a home who foster dogs in need. Home with the dog all day so they'll have that attention and someone caring for them. I can take care of elderly dogs that use diapers full proper care even all the way to puppies and there high energy . Me being young i do play with the dogs i like to run around with them to keep myself and them entertained. I am a MMA fighter so I'm free everyday my gym is right here at home where I train at so I'm never off the property unless I have to be. I have a fenced in back yard that the dog will have access to and when inside your dog will be with me in my room making itself a comfortable home anywhere it pleases.

Sitter Profile Image: Natalie M.
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Natalie M.
from
$60
per night
10 years of experience
Easton, MD, 21601

About: I’ve grown up caring for animals & have experience with dogs, cats, fish, hamsters, guinea pigs, bunnies, and even chickens! Taking care of pets was part of my responsibilities growing up, so I’m comfortable with feeding, walking, playing, cleaning up after them, & making sure they receive plenty of attention and care. Although I don’t currently have pets of my own because of my work & school schedule, I love spending time with & caring for my family & friends’ pets. I also have experience staying overnight to care for dogs through a family connection. I’m responsible, attentive, & will treat your pets like they’re part of the family. Pet sitting gives me the opportunity to get my serotonin dose from all the cuteness of animals while doing something I enjoy! I’m currently in nursing school, which gives me flexibility outside of my class & clinical schedule for pet care. I’m available throughout the week for drop-in visits, walks, & overnight stays depending on the day. I’m happy to coordinate with pet parents ahead of time to make sure their pet’s normal routine fits with my schedule. I understand how important it is to trust someone with both your pet & your home. I’ll follow your pet’s normal routine & any instructions you provide regarding feeding, walks, medications, crates, litter boxes, or other care needs. I’ll make sure your pet is safe, comfortable, & gets plenty of attention while you’re away, & I’m happy to provide any photo & text updates as needed for peace of mind.

Sitter Profile Image: Kayla P.
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Kayla P.
from
$40
per night
8 years of experience
Camden, DE, 19934

About: I work professionally in dog daycare as a Team Lead, where I care for dogs of all sizes, breeds, ages, and personalities. I’m experienced with group play, individual care, feeding routines, senior dogs, puppies, basic training and behavior management. I’m comfortable reading canine body language and adapting my care to each dog’s individual needs. I also have experience with large breeds and higher-energy dogs, and I treat every pet in my care like one of my own. Pet care is already a big part of my daily routine through my work in dog daycare. Outside of work, I’m available for drop-ins, walks, and other pet care services depending on the day. I’m happy to work with your pet’s usual routine and provide consistent, attentive care while you’re away. I always prioritize safety, comfort, and each pet’s individual needs. I pay close attention to body language, behavior, and stress signals, and I’m comfortable following detailed feeding, walking, medication, and care instructions. I believe in keeping pets on a familiar routine and giving them the space, enrichment, exercise, and affection that works best for them.

Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$50
per night
5.0 out of 5 stars
43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

Chelsea was wonderful, we booked her last minute after a family member became ill and could not sit our dog, Kenzie. She stayed over night and sent pictures and updates. I felt very confident leaving our home and dog in her care. Will definitely use her again.

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Marshall B.
Sitter Profile Image: Laura S.
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Laura S.
from
$60
per night
4.0 out of 5 stars
5 reviews
30 years of experience
Bridgeville, DE, 19933

About: I’m an experienced pet sitter with over 25 years experience. I will feed your pet as well as play with him or her. I’m one of those people who tends to like animals more than some people. I have experience giving animals medication too. I will cuddle and play as long as your pet will let me. I have a rescue cat of my own who is very spoiled. I also have experience with older dogs and cats. You can be assured that your pet will be in very good hands with me. They will be treated as my own. I am NOT bonded or insured. I am currently able to do drop in visits to your cat or stay overnight. I love playing with them as well as talking too I will care for your pet(s) in your home just like you would. I follow their routine and provide lots of pets, playtime and love.

Sitter Profile Image: Emily W.
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Emily W.
from
$40
per night
5 years of experience
Denton, MD, 21629

About: I love dogs and I love spending time with them and playing with them! I love to snuggle or lay close with them and make sure they are comfortable at all times. I love playing with them and wearing them out so they sleep good at night! I love walking them and seeing how excited they get when someone comes to see them! I have dog sat many of dogs from very small to very big and I don't have a type, I love all sizes, shapes, and more! I have had a dog my whole life and I can't ever get enough of them. I have been told that I am good at dog sitting and their pets are always great when they return!

Sitter Profile Image: Sydney C.
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Sydney C.
from
$100
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Seaford, DE, 19973

About: I’ve had several dogs and cats and have sat for friends and family in the past. I have also rescued and cared for cats and dogs. I work remotely so I have a very open and flexible schedule to accommodate any time needs. I’m usually available for last minute openings or funky times. I’m willing to follow any rules and of course put your dogs needs first. I try to stay up to date online with “crunchy” dog parents.

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The median cost per night for house sitting in Woodenhawk Pines is $55

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  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 house sitting - Woodenhawk Pines

Select a filter and find qualifying sitters offering house sitting.

Sitters in Woodenhawk Pines average 4
repeat house sitting clients

FAQs for House Sitting - Woodenhawk Pines

Frequently asked questions about Rover

As of September 2026, there are 343 sitters on Rover offering House Sitting across Woodenhawk Pines. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Woodenhawk Pines walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Woodenhawk Pines maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Woodenhawk Pines choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 97% of sitters can help with special care needs
  • 97% 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.

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