Dog Boarding Cheltenham

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Over 410
pet parents in Cheltenham have booked dog boarding

Cheltenham, Find top rated dog boarding

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Sitter Profile Image: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 43 reviews
18 repeat clients
40 years of experience
Clinton, MD, 20735

“Aaron and Tia are hands down the best ever. They are super friendly loves dogs and I can’t even thank them enough how they have helped me in last minute dog sitting but just the care they show with my dog. Trust me if you are looking for a sitter that just loves animals Aaron and Tia are your people this is my second time and they are 10 ⭐️⭐️⭐️⭐️⭐️⭐️⭐️ You won't go wrong”

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Andre P.
Sitter Profile Image: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 827 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“Absolutely BEST caregivers for my lil guy. Very responsive and kind. Great communication-keeps you constantly updated on your furbaby. Could not ask for anything better !!!”

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Laniece G.
Sitter Profile Image: Zulma G.
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Zulma G.
from
$40
per night
4.9 out of 5 stars
• 16 reviews
8 repeat clients
20 years of experience
Cimton, MD, 20735

“Zulma took such great care of my two Shitzus Louie & Zoey. I got regular photo/video updates which I really appreciated. She asked for permission, which I gave, to bathe them, they were most likely smelly due to the weather. Can I tell you when we picked them up they were so silky, shiney and soft! Even more so than when they come from the groomers. I really must ask her what is the product she used! We will most definitely book her again!”

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Terri P.
Sitter Profile Image: Kiyanna B.
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Kiyanna B.
from
$50
per night
4.7 out of 5 stars
• 80 reviews
31 repeat clients
10 years of experience
Upper marlboro, MD, 20772

“Kiyanna was great with my fur baby. I had a family emergency and she worked with me to keep my fur baby safe until I was able to come get her.”

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Chonell F.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 53 reviews
29 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

“Omg what can I say… I just want to keep her for myself 😆 after searching and going through a few sitters, 1 on here and 2 recommended by someone else, I think we’ve found our person! She does require a meet & greet beforehand which I absolutely love and once we had ours we were sold. She was flexible with pick up and drop off, we even had a possible change and she was totally understanding. She checked in every evening with pics and a recap. She even let me know things that I needed to be aware of behavior wise so we can correct our baby at home, as he still getting to know the world and being exposed to new things. She was extremely patient and my pup fell in love staying with her and her family. He was overly comfortable and she helped with that. Picking up was a breeze, she gave the update for that day and we chatted for a few and even tho my pup was extremely excited to see us and was ready to go home, he showed them some extra love before leaving and that’s what really sold me! We will definitely be back!!!”

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Shay M.
Sitter Profile Image: Marla C.
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Marla C.
from
$45
per night
4.6 out of 5 stars
• 11 reviews
5 repeat clients
2 years of experience
District Heights, MD, 20747

“Marla was great! Bella seemed very happy when I picked her up, and I could tell Bella liked Marla and her chihuahua right away during drop off. Booking again!”

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Ashley S.
Sitter Profile Image: Dasia J.
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Dasia J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
Accokeek, MD, 20607

“My girls enjoyed their stay. They came home happy and ready to go again. I highly appreciate Dasia keeping up with my senior's eye drops to include logging when she received them.”

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Jennifer C.
Sitter Profile Image: Carlton M.
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Carlton M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

“Very nice neighborhood to walk your dog and he was able to send me pictures, videos and updates of my dog daily since it was my first time using his services.”

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Tram N.
Sitter Profile Image: Meeka S.
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Meeka S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 35 reviews
13 repeat clients
10 years of experience
Brandywine, MD, 20612

“Meeka and her family did great with Blu while we were away. We received a proper amount of updates and pictures while we were away, and Blu looked safe and happy in them all. I would definitely book with Meeka again!”

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T'Keyah N.
Sitter Profile Image: Danny L.
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Danny L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 35 reviews
14 repeat clients
9 years of experience
Fort Washington, MD, 20744

“Exceeded my expectations! This dynamic duo is truly a dream team. They took very good care of my Tyson since the meet and greet! They are very communicative and will send you as little or as many updates as you can take. This was my first time away from my baby and it’s warming to find out I was the one with separation anxiety while he had a friend and a safe space to be a dog! Will DEFINITELY be using there awesome services again!”

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Aaron M.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 93 reviews
22 repeat clients
10 years of experience
Fort Washington, MD, 20744

“Anna is amazing!! She was so good with our pretty anxious pup and sent us a lot of pictures throughout the weekend — we were always at ease knowing that Ellie was comfortable and having a great time. Anna’s two dogs are also so sweet, and we loved that Ellie had companions all weekend. If you live in DC, definitely worth driving out to Anna’s place for your pup to escape the city for a bit and hang out with this wonderful sitter!!”

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Michelle L.
Sitter Profile Image: Mary A.
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Mary A.
from
$35
per night
5.0 out of 5 stars
• 189 reviews
48 repeat clients
30 years of experience
Upper Marlboro, MD, 20772

“We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.”

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Chelsea C.
Sitter Profile Image: Rena L.
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Rena L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
30 years of experience
Waldorf, MD, 20603

“Rena took excellent care of my fur baby. I could tell from the many updates and photos he had a wonderful time during his boarding with her. I will definitely reach out to Rena in the very near future for her services.”

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Lynn M.
Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
30 years of experience
Dunkirk, MD, 20754

“Chris was wonderful with my Labradoodle, Rambo! He made him feel right at home and kept him happy and playful the whole time. I could tell he was well cared for and loved. I’ll definitely book with Chris again!”

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Adanech T.
Sitter Profile Image: ALANA A.
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ALANA A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 47 reviews
15 repeat clients
20 years of experience
Accokeek, MD, 20607

“Aiana took amazing care of my pup! She stayed in touch the whole time I was away, sending frequent photos and updates that made it easy to relax on vacation. MJ clearly loved spending time with her. I’d absolutely recommend Aiana for anyone looking for a reliable, caring dog sitter.”

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wesley r.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
28 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady is an exceptional fur baby boarder and my fur baby, Max absolutely loves her, Bandit and the family! She provided lots of daily updates with pictures, showing regular walks and playtime in the yard. Because of Mady, I was able to enjoy my first vacation in over 20 years without worrying about Max and I truly appreciate her. I can't thank Mady enough for providing exceptional care for Max while I was out of the country. My next vacation will definitely include a booking with Mady!❤️”

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Detra B.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
35 years of experience
Brandywine, MD, 20613

“Sarah was awesome! She sent cute pics of my 2 cats frequently during their stay and was super understanding and flexible of any changes I needed to make for their stay at her home. She responded promptly to all of my messages and was helpful with drop off and pick up of my pets. Definitely would try to use her services again if possible.”

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Lisset & Diem M.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 24 reviews
2 repeat clients
7 years of experience
Anacostia, Washington, DC, 20019

“Tamara is outstanding on communication and was very attentive to Valentine’s needs and comfort. It is a big plus that she is very near a park space. I would use her again and recommend her without hesitation.”

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David S.
Sitter Profile Image: Janaya W.
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Janaya W.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
4 years of experience
Upper Marlboro, MD, 20774

About: My love of dogs began when my mom got a puppy when I was in sixth grade. Now I am a dog mom. I've been the proud mom of a Boston Terrier/Frenchie mix for the past 4 years. I've raised her since she was 3 months old, through potty training, puppy training and intermediate training. I'd love to care for your fur baby too. I'm at home during the day and available to drop in/ walk your fur baby. I am available in the mornings and in the afternoon. I have an unfenced end unit townhouse. There is grass on the side of my house and plenty of unfenced grass in my townhome community. I work from home almost every day of the week so I will have time to take care of your baby during the weekday. I'm able to get out and walk dogs on the weekends. I have an unfenced yard and a fenced play area in front of my house. I have a friendly fur baby who likes to play and thinks she's the leader of the pack.

Sitter Profile Image: Chris M.
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Chris M.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
15 years of experience
Temple Hills, MD, 20748

“Chris and his family took great care of my babies. My normal sitter was unavailable and Chris responded promptly with his availability. His communication is top tier and he sent plenty of pictures. Thank you Chris and family!”

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Tinoi J.
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The median cost per night for dog boarding in Cheltenham is $50

Dog parents share their Rover experiences - Cheltenham

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5.0 out of 5 stars

Ms. Monica is amazing ! She took great care of my dog, kept me updated, and made sure he was happy and comfortable. I felt at ease knowing he was in good hands. Highly recommend and would definitely book again! 🐾❤️

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Briana M.
Boarding
5.0 out of 5 stars

Lindsay took wonderful care of Molly during her 17-night stay! She sent pictures while we were away and thoughtfully checked with us before offering Molly peanut butter on a lick mat. She even sent Molly home with a fresh bag of Bocce’s cookies, which was such a sweet touch. We really appreciated her communication and the personal attention she gave Molly. Thank you, Lindsay!

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Denise L.
Boarding
5.0 out of 5 stars

I can always be confident that Prince is well taken care and happy when he’s with Rubi. She does a great job.

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Yolanda M.
Boarding
5.0 out of 5 stars

Kiyanna took excellent care of our pups, Eli and Yves. She was communicative by providing updates and concerns as needed. And not to mention patient 😊 She even prepared goodie bags for them at pick up. We highly recommend and will also rebook in the future.

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Keisha T.
Boarding
5.0 out of 5 stars

Tiger enjoyed his vacation with Ashley and the fam. I will continue to request them whenever I’m in need.

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Ronnie B.
Boarding
5.0 out of 5 stars

Another great stay! This time much longer! Toni was absolutely amazing with my fur baby, Sunny. The communication and pictures sent throughout his stay gave me peace of mind while on vacation. I would rebook again and again without a doubt.

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LaTricia S.
Boarding
5.0 out of 5 stars

Rose was communicative, quick to arrange a meet and greet and respond whenever I had questions, and sent lots of adorable pictures. Super happy with my pup's stay with Rose! He got lots of attention, was well cared for, and came home happy and tired from the sleepover. 100% would book Rose again; she is wonderful.

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Lauren P.
Boarding
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  • 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.

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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 dog boarding - Cheltenham

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Sitters in Cheltenham average 11
repeat dog boarding clients

FAQs for Dog Boarding - Cheltenham

Frequently asked questions about Rover

The average cost of Dog Boarding in Cheltenham is $50 per night as of October 2026. Most bookings cost between $36 and $63 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 6,735 sitters on Rover offering Dog Boarding across Cheltenham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Cheltenham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Cheltenham home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Cheltenham.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Cheltenham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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