House Sitting in Woodland Beach

Find a loving house sitter to watch over your pets and your home.

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Top rated Woodland Beach house sitters

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: Busara C.
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Busara C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
83 reviews
11 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: Taylor G.
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Taylor G.
from
$25
per night
5.0 out of 5 stars
49 reviews
2 repeat clients
10 years of experience
Smyrna, DE, 19977

Taylor was great with Maxwell! On time, open communication, and most importantly, took excellent care of Maxwell. Look forward to working with her for future visits!

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Ryan G.
Sitter Profile Image: Gabriela W.
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Gabriela W.
from
$40
per night
8 years of experience
Townsend, DE, 19734

About: Although my family has never owned a dog, I have always loved taking care of my aunts, neighbors, and family friends dogs. I always make sure to pay attention to detail when watching a dog and meet each dogs needs whether that be a walk, playing with a toy, belly rubs, or even just relaxing. As a part-time graduate student at USM, I will have time during the day for a dog walk, or to check-in on your pup! I will be available on most weekends for house and dog sitting. I am available to come to your dog and stay with him/her so they do not have to move out of their comfortable environment and stay at a new space with new people.

Sitter Profile Image: Erin R.
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Erin R.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Dover, DE, 19901

Erin was super flexible with meeting our pets ahead of time, was responsive, dependable and neat. Sent pics and txts. Very appreciative of the last minute fill in on a holiday weekend!

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Christine D.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$65
per night
5.0 out of 5 stars
24 reviews
11 repeat clients
8 years of experience
Townsend, DE, 19734

Rebecca did an excellent job staying at our home with Pippin! She was really prepared with questions to help the weekend good smoothly and to understand his needs. She was very responsive to messages and sent detailed updates and pics. Our pup had a great time!

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Leah O.
Sitter Profile Image: Angie O.
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Angie O.
from
$80
per night
4.9 out of 5 stars
10 reviews
2 repeat clients
13 years of experience
Townsend, DE, 19734

About: CURRENTLY NOT TAKING ANY FUR-BABIES. Hi and welcome. My husband and I love animals. We currently have one dog, Brandy, and one cat, Smokey. Both my husband and I work during the week. We are home all day during the weekend. Our house is not big, but we have a lot of love for your furry members of your family. We have a decent size fenced backyard that your pups can run and lounge in while your on vacation. We have been taking care of our dogs for 14 years and 10 years of taking care of cousin's dog one week a year. We would love for you to give us a chance. We are available! We can't wait to meet you and your fur-babies.

Sitter Profile Image: Jena-lynn C.
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Jena-lynn C.
from
$100
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Smyrna, DE, 19977

All went as planned. In fact Jena went above the scope of the assignment and kept us updated . Very polite, Knowledgeable, and willing to assist in the care of our pet , plus giving us peace of mind

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Thomas H.
Sitter Profile Image: Samantha N.
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Samantha N.
from
$42
per night
5.0 out of 5 stars
204 reviews
47 repeat clients
15 years of experience
Dover, DE, 19901

We always appreciate Samantha! Our pup clearly loves her and we know she's in good hands with Samantha. I also appreciate the pictures and updates she sends throughout her stay.

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Melanie B.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$75
per night
5.0 out of 5 stars
90 reviews
25 repeat clients
17 years of experience
Dover, DE, 19901

About: Chelon Oasis | A maison of calm for modern pets Paws and Peace --- 🐾 About Chelon Oasis Tiffanys assistant is a former Professional Medical Assistant, and Retired Female Air Force Veteran. She leads with calm authority, clean structure, and intentional presence. Pets feel safe with me because the environment is steady, the routines are clear, and the energy is peaceful. Chelon Oasis is a coastal‑inspired maison where modern pets decompress, reset, and enjoy a serene retreat designed with their comfort in mind. --- 🌴 About Chelon Oasis Your pet stays in a peaceful, coastal single family Home • 6 tons of beach sand for sensory play and grounding • A tiki‑hut hideaway for shade and calm lounging • A 6‑ft fully fenced backyard for safe roaming • Full access to Chelon Play & Paws Park — included with every stay • Indoor spaces that are clean, quiet, and structured The environment is intentionally curated to feel like a soft seaside exhale. --- 🌞 Our Pet Care Style We provide care that is: • Intentional — every routine has purpose • Calm — no chaos, no overstimulation • Structured — clear boundaries, gentle leadership • Reliable — veteran precision in communication and timing • Warm — coastal softness, steady presence Your pet receives individual attention, consistent routines, and a peaceful environment that supports their emotional and physical well‑being. --- 🐕 What Your Pet Can Expect • Sunbathing in the sand • Exploring the tiki hut • Free play in the private park • Quiet indoor rest time • Clear routines and gentle structure • A calm, grounded human leading their day Photo updates available upon request. --- 🏡 Safety, Cleanliness & Routine Safety is a non‑negotiable standard here. Due to insurance policies, we are not equipped to accommodate Pit Bulls, Rottweilers, or Dobermans. • 6‑ft secure fencing • Controlled introductions • Clean, sanitized spaces • Structured feeding and potty schedules • Constant supervision during outdoor time • No overcrowding — ever Your pet’s peace and safety come first. Smile Your Pets on Camera --- 📍 Location Chelon Oasis is located just off Route 9 behind Dover AFB. (No Base access needed but we are available to support our veterans on base with in home pet sitting as well) 10 minutes from Bally’s Casino & Racetrack. Exactly 2 miles from Pickering Beach and Little Creek Fire Department. --- 🤝 Courtesy Expectations Please text your ETA and communicate any pick‑up adjustments within a 30‑minute window. Clear communication keeps everything smooth and respectful. --- 🐾 Optional Day‑Use Chelon Play & Paws Park is also available for independent visits with your own pup through Sniffspot — $4 per day (insurance requirement). --- ✨ In Closing thanks for checking us out! Gratuity with paw prints, Aurelia, for Tiffany, Lulu & Nyla A Message from Tiffany, Owner of Turtle Lounge As a retired veteran, I am available to be home about 80% of the time to ensure your pets receive the top-notch care, cuddles, structure, and love they deserve here at Turtle Lounge. We’re dedicated to treating your furry treasures like family, and we take pride in offering them a safe, comfortable, and loving environment. That said, we do have a few guidelines to keep things running smoothly for everyone: 1. Booking Times: Your pet’s drop-off and pick-up times are set during booking, and we kindly ask that you stick to those times. If you need to adjust the schedule, please message us at least 48 hours in advance. 2. Late or Early Pick-Up/Drop-Off: • If your scheduled time is within 30 minutes of the original booking time, that’s perfectly fine—just let us know your ETA! • However, if you need to pick up or drop off your pet more than 30 minutes earlier or later, we kindly ask for a courtesy tip of $20-30 to accommodate the schedule change. 3. Text Your ETA: Always text your estimated arrival time so we can have your pet’s belongings ready and ensure a smooth transition. Thank you for understanding and respecting our structure and scheduling. Your cooperation helps us maintain the high level of care and organization that your pets deserve! Looking forward to caring for your furry treasures! With gratitude, Tiffany Owner of Turtle Lounge Your Pet’s Safety and Comfort Are Our Top Priority at Turtle Lounge At Turtle Lounge, we understand and celebrate diversity, and we’re committed to ensuring your pet’s safety and comfort while you’re away. As a Security Forces retiree, keeping your furry family members safe is my top priority. For added peace of mind, the Little Creek Fire Department is just 2 miles away, so help is never far away if needed. A Mini Paradise for Your Fur Babies Take a look at our photos to see how your pet will enjoy their time here. We have a sand yard, a fire pit, and a 60-foot dog trolley runner (perfect for pets up to 125lbs) where they can enjoy some fun outdoor exercise. Our 60x60ft backyard is fully enclosed with a 6-foot fence to keep your pet secure while they explore or relax. Inside, your pet will have their choice of: • A separate bedroom for a peaceful, private sleep space • A cozy den for those who enjoy being closer to the action • Plenty of room in our country kitchen and great room to relax and unwind. A 5-Star Experience We take pride in providing a 5-star stay for your precious pet. To ensure every pet receives the proper care and attention they deserve, we only board a maximum of 5 pets at a time. This allows us to give each dog the attention they need, and you the peace of mind that your pet is well taken care of. Special Care for Your Pet • Filtered water and treats are provided for your treasures. • Regular updates: We’ll send you pictures of your pet’s stay via text through the Rover app so you can see how much fun they’re having. • We take our time and yours seriously. Please be mindful of your scheduled time slot—this helps us maintain the highest level of care for all pets in our care. Important Notes • We are not equipped to handle Pit Bulls (even mixes) or Rottweilers. For the safety of all pets, we do not accept these breeds. • Our home is protected by security cameras for the safety and security of all pets in our care. We’re excited to welcome your pet into our mini-paradise and give them the best stay possible. Thank you for trusting us with your furry family member! With care and gratitude, Tiffany Owner of Turtle Lounge

Sitter Profile Image: Tre S.
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Tre S.
from
$60
per night
4.6 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Middletown, DE, 19709

We loved Tre! From the minute he pulled into the driveway, we felt comfortable that he would be a great fit to care for our enthusiastic pittie mix. He asked pertinent questions and took detailed notes during the meet and greet. Our dog responded so favorably to him and the became fast friends. We highly recommend him and will definitely be working together in the future.

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Alissa M.
Sitter Profile Image: Trinity P.
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Trinity P.
from
$60
per night
10 years of experience
Magnolia, DE, 19962

About: Hello, I’ve been taking care of my dogs for the past 10 years. I have a beagle terrier (Bleu) and a king charles caviler (Milo). Milo is now 3 years old and Bleu is about 10 years old. I’m currently a college student majoring in Biology, so I have a hours an available to help my clients with potty breaks and dog walking. I have a fenced yard. I typically let my dogs out roughly 5 times per day when I am not home. When I am home I let my dogs out whenever it is needed.

Sitter Profile Image: Danielle S.
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Danielle S.
from
$32
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Magnolia, DE, 19962

About: I have taken care of a variety of dogs, I walk them, feed them and bath them if needed. I have taken care of dogs from puppies to senior care and providing medicine. I currently work full time with a variety on my schedule and very flexible, I love spending time with companions. Im passionate about giving the animals undivided attention. In my home I have a chain and an electric fence so my dog is provided the whole yard. I also have a crate if needed. I prefer to do in clients home to reduce the stress on the animal.

Sitter Profile Image: Terry C.
Verified Enhanced Background Check
Terry C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
73 reviews
25 repeat clients
15 years of experience
New Castle, DE, 19720

We could not have been happier with Terry as our sitter! She was great at sending updates every morning and our dog seemed to be very happy spending time with her. He is also extremely picky when it comes to new people but Terry was great with him! We were very nervous as this was the first time we left him with a sitter for an extended period of time but Terry did a wonderful job to ease our nerves. It's also a huge plus that she can work from home as well so your pet will get full time care with her. She also left the house spotlessly clean and in pristine condition and was kind enough to leave us with gifts as well! 5 stars all around and we highly recommend her!!!

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Eshal P.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
61 reviews
20 repeat clients
50 years of experience
Wilmington, DE, 19809

We were very pleased having Chris here at our home to watch our Corgi Mickey. Mickey wasn’t feeling his best and Chris kept us well informed and sent photos of Mickey to reassure us that all was well. We plan to have her come again the next time we need to go out for a long period of time. Chris was awesome!

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Michael M.
Sitter Profile Image: Margaret C.
Verified Enhanced Background Check
Margaret C.
from
$65
per night
4.9 out of 5 stars
25 reviews
2 repeat clients
12 years of experience
Dover, DE, 19904

Lots of experience with different dogs. She kept my dog company and took good care of her while I was away. Will likely be using her services again in the future.

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Kaitlyn R.
Sitter Profile Image: Krista K.
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Krista K.
from
$111
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Steve & Lisa K.
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Steve & Lisa K.
from
$70
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Townsend, DE, 19734

Best ever. Our pups loved them! Excellent care given with lots of love.

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Nancy P.
Sitter Profile Image: Savannah M.
Verified Background Check
Savannah M.
from
$52
per night
4 years of experience
Smyrna, DE, 19977

About: I am a part-time working mom going to college online for Veterinary Science and Medicine since July of 2017. My passion is caring for animals especially dogs and cats. As your Rover sitter your pets automatically become family and if there a need I can help you and your furry friend with I'm there! Growing up my family has fostered many dogs and cats as well as I have volunteered at the SPCA and Leg Up Farm with horses. I have 2 years experience with dog sitting and 7 months experience cat sitting. I am looking to higher my employability skills and to give your pet all the attention he/she needs while their parents are away. I am very organized and am schedule oriented. I can't wait to meet you guys!

Sitter Profile Image: Majiyah B.
Verified Enhanced Background Check
Majiyah B.
from
$42
per night
5.0 out of 5 stars
1 review
26 years of experience
Magnolia, DE, 19962

Majiyah was amazing while I was away. I was a little hesitant at first about having a house sitter stay in my home, but she made me feel completely comfortable. She took great care of my dog and my home, and she really went above and beyond. When she thought he may have had a food allergy, she took the time to cook his food and make sure he was okay. She also took him to get a bath, picked up extra dog treats for him, and even cleaned my home before I got back. I noticed that my dog quickly became comfortable with her during her stay, which is always a positive sign. It gave me so much peace of mind knowing my dog was safe, cared for, and in good hands. I would definitely recommend Majiyah to anyone looking for a reliable, thoughtful, and caring sitter!

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Shamprehya M.
Sitter Profile Image: Kahjae D.
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Kahjae D.
from
$32
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
8 years of experience
Dover, DE, 19901

About: I have been caring for my own pets for 8 years as well as people in my neighborhoods pets for about 5 years. I absolutely love animals and treat them as if they were my own. I am currently in school and work part time on campus in the evenings but I can still make time to look after your lovely pets! I have hours to spare between classes and would definitely do my utmost to ensure we both can reach to an agreement on time! There is not much fencing in my apartment complex, however there is a decent amount of space and grass to move around if your pet loves to walk! There is also a lake that we could stroll around for a some fresh air and a view.

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The median cost per night for house sitting in Woodland Beach is $50

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Sitters in Woodland Beach average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Woodland Beach on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Woodland Beach house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 359 house sitters in Woodland Beach. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Woodland Beach house sitters respond in under an hour.

House sitters in Woodland Beach have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Woodland Beach.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Woodland Beach house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.