Dog Boarding Cheltenham

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 408
pet parents in Cheltenham have booked dog boarding

Cheltenham, Find top rated dog boarding

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

1 / 1
Sitter Profile Image: Monica L.
Verified Enhanced Background Check
Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 121 reviews
29 repeat clients
14 years of experience
Cheltenham, MD, 20623

“I had a wonderful experience with Monica. Very professional, her attention to detail to ensure the safety of my fur baby and others was outstanding. Communication skills was excellent, when I had to reach out to her she responded quickly and made sure I understood everything. The main thing that I loved. was the report card!!! yes, she will send you a report card to let you know how your pet is doing plus picture. A+ will definitely use again.”

Profile image
charlie h.
Sitter Profile Image: Lindsay H.
Verified Enhanced Background Check
Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 42 reviews
12 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

“WE WERE TURNED AWAY BY SOOOO MANY SITTERS... I checked the schedule of every sitter before making contact to ensure that they were available. I made contact with at least 10 sitters and got "I'm out of town" or no response at all. The issue was my dog was asked not to return to a commercial kennel "Muddy Paws." There was no violence or aggressive behavior, just anxiety shown by barking, howling, tipping food, and water. But all of this is in Ash's bio, and finally, someone was real enough to tell me. "After reading your dogs bio, I don't feel comfortable with him." So I gave up and started to cancel a much needed family vacation. Then I got a small sign and tried Lindsay. She was the only one who asked, "What happened at Muddy Paws?". From there, we exchanged texts, and she asked if we could have a meet and greet that day. We had a wonderful meet and greet, and she took Ash for our vacation. And from there, we were thoroughly impressed. We got pictures, videos, and text messages. My wife actually got a little jealous due to how comfortable Ash looked and smiled in every picture. Plus, he found a new best friend in her dog, Remi. Now, if you are curious to know how Ash did, I highly recommend you ask Lindsay. She even went as far as to write something the other sitters could read that would educate them on Ash's behavior. And we appreciate that so much. BUT AS LONG AS LINDSAY IS A SITTER, ASH DOES NOT HAVE ANY OTHER SITTERS. THANKS YOU, Lindsay, from the entire Jones family.”

Profile image
Steve J.
Sitter Profile Image: Aaron & Tia M.
Verified Enhanced Background Check
Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 35 reviews
11 repeat clients
40 years of experience
Clinton, MD, 20735

“Aaron and Tia were amazing with our pups! They went the extra mile and were extremely responsive and helpful with any needs the dogs had while we were on our honeymoon. I highly recommend them for exception care and a stress free trip!”

Profile image
Hannah V.
Sitter Profile Image: Lynette & Vincent H.
Verified Enhanced Background Check
Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 817 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“Lynette and Vincent were amazing! Very responsive and kept Bentley busy and at ease during our vacation. She even gave him a bath prior to pickup! We will definitely use them in the future and any events that require us to have a sitter! Book them and I promise you won’t be disappointed!”

Profile image
Cari A.
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 374 reviews
113 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

“Kelly & Maurice took great care of my little again and he came home happy and worn out. They treated my Louie like he was one of their own dogs and sent me plenty of pics and videos during his stay. Will definitely use their services again in the future.”

Profile image
Dex M.
Sitter Profile Image: Zulma G.
Verified Enhanced Background Check
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!”

Profile image
Terri P.
Sitter Profile Image: Roxsand D.
Verified Enhanced Background Check
Roxsand D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
10 years of experience
Clinton, MD, 20735

“Roxsand was great with boarding my two dogs and she took them at last minute because my first boarder cancelled on me. I will definitely use her again. 😊”

Profile image
Carmen M.
Sitter Profile Image: Kiyanna B.
Verified Enhanced Background Check
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

“My puppy loved Kiyanna from the moment he stepped foot in her place. Wonderful, warm personality and sent me just enough updates so I didn’t miss him too much. When she’s available during our travel she will be his home away from home. ?”

Profile image
Erin C.
Sitter Profile Image: Vanessa & Giovanni G.
Verified Enhanced Background Check
Vanessa & Giovanni G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 79 reviews
33 repeat clients
25 years of experience
Brandywine, MD, 20613

“Gio and Vanessa did an amazing job with our sweet puppy. They took extra special care of our girl when we needed a place for her to stay for one night. They treated her like their own. We are so thankful to have met them and will use them to watch our girl if we ever need help again! Highly recommend their family for your pets care. Thank you so much Gio and Vanessa!”

Profile image
Diana S.
Sitter Profile Image: MELONIE M.
Verified Enhanced Background Check
MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
16 years of experience
FORT WASHINGTON, MD, 20744

“Found Melonie on Rover and first met her back in January for a meet and greet before a trip I had been planning. That trip ended up not happening, so this was actually our first time using her services. The original meet-up went so well. My dog Sky isn't very socialized and tends to be anxious around new people and places, so how quickly she took to Melonie was a great sign. This was also the first time we'd left Sky with anyone outside of family, so that mattered a lot to us. Since some time had passed, Melonie graciously offered to do another meet and greet before this booking. Sky warmed up to her right away again. This time I brought my daughter along, and she felt just as confident in Melonie as I did. We both knew Sky was in good hands. Melonie has such a calm, pleasant presence, and it clearly puts Sky at ease. She sent us daily updates with pictures throughout the stay, and Sky looked happy and relaxed in every one. We'll absolutely be booking with Melonie again in the future!”

Profile image
L M.
Sitter Profile Image: Rubi D.
Verified Enhanced Background Check
Rubi D.
from
$55
per night
5.0 out of 5 stars
• 32 reviews
10 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Rubi and Martha are so wonderful with my shy pup Junior! He has some medical needs and needs patience and warmth to loosen up in new situations, but they didn’t miss a beat and he was at home with them in no time. He loves his time with Rubi, Martha (and his new buddy Oddie) and we are lucky to have them.”

Profile image
Avery S.
Sitter Profile Image: Brian K.
Verified Enhanced Background Check
Brian K.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 215 reviews
67 repeat clients
16 years of experience
Fort Washington, MD, 20744

“Brian and Carly are the BEST of the BEST! They are kind, competent, and genuine dog lovers. This trip was the longest I have been away from my beagle and I felt like she was with trusted friends. I didn’t have a single concern that she was getting anything but top notch care and love. Great communication and multiple daily photos! Brian and Carly worked through a last minute schedule change with me, and I am grateful for their flexibility. I absolutely recommend them to anyone looking for top quality care for their dog!”

Profile image
Jenelle P.
Sitter Profile Image: Corey B.
Verified Enhanced Background Check
Corey B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 39 reviews
6 repeat clients
2 years of experience
Upper Marlboro, MD, 20772

“Corey is a great resource on Rover! He took our request last minute and was really courteous, attentive, and professional. He kept us updated while we were away with messages and pictures everyday. We will definitely be using Corey's services again.”

Profile image
Sharpe F.
Sitter Profile Image: Sereniti W.
Verified Enhanced Background Check
Sereniti W.
from
$48
per night
5.0 out of 5 stars
• 94 reviews
38 repeat clients
3 years of experience
Clinton, MD, 20735

“Sereniti was great! She provided updates throughout my dog’s stay with her, and even took care when my dog became sick and had digestive issues. She even went out of her way to allow us to pick my dog up late at night to be able to bring her home. Thank you so much!”

Profile image
David L.
Sitter Profile Image: Lashelle C.
Verified Enhanced Background Check
Lashelle C.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
22 years of experience
Waldorf, MD, 20601

“Lashelle was a great person to watch over my dog. She provided me with daily updates and pictures of his visit. Through updates, I was able to view the love and care given to my dog while I was away. I will definitely seek to work with her again.”

Profile image
Ericka N.
Sitter Profile Image: Lauren H.
Verified Enhanced Background Check
Lauren H.
from
$60
per night
5.0 out of 5 stars
• 61 reviews
19 repeat clients
16 years of experience
Clinton, MD, 20735

“Addie has stayed with Lauren before, and she enjoyed her stay this time overnight as well! She had a bath there, and her coat is so shiny and clean. We’re impressed with Lauren, and feel completely comfortable leaving Addie with her. We will be using Lauren again. Thank you!”

Profile image
Maria C.
Sitter Profile Image: Donna & Brian G.
Verified Enhanced Background Check
Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 112 reviews
50 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

“Corduroy had a wonderful stay with Donna, and I couldn’t be happier with the care he received! From the moment I dropped him off, I felt confident that he was in great hands. I received regular updates and photos, which gave me so much peace of mind while I was away. It was clear that Corduroy was treated like part of the family. He came home happy, relaxed, and well cared for. I truly appreciated the attention, patience, and genuine love shown to him throughout his stay. Thank you for taking such great care of Corduroy—I look forward to booking with you again!”

Profile image
Alexsandria B.
Sitter Profile Image: Dasia J.
Verified Enhanced Background Check
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

“Dasia was fantastic again! It’s so great to find someone you feel comfortable to watch your pet. Dasia provided updates and pictures throughout the stay. She was amazing.”

Profile image
Monique G.
Sitter Profile Image: Cayla J.
Verified Enhanced Background Check
Cayla J.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
12 years of experience
Camp Springs, MD, 20746

“Jackson loved his time with Cayla!!”

Profile image
Prentiss G.
Sitter Profile Image: Antavia G.
Verified Enhanced Background Check
Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Upper Marlboro, MD, 20772

“Antavia was so great! Penny really had a good time and was well taken care of. I’m always nervous when I have to leave her but Antavia put my mind at ease. I would definitely book with her again!”

Profile image
Lashawn M.
1 / 1
View more

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

Dog parents share their Rover experiences - Cheltenham

1 / 1
5.0 out of 5 stars

This was my first time using Rover and I lucked out and found the perfect sitter! Seamless experience and my fur baby seemed to have a great time!! We will be booking again.

Profile image
Danica S.
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!

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
Lauren P.
Boarding
1 / 1
Find pet care near you

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 dogs like family

  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

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

Popular requests for dog boarding - Cheltenham

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Cheltenham average 11
repeat dog boarding clients

FAQs for Dog Boarding - Cheltenham

Frequently asked questions about Rover

The average cost for Dog Boarding in Cheltenham on Rover is $49.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 6,686 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Cheltenham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Cheltenham landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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

Tip: 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 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 .

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge