House Sitting Westwoods

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

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Over 17
pet parents in Westwoods have booked house sitting

Westwoods, Find top rated house sitting

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: Jacob W.
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Jacob W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
2 years of experience
Millsboro, DE, 19966

Jacob was wonderful!! The animals loved him, he took excellent care of our home, and he is a super nice guy to boot. He was very responsive and kept us updated the entire time we were out of town. Would highly recommend!

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Rachel H.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
221 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

I highly recommend Jacqueline. Our pups loved her. She put my mind at ease and sent updates and pictures of the pups while we were away. I’ll definitely hire her again.

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Katherin J.
Sitter Profile Image: Aubrey J.
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Aubrey J.
from
$80
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
5 years of experience
Georgetown, DE, 19947

Aubrey did a wonderful job looking after our home and five animals. We came home to a spotless house and happy cats and dogs! She was an excellent communicator and provided nice updates and pictures. We look forward to hiring her again!

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Brittany K.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$60
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Millsboro, DE, 19966

She was amazing with our Annabel!

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Rachael I.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$32
per night
10 years of experience
Millsboro, DE, 19966

About: I've been caring for dogs for over 10 years and currently have three dogs of my own. I understand that every pet has a unique personality and routine, and I treat every dog as if they were part of my family. I provide a safe, loving, and dependable environment with plenty of attention, exercise, and affection. My goal is to make both pets and owners feel comfortable and at ease. I currently work rotating shifts, but I will work with you the best I can. I also dont mind last minute scheduling if needed . At this time, I'm not sure I would do pet sitting in my own home. I am willing to do whatever is needed for your pet in your home.

Sitter Profile Image: Alison B.
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Alison B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
20 years of experience
Ocean View, DE, 19970

Alison knocked it out of the park once again!!! My wife and I never have to worry about the car of our dog when Alison is on the watch. My Sherman loves her so much, he actually gets depressed for a day or two after she leaves.

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Robert W.
Sitter Profile Image: Charles S.
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Charles S.
from
$55
per night
5.0 out of 5 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: 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

We are so pleased with the experience we had with Chelsea. She was great about keeping us informed about how our pups were doing. She texted us and sent us pictures every day while we were out of town. We would definitely recommend Chelsea for anyone looking for someone to care for their pups.

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Tim M.
Sitter Profile Image: john o.
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john o.
from
$80
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
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: Kailee D.
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Kailee D.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
9 years of experience
Millsboro, DE, 19966

About: Growing up I have always lived helping others and even helping animals. As a young kid, I grew up surrounded by all kinds of animals. Although my college plan is to become a special education teacher, I have always had a passion for animals. I really enjoy giving animals a voice and creating special bonds with them. Over the years my family has rescued over 8 animals including dogs and cats. I have been dog sitting for 3 years now for family friends and I am willing to do it for anyone in need. Animals have always left an impact on my life and I hope I do the same to them. I am not doing this for the money but to help many animals in need, as well as their owners. I really hope I am able to give endless love to you pet or pets. Thank you.

Sitter Profile Image: Vincent B.
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Vincent B.
from
$28
per night
20 years of experience
Delmar, DE, 19940

About: I grew up with dogs. My brother has always had big dogs. My mom has always had small dogs. We have a farm in Montana where dogs are a big part of every day life. I have a fairly open schedule and am available most times of the day and night. I do not mind working off hours and could be flexible with most schedules. I currently have a rescue cat named Ru. She is all black and was at the humane society for almost 3 months before coming home to me. I love dogs and have had many different breeds and sizes over the years. I’m hoping that we can fence in our new home so that I can rescue a new dog soon.

Sitter Profile Image: Steve M.
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Steve M.
from
$75
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

About: I love all animals and am always excited to get to meet new loving dogs and cats. Based in the Capital Region 10min from downtown Albany NY. I have done some dog sitting privately for a pampered pup. I love dogs of all breeds and sizes. Attended the dog show meet the breeds in new york city. Dependable and responsible dog walker at your service also flexible to meet your schedule. I get along well with most any animal and have three purrfect cats and fish at home. I love to get outside myself to hike and enjoy the outdoors. I'm confident that I can be a great asset to any owner in need of an extra set of hands. Also drop in service for feeding or potty breaks is available. Looking forward to meeting your furry friends. Working remotely with a flexible schedule. I love going for walks several times throughout the day myself. Always excited to have a furry friend along. Three happy cats at home that demand to be fed promptly at 6am and 6pm. They get lots of love and attention. Treats from time to time but not too much.

Sitter Profile Image: Michael J.
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Michael J.
from
$75
per night
5.0 out of 5 stars
1 review
16 years of experience
Dagsboro, DE, 19939

Michael made sure my animals were well cared for. Will definitely use again.

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Steve M.
Sitter Profile Image: Helen F.
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Helen F.
from
$60
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Berlin, MD, 21811

Great care provider. Everything was perfect

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John B.
Sitter Profile Image: Richard B.
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Richard B.
from
$60
per night
10 years of experience
Frankford, DE, 19945

About: I’ve taken care of basically any type of dog in my decade of taking care pets. Patience is key when meeting new pets to give them time to trust I live and work at a campground, taking care of pets is one of my duties and since I have a house on the property with a fenced in backyard, the dogs are easily able to run free in the yard with no worries of escape. I will make sure all your pets needs are met. No matter how untrusting they may be, with my patience and care your pet will feel loved for

Sitter Profile Image: Diana W.
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Diana W.
from
$28
per night
10 years of experience
Salisbury, MD, 21801

About: I have had family dogs most of my life, all were rescues. Each had their own challenges. I’m observant and will take attentive care of your pet. I am starting my masters program in the fall and have a lot of free time during the day. Usually available throughout the day including evenings. I care for them by making sure their bowls have been cleaned and filled with fresh water and food if needed. Give them attention and play with them.

Sitter Profile Image: Dina B.
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Dina B.
from
$30
per night
5.0 out of 5 stars
1 review
10 years of experience
Berlin, MD, 21811

About: I have taken care of dogs since I was a young teenager. They give unconditional love and are so happy that they make you happy. I have two of my own and would have more if I could. I regularly run with them, play ball, play tug of war and even swim with them in the ocean when I can make it there. I give baths and clip nails. I am very good at continuing training with dogs with simple commands like "stay", "wait", "sit", "lay" And i also train using hand gestures. Dogs are a huge part of my life and i don't know know I would do without mine. So let me continue my journey on giving dogs the best life they can get. Let me love your doggies too!!

Sitter Profile Image: Brooke W.
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Brooke W.
from
$50
per night
5.0 out of 5 stars
21 reviews
1 repeat client
25 years of experience
Millsboro, DE, 19966

Brooke is a wonderful pet sitter! Amigo is a rescue and had a sad beginning so he is sometimes withdrawn around strangers but he immediately loved Brooke! She is so reliable and shows up on time and lets you know her schedule in advance. She is great with animals and a very sweet person. She is very smart and catches on quickly. Reluctantly highly recommend her because if everyone uses her she might be too busy when we need her next and I definitely want her the next time we need a sitter!

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Patricia N.
Sitter Profile Image: Mariah B.
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Mariah B.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Selbyville, DE, 19975

Mariah did a fabulous job with our two fur babies. We came back from vacation to find them happy, healthy and well cared for. She sent plenty of photos. Definitely recommend. She was caring for them in our home and left the house spotless.

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Joyce S.
Sitter Profile Image: Megan W.
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Megan W.
from
$70
per night
5.0 out of 5 stars
6 reviews
21 years of experience
Lewes, DE, 19958

About: With 21 years of hands on experience caring for dogs and cats, I provide reliable, compassionate care tailored to each pet's unique needs. I began working with animals at 16 in a professional dog grooming salon, where I learned safe handling techniques, pet behavior, and how to help animals feel calm and comfortable. I've worked in multiple kennel environments and have experience with pets of all breeds, sizes, ages, and temperaments. From energetic puppies to shy cats and senior pets. I treat every pet like family, keeping them safe, comfortable, and loved while maintaining their normal routines. You can count on me to provide attentive, trustworthy care and peace of mind while you're away. I'm home most of the day, so your dog will rarely be left alone for more than 2–3 hours. My flexible schedule allows me to provide consistent attention, care, and companionship throughout the day. I provide attentive, reliable care in both my home and yours, always focusing on your pet's comfort, safety, and routine. Whether boarding or providing drop in visits, I maintain regular feedings, potty breaks, playtime, fresh water, and plenty of affection. I closely monitor each pet's well being, follow all care instructions, and provide updates for your peace of mind. My home is clean, pet friendly, and stocked with most essentials. Just bring your pup, their food, leash, and collar, and I'll take care of the rest!

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The median cost per night for house sitting in Westwoods is $60

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

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

Sitters in Westwoods average 4
repeat house sitting clients

FAQs for House Sitting - Westwoods

Frequently asked questions about Rover

The average cost for House Sitting in Westwoods on Rover is $53.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 311 sitters on Rover offering House Sitting across Westwoods. 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 Westwoods 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 Westwoods 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 Westwoods 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 Westwoods. On Rover:

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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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