House Sitting Cheltenham

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Sitter Profile Image: Aliyah W.
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Aliyah W.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
7 years of experience
Brandywine, MD, 20613

“This was my first time having someone other than family watch my dog overnight, and Aliyah put any worries that I had at ease. She was able to follow all of my instructions, and maintained good communication with me daily regarding my dog while I was away. She even sent pictures and videos of him 😊 One thing that is helpful for my dog is his routine, and Aliyah maintained his normal routine without any issues. She also maintained a clean space while I was gone. I’d definitely book Aliyah again if I have to leave my dog overnight! She’s dependable, trustworthy, and easy to work with. My dog loves her! We are very appreciative!”

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Kiara N.
Sitter Profile Image: Ashley K.
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Ashley K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 89 reviews
34 repeat clients
10 years of experience
Upper Marlboro, MD, 20772

“Our dog was so happy when we got home after a long holiday weekend and we got picture updates while we were away. Ashley always does an amazing job for us!”

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Lauren B.
Sitter Profile Image: Anh C.
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Anh C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
13 years of experience
District Heights, MD, 20747

“Anh was wonderful with our dog Wilbur- she sent us updates and was really sweet to him. She stayed over at our place which we appreciated because our pup can get a little anxious. Anh left us a very nice note and left the house very clean. We will definitely be reaching out to Anh again until the future for dog care!!”

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Erin M.
Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Brandywine, MD, 20613

About: Hi! I’m Kelsey, and caring for animals has always been something that comes really naturally to me. I recently adopted my cat, Louis, so I understand how important it is to find someone you trust with your pet. I work full-time in behavioral health, so I bring a lot of patience, attentiveness, and calm energy into how I care for animals—especially those who may be a little anxious or need extra reassurance. I’m available for drop-ins and walks, with extra flexibility on Tuesdays and Fridays when I work from home. I’m happy to follow detailed routines, send regular updates, and make sure your pet feels safe, comfortable, and cared for while you’re away. Whether your pet needs playtime, a walk, or just some company, I’d love to help! Pet care fits really naturally into my weekly routine. I work full-time during the day, but I’m available for morning, evening, and weekend visits, with extra flexibility on Tuesdays and Fridays when I work from home. I try to keep my schedule balanced so I can be fully present with each pet, and not feel rushed between visits. I’m happy to stick to consistent routines, and I’ll always do my best to accommodate specific timing needs when I can. I’m especially a good fit for pets who benefit from a calm, steady presence or a little extra patience. I care for every pet the way I’d want someone to care for mine, with patience, attention, and a really calm energy. I recently adopted my cat, Louisville aka Louis, so I know how important it is to trust the person coming into your space. In your home, I’m very respectful of routines and will follow instructions closely to keep things consistent and low-stress. I take my time building trust, especially with shy or anxious pets (and cats who like to take their time warming up). I’m mindful about safety - secure doors, leashes, clean spaces, and making sure your pet is always comfortable. I’ll also send thoughtful updates and photos so you feel connected and at ease while you’re away. Whether your pet wants playtime, a walk, or just a cozy presence nearby, I’m happy to meet them where they are.

Sitter Profile Image: Aiyana R.
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Aiyana R.
from
$60
per night
5.0 out of 5 stars
• 131 reviews
42 repeat clients
9 years of experience
Fort Washington, MD, 20744

“Aiyana took great care of our dog while we were out for the day. Great to work with and we can tell our dog really enjoyed being watched by her. Would definitely recommend!”

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Nicole D.
Sitter Profile Image: Sereniti W.
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Sereniti W.
from
$55
per night
5.0 out of 5 stars
• 96 reviews
39 repeat clients
3 years of experience
Clinton, MD, 20735

“Sereniti is super nice and took the time to come meet our pups before the actual sitting date so they could be familiar with her. You can tell she loves dogs, which was comforting for us. She sent lots of pics of our pups while we were gone too! Will definitely rely on her again next time we go out of town.”

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David W.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$60
per night
5.0 out of 5 stars
• 55 reviews
21 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“Jennifer was wonderful! She took Great care of my 2 fur babies. From the photos , I could see that they were happy and loved by her. She is very attentive and caring. Jennifer took care of the house as well, I could not even tell that anyone was there, she left it immaculate. It was Great receiving pictures and notes regarding my pups while being away. I would highly recommend Jennifer to watch your pups and will definitely reserve her for our next trip.?”

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Karin J.
Sitter Profile Image: Alayza M.
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Alayza M.
from
$60
per night
4.9 out of 5 stars
• 39 reviews
16 repeat clients
11 years of experience
Washington, DC, 20003

“Alayza is a dog whisperer! She’s amazing, kind and patient. My dog has big stranger danger and fear aggression when meeting someone new and it seems he warmed up to her pretty quickly. By the second day he was cuddling with her and letting her pet him! I highly recommend Alayza!”

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Laura Z.
Sitter Profile Image: Xavier B.
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Xavier B.
from
$45
per night
4.4 out of 5 stars
• 13 reviews
5 repeat clients
5 years of experience
Fort Washington, MD, 20744

“Xavier was fantastic. He communicated well, confirming details, asking questions and giving updates throughout his stay. It gave us peace of mind knowing our dog was well cared for. Would hire again in a heartbeat.”

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Brittany C.
Sitter Profile Image: Stacey H.
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Stacey H.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
10 repeat clients
2 years of experience
Waldorf, MD, 20601

“Stacey is the best! She is very reliable and we get regular updates. We have used her multiple times and always appreciate how well she takes care of our pup!”

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Jessica R.
Sitter Profile Image: Charly E.
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Charly E.
from
$44
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Fort Washington, MD, 20744

About: Hi! I'm an experienced animal caregiver with over three years of hands-on experience caring for both dogs and cats, as well as livestock. Working with a variety of animals has taught me how important patience, consistency, and careful observation are when it comes to providing excellent care. I pay close attention to each animal's behavior, appetite, energy levels, and routines so I can quickly notice when something seems different or needs attention. Caring for animals is a daily part of my life. Every day I care for my own animals, so I am used to maintaining feeding schedules, monitoring health and behavior, and making sure animals are safe and comfortable. Because animal care is already a priority in my routine, I can easily incorporate visits, walks, playtime, and check-ins for clients' pets throughout the week. I enjoy building trust with animals and providing reliable care that helps owners feel at ease while they're away. When caring for pets in a client's home, I focus on maintaining their normal routine to help them feel comfortable and secure. I follow all feeding instructions, ensure fresh water is always available, provide exercise and playtime, clean litter boxes or pick up waste, and give plenty of attention and companionship. I also closely monitor each pet's behavior, appetite, and overall well-being, and I communicate regularly with owners through updates and photos. If caring for pets in my own home, I provide a safe, clean, and supervised environment where pets receive individualized attention, exercise, and affection. I make sure they have a comfortable space to rest and follow any specific instructions provided by their owners regarding feeding, medications, routines, or special needs.

Sitter Profile Image: Tobias L.
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Tobias L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 44 reviews
27 repeat clients
10 years of experience
Capitol Hill, Washington, DC, 20001

“Used Tobias while we went away on vacation. He was great with Bailey and Kali. He listened to our care instructions and attended to their needs perfectly. He is extremely easy going and communicative. Loved getting pics everyday to see how our dogs were doing. Def will rebook and recommend him to anyone”

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Dillon M.
Sitter Profile Image: Liana C.
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Liana C.
from
$40
per night
1 repeat client
8 years of experience
Fort Washington, MD, 20744

About: I've had pets since I was a kid, have taken care of even 3 dogs and 2 cats in my home before. I love all animals, including senior pets like my childhood dog who lived till 15 <3 I have experience with all kinds of temperaments, and would love to get to know + care for any of your furry loved ones! I'm currently a university student with my classes time blocked separate from the days I am available to pet-sit, so all my time will be dedicated to the care of your furry family member <3 I have 1 male Persian cat who lives with me, he has a very mild temperment and is very friendly to other cats! If your cat has need for solo care, I have space to separate them as well.

Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 151 reviews
33 repeat clients
4 years of experience
Waldorf, MD, 20602

“Morgan took great care of our two 100+ lb mastiffs and elderly 5lb cat over the July 4th weekend. The house was left in perfect shape. The animals were happy, minimally stressed even after a night of fireworks, and had zero complaints. Morgan kept us informed all throughout the booking of the animal's welfare and activities. A++, would book again.”

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Jessica O.
Sitter Profile Image: Bri H.
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Bri H.
from
$70
per night
5.0 out of 5 stars
• 85 reviews
20 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Bri is wonderful as always! She makes us feel so at ease when we travel. She takes amazing care of our pets and is very communicative. We will continue to always use her for a sitter when we travel.”

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Cheyo R.
Sitter Profile Image: Sierra S.
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Sierra S.
from
$70
per night
15 years of experience
Upper Marlboro, MD, 20772

About: I’ve been caring for animals for over 10 years, with experience caring for cats, dogs, bearded dragons, turtles, rabbits, and other small pets. My love for animals eventually led me to work professionally in the pet-care field, starting at a grooming salon in Brentwood, Maryland. I’ve also worked in a veterinary clinic as a Veterinary Technician Assistant, where I gained hands-on experience caring for animals, recognizing changes in their behavior and health, assisting with treatments, and making sure pets feel safe and comfortable. As a lifelong pet owner myself, I understand that every animal has their own personality, routine, and needs. I treat every pet in my care like they’re my own and always prioritize their safety, comfort, and happiness. ❤️🐾 I work full-time, but I’m available for weekend pet care and services before or after work depending on my schedule. I’m happy to communicate about your pet’s routine and find a schedule that works for both of us. Whether your pet needs walks, drop-in visits, feeding, playtime, medication assistance, or simply some company while you’re away, I’d love the opportunity to care for them! 🐶🐱💕 Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, feeding schedule, medications, and any special instructions before providing care. When caring for pets in their home, I treat their space with the same respect I would my own. I make sure doors and gates are securely closed, pets are supervised appropriately, and their food, water, medications, and belongings are kept safe and organized. With my veterinary clinic experience, I’m comfortable recognizing changes in behavior or signs that something may not be right and will communicate with you promptly if I have any concerns. I also understand how important it is for pets to feel comfortable with someone new, so I never rush the process and allow them to warm up to me at their own pace.

Sitter Profile Image: Lindsey B.
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Lindsey B.
from
$45
per night
4.9 out of 5 stars
• 34 reviews
10 repeat clients
10 years of experience
Alexandria, VA, 22303

“Lindsey provided the best care for Mizu. She gave me daily updates and whenever I needed a little update. She followed instructions with feeding and administering medications. Mizu was in the best care. Will definitely have her watch him again when I am away.”

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Su H.
Sitter Profile Image: Karima A.
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Karima A.
from
$75
per night
4.8 out of 5 stars
• 15 reviews
5 repeat clients
10 years of experience
Washington, DC, 20024

“Karima took excellent care of our dog Goose and our apartment while we were away for over a week. She was caring, responsive, and helpful throughout her stay. She sent us daily updates and was very professional. She left our apartment clean and Goose absolutely loved her! I would definitely book with Karima again and suggest her for any of your dog sitting needs.”

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Kelly W.
Sitter Profile Image: Chris M.
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Chris M.
from
$31
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
15 years of experience
Temple Hills, MD, 20748

About: I’ve been taking care of dogs since I was a teen, I love animals, I have 2 dogs, 2 turtles and a hamster, your pet will be loved and cared for. I’m currently able to have the free time to take your furry friends out whenever they need, I’m home most of the time and they will never be left alone I have a fenced yard, 2 friendly fur babies, King and Princess which are cockapoos, your pup will feel right at home with us and our family

Sitter Profile Image: Bradley H.
Verified Enhanced Background Check
Bradley H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 39 reviews
13 repeat clients
12 years of experience
Washington, DC, 20001

“This was the first time that I worked with Bradley and had him both house sit and most importantly dog sit for my 135 lb. mastiff mix dog. He did a great job caring for Bosco; Bosco was in great shape when I returned from my trip. Bradley also cared for the house, getting the mail, checking for damage after a major thunderstorm and then letting me know that everything was ok. When I returned everything was in great condition and clean. I would not hesitate to ask Bradley for help when the need arises.”

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Dan R.
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The median cost per night for house sitting in Cheltenham is $50

Pet parents share their Rover experiences - Cheltenham

1 / 1
5.0 out of 5 stars

Nagela was an awesome sitter! She communicated with us constantly and provided photos of our babies! We will definitely book again in the future.

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

Why Choose Rover?

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  • Reservation protection

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

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

How to book house sitting

  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.
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Popular requests for house sitting - Cheltenham

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cheltenham average 4
repeat house sitting clients

FAQs for House Sitting - Cheltenham

Frequently asked questions about Rover

As of October 2026, there are 9,138 sitters on Rover offering House Sitting across Cheltenham. 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 Cheltenham 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 Cheltenham 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.

<b>Tip:</b> 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 Cheltenham 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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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